Playing with Nina and another anal cherry

Nina blushed fiercely as she took off the clothes on her upper body, once again giving me a great view of her full shapely breasts.

"D-don't look so much."

"Why not you've got some amazing knockers."

"I-it's embarrassing."

I smiled and didn't shy away from looking at Nina's amazing breasts.

"Then I guess this is gonna be even more embarrassing for you. Put this around your neck."

I handed Nina a leather collar, with a small iron plate at the front."

Nina took the collar from my hands looking at it weirdly. When she read the text on the plate she yelled out in surprise.

"J-Jake's sex pet? N-no way I'm gonna put this on."

Sighing I said: "You seem to forget a lot that what you want isn't necessarily important."

Nina glared at me while her hands put the leather collar around her small neck. In front of it on the metal plate were the words 'Jake's sex pet'.

I smiled as I looked on how the collar fitted perfectly around her neck.

"Good girl, while it's the two of us you always put this on okay? While sleeping as well. Get used to living with a collar."

"Y-you, youuu. J-just you wait when I win the bet. You'll be crying for days."

I laughed, "Sure sure, for now though that isn't the case, so be good pet for me will you. Lie down on your back and let me have my fun with those bonkers. Prepare for it though it's gonna be a bit rough."

Nina obediently lied down as she said: "C-can't you do it gently? You're always hurting me."

I smiled and lied down next to her, softly playing with a breast as I kissed her cheek, "I'll let you in on a secret," I moved my mouth to her ear as I whispered, "I know you like to be hurt."

Instantly Nina's cheeks went red, "L-like hell I like pain. T-that's bullshit."

"You're so cute when you lie, you don't need to act like that, I already know about your fetish. You're my little masochist."

Nina blushed even more and stopped speaking, after all she couldn't refute my words any longer.

Satisfied I sat down on top of her tight belly, and grabbed the big firm tits, before groping them roughly.

I delved deep into her flesh and squeezed them rough, while her nipples were targeted as well. Pinching them, twisting them and pulling them stretching her breasts to the max. I did my best to make her feel a big mixture of pain and pleasure.

Nina who wanted to show me she didn't like to hurt, had no way not to moan and soft moaning sounds escaped her mouth.

As I kept groping them as I pleased I said: "Olivia is next doors you know, she'll hear you if you moan too much."

I knew though Olivia always had a headset on, making sure all sounds weren't heard as she focused on her studies like a good diligent girl.

I kept playing with Nina's amazing breasts and soon after Nina's face relaxed as she came.

I let go of the heavenly breasts and looked at the mission log, showcasing I now was 2/7 in the mission of making her orgasm from pain.

When I finished the masochist level up yesterday it was still before twelve o'clock, after which a new day began and now I did it again.

"You did well Nina, now I hope you're gonna speak honest. You can tell me honestly you like pain."

Nina kept being opposing me though as she said: "W-who likes pain?"

I just smiled as I looked at her beautiful face as she was trying to hide the fact she had loved it.

"I see, well next up won't involve pain. Let's have a French kiss session," I said as I lied on top of the bed, "you come here and let's make out."

Nina's body moved as per my command and she bent over me, before our lips connected and our tongues explored each other's mouths.

Nina who had just had a major orgasm was loving it as well, not that she would ever admit it.

"Kiiiddsss, dinner is ready," Layla yelled from downstairs.

I smiled as I looked at Nina who was totally in the clouds. I've had plenty of fun with her mouth and breasts for hours.

"Clean up and come down dinner is ready."

Nina who was still lying on the bed bare-chested said: "Y-yeshh."

Satisfied I left her bedroom. I had made her cum plenty of times, while enjoying long deep sensual kisses as well.

When I went down dinner was served. Not long after me Nina came down as well, her hair disheveled and her eyes tired.

"Nina, you've been sleeping?" Layla asked her.

"A-ah yes. I must've drowsed off."

"Haah, didn't you say you had a lot of homework to do? Honestly what am I gonna do with you?" Layla said.

I smiled at Nina who looked at me as well, she blushed though and instantly averted her eyes.

Afterward dinner was served and we ate the food.

The rest of the evening nothing special happened. Before I went to bed though I whispered to Layla to come to my room after Harry had fallen asleep.

She instantly showed me a lewd face and couldn't wait.

Later at night my bedroom door slowly opened and the hot figure of Layla entered my room.

"M-master I'm here."

I sat on my chair as I looked at the lewd woman.

"So tell me have you touched yourself today?"

"No, master told me not to after all."

"Even though you were begging for it this morning? Lying to your master is a grave offence you know."

Layla a bit sad she wasn't believed said: "No master I truly haven't touched myself at all."

"Good girl, now have you learned your lesson today?"

"Y-yes."

"And that is?"

"M-my horniness doesn't matter, when master doesn't want it, I shouldn't force it."

"And should you do other things to satisfy your horniness?"

Layla gulped as she said: "M-masturbate?"

"Nope. Your body only belongs to me, not even to yourself, so you aren't allowed to masturbate if I haven't given you permission. Only I may satisfy your horniness, understood?"

"Yes master."

"Good, I hoped you learned your lesson, cause you made me go without fucking you all day, so I'm quite filled up. Think you can suck me dry completely?"

Layla realized it was time for some amazing sex and she instantly nodded her head, "Yes master leave it to me. Use all my holes as you wish."

"Oh all holes? Including the one that hasn't been used before?"

I had really enjoyed fucking Nina's cute tight butt, so now I was curious how Layla's butt would feel in comparison. Adding that to the fact that I had to train her butt into a fuckhole, it was time to start anal sex with Layla.

Layla gulped nervously as she softly nodded her head, "Y-yes master can fuck my butt as well."

"Good now," I said taking out my dick while handing her a bottle of lube, "use your upper mouth first, I'm sure you've been craving semen. At the same time, finger your butt to lube it up."

"Yesssss," Layla said as she happily bent in front of me. She was far to horny and didn't think at all anymore. She just obeyed as she put lube on her fingers before rubbing it against and in her asshole.

She didn't wait for a single second as she took my dick into her mouth and began sucking on it like her life depended on it.

I patted her head and said: "Relax, take it slow. I want to enjoy your mouth slowly."

"Yessh, mashter," Layla said as she began to move her head up and down slowly, while using her tongue to lick my dick all over. At the same time her fingers played with her asshole. Making her look incredibly lewd.

Compared to her first ever blowjob, she had improved a lot. And not just in blowjobs. Everything that had to do with sex, Layla was improving in. It seemed she was studying quite a bit, all to satisfy me. Who wouldn't want a slave like her?

I kept enjoyed Layla's mouth plenty as she worked very hard to give me the perfect blowjob. She still wasn't able to have my dick go down her throat, but in the future I knew she'd be able to perform a deepthroat as well.

For now though I enjoyed her hard sucking coupled with her aggressive tongue. All the while her own fingers delved into her asshole, preparing it for later.

I enjoyed her lewd mouth for a couple more minutes as I said: "I'm going to cum soon, make sure to swallow it all.

Following Layla did a good job in swallowing everything that I dumped inside her mouth, filling her stomach with a fresh load of semen.

Only after she gulped everything and cleaned the remaining bits of semen did Layla take my dick out her mouth.

Looking at me with an intoxicated gaze she said: "D-did I do good?"

I patted her head, making her smile cutely. "You did wonderful, now is your cute asshole ready for me?"

Layla gulped a bit nervous, "Y-yes master."

{I-I'm so nervous, I never had it in my ass before. It won't hurt will it? S-still being able to receive master's dick inside me will be amazing.}

I smiled having turned Layla's thoughts on once again.

"Don't worry, I'll make sure you'll come to love anal as well. Your ass is so amazing it's made for anal."

"Y-yes master."

{M-made for anal? S-so embarrassing.}

Get on the bed on all fours and stick your ass out, it's time for me to take your anal virginity.

Layla moved in position and I stood on the bed behind her, my dick pointing straight at her asshole.

As I softly caressed her huge supple ass I said: "Aren't you happy?"

"H-happy?" Layla said obviously incredibly tense and nervous.

"Yes, after all your ass will now become the hole only used by my dick, unlike your pussy which you've already given to someone else before."

"T-that was only because I didn't know master yet, otherwise master would've taken my virginity as well."

"Relax, I'm not mad, I'm just glad I get to take your anal cherry and turn it into a hole only for me."

{A-a hole only for master? T-that sounds amazing.}

Layla lost some of her nervousness as she said: "Y-yes, m-my ass. It's a hole only for master. Please fuck this slave's asshole a lot and turn it into master's favorite hole."

I chuckled seeing her relax a bit as I put force in my hips, my dick slowly entering Layla's asshole, spreading it wide apart as I forced it inside.

"Kyeehh, guhhh," Layla let out some groans as I delved deep inside her asshole.

"Oh your husband is sleeping right next to us you know. Keep a bit quiet. It isn't time yet for him to find out about us."

"Y-yesshh masshterr," Layla said as I forced my entire length inside her butt.

It was nice and tight and felt amazing. In just 24 hours I had taken a daughter's and her mother's anal virginity. Smiling I couldn't wait to have plenty of more fun with them.