Ch: 83 [Roleplay pt2]

"That's my girl," I kissed her neck and slowly pushed my cock inside her pussy.

She moaned as I entered her. Her pussy was sloppy and slick with cum, making it easy for me to slide in and out of her.

"Daddy, you're so big! Ahh, it feels so good!" She gasped as I started thrusting into her.

"Yeah, that's right, baby girl. You love your daddy's cock, don't you?" I said as I fucked her hard.

"Yes! Yes! Daddy, I love it! I love your cock! Oh my god, you're so big! I can't take it! Please, Daddy! Please fuck me!" She cried out.

Her pussy was so tight, it was like a vise around my cock. I could feel myself getting close again, but I wanted to make this last as long as possible.

I grabbed her hips and held her in place as I fucked her. Her cute ass jiggled with each thrust. Fucking from back while she is lying on her belly is really turning me on. The way her body is trembling is also making me aroused, and I just wanna release all my pent-up sexual energy into her.

"Are you gonna cum again, baby girl?" I asked her.

"Yes, Daddy! Please! Please make me cum!" She begged.

"That's right, baby. Cum for Daddy. Cum all over his cock!" I commanded her.

"Oh my god! Daddy! Daddy, yes! Yes! Yes!" She screamed as she came hard. Her pussy clenched down on me, and it sent me over the edge.

I came deep inside her pussy, filling her womb with my cum. I kept thrusting into her as I emptied myself.

My cock twitched as I spurted the last few drops of my cum inside her. I could feel her pussy clamping down on me as she milked me for every drop.

I slowly pulled out of her, and she lay there on the bed, panting heavily. Her pussy was gaping open, and there was a large puddle of cum gushing out of her.

I turned her over onto her back, and she looked up at me with a smile.

"That was amazing, Daddy. Thank you."

"You're welcome, baby girl. Now how about you ride me for a bit, hm? Let me see your tits bouncing up and down as you ride Daddy's cock," I said as I lay on my back.

"Yes, Daddy. Anything for you," She smiled as she climbed on top of me.

I groaned as she slowly sank down onto my cock. She started moving her hips, and it felt so good.

"Ride me, baby girl. Ride your Daddy's cock." I said as I grabbed her hips and guided her movements.

She started bouncing up and down on my cock. Her breasts were bouncing up and down in sync with her movements.

"That's it, baby girl. You like that, don't you?" I said as I fucked her hard from below.

"Yes, Daddy! Oh my god, yes! Knock me up, Daddy! Breed me! Make me yours!" She moaned as she rode me.

I grabbed her tiny tits and pinched her nipples. She let out a moan of pleasure as I played with her tits.

"Fuck, I'm gonna cum again!" I groaned as I felt myself getting closer to the edge.

"Me too, Daddy! Let's cum together!" She cried out as she rode me.

With a loud grunt, I came deep inside her pussy, filling her womb with my seed. She came at the same time, clenching down on me as she milked every last drop of cum out of my cock.

"Yes! Yes! I'm cumming, Daddy! I'm cumming all over your cock!" She cried out as she came.

I could feel her pussy clenching down on me as she milked every last drop of cum out of my cock. It was the best orgasm I had ever experienced.

She collapsed on my chest. Our sweaty bodies pressed against each other as we tried to catch our breath.

"Phew! Brian, I never knew you were into roleplaying," Gwen said after a while.

"Me neither," I replied, "But it's fun, right?"

"Yeah," She grinned, "It's a new experience for me. I didn't know I had such a daddy kink in me. I can't believe I am saying this but I loved it."

I cupped her cheeks and looked into her eyes, "So, did you enjoy your little peeking through the roof gap?"

"Wha-" She was about to say something.

But...

I kissed her hard. My tongue explored every corner of her mouth. She moaned as I massaged her breasts, and I could feel her nipples hardening.

"I have super senses. I can smell your scent, you know?" I whispered in her ears.

"Dang!" She gasped.

"Well, did you enjoy seeing your man fucking your mother?" I asked her again.

"I..." She hesitated, "Yes, I did. But..."

"No buts, it's okay. I enjoyed it too. It was thrilling knowing you were peeking at me having sex with your mom. I knew you were getting off on it, and that was making it even more exciting," I said as I nibbled on her earlobe.

"Brian, you are such a pervert," She laughed and then kissed me softly.

"Says another uber pervert," I smirked.

"I learned from the best," She giggled.

"Oh yeah? Who's the best?" I teased her.

"Obviously, the man who is going to fuck my ass," Gwen pinned my arms and looked into my eyes, "You better not go limp on me, Brian. I am going to ride you all night with your cock in my ass. It's your punishment for fucking my mom."

"Punishment, huh? Last time I remember, didn't you pass out in the midway during our threesome with Peggy? And here you are, trying to act like a dom now?" I smirked, "Okay, bring it on, girl! You're gonna have a ride of your life tonight."

"We will just see about that," Gwen grabbed my cock and rubbed the tip on her ass hole, "It's my first anal, you know?"

"And you are still so confident? Do you really think you can take all of this up your ass?" I raised my brows.

This anticipation is great, my cock was pulsating with excitement! My cock is finally going to enter her ass for the first time and the very thought is making me harder than I already am.

"Guess only the time is going to tell, hm?" Gwen gave me a cocky smirk as she slid down, impaling herself on me with a single stroke.

A loud scream escaped her lips as I breached her final barrier and sunk all the way in her. Her hands clutched my shoulders tightly and her nails dug deep into the skin.

"UGHHH! DANG ITTT!" Gwen screamed and then rested her head on my shoulders while panting for a breath.

"Take deep breaths, Gwen. Relax."

She started breathing slowly, trying to control her excitement, "Ooh! My ass...! It's sooo BIG!" Her eyebrows frowned as she gritted her teeth and rested her forehead on my shoulders.

It took a few minutes to adjust, and when she was ready, she slowly lifted herself, using my shoulders for support. She took a few breaths and then eased herself a little before lifting herself a bit further. This tightness is intense, and my whole body is tingling. Her anus is gripping me so tightly that I can't think straight! I took a few deep breaths and calmed myself before looking down.

"Shit! So... So freaking tight!"

"Hnnn... Brian!" Gwen whimpered. "How is it? Do you like it? My ass?" She said and slowly got used to moving, though the pain was evident on her face.

"Fuck yeah! It feels... awesome! How does it feel to have my huge dick buried all the way inside your perfect, virgin-until-a-second-ago butt?" I chuckled.

"Hmm... Weird... So different, yet the same feeling... Hnng, AHHH! Too tight, BABY!" Gwen gasped as her cheeks and ears were red from the mixture of embarrassment and stimulation she felt, and it made my blood boil with a burning desire to destroy that tight little asshole. "So long... so thick! OOOHHH... Fuckk! I never knew I had such a freak, lewd body! This is the third thing... that you've taken away from me, Baby! My, hmmmppff! Precious virginity... I will be left with nothing after this!"

"Third thing?" I asked with a smirk while squeezing her tits. I knew exactly what she meant, but I wanted to hear from her mouth.

"First was my innocence and purity as a girl before I met you, Second was my virginity before you introduced me to all the perverted, indecent pleasures, and Third was my anal virginity that you've just claimed like the possessive horny beast you are," Gwen laughed between her soft gasps.

"But I thought there were four things?" I flicked her clit.

"FUCK!" She screamed, "You cheeky bastard! That's my heart, you idiot! You've captured my heart the moment you decided not to take advantage of me in your office when I tried to seduce you and offered to help instead." She pouted as I grinned at her.

"I love you," I said.

"I love you too," She smiled and then moaned when my cock twitched inside her, "Now, lay there and enjoy the ride, my horny beast. This is my first time riding a cock in the ass, so, go easy on me."

"Well, I don't know if I can do that, Gwen. I am barely controlling my body from jumping on you and destroying your tight virgin ass with my hard cock. But I will try," I said.

"That's my man!" She leaned forward and kissed me passionately. "Ooohhhh... Hmmmmm, Fuck! I will let you destroy me another time. For now, let me be in control, okay?"

"Okay," I said, and she slowly lifted herself up till only the head of my cock remained inside her.

"Damn, it's so tight, and your cock feels so good!" She said as she started lowering herself down.

"Hmmmmm, AHHH!" She moaned as my cock slowly stretched her ass again.

She slowly worked her way down till my cock was fully buried inside her ass again. "Fuck, it feels so good!" She said as she started moving slowly up and down my cock.

Her ass was so tight, it felt like my cock was being strangled to death, and her movements were making me see stars. I couldn't help but start thrusting my hips up to meet her movements, which caused her to moan even louder.

"AHHHHHH, KEEP MOVING SLOWLY LIKE THAT! I AM SO CLOSE, BABY!" She screamed as she picked up the pace a little.

"Me too, Gwen!" I said as I thrusted my hips up to meet her movements.

She kept riding my cock and moaning as her ass tightened around me. "I AM CUMMING, BRIAN! OH GOD, I AM CUMMING! YES!" She screamed as she squirted all over my body. Her ass clenched down on me and I couldn't hold back anymore.

"Gwen... I AM CUMMING! TAKE IT ALL!" I yelled as I erupted inside her ass, filling her with my cum.

"Yes! Fill me up! Fill my ass with your cum! It feels so good!" She moaned as she came again.

The sensation was overwhelming, and I couldn't help but keep thrusting my hips up to meet her movements.

"Oh god, I can't take it anymore, Gwen. I am gonna pass out!" I said as I felt my energy draining away.

"Me too! I am exhausted!" She said as she collapsed on top of me. "Let's continue in the morning, yeah?"

I could only nod as I wrapped my arms around her and we both drifted off to sleep, with my cock still buried deep inside her ass.

"Good night, Gwen."

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