S3x With Anna: Jason's Feelings

(Jason's POV)

"Anna..." I said as I moved my hips, "Your pussy is tightening on my cock, it feels so good." 

"Your dick is so deep inside me, Jason.." Anna moaned, "I....ahh~" 

I was slowly fucking her, I could feel my tip kiss her womb as her pussy clamped down tightly on my cock. The amount of pleasure I could feel was so amazing, my mind was going blank. I never felt anything like this, it was strange. 

I couldn't resist groping her large and soft breasts as I decided to pick up the pace, fucking her a bit faster and harder. 

"Ohh~" Anna moaned, "Yes....just like that, Jason.....just keep going, don't stop...." 

I gave her breasts a firm squeeze as her pussy tightened even more. This told me she really did enjoy being groped like this, it made her pussy coil tightly on my cock. I didn't mind, I love groping large and soft breasts. 

Anna's breasts were amazing, so I'll grope them as much as I can. 

I leaned in to Anna as I fucked her, feeling my cock slip in and out of her wet pussy. It was such an addicting sensation, one that made me lose focus of what I was doing. 

"Anna..." I said, "Holy shit...you're so beautiful...." 

I then slowed down to a stop, looking at her confused face as I pulled my cock out. 

"W-What..." She said

I gently turned her to her side as I laid down behind her, lifting her leg up and sticking my cock right back inside her pussy. 

I was gonna fuck her in a spoon position. I then groped her large and pale breast with my hand as I began to move my hips, fucking her pussy fast and steady. 

"Ohh~" Anna moaned as she grabbed my hand that groped her, "Yes....just like that, Jason....fuck me like that... Ahh~" 

I continued to move my hips, feeling my cock slip in and out of her tight and wet pussy. It felt amazing, fucking her like this while I groped her tit. It was such a nice feeling, that I couldn't exactly help it. It's like I was in a trance, just moving my hips as my cock went in and out her pussy. Despite that, I was doing it at the pace that was comfortable for her, I didn't want to hurt her. 

"Fuck....Anna..." I said as I leaned into her face, "I fucking love this body of yours.....it's amazing, your pussy, your hips, your ass, your breasts, your legs, your thighs. Everything about this body, it's entrancing, addicting, mesmerizing. Fuck..." 

Anna blushed fiercely as her body bounced slightly due to my thrusts. 

"Oh, Jason..." She said, "You're quite the flirt~ I am certainly enjoying your cock as well..." 

Without saying a word, I leaned into her and kissed her on the lips as I fucked her in the pussy and groped her tits. I felt as she patted my cheek while she kissed me back. While we kissed, I felt her pussy tighten even more while I gave her thrusts. I heard her moaning through the kissing, it was arousing. 

Anna then pulled back, saliva dripping from our mouths. 

"There's something....Ahh~" She moaned, "Something about you.....Jason.....I just noticed...." 

I proceeded to pick up the pace, thrusting my cock into her a bit faster and harder. 

"Ahh~" Anna moaned as she gripped the bedsheets, "J-Jason~ Ahh~ That's...ohhh....that feels amazing!" 

I continued fucking her in this position for a couple more minutes, without saying a word. All I could hear was my cock thrusting into her pussy as she let out loud moans, it was certainly something to hear. 

I then lowered her leg down and while fucking her, I gently turned over to her belly as I climbed on top of her. 

We were now on a prone-and-bone position as I thrust my cock into her pussy from behind. Anna dug her face on a pillow she grabbed as I began to pick up the pace, her pussy coiling even more tightly than before. 

"J-Jason~ Ahh~ You're....wow...." Anna moaned

As I fucked her, I couldn't help but grip her meaty ass while I thrust my cock into her pussy. 

"Fuck..." I said quietly as I thrust into her faster and harder

"Jason~" She said, "You're going harder than before....Ahh~~" 

I didn't say a word, just proceeded to pick up to the pace, going from thrusting to pounding her pussy from behind. I saw her ass-cheeks rippled as they clapped loudly. Anna's body began to tremble as my cock pounded her pussy from behind. 

"Ohh~~" Anna moaned, "Jason~!" 

Anna gripped the bedsheets even tighter, despite me going a bit harder, I had a feeling it wasn't hurting her. She just wasn't adjusted to this just yet. 

I didn't say anything still. I just looked at her back while I fucked her, it was so pale and beautiful, it aroused me even further. I couldn't exactly stop, there was this strong arousal feeling I was getting. It was more satisfying that anything I ever felt before. More so than Lucy, More so than Levy, more so than Mira, Minerva, Juvia, hell even Kagura. 

Something switched something inside me. It was strange. I was in a trance, I was just mindlessly moving my hips, fucking Anna's pussy from behind. 

"J-Jason~!!" Anna moaned loudly

I then felt something, it was my cock bulging and twitching. 

I proceeded to give her a hard thrust as I unloaded my semen inside of her pussy. 

"Ahh~~" Anna moaned loudly as she dug her face on the pillow

I felt as cum sprayed out of my cock and into her pussy, like the load from before, it was a lot. So much that I felt it pour out of her pussy. 

I leaned into her, my head going dizzy and blank. My entire body felt limp from the ejaculation, it was a strange feeling. I don't remember ever feeling like this before. This wasn't from the sexual pleasure, it was something else; I just knew this wasn't normal for me. 

I then heard the Blue Screen appear. 

"ATTENTION: 20 POINTS AWARDED FOR EJACULATING INSIDE ANNA HEARTFILIA, I REPEAT, 20 POINTS AWARDED. IF YOU EJACULATE HER INSIDE AGAIN, ANOTHER 20 POINTS WILL BE REWARDED, BUT THAT IS THE LIMIT." 

I completely ignored it. I was just feeling my cock twitch a lot as it was still pumping out semen into Anna's pussy that tightly embraced it, her womb kissing my cock. I felt her body was shaking with nothing but pleasure, her face was fully dug into the pillow as she was gripping the bedsheets tighter than her pussy was gripping my cock. 

I leaned into her ear, "I'm....." I whispered, "I'm....sorry..." 

I pulled my cock out and flopped down on my back, next to her. I just looked up at the ceiling above me as my entire body felt like it was in the clouds, it felt so damn light. My entire head was spinning, it was weird. 

I then felt as Anna placed her hand on my chest, "It's okay....." I heard her say softly, "Today was a safe day, don't worry....." 

I didn't respond to this, I just looked up at the ceiling. 

"So much semen.....pouring out..." I heard her say, "It's amazing." 

I merely looked up at the ceiling, without saying a word. There were a lot of thoughts clouding my mind. I had no idea why I suddenly acted like that, I felt like my mind turned off and I just went on auto-pilot. 

"Jason?" Anna said

"Something's wrong with me..." I said softly

"What?" Anna said as she patted my cheek

She turned my head to face her, I could see that she was giving me a concerned look. The sight of her face, it was arousing. She was so beautiful, it was unnerving. Yes, she reminded me a lot of Lucy, I get that. But this time, it was much different. I don't know how to explain it. 

Was it because she was older? 

"Jason, what's wrong?" Anna asked

Her soothing voice suddenly calmed me down, dispersing the thoughts that were in my mind. Hearing her mature and motherly voice, it made me feel something.....different.....

Yes. It was that. Not because she looked like Lucy. It was because she was older, old enough to be a mother. 

It was because she was a Milf. I just realized it. 

"But....why?" I said aloud

"Jason, what's wrong?" Anna asked again, "Are you feeling okay?" 

I closed my eyes. Everything felt so crowded. I was trying to remember something but it wasn't there. 

"These feelings of mine....." I said, "I can't explain them, Anna...." 

I opened my eyes, looking at Anna. 

"What do you mean?" She asked

"I....think...." I said, "I have a thing for older women....I've had sex with women that were slightly younger than me.....and yes.....I enjoyed it..." 

"Okay..." She said as if trying to understand the topic

"But as soon as I was with you...." I continued, "Something changed....something inside me....it's like a switch that turned on." 

She smiled, "Oh." She said, "Is it because I'm older?" 

I nodded, "Yes." 

"I see." She said patting my cheek, "It's fine then. It's okay if you have a fetish like that, everyone has them. It's completely normal." 

I shook my head, "That's not the problem." I said, "I don't know why that is....I mean, I had no problem in having sex with younger girls. I mean, Lucy and the others are younger than me. I'm only 25 and they're like 18 or 19. I don't exactly know why this switch suddenly turned on." 

"I see...." Anna said

"I don't know why it's even there...." I said, "It's like there are memories that I haven't exactly remembered, Anna. It's....." 

"It's terrifying...."