Anal Addiction part 1 by Tallnhard1

It was after midnight by the time I pulled up in front of her apartment. Putting the car in park I sighed and then looked over at my girlfriend Tiffany. She was sitting in the passenger seat with her legs tucked under her and her eyes on the cell phone in her lap. Glancing up she looked at her apartment building and then over at me with a disappointed look on her face.

"Home already?" she asked as she began to unbuckle her seatbelt.

"Yep, home already," I answered with a knowing nod. "You know you could have just stayed the night at my place. I'm sure we could have had some more fun tonight," I said with a smile.

Tiffany gave a lighthearted laugh. "Oh really? You were ready for another round huh?"

"Definitely!" I exclaimed as I unbuckled my own seatbelt and leaned towards her. "There are so many more fun sexual activities to try."

"Like what?" she asked in all seriousness. "We basically did everything tonight: You went down on me, I went down on you, and then we had sex in every position I thought possible. What is left to try?"

I smiled conspiratorially. "We didn't try the back door."

She rolled her eyes. "Ha ha very funny." She leaned forward and brought her lips to mine, kissing me gently. Leaning back she smiled. "Goodnight lover boy, I'll see you soon."

"Goodnight baby."

Tiffany exited the car and walked towards her building, swaying her hips in a way that made me want to follow her inside and have another round of hot sex with her. And maybe this time I could convince her that my anal sex comments were not a joke but were sincere attempts to actually do it. Instead I just sat in my car and watched her beautiful behind swing back and forth until she rounded the corner and was lost from view.

I drove the five miles back to my apartment lost in thought. Tiffany and I had been dating for about six months and things had been going really well. I enjoyed spending time with her and she had this slim, petite body that I found incredible attractive. She looked great naked and the sex was amazing but I still hadn't found the right way to impress upon her that I really wanted to do one thing more than anything else: Anal sex.

For as long as I could remember I had been obsessed with anal sex. From my virgin days watching porn to my experiences with anal sex in real life, just the thought of fucking a girl in the ass got me instantly hard. I loved how it felt when the tight ring of her ass gripped my cock and milked the cum out of me. At some point I thought that I would get over my obsession but if anything it's only gotten worse with time.

I could still vividly remember the first time I had ever had anal sex. It was in high school and I had finally convinced my girlfriend to try it. Pressing my hard cock to her tight rosebud I thought there was no way it would fit. Holding onto her hips I pushed slowly but firmly until the head of my cock slipped into her ass. It felt so amazing that before I even began thrusting I immediately came. It was such an amazing feeling that I was instantly hooked.

I was brought out of my rumination when I pulled up in front of my apartment. Parking the car I quickly headed inside and started getting ready for bed. It was already late and I had to work the next morning so I turned out the light and climbed into bed. As I lay my head on the pillow and closed my eyes I thought about what it would be like to fuck Tiffany in the ass. Something told me that it would be an amazing experience that I would never forget.

With thoughts of anal sex playing on repeat in my mind I found myself still awake ten minutes later with a raging hard on. Opening my eyes I reached over and grabbed my laptop off the side table and opened it next to me in bed. I immediately clicked on my porn collection and opened up my favorite porn folder marked 'Anal'. There were countless video files in the folder but I found a favorite of mine and double clicked on the icon that read 'Young Girl Tight Anal.avi'.

My eyes were glued to the screen as a young, eighteen year old girl sat on a couch in a large, beautifully furnished room. I knew from watching the video multiple times before that it begins with the girl talking to the guy behind the camera for a few minutes. I was so horny that I immediately skipped ahead to the part where a guy with a big dick comes in. I watched a few seconds of their early interaction and then I once again skipped forward to the part I wanted to see most.

When I saw that the couple onscreen was in the doggie style position I let it play. The guy had just stopped pounding her from behind and he was pulling his large cock out of her pussy while he fingered her ass. Removing his finger he pressed his slick cock to her backdoor and began to push forward. The camera zoomed in to give a close up view of his cock as it began to penetrate her ass. My own cock was already rock hard and I began to stroke it.

As her ass swallowed the head of his cock I wondered, not for the first time, what that must feel like for her. What did it feel like to have someone's dick in your ass? Could that possibly feel good? It must feel good to some people because I had dated girls who liked it. I also knew that anal sex was common for gay men but since I didn't know anyone who was gay and I wasn't interested in men that thought was quickly forgotten.

The guy now had his entire cock in her ass. He began penetrating her with long strokes that started slow but were quickly increasing in pace. If she was faking her enthusiasm for that particular sex act her moans fooled me. As he began fucking her ass in earnest I increased the pace of my own stroking. The slapping of flesh on flesh from the video matched the sounds I was making as my hand slid up and down my cock.

After a few minutes in the doggie style position they switched. The guy sat down on the couch and the girl climbed on top of him and slid her ass back down on his cock. She brought her legs up and spread them so that her pussy was on display as she bounced up and down. She had a joyous look on her face which only turned me on more. I increased the pace of my stroking as I imagined that it was my cock deep in her ass.

Since I had seen the video multiple times I knew it was time for the cumshot when she climbed off of him. As she went to her knees in preparation I increased the pace of my stroking so that I would cum at the same time as the guy in the video. As he stepped up in front of her and began to stroke his large cock in her face my cock erupted in my hand and began to cover my bare stomach in semen. Through half closed eyes I watched him shoot his load all over her face.

I sighed contentedly and closed the video file. Knowing that I had to get up in a few hours for work I quickly cleaned myself up and put my laptop back on the side table. Laying my head down on the pillow I quickly drifted off to sleep in a state of deep relaxation.

It was tough to wake up the next morning but by the time I got up and got to the office the rest of the day seemed to fly by. I left work around 6:30PM and since I knew that Tiffany had dinner plans my night consisted of making dinner for myself at my apartment and then watching some TV on the couch. It was about 10:00PM when my phone rang and I saw that it was my girlfriend calling.

"Hello?"

"Hey baby, it's me," Tiffany said in an excited voice. "Whatcha doing?"

Her energy was infectious and I found myself lifted by it. "Nothing much, just watching some TV. How about you baby?"

"I just got home after having dinner with Monica. She is dating this new guy so she wanted to tell me all about it."

"That's cool. Anything I should know?" I asked with a smile. Monica was Tiffany's best friend from childhood and they told each other everything, including juicy details about their sex lives. Tiffany loved to tell me all about it.

She laughed. "Actually yes! Monica was telling me about how much amazing sex she has been having with him lately. Then she mentioned that they had a little slip up last night."

"A slip up?"

"Yeah, apparently while they were having sex his cock accidentally slipped out of her pussy and went straight into her ass."

I felt my cock immediately come to life. "Umm, I doubt that was an accident."

Tiffany giggled. "That's what I said but Monica swears it was. She said she was on top of him and she was really wet. Apparently she twisted her body on an out stroke and that caused his dick to momentarily slip out of her pussy. Then she immediately sat down and it accidentally lined up with her ass instead."

My cock was instantly hard. I reached down and rubbed it through my pants as I asked Tiffany, "So did they stop or keep going like that?"

"They stopped. Monica said she likes anal every once in a while but she wasn't in the mood for it last night."

Tiffany had told me a lot about Monica's sex life, more than I wanted to know to be honest, but this was the first time I had ever heard about Monica having anal sex. I continued rubbing my hard cock through my pants as I tried to figure out a way to roll this topic into a conversation about me and Tiffany having anal sex. "Wow, so have you ever had a slip up like that?"

Tiffany laughed again. "Nope, and I would know that it wasn't an accident if it did happen."

Tiffany liked to laugh off my anal sex comments like they were jokes but now was the time to see if there was any hope of anal sex for me in this relationship. "Any interest in having it not be an accident?" I asked and then I waited on baited breath for her answer.

"Not really. I mean, I can't imagine it would actually feel good."

My heart sank momentarily but there was a glimmer of hope in that it wasn't a definitive no answer. "Well, clearly some people like it or no one would do it," I said, clearly grasping at straws. "Even Monica said she likes it sometimes."

"True, but I just don't think I would like it." Tiffany paused for a second and then asked me a question. "I know you like to make comments about it all time but how would you like it if I shoved my cock up your ass?"

I laughed. "You don't have a cock."

"No, but if I did would you let me shove it up your ass?"

"Of course," I answered without hesitation. "I would at least try it to see if I liked it."

"Yeah right," she responded. "You are just saying that so I'll do it."

Was I that transparent? "Ok, you're right. I have no idea if I would do it because the fact of the matter is that you don't have a cock. But here's the deal, I want to have anal sex with you," I said earnestly. "And I would do anything to make that happen. Absolutely anything."

She let out a big sigh of exasperation. She didn't say anything for a few seconds and then she said, "Ok, I'll remember that."

After that we talked about how each of our days went and what our plans were for the coming weekend. We made plans for a dinner date Friday night and then talked about a few more mundane topics before we said our goodbyes. I wished her a goodnight and then hung up the phone.

After work on Friday I came home and got ready for my date with Tiffany. I jumped in the shower to clean up and then picked out an outfit to wear. Buttoning up my shirt over my tall, thin frame I checked my hair and then headed out the door. We had planned to meet at a restaurant that was close to her apartment and I was already a few minutes late.

I got to the restaurant and saw Tiffany sitting at a table with her back to the door. She was talking to a good looking brunette next to her and they seemed to be laughing about something. As I approached Tiffany saw me out of the corner of her eye and turned towards me with me a smile. Standing up she hugged me, gave me a quick peck on the lips and then quickly turning back towards the girl she had been talking to.

"Wendy, this is my boyfriend I was telling you about."

I stepped up and introduced myself, shaking her hand with a smile. Wendy had a cute face and a thin, feminine figure. Even though she was sitting down it was clear that she was much taller than Tiffany and with a larger bust. Her long, dark brown hair fell in waves across her shoulders and down her back as she greeted me warmly.

Tiffany turned back towards me and said, "Wendy is a friend of mine from LA. She recently moved here so I thought I would invite her to dinner with us."

"Sounds good," I said as I sat down at the table.

We ordered food and drinks from the waiter while Tiffany and Wendy told me how they knew each other. They hadn't seen each other in a long time and they had lost contact for a while before recently reconnecting. As they regaled me with stories from their time together in Los Angeles I started to get the feeling that they just happened to be in the same group of friends and weren't necessarily that close to begin with.

Even though I was a little confused about why Tiffany had invited someone who was just an acquaintance to dinner with us on date night I was enjoying our conversation. Wendy was funny and charming and she had a relaxed way about her that instantly put me at ease. At times during dinner Tiffany seemed a little preoccupied but Wendy was outgoing and gregarious and at times even a little flirty. It was fun.

When dinner was done and I was in the process of paying the bill Tiffany asked us both, "What do you guys want to do now?"

I was a little surprised by the question but since I was enjoying the company I had no problem keeping this going. When Wendy suggested that the three of us could hang out together at her apartment Tiffany and I both readily agreed. Standing up we grabbed our coats and headed out the door.

I left my car at the restaurant and the three of us walked the four blocks to Wendy's apartment. Wendy unlocked the front gate and we took the elevator up to her apartment on the third floor.

"Make yourselves at home," Wendy said as we entered. "Can I get either of you something to drink?"

"Sure," I said as I headed towards the couch. "I'm not picky so whatever you got is fine by me."

"I'll help her make drinks," Tiffany told me with a smile as the two of them headed towards the kitchen.

I sat down on the couch and pulled out my phone. As I checked my email I could overhear Tiffany and Wendy discussing what kind of drinks to make from the kitchen. They discussed everything from wine and beer to mixed drinks but by the time I finished reading my email I realized that I could barely hear them. It almost sounded like they were whispering. After a few seconds they abruptly stopped and then came out of the kitchen together holding glasses.

"Sorry about that baby," Tiffany said as she approached the couch. "We couldn't figure out what to make."

"No problem," I replied as she handed me a glass with clear liquid. I took a sip of the strong gin and tonic and then smiled as Tiffany sat down next to me.

With Wendy sitting on the other couch we picked up our conversation from the restaurant. We started out talking about things like movies and TV shows but as the night wore on, and we had more to drink, I noticed that Wendy's flirtatious nature had infected all three of us. Tiffany began casually dropping in references to our sex life and Wendy seemed to play along and even encourage that kind of talk.

From there it didn't take long before our conversation veered into overt sexual topics. We talked about past sexual partners and kinky situations and by the time Tiffany started telling Wendy about the interesting places that we had had sex, I had to adjust myself because of my massive hard on. With the sexual energy in the room ramped up I looked back and forth between Tiffany and Wendy a few times before I suddenly had a thought: Could this be leading to us having a threesome?

"Wow, you guys have done it a lot of places considering that you haven't been dating that long," Wendy said with a smile. "So what's the most fun sex act you guys have done together?"

My cock threatened to break out of my pants as I answered nonchalantly, "We haven't really done that many crazy things yet. Mostly just normal sex stuff right baby?" I asked Tiffany as I turned towards her.

Tiffany smiled. "Yep, just normal sex stuff so far." She paused and then looked over at Wendy. "Although he wants to try anal sex more than anything. He won't stop talking about it."

"Oh yeah?" Wendy asked as she looked over at me. When I shrugged she said, "I love anal sex. I think it feels great."

I smiled and turned towards Tiffany. "See?"

Tiffany rolled her eyes at my comment and then said to Wendy, "He said that if I had a cock he would let me fuck him in the ass."

Wendy smiled at me. "Is that so?"

"Sure," I said with the confidence of someone who had had a few drinks. "You don't know if you like something until you try it."

I saw Tiffany and Wendy share a smile and then Wendy stood up. "Let's all go my room," she said.

I practically leapt off the couch. With all the innuendo I was confident that we were going to have a threesome now. Tiffany and I hadn't really talked about doing this before but as she grabbed my hand and led me towards the bedroom I silently thanked her for what was about to happen. With a good buzz going I crossed the threshold into Wendy's bedroom.

"Why don't you take a seat," Wendy said to me as she motioned towards her bed.

With giddy anticipation I sat down on the foot of the bed. It was soft and inviting but after a few seconds I realized that neither my girlfriend Tiffany nor Wendy had joined me. Tiffany sat down in a chair next to the bed while Wendy leaned back against the dresser by the door.

They exchanged a look and then Tiffany said to me with a smile, "Why don't you get naked?"

"What about you guys?"

Tiffany gave a slight shake of her head. "Why don't you show Wendy what you got first?"

I looked over at Wendy and saw her watching me with a small smile on her face. "Ok," I said as I started to take off my shirt. Sliding it off my shoulders I stood up and undid my belt. Unbuttoning my pants I let them slide to the floor and then stepped out of them. My hard cock made a tent in my underwear and I looked back over at Tiffany to confirm that she meant for me to get completely naked. At a nod from her I put my thumbs in the waistband of my underwear and slid them down.

My hard, seven inch cock stood out proudly from my body. Much like me my dick was tall and thin and ready for action. I could already see a small bead of precum at the tip. I smiled at Tiffany and then I looked over at Wendy as I sat back down. She was unashamedly checking out my naked body with a hungry look in her eye. No girl had ever looked at me like that before and it was an incredible turn on. My hard cock twitched in my lap.

"Ok, I'm naked now," I said as I sat back on the end of the bed with a smile. "Who is next?"

"I think Wendy should go next," Tiffany told me. "But first I need to know that you meant what you said on the couch." At a confused look from me she added, "The part about anal sex."

"Of course I meant it," I answered reflexively. I looked over at Wendy to see her smiling at me.

"Great!" Wendy exclaimed.

She reached down and pulled her shirt up and over her head in one smooth motion. She then undid her black bra and let it slide off her shoulders and fall to the floor. Making eye contact with me she ran her hands over her perky breasts and gave them both a light squeeze. She let her arms fall to her side and then paused before going any further to let me admire the way her soft skin and bust looked on her thin frame.

Wendy reached down and undid the button of her jeans. She hooked her thumbs in the waistband and began to slide her pants down her smooth, statuesque legs. Standing in the center of the room wearing only a small, black thong, Wendy resembled a lithe dancer with slender limbs and a budding chest. With one hand blocking the view of what was between her legs Wendy began sliding her thong down with her other hand.I waited with eager anticipation to see Wendy's pussy. I still couldn't believe that I was going to get to fuck two beautiful girls and I was more sexually excited than I had ever been before. As her thong hit the floor Wendy moved her hand away to reveal a smooth, semi-hard cock where I was expecting to see her pussy. I was so confused that I didn't even realize what I was looking at.

I had been staring at Wendy's cock for about ten seconds before I heard snickering next to me. Breaking out of my trance I looked over to see Tiffany with her hand over her mouth laughing at me. "Not what you expected?"

"What is going on here?" I asked to no one in particular.

"You said that you wanted to try anal sex," Tiffany answered. "In fact, not ten minutes ago you said 'You don't know if you like something until you try it.' So now is your chance to find out if you like it."

I noticed the smug look on my girlfriend Tiffany's face as the realization of what was happening dawned on me. We wouldn't be having a threesome. In fact, I wouldn't be fucking anyone tonight.

"You want her to have anal sex with me?!" I asked Tiffany incredulously.

"You said you would do it if I had a cock. Obviously I don't have one but Wendy here can fill in for me."

I glanced over at Wendy to see her staring at my naked body as she slowly stroked her hardening cock. Looking down at her dick I still couldn't believe that it was real. How could such a beautiful girl have a cock? I wouldn't have believed it if I didn't see it with my own eyes.

"So what's the deal?" I asked Tiffany. "If I let her fuck me in the ass then I get to do the same to you?"

Tiffany narrowed her eyes at me. "Maybe," she said with the hint of a question in her answer.

I considered my situation. Tiffany's answer to the my-ass-for-your-ass question was lukewarm at best. Clearly she had little intention of living up to such a deal so ultimately I had to decide whether I wanted to let Wendy have anal sex with me separately. My first instinct was a definitive no. I wasn't gay. Only men who liked men would be interested in getting fucked in the ass, right?

I looked at Wendy and tried to imagine her as a guy with those rounded hips, those soft lips and that feminine figure. I just couldn't do it. My internal argument about having to be gay to take a cock in my ass suddenly didn't make sense. If a beautiful girl like Wendy had a cock then the game was changed. Suddenly I had to admit to myself that deep down I was curious about what it felt like to be on the receiving end of anal sex. As long as the giver was a girl like Wendy.

I came to a decision quickly.

"Ok," I said.

Tiffany laughed in disbelief. "What?"

"I said Ok. I'll do it."

Tiffany was incredulous. "Really?! You want her dick in your ass?" At a shrug from me she threw her hands up in exasperation and stood up out of her chair. She looked at Wendy and then looked back at me. "Ok fine. You have to start by sucking her dick though."

"Do what?" I asked after a moment of hesitation.

"You heard me," Tiffany said in a flat voice.

I couldn't tell if Tiffany was upset or not. It was clear to me that she didn't think I would actually agree to this but I still wasn't sure how she would feel about me doing it. To be honest, I still wasn't sure about actually doing it so I sat there for at least ten to fifteen seconds just contemplating what to do next.

"Can't do it?" Tiffany asked me.

I slowly stood up without answering. Glancing over at Tiffany I quickly looked away and then stepped towards Wendy. I sank down to my knees and then I looked straight ahead. Her hard cock was right in front of my face. Immediately I found myself somewhat mesmerized by something that should be the definition on masculinity looking almost feminine. From the soft, velvety head down the smooth long shaft to her bare torso, her member was clean and looked almost tender.

Taking a deep breath I opened my mouth and slowly began to lean forward. When the head of her cock touched my tongue I instinctively closed my mouth around the shaft. I heard Tiffany behind me mutter under her breath as I tasted cock for the first time. I was surprised by how soft her cock was on the outside yet how hard it was underneath. As I licked the head of her cock I realized that the natural taste of her member actually wasn't that bad.

With that realization I began to slide my mouth forward. Taking more of her thick cock in my mouth, I stopped when I felt the head tickle my throat. Looking forward I realized that my nose was almost touching her bare stomach so I slid my mouth back. As I did so I looked up into Wendy's eyes for the first time to see a look of satisfaction and lust. I was surprised to feel my cock twitch with excitement from the confirmation that I was obviously pleasing her so much.

I started sliding my mouth back and forth on her cock and in no time I felt like I was getting the hang of it. The key was to think about how I would want a girl to suck my dick and then to emulate that. Wendy began to moan from my oral ministrations which spurned me on. I swirled my tongue around the head of her cock. I took her entire length into my mouth. I fondled her shaved balls with my hand. After a few minutes Wendy stepped back and her saliva covered cock came out of my mouth with a wet plop.

Wendy looked down at me on my knees. "Are you ready to find out if you like anal?"

At a shy nod from me she said, "Good, then get up on the bed and let me see."

I stood up and turned around. As I crawled onto the bed I looked over at Tiffany to see an unreadable look on her face. She didn't look mad or upset but I still wasn't totally sure how she felt about what she was watching. I was about to ask her how she felt when I heard the dresser drawer open and shut behind me. On all fours I looked back over my shoulder to see Wendy walking towards the bed with a condom and bottle of lube in her hand.

As she unwrapped the condom she looked over at Tiffany. "Are you sure you want me to do this?"

Tiffany didn't say anything for a few seconds but then nodded her head. "Yes. Let's see how he likes it."

Wendy nodded and then rolled the condom onto her hard cock. Getting up onto the bed behind me Wendy began to lather up her cock with lube. Squirting some down my exposed crack she set the bottle of lube down and then pressed a finger to my hole. It was a strange sensation when her finger slid in, violating yet sensual. I wouldn't say I enjoyed it but after she slid it in and out a few times it wasn't that uncomfortable anymore. Wendy then removed her finger and got up on her knees behind me.

I felt the head of Wendy's condom-covered cock begin to apply pressure to my tight, virgin hole. It felt bizarre to be on the other end of anal sex but I tried to tell myself to relax. Burying my face in the pillow with my ass up in the air I braced myself as Wendy slowly pushed forward. Just when the pain started to really ramp up and I thought that her cock wouldn't actually fit, I felt the head push past of the ring of my ass.

I grunted in pain as my ass was suddenly full of Wendy's cock. My eyes were squeezed shut as Wendy let out a low moan behind me and then began to slowly push her cock into me, one inch at a time. By the time I felt her hips make contact with my backside I felt like my ass was on fire. My hole was stretched larger than it had ever been before and the discomfort radiated out from there. My first thought was one of regret for ever agreeing to try anal sex.

As Wendy stayed still with her cock buried in my ass I felt the pain begin to slowly subside. What had started as a burning sensation became a dull ache after a few seconds of adjustment. I was surprised that I could feel my ass slowly expanding to accommodate the size of her cock. By the time Wendy gripped my hips and began sliding her cock back all of the intense pain had gone away and I just felt a general discomfort in my ass.

Wendy began pushing her lubricated cock in and out of me at a steady pace. With every stroke I found that the discomfort I felt was slowly being replaced with pleasure. Small jolts of pleasure to start and then more sustained enjoyment as she picked up the pace. I opened my eyes and started to look back over my shoulder but I caught Tiffany's eye instead. It appeared that she had been watching my face the entire time.

"See? I knew you wouldn't like it," Tiffany said with a smile.

"It's... Ok..." I answered between Wendy's thrusts. "The pain is... going away... and it's actually... starting to feel... much better."

I looked back over my shoulder at Wendy to see a look of concentration on her face as she pounded my ass. I smiled and then I realized that there was no more pain. I couldn't believe that I was actually starting to enjoy getting fucked. I put my head back down and started to really focus on the pleasure. I could feel every inch of her cock as she slid in and out of me and it excited me in a way that nothing ever had before.

Before I knew it I was beginning to moan. Every forward thrust from Wendy ended with a surge of pleasure shooting through my entire body. I didn't understand how something that was initially so painful could end up feeling so great but I found myself rocking back and forth with Wendy every time she thrust into me. I was loving it and I started to think that maybe I had been obsessed with the wrong kind of anal sex for my entire life.

I felt a hand on my cock and then Wendy said, "Oh my God, you're hard as a rock." In one smooth motion Wendy removed her dick from my ass and then pushed me sideways so that I fell over on the bed. Grabbing my bottom leg she pulled so I ended up on my back with my legs up in the air.

Wendy still had ahold of my cock and she pointed it at the ceiling. "Look," she said to Tiffany. "I guess he does like it."

I looked down between my legs to see that what Wendy had said was true. My cock was harder than it had ever been before. I looked over at Tiffany to see surprise on her face as Wendy pushed my legs up towards my head and scooted towards me. Taking her hand off my cock she quickly lined herself up with my hole. Without waiting for a word from me she quickly pushed her cock back into me.

Wendy resumed her assault on my ass. As each thrust into me increased in intensity so did the volume of my moans. As wave after wave of pleasure rolled through me I watched Wendy's body as she fucked me: The way her abs tightened as she drove her cock into me, the way her arms gripped my legs for leverage and the thin sheen of sweat that covered her body as she labored. Although I was used to being the one looking down I smiled as I suddenly knew what it looked like to be on the receiving end.

My hard cock bounced up and down on my stomach as Wendy fucked me. I wanted to reach down and use my hand to stroke it but I wasn't sure if that would be ok with Tiffany. The fact that I was obviously enjoying anal sex so much must have been surprising enough for her. But despite the fact that no one was touching my dick I felt like I was closer and closer to having an orgasm. I wasn't sure how but it felt like it could happen at any moment.

The pace of Wendy's fucking suddenly increased dramatically. I watched her face as she focused on pounding into me as fast as she could. It didn't take long until she threw her head back and let out a girlie scream as her body convulsed. She buried her cock in me as deep as it would go and I felt it spasm as she emptied her entire load into the condom. The sensation of her cumming inside me pushed me over the edge.

I felt my first shot of cum land on my upper chest and neck. I had never cum without touching my dick before but the pleasure Wendy's cock was giving me was pure ecstasy. My second shot of cum splashed across my chest in a long arc of pent up release. My whole body spammed with each pump of semen out of my cock as cum covered my torso. By the time my dick stopped spurting I felt my heartbeat slowly begin to come down after the most intense orgasm of my life.

As I laid back and tried to catch my breath I felt Wendy scoot away from me on the bed and pull her dick out of my ass. I looked over to see her step down onto the floor and turn towards Tiffany.

"Well, now I guess you know he likes it," Wendy said to her as she pulled the spent condom off her softening cock.

I laid my head back and smiled. I did, I loved it. 

------X------ 

I had been pacing back and forth for about ten minutes before I finally sat down on the couch. Looking at the phone in my hand I considered the call I was about to make. I should have known it would come to this at the end of that night two weeks ago. I should have just broken up with her then. But I didn't so here I was, ready to finally call her and end our relationship.

It had been two weeks since that night at Wendy's apartment. The night my girlfriend Tiffany decided to trick me into getting fucked in the ass by her transsexual friend. I still couldn't believe that she had set me up like that. It was true that I didn't necessarily have to go along with it but my pride and curiosity got the better of me. And besides, it just wasn't fair to put me in that situation.

After that night my love life had come to a screeching halt. Tiffany had pulled back from me emotionally and we weren't connecting in the way that we did before. I had lost all trust in her and she seemed to feel the same way about me. Our interactions had become awkward and the thought of being intimate with her just made me upset. I didn't know how to put things back the way they were even if I wanted to. And I didn't want to.

I sat there staring at my phone for a few more minutes before finally pressing the green call button. Listening to it ring I took a deep breath.

"Hello?"

"Hey Tiffany, it's me," I said in a short, clipped manner. "We need to talk."

"Yes we do," she replied curtly.

The tone of her response caught me slightly off guard. I paused for a moment but then I said what had been on my mind for weeks. "I've been thinking a lot about what happened that night at Wendy's apartment and I'm just not sure this relationship is going to work out because of it."

There was silence for a few seconds before she responded. "I agree. This isn't working for me anymore either."

"Ok," I said with a mixture of relief and exasperation. "Because things changed between us that night."

"Yes they did," she responded with an edge to her voice. "In ways I never expected."

What did that mean? "Look, Tiffany, you know that what happened wasn't my idea. It was your idea and then you got angry at me for doing it."

"I didn't think you would actually go through with it!" Tiffany took a deep breath to calm herself. "The fact of the matter is that I didn't want to have anal sex with you. I figured that if I pressured you to do it first then you would back off. Clearly I was wrong because you agreed to do it. Not only that, you loved it!"

I did love it. It felt weird to say it but I really did love being on the receiving end of anal sex. I wasn't going to admit that to Tiffany though. "I wouldn't say that I loved-"

"Oh please, it was obvious how much you loved it. Wendy even told me later that she had never seen a guy cum that hard before. Now whenever I think about us being together I just think about the look of bliss on your face when Wendy's cock was in your ass."

I didn't know what to say to that statement. Instead I addressed her earlier comment. "You should have just told me that you didn't want to have anal sex in the first place. We could have talked about it."

"No we couldn't. I could tell how badly you wanted it and talking about it would have just made it worse."

"That's not true..." I trailed off. This conversation was going nowhere. And ultimately it was pointless. Our relationship was broken and it was ending anyway. I took a deep breath and then said, "Whatever. It doesn't matter now. It's over."

Tiffany responded, "Yep, turns out I'm just not the right kind of girl for you."

That wasn't fair. What happened was her fault. "I guess not," I said angrily and then I hung up.

How dare she try to put our breakup on me. It was true that I had wanted to have anal sex with her and that I had mentioned it a few times but she was the one that took things too far. She was the one that put me in a compromising situation and then got upset when I made the "wrong" choice. Standing up I resumed pacing back and forth while I took a few deep breaths to calm down. I reminded myself that it no longer did me any good to be resentful because the relationship was over.

I was mad about how things ended but another part of me was sad. Sad because at one point I thought we had a great relationship. The first six months Tiffany and I had dated were fantastic. I had been really happy. But that night at Wendy's had changed me. The amazing feeling of a girl's cock in my ass had opened my eyes to a world of sexual possibilities that I didn't even know existed. Breaking up was disappointing but at the same time exciting as I looked forward to seeing where my newfound sexual interests took me.

I put my phone down and walked back through my apartment to my room. Opening up the bottom drawer of my dresser I lifted up the stack of t-shirts and reached underneath. Grabbing hold of the hard, silicone object hidden at the bottom of the drawer I pulled it out and looked at it. I never thought I would own a dildo but there I was holding one that I had bought only days before from a local sex shop.

I had always been obsessed with anal sex but suddenly my orientation to it had shifted. Where I once obsessively fantasized about my dick in a girl's ass, now all I thought about was a girl's dick in my ass. Of course that required the girl to have a dick so I was quickly becoming obsessed with transsexuals. I thought about the only transsexual that I actually knew, Wendy, and I wondered if she wanted to fuck me again.

Sitting down on my bed I thought back to the night that changed my life. When that night started I would never have guessed that I would have ended it naked on Wendy's bed. I would never have guessed that I would agree to Tiffany's deal. I couldn't help but smile as I thought about the look of confusion that must have shown on my face the moment I saw Wendy's cock. Then I thought about the look of confusion on Tiffany's face when I said that Wendy could fuck me.

As I thought about the events of that night I felt my cock begin to stir. Setting the dildo down next to me on the bed I unbuttoned my pants and slid them off. My underwear quickly followed as I lay down and closed my eyes. In my mind I replayed the moment of taking Wendy's cock in my mouth. Then the moment of her first penetrating me. Then the moment of her realization that getting fucked was making me hard.

As I reminisced I reached down and began lightly stoking my cock. I thought about the way it felt to have Wendy's hard cock sliding in and out of my ass. I was so turned on that I reached down with my other hand and began rubbing my hole. A low moan escaped my lips as the nerve endings responded to my stimulation and my cock hardened in my hand. Pushing a finger in caused me to arch my back slightly and breathe heavily through my mouth.

Removing the finger from my ass I reached over and picked up the dildo. Opening the drawer next to the bed I pulled out a small bottle of lube and quickly coated the sex toy. Spreading my legs and lifting my ass off the bed I gripped the slick dildo in my hand and brought it over to line it up with my hole. I applied firm pressure for a few seconds and then gasped as I felt the head push into me.

I was so horny that it took only seconds for me to slide the entire dildo in. Pulling it back out I began to get a rhythm going while I continued to imagine that it was Wendy's cock filling me up. I thought about being on my back and looking up at her as she thrust into me. I loved watching her devour my body with her eyes and then put all of that desire into driving her cock into me over and over again.

I knew I was going to cum when I thought about how it felt when Wendy finished. Thinking about her cock spasming in my ass as she came caused my cock to explode. I moaned loudly as the first jet of cum left my cock and sprayed across my stomach. I continued to fuck my ass with the dildo as spurt after spurt of cum covered my torso. When I finally finished cumming I slowly removed the dildo and collapsed back on the bed.

That must have been the fifth time I had done that since I bought the dildo a couple days before. It seemed like every night I masterbated to thoughts of Wendy fucking me. But for some reason things felt different all of sudden. Maybe it was the fact that I was finally single but something had definitely changed. I could feel it. Shaking off that thought I decided to get up and get ready for bed. Sliding off the bed I headed towards the shower.

A week went by and I had been thinking about Wendy even more than usual. I really wanted to contact her to see if she was interested in getting together with me again. There was only one problem: I didn't have her phone number. In fact, I didn't have any way to get in contact with her what-so-ever and I didn't even know her last name. The only thing I knew about her was her first name and where she lived.

It took a few days to work up the courage but I finally found myself standing in front of Wendy's apartment building at 8PM on a Thursday night. I didn't have the code to her front gate so I waited until I saw someone approach and then I casually followed them in. I took the elevator up to the third floor and walked towards her apartment. Standing outside her door I was suddenly nervous. Would she think I was a crazy stalker for showing up like this? Before I could think about it too much I knocked on the door.

About ten seconds passed before the door swung open. When it did Wendy stood there wearing black workout pants and a tight fitting cream-colored top. She had clearly just come back from the gym as her hair was disheveled and she had a light sheen of sweat across her forehead. Wendy made eye contact with me but it seemed to take a few seconds before she recognized me. When she did a slow smile crept over her face as she stood in the doorway and sipped her coconut water.

"It's about time. I've been expecting you every day since I talked to Tiffany last week."

I smiled mischievously and shrugged.

Wendy laughed. "Come on in."

I followed her into her apartment. It looked exactly the same as it did when I had been there a month prior. I felt an unexpected thrill walking in to the apartment where I had had the best sexual experience of my life. Wendy motioned to the couch so I took a seat opposite her. She looked as beautiful as I remembered and I couldn't help but take a peak towards her crotch to see if I could make out a bulge there.

"So here you are," Wendy said when I sat down.

"Yep, here I am," I answered.

"What took you so long?" She asked playfully.

"What do you mean?"

"When Tiffany told me last week that you guys weren't dating anymore I knew you would try to contact me. It was just so obvious how much you loved it when I was fucking you."

I didn't really know how to respond to that. It was true that I loved it but I hesitated in answering.

Wendy smiled at my hesitation. "So I assume you are here because you want to do it again?"

I was glad she stated the obvious. "Yep," I said with my most convincing smile.

Wendy leaned back against the couch. "It was really fun last time wasn't it?" She had a small smile on her face and she seemed to be looking inward and replaying it in her mind. "Your ass was so tight it was like a dream."

Her comment took me back to that night and I immediately felt a stirring in my pants. "Yeah, it was amazing," I said as I looked over at her. "I never knew that anal could feel so good."

Wendy looked over at me. "It's too bad we can't do it again."

"What? Why not?"

Wendy's eyes pinned me where I sat. "What do you mean, why not? First of all, I'm friends with Tiffany and it wouldn't feel right to do that to her. Second, as much as I enjoyed fucking you I'm not really a top. I'm versatile but I prefer to bottom so even if I didn't know Tiffany you wouldn't really be the right guy for me."

I was not expecting that response. I had actually been hopeful that she would want to jump back into bed with me. "Hold on a second," I said clearly grasping at straws. "What if Tiffany didn't know? And I love giving when it comes to anal sex so that would totally work for me."

She smiled with just her mouth. "No, I'm sorry. It's just not going to work for me." She paused and then continued. "And you may have enjoyed anal sex with genetic girls but I saw you on my dick. You love it. You would be asking for it all the time."

Deep down I knew she was right. Her reasons made sense but I couldn't help feeling massively disappointed. All I had thought about for the last month was getting fucked by Wendy again and suddenly I knew that it would never happen again.

Wendy saw the resignation on my face and she leaned over to pat my knee. "Don't worry, I'm sure you'll find someone else."

I nodded. "Yeah but I doubt I'll find someone as good looking as you with the right... equipment."

Wendy laughed. She paused and thought about something for a second. "Tell you what, I do have a friend you might like. Would you like for me to set you up with her?"

I looked at her. "Does she have the right... equipment?"

"Yes."

"Then yes!" I exclaimed.

We talked for a little bit more and then I headed home. Before I left I gave Wendy my cell phone number and thanked her profusely. She said she would make no promises but that she would talk to her friend in the next few days and if her friend was interested she would pass on my number. Wendy didn't know if her friend was currently single but she knew her well enough to know that I was more or less her type.

The next few days were the slowest of my entire life. I was excited about the possibility of meeting Wendy's friend but I knew there was a chance she wouldn't be available or interested. I tried not to dwell on it too much but it seemed like I was constantly fantasizing about someone I didn't know. Thursday night and all day Friday went by as I made sure my phone was always close at hand just in case.

On Saturday morning I got up and went for a run. Even though I had been masterbating like crazy for the last two days I still felt sexually frustrated. All week I had been gearing up to get fucked by Wendy but when that didn't happen I felt stymied. After returning from my run I showered and sat down on the couch to watch TV. It was a few minutes after 2PM when I got a text message from an unknown number.

Unknown: Hey, this is Nina. I'm a friend of Wendy's.

My heart caught in my throat. I had been thinking about getting contacted by Wendy's friend for two days straight and now it was actually happening. Picking up my phone I let my fingers hover over the keypad while I thought of what to write back.

Me: Hi, how's it going?

Nina: Good. Do you have some time to chat?

Me: Sure.

Nina: Great, I'll give you a call in a few minutes. In the meantime can you text me a picture of yourself?

Me: Sure, no problem.

I sent a picture of myself from a few months earlier and then waited for a response. About thirty seconds later I got a text message reply from Nina that consisted of a picture and the text "Nice! Here is me." The picture was a selfie taken in the bathroom mirror. The brunette girl in the photo was wearing a light blue top with a plaid skirt. She had a cute face and a nice body. I was suddenly thrilled that Nina looked like any other cute girl that I would try to talk to at a bar.

A few seconds later my phone rang. It was Nina so I slid my finger across the bottom of the screen and held the phone to my ear.

"Hello?"

"Hi," said the feminine voice on the other end of the line. "How are you?"

"Good. And you?"

"Excellent. Yeah, I got a call from Wendy yesterday and as we were talking she mentioned you as someone I might be interested in. I'm usually pretty picky when it comes to guys but from the picture you sent and Wendy's account of your time together I think we might be a fit."

I wondered what Nina meant by 'Wendy's account of your time together' but if Nina was happy about it that was good enough for me. "That's good. Yeah, you look really sexy in the picture you sent."

"Thank you." She paused for a few seconds and then said, "So I guess I'll cut right to the chase. What are you up to tonight?"

"Nothing really."

"Want to grab a drink later?"

"I would love to," I answered quickly. "What time?"

"Umm, I have to run a bunch of errands this afternoon but how about nine o'clock? There is a good bar just down the street from my apartment that I haven't been to in a while."

"Sounds good to me."

"Great!" Nina said with enthusiasm. "I'll text you the name and address of the bar when we get off the phone and then I'll see you there at nine."

We said goodbye and I hung up the phone. Standing up off the couch I did a little fist pump celebration. Even though I knew basically nothing about Nina her picture was cute and she sounded really nice on the phone. She also said that she thought we would be a good fit sexually so my mind immediately raced with all the things that could happen. When I felt my cock start to swell I had to take a deep breath and tell myself to calm down as there would plenty of time for that later.

A few minutes later Nina texted me the name and address of the bar where we were to meet. Doing a quick search for it on my phone I saw that it was a modest bar with both good and bad reviews. Most of the complaints seemed to be about the service but I was hoping I would be too focused on Nina to notice. Setting my phone down I went back to watching TV.

A few hours later I decided to start getting ready. I walked back to my room and opened the closet door. Reaching up I grabbed a box from the top shelf and brought it over to my bed. As I did I thought about the fact that the dildo wasn't the only thing that I had bought on my trip to the sex shop. The cute, blonde employee had also recommended that I buy the enema kit I was currently holding.

I had used it a few times already but I was suddenly excited because this time I would be using it and then I would get fucked for real, no toy. Carrying it into the bathroom I set it down on the counter and began to fill the basin with water. Priming the nozzle with a dab of lube I assembled the kit and then bent over the bathtub. Bringing the tip to my hole I pushed it in and let the water flow.

After cleaning myself out a few times I took a shower and cleaned every inch of my body. After that I made myself a small dinner and then got ready to go. Since we were meeting at a bar I didn't want to get too dressed up but at the same time I wanted to make a good impression. After selecting some dark jeans and a collared shirt I glanced at the clock. It was time to head out.

I pulled up to the address Nina had provided a few minutes after 9PM. I parked down the street and then walked towards the brick exterior of the bar. Pushing open the door I stepped into the dimly lit interior. I paused for a second to give my eyes a chance to adjust as I looked around. It was pretty crowded so I just started walking around the bar. In the back I saw someone in a small booth wave at me.

I immediately recognized Nina from her picture. As I got closer I got a better look at her and I smiled. She was really attractive! Even though she was dressed down in a button up black top over a tight pair of jeans she made it look good. Her body looked thinner than in the picture she sent which only increased my attraction to her. Below her long dark hair she had a cute face that smiled at my approach. I felt like I had hit the jackpot as I got closer and saw her more clearly.

 "Hi," I said as I reached her booth. "I hope I didn't make you wait long."

"Not at all," she said with a smile.

Sliding out of the booth she stood up and leaned forward for a quick hug. She was tall, only an inch or two shorter than me, and the first thing I noticed was how she smelled. It seemed to be a mix of perfume and her own scent and it was intoxicating. As she stepped back and began to slide back into the booth I asked her if she would like a drink.

"I would love one," she answered. "Gin and tonic."

"Coming right up," I said as I started to turn around and head to the bar.

"See the bartender at the far end?" Nina asked behind me. I looked over at the tall, male bartender pouring a drink at the far end of bar. "Go to him for faster service," she suggested.

Nodding to her over my shoulder I walked down to the end of the bar. There were a few other people trying to get his attention but after making a drink he looked up and asked me what I wanted. I told him my order and then got my wallet out. I received a dirty look from the two girls next to me as I handed him my credit card. He swiped it and handed it back to me, letting his hand linger on mine for a second. As I picked up my drinks he gave me a wide smile and told me to have a good night.

I returned to the table and set the drinks down in front of Nina. "That was quick service," I commented to her as I started to sit down. "How did you know to go to that bartender?"

"I used to come here all the time and I just happen to know that he's gay," she said with a smile. "I knew he couldn't resist helping a cute guy like you."

I laughed. "So he wouldn't have helped a beautiful girl like you?"

"Way to work in a compliment," she chided me playfully. "And no, he would have taken his time getting to me."

"Well cheers to gaming the system," I said as I held up my glass.

"Cheers," she replied as she clinked her glass to mine.

After we both took a drink I smiled and said, "I'm so glad Wendy set this up."

"Me too! When Wendy told me the story about what happened at her apartment I have to admit, I got really turned on," She said with a wink.

"Oh yeah? What turned you on the most?" I asked with genuine curiosity.

"How willing you were," she replied. "I don't know a lot of straight guys who would be willing to take it up the ass so quickly like that."

"Well, I had always been a little curious about what anal felt like," I said honestly. "But I'm not attracted to guys so I didn't really think it was possible."

"You had never heard of transsexuals before?" She asked.

"I had heard the term before but until Wendy revealed herself to me I had never really thought about it. I had certainly never considered receiving anal until that moment."

"From Wendy's description it sounds like you took to it right away. I loved hearing that because I am a total top in bed. And when she told me how much you liked it I almost creamed in my pants."

"She told you how much I enjoyed it?"

"Yep. She said that she was going to give you a reach around but when she felt how hard your cock was she wanted to see how it would play out. When she told me that you came without touching yourself I knew I had to meet you."

"I'm glad you did because just hearing that you got turned on turns me on," I said with a smile.

"Oh really?" Nina asked flirtatiously. "Like this turned on?"

She took my hand and placed it in her lap. I could feel her semi-hard cock through the thin material of her pants. Almost immediately I felt it start to grow larger as I slowly began rubbing it. We began talking about other things but I was mesmerized by her hardening cock. I wasn't sure of the exact size but it seemed to be long and thick. We had only been there for about twenty minutes when she asked if I wanted to head back to her place.

"Yes!" I answered enthusiastically.

We quickly finished our drinks. I exited the booth first and as Nina began to climb out I pretended to fall back so that I ended up sitting on her lap.

"Oh I'm sorry," I said theatrically as I ground my ass down on her hard cock. "I must have slipped."

Nina grabbed my hips and pulled me down against her cock. "That's ok, mistakes happen," she said with a smile. After a few seconds of grinding she leaned forward and whispered in my ear, "We better slow down or I might just take this ass right here."

I laughed and then I stood up. Helping her up we headed out of the bar.

I drove us the four blocks to her apartment. She lived on the second floor so I followed her up the back staircase. Fishing her keys out of her purse we quickly entered her studio apartment. It was small but clean with a minimalist look. At the far end of the room was a large, spacious bed next to a dark wooden wardrobe. Next to that was a living space with a couch and a large TV. A bathroom and kitchen completed the space as we removed our shoes.

"Would you like a glass of wine?" Nina asked as she walked towards the kitchen.

"I'd love one," I answered as I moved towards the couch.

Taking a seat I watched as she opened a bottle of red wine and poured two glasses. Walking over she handed me a glass and sat down so close to me that our legs were almost touching. We didn't exactly pick up where we had left off at the bar but we were still touchy. When she would talk she would rest her hand on my arm and when I responded I would put my hand on her leg. It was flirty and fun and it was an enjoyable part of the foreplay to talk and make advances in this way.

We had been talking for about fifteen minutes when there was a momentary pause in our conversation. Sensing an opening I leaned over and slowly brought my lips to Nina's. She returned my soft kiss as we both scooted closer to each other. The gentle kissing lasted only seconds as Nina opened her mouth and allowed our tongues to mingle. She pulled me closer to her and we began to kiss with more intensity.

In no time we were all over each other. Nina's hands were in my hair and I let my hand wander down. Feeling blindly across her leg I felt her jump slightly when my hand found her hard cock. As I rubbed it through her pants I felt Nina's passion ignite as she gripped a handful of my hair. She pulled my face to hers with force and her tongue probed every corner of my mouth.

After a few minutes I took my hand off her cock and brought it to the button of her pants. Blindly unsnapping it and sliding the zipper down I reached in. Nina had to adjust her position slightly but in no time I had my hand wrapped around her panty covered cock. I rubbed it as we continued our tongue wrestling. After another minute I was so horny for her cock that I had to tell her.

Breaking our kiss I leaned back. "I'd love to get your pants off."

She smiled. "I thought you'd never ask." She lifted her ass off the couch and slid her pants down. As they hit the floor she looked down at her large cock straining against her black panties. "Looks like you have woken her up," she said playfully. "Want to give her a kiss?"

"Absolutely!" I answered as I leaned over and put my head in her lap.

Taking a breath I breathed in her feminine scent. It was a combination of flowery soap and natural musk that inflamed my desire for her. Bringing my face down I planted a kiss on her cock through her panties. It twitched as I continued kissing up the shaft until I got to the head. Taking it between my lips I breathed out heavily which made Nina squirm. Smiling to myself that I was able to tease her so effectively I hooked my fingers into the waistband of her panties.

She lifted her ass for me so that I could slide her underwear down to the floor. Suddenly I found myself inches away from the largest cock I had ever seen. It was at least eight inches long and very thick. In fact, it was bigger than a lot of the dicks I had seen in porn. I don't know why but the sheer size of it was a huge turn on. It was much bigger than my cock and I involuntarily licked my lips and then brought my mouth down.

The head easily slipped into my mouth. I heard Nina moan as I slid my lips down, taking a few inches of her cock in one motion. Bringing my head back up I slowly began to bob up and down on it. At first I was only able to take three or four inches of it but as my saliva slicked her shaft I fit more and more in my mouth. I didn't think I would ever be able to get the entire thing in there but by using my hand on the base I was able to simulate taking it all.

I glanced up to see Nina looking down at me. "Wendy was right," she said with a voice full of desire. "You are a natural at that."

I never thought a compliment about how well I suck dick would make me proud. But it did. Redoubling my efforts I began going as far down on her cock as I could before sliding my mouth all the way back up to the head. While I did that I felt Nina snake her hand under me and start rubbing my cock through my pants. I was hard as a rock and sucking on her large member was only making it harder. Both of us began to moan as I continued sucking her.

After a few minutes Nina gently lifted my head off her cock. Looking down at me with a smile she said, "If you keep taking me so deep in your mouth I might cum. Why don't you take a break and let me see that sexy body of yours?"

I smiled back. "Sure," I said as I sat up.

Unbuttoning my shirt I slid it off my shoulders. Letting it fall to the couch behind me I stood up and began to remove my pants. As I let them fall to the floor I looked over to see Nina watching me like a hawk. I had never felt more like prey in my whole life and I paused momentarily before putting my thumbs in the waistband of my boxers. Stretching them out over my erection I let them go and then stepped out of them. Standing there naked in front of Nina I spread my arms.

"Like what you see?" I asked jokingly.

"I love it," she answered seriously. "Can I see the back view?"

I slowly began to turn around. Once my back was to her I began wiggling my ass and I let my hips sway ever so slightly. I wasn't a good dancer but looking back over my shoulder at Nina told me that my movements were having an effect on her. She had her cock in her hand and she stroked it while her eyes devoured my naked body. With that encouragement I began to move towards her bed which was only a few feet away.

Stepping forward I leaned over and placed my hands on the bed. Sticking my ass out towards Nina I rocked my hips back and forth. I then spread my legs and locked them at the knees. Putting my head down and arching my back, I gave her a clear view of my hole. Reaching back I began to rub my cheeks and slide my hands up and down my legs. I knew I had succeeded when I heard Nina get up from the couch.

"That's so hot!" She said as she walked towards me.

I looked back over my shoulder as Nina let her shirt fall to the floor. Her bra quickly followed and I admired her thin naked body as I stood up straighter and turned towards her. Not long ago I would have thought her large, hard cock looked out of place on her smooth, womanly body but no longer. It was at that moment that I realized the perfection of her transsexual body and how I wouldn't want it any other way.

Nina quickly closed the gap between us and pressed her lips to mine. With her small breasts pressed against my chest her tongue forcefully wrestled with mine. She was clearly ready for more because I felt her hard cock poking into my stomach. I gave it a few strokes and then Nina broke our kiss. Smiling at me with lust in her eyes she playfully pushed me backwards so that I fell on her bed.

"You really turn me on," She said. "Are you ready to get fucked?"

I smiled. "I thought you'd never ask."

Nina reached over and opened the nightstand drawer. She unsnapped the cap on a bottle of lube and poured some in her hand. Setting it down she turned towards me and began to rub her cock. The squishing sound of her stroking her lubricated cock filled my ears as I looked up into her eyes. A look of sexual hunger passed over her face as she drank in my prone, naked body. She stepped towards the bed.

Using her clean hand Nina lifted my leg off the bed. Following her lead I bent my knees and brought my legs up to my chest. Nina scooted me to the edge of the bed and then placed a pillow under my butt. She then brought her other hand down to my ass and spread some lube on it. She started by rubbing the outside of my hole but after a few seconds she slid a finger in. I moaned slightly as she pushed it in and out a few times.

"Are you ready?" She asked.

"Yes," I answered breathlessly. "I'm ready for your big cock."

She smiled as she removed her finger and bent her knees slightly to line her slick cock up with my hole. As she began to slowly push forward I felt my ass begin to stretch. Nina's cock was much bigger than Wendy's but Nina was gentle and she applied steady pressure until I felt the head of her cock slip into me. I moaned loudly as my hole stretched to accommodate her girth. Once my breathing steadied Nina pushed forward again, slowly sliding her cock into my ass one inch at a time.

I let out a big sigh. I couldn't believe something that big fit inside me. My hole was stretched tight around her cock shaft and I could feel the head deep inside me. It pulsed with her heartbeat as she waited for me to get used to her size. Twenty seconds must have passed before I felt the ring of my ass begin to loosen. I reminded myself to relax and once I smiled up at her Nina nodded and then slowly slid her cock back.

She began to fuck me with long, slow strokes. She would push all the way into me until her hips made contact with my butt, then pull all the way out until just the head of her cock was in my ass. At first it was a little uncomfortable due to her large size but she used a smooth, controlled motion that both relaxed and stimulated me. It took a very short period of time until it started to feel really good.

We were both breathing heavily and moaning as she fucked me. Nina slowly began to increase the pace of her penetration with her hands gripping the back of my knees. She leveraged her standing position so that each thrust into me was more powerful. With each slap of her balls against my ass I would get more turned on. I looked down to see that my cock was hard without having touched it.

Nina noticed too. With a glance down at my bouncing erection she said, "Wow, Wendy was right, you really do love this."

"Yes... I do," I managed to breathe out between her strokes. "And... you're so... big... it's amazing."

She smiled down at me and then she stepped back, letting her wet cock slide out of my ass with a plop. "Why don't you slide up a little bit so I can join you on the bed?"

Using my arms I slid myself backwards on the bed. I let my legs go straight for a second but when Nina climbed on the bed seconds later I brought them back up to my chest. I loved looking up at her while she fucked me and I wanted her to keep going like that. Seeming to read my mind Nina came towards me on her knees. Lining her hard cock up with my exposed hole she immediately slid back into me.

Nina brought her lips down to mine. I loved the feeling of her tongue in my mouth and her small breasts pressed against my chest while she fucked me. With my hard cock trapped between us it was like every part of my body was being stimulated at the same time. It felt so good that every movement forward and back got me a little bit closer to cumming. I didn't want to cum just yet so I was glad when Nina stopped for a second.

Taking her lips from mine and placing her arms around my back Nina pulled me tight to her. Rolling to her right she took me with her as she rolled over onto her back. Suddenly I was looking down at her while I sat on her cock. Taking a second to get my bearings I adjusted my legs so that I was in the cowgirl position. Placing my hands on either side of her head I began to rock back and forth.

I began riding Nina's cock. It felt great to be able to control the speed and depth of her penetration. At first I just moved up and down on her cock but then I began grinding down on it. That made me moan even louder and I could tell Nina was enjoying it too because she would contort her face in pleasure whenever I did so. I was also glad to see I wasn't the only one enjoying this position so much.

Nina's hands were all over me. She rubbed my chest and pinched my nipples. Then she put her hands on my hips and pulled me down onto her cock with every down stroke. Then she reached up and caressed my face as I ground down on her. I loved the feeling of her soft hands roaming my body until she reached out and took my hard cock in her hand.

"Wait, wait," I said breathlessly as I stopped bouncing on her cock. At a confused look from her I added, "No, it's not bad. It's just that I could cum any second."

She smiled. "Well don't let me stop you then." After a half second pause she added, "From what I heard you don't even need my hand to help you cum."

I had forgotten that Wendy had told her I came without touching my cock. I hadn't tried to do it again since that night but with how much Nina's cock was stimulating me I knew it wouldn't take long. Looking down at Nina I smiled as I began to rock back and forth again. I closed my eyes and focused on the feeling of her cock sliding and out of me. As soon as I focused on the friction of my ass clamped around her shaft the pleasure became overwhelming.

I squeezed my eyes shut and groaned loud enough for the neighbors to hear. I felt the first shot of cum rocket out of my cock as I continued bouncing up and down on Nina's large member. The second shot was right behind it as my entire body convulsed with pleasure. Each subsequent shot of cum was accompanied by a moan from me and a contraction of my anal muscles around her cock.

When I was spent I took a deep breath and opened my eyes. I looked down to see Nina smiling up at me with my cum all over her breasts and stomach.

"That was the hottest thing I've ever seen," she said happily. "You made yourself cum just by riding my dick. And the look on your face while you did it was pure ecstasy."

I wiped the sweat from my brow. "Yeah, that was the best orgasm I have ever had," I said seriously.

"It certainly looked like it." Placing her hands on my thighs she smiled and said, "Alright, why don't you lay down? It's my turn."

I raised my ass up and off her cock. Rolling over onto the bed I laid down as Nina sat up. She reached over to the nightstand and picked up a small cloth which she used to quickly clean my cum off her chest and stomach. She then used it to clean the lube off her cock before tossing it next to her and getting up on her knees. Turning towards me she swung a leg over my body and straddled my chest.

Nina looked down at me with her cock right in my face. "Want to give it a lick?" She asked.

I did. So I did. Sticking my tongue out I licked the head of her cock. There was a faint taste of lube on her cock but otherwise it tasted good. I sucked on the head for a second and then she slid forward forcing more of her cock in my mouth. In no time she was sliding half of her cock in and out of my mouth in short strokes. Her breathing quickly became shallow and she announced that she was going to cum.

She pulled her cock back and gave it a couple strokes. I had been expecting her to cum in my mouth so when she pulled back I left my mouth open. She moaned as most of her first shot of cum went straight into my mouth. The second shot painted my nose and cheek with a white streak and the third shot hit my chin and neck. By the time she was done the bottom half of my face was covered in her cum.

Nina looked down at me as her heavy breathing subsided. "You look really hot like that," she said with a smile.

 I swallowed the cum in my mouth. "You think so?" I asked playfully. "Should I go out like this from now on?"

"Definitely!" She said with a laugh as she sat down next to me. "And any time you need me to reapply you know where to find me."

I laughed as I sat up. I excused myself to use the bathroom and when I looked in the mirror I saw white, sticky cum all over. I smiled to myself as I washed my face and rejoined Nina on her bed. I wasn't sure if she wanted me to stay or go so to be safe I just told her that I was going to head out because I had some stuff to do in the morning. After I put my clothes on Nina walked me to the door.

"Thanks for coming over," Nina said as she gave me a hug.

"Thanks for having me," I replied. "And I'd love to get together again soon."

"Me too," She said with a smile. "I'll text you."

"Sounds good. Bye."

As I turned to walk out the door she gave me a slap on the ass. "Bye."