HER PEGGING DREAM, COME TRUE [MF] [oral] [mast] [pegging] [swallow]

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A girl I went to high school with, but haven’t seen in fifteen years, texted me a selfie the other night at 430am. When I saw it in the morning, I was confused. Surely, this had to be a mistake. It wasn’t a nude selfie or anything lewd. Just a random selfie.

I ruffled my brow and texted her back, saying I was always happy to see her pretty face, but confused nonetheless.

She explained that she’d met a guy with the same name as me and texted the photo to me by mistake. She was so embarrassed, which made me even more confused.

“Why are you so embarrassed?” I asked. “It wasn’t anything lewd.”

“Yeah, THIS time. Jesus. I send a ton of nakey photos. Like, tons. Imagine how different this conversation would have been. I need to pay better attention.”

“And I need to stop imagining what lewd photos you’re sending,” I said.

“LOL. Just let your mind run wild. The lewdest!”

“So if I get a photo of you pegging some guy next week, I won’t be surprised. Cool, cool.”

“Exactly,” she said laughing. “Hey, we should get a drink and catch up!”

“The pegging joke did it, huh?” I asked.

“I mean. It is on my bucket list,” she said.

Heather the most popular girl in school. She was friendly and nice to everyone. No one hated her, except for the one group of girls who thought they were better and prettier than her. They weren’t. Add to the mix that she was absolutely stunning and you know why everyone was falling over their feet for her.

And by the time most of us hit 30, we didn’t look like we used to. Half of my friends were fat and bald. Or both. And here was Heather, as drop dead gorgeous as ever.

We got drinks. She told me I hadn’t aged a bit. Except for the grey in my beard and grey in my hair. And my eyeglasses.

“But they’re from Warby Parker, right? So that’s a win for style points! I don’t remember you being so stylish in high school,” she said as she touched my forearm.

“I wasn’t,” I said, laughing.

She leaned across the bar table and kissed me.

“I have wanted to do that since 2005,” she said.

My eyes popped.

“I always had a crush on you,” Heather said. “It was Eric this, Eric that. I wanted you to invite me to the prom SO badly.”

“Oh my god,” I said. “I had no idea.”

We continued to make out a little. Heather was smiling the entire time.

“Remember what you said the other night?”

“Hm?” I asked.

She slid her purse to me.

“Open it,” she giggled.

I opened her purse and looked inside. There was a brand new cardboard box. “Pegging for Beginners!” It said in funky colors. My eyes popped. Next to it, a large bottle of lube.

“Do you wanna get outta here?” She asked.

“You’re serious?” I said, laughing.

“Yeah. Why not? That way, at least, I won’t have to send you a lewd photo. We’ll be doing it.”

I looked at the box. I looked at Heather. We lived in a pretty progressive city. I imagined if I told my high school friends about this the next day, they’d high five me and express jealousy. I kept looking at the box. And then, I looked up to Heather. She had sad kitty eyes, batting her eye lashes.

She took my right hand and guided it between her legs. She was wet. I slid a finger inside of her as she held her gaze on me.

“Check, please!” I shouted.

When we got into my apartment, we started to strip our clothes off while making out. She had an amazing, slightly curvy body. Small waist, nice ass, big tits. I couldn’t believe this was actually happening. She spat onto her hand and grabbed my cock, stroking it while we made out against the living room wall. She lowered herself to her knees and began to suck me off, taking me deeper and deeper.

“How’s that feel, baby?” She asked.

“So good,” I whispered.

She took me down her throat and gagged and coughed slightly. She was masturbating while she sucked me off. I moaned.

“C’mere,” I said, escorting her to the sofa. I pushed her down and crawled between her legs, kissing and licking her inner thighs. She was so wet. I licked her juices, tonguing her cunt. She moaned as I fingered her.

“Yes,” she whispered. “Keep your tongue right there, baby. Suck my clit.”

I did as instructed, fingering, sucking, tonguing her pink pussy until she came.

I hopped up and pushed myself inside of her, pumping and grunting while I sucked her nipples.

“Your pussy is so tight,” I said.

She crawled around, presenting her ass to me. Hands on hips, I fucked her from behind, reaching out and grabbing her braided ponytail, pumping faster and faster.

“YES! YES! Oh god! Fuck me!” She shouted.

And then, she crawled away, got up and sauntered off to her purse. She bent over. I looked at her asshole. Her pussy lips between her thighs as she removed the box from her purse. She opened it and stepped into the harness gracefully. She turned around and presented the 7″ dildo to me. She held her cell phone in her hand.

“Think you can take this?” She asked.

I nodded as I sat on the sofa. She smirked, grabbing the lube.

“Thank you for making two of my dreams come true,” she said as she poured the lube onto her fingers. “Spread your legs.”

I did as she said, sitting on the sofa. She took my cock in her mouth and slid two fingers up my ass. I moaned with pleasure as she fingered, pressing onto my prostate, my cock down her throat. Her eyes watered as she slurped and sucked, running her tongue under the bottom side of my shaft while she pumped her fingers in and out.

“How’s that feel?” She asked.

“Incredible.”

“Think you’re ready?”

“Only one way to find out,” I said.

Heather poured some lube onto her dildo and then held my legs up.

“Stroke yourself while I fuck you,” she whispered.

Heather eased her toy into my asshole.

“Relax, sweetie,” she said as she entered me. My eyes grew wide as the toy hit my prostate.

“Fuckkkkk,” I moaned as I arched back.

The truth was, there was something very vulnerable and unfamiliar about this position. I was on my back, legs up while Heather pushed her toy into me. Her tits were perfect. Nipples rock hard. Her ponytail was draped over her right shoulder as she pumped. It felt incredible. I’ve had a few girlfriends over the years who fingered my ass during blowjobs. If you’ve never done it. Try it. It feels amazing.

“Do you want it faster?” She asked.

“Yeah,” I nodded as I stroked my cock.

She picked up the pace, slamming into my asshole.

“Are you enjoying this?” I asked.

“More than I ever thought I would. This is so fucking HOT! You like it when I fuck your asshole?”

I nodded. She reached out and wrapped her hand around my throat and squeezed. The combination of being choked, having my ass fucked and cock stroked by a stunning woman was going to send me over the edge. I started groaning and moaning. I was close.

“Yes!” She begged. “Yes! Give me that cum!”

Heather picked up the pace, fucking my ass faster and faster. She squeezed her hand over my throat even harder. She grabbed her cell phone and opened the camera, snapping a photo. I was so in the moment, I barely noticed.

“FUCK!” I shouted. “Oh, fuck! Heather! You’re gonna make me cum!”

“DO IT!” OH! FUCK! CUM! FOR! ME!!”

On her command, I exploded. Jizz EVERYWHERE. I shot my load onto her tits as and face and onto my torso and chest while she cheered and begged for more cum.

“FUCK!” Heather shouted as cum dripped from her chin. “What a fucking LOAD, babe! Oh my god! Oh my godddd, that’s so fucking sexyyyyy.”

Heather released her hand from my throat and pushed my cum into her mouth, licking her finger clean as she slid the toy from my asshole.

“Mmmm, so good,” she said as she lowered herself over me and slurped the cum from my torso and chest into her mouth, humming and moaning as she collapsed into me and rested her head on my shoulder. I kissed her forehead as she snuggled me.

“Can we do this again sometime?” She asked.

“I would love to,” I said.

Heather stood up and stepped out of the harness. She tossed it into the box and got dressed.

“I’ll see you later,” she said as she blew me a kiss. And just like that, Heather was gone. I sat on my sofa, catching my breath, not believing what had just happened. I started to laugh. And then, I saw my phone light up from inside my jeans pocket on the floor by the front door. I stood up and walked over.

It was a photo of Heather fucking me. The next photo, I didn’t even see her take. It was a tits out, thumbs up selfie. My leg over her shoulder.

Source: reddit.com/r/sexystories/comments/duv1dp/her_pegging_dream_come_true_mf_oral_mast_pegging

2 comments

  1. Great work, I really like how the action happened pretty fast but the buildup was definitely sufficient. The scene where he came was really hot. I think it would be awesome though if you could describe the girl’s features a good bit more and slow down the part where you starts to fuck her, same for when she puts the dildo in him. Maybe it is just a me thing but I find that initial penetration to be a really hot moment. All in all great work, I am definitely going to follow you

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