Pegged on New Years [MF]

I’ve had a pegging fantasy for about a year now, ever since I stumbled upon the Mary Cherry videos on PornHub. I was so turned on by her ducking him deeply I almost came right away.

Fast forward to the end of 2020 and I’m walking around grocery stores with a plug in my ass, craving being filled every time I touch myself. I’ve had several prostate orgasms over the past month and they are just so totally different and more powerful than a typical penile one.

I had been working on my wife to play with my ass for a few months, with some success. I got her to finger me while giving me a blowjob and eventually convinced her to rim me. Pegging was the last hurdle to clear and I was determined to make it happen before 2020 was over.

I brought it up the day after Christmas, texting her a link to my favorite video while she was working. She didn’t respond for a while, and I was nervous she was upset by it. But just after lunch time she responded with an “!!” and “wow, I never knew I wanted to fuck your ass until I watched this.” I was so turned on by her response that all I could think about was her pounding me.

I sent her back a quick wink and an “I told you so” text and set out to a local toy shop for a harness (I already had the dildo, a hot pink slim 7” one). I was practically shaking as I entered the store and inquired about the harness; not from embarrassment but from being so horny. I chatted with the clerk and picked out the harness rather quickly.

Not wanting to rush into things and have a bad experience (for me or her), we decided to wait until New Year’s Eve. It was really hard to wait as I have read that the best peggings occur after a prolonged period without orgasm. I wasn’t used to waiting so long to cum, but I was committed to the process. I edged a few times a used my plug too, all in hopes of having an amazing orgasm and erupting with cum in a few days.

I watched my diet over those days too, nothing too spicy or exotic. I didn’t want anything to get in the way of our night, including stomach troubles or unwanted exits during. The afternoon of I did an anal douche recommended by the clerk at the toy store just to be safe.

The evening was setting in and our original plan to try to time things with the new year. But neither of us could wait any longer. While watching re runs of Friends my wife put her hand up my thigh and I groaned. I was so sensitive, and she knew it. She teased me under my gym shorts, lightly grazing my balls, tickling my head. I could feel her trembling with excitement.

We made out for a while with her dry humping me on the couch. I could feel her pussy getting wet through her leggings. There was no sense in waiting any longer. “Fuck me, I whispered in her ear.” I nearly came just saying it. She exhaled depot and got up from the couch, disappearing into the bed room.

I stripped out of my shorts and hoodie and layer naked on the couch waiting for her to return. She came out wearing a bright red lace camisole and matching thong, along with the harness I purchased earlier in the week and the dildo. I was so turned on. She sauntered over to me like she owned me. “On all floors please” she demanded.

This dom side of her was so hot. I obliged and sunk to the floor on all fours, ass raised up for her. She lubed up a finger and pressed on my asshole. My cock got even harder. She slipped in a bother finger and then grazed my cock with her other hand, teasing me and giggling as she did so. “Please” I moaned.

“Please what?” She replied.

“Please fuck my ass. I need to be filled. I want to cum with you fucking me.”

“Good boy” she whispered as she removed her fingers and began lubing up the dildo. She gave my cock a stroke or two with her lubed up hand and I nearly melted.

“Are you ready babe?” She asked as she pressed the tip of the dildo on my ass.

“Mmmmm yes.” I cooed.

And with that she slipped the dildo into my hole. She went slow, letting me get used to it, watching me squirm with a little discomfort at first and then excitement as I relaxed. She began slowly thrusting in and out with these gently hip movements that reminded me of the first time I ever ducked a girl from behind. She was new at this and her technique wasn’t great, but it didn’t matter. I was in heaven. She reached underneath me and began teasing my cock with an open hand, never closing her grip.

I begged her to go harder and deeper. She stopped teasing my cock and put both hands on my hips and started thrusting with some real oomph. I melted into her with every thrust, my cock flopping up and down each time. I was drenched in sweat and breathing so heavily as she fucked my ass. I knew I wasn’t going to last much longer. I could feel my balls tighten every time her hips smacked my ass. My orgasm was building to a wonderful crescendo.

“Fuuuuuuuuck I’m going to cum baby, keep fucking me please. Don’t stop until I’m empty” I begged. A few more thrusts was all it took, and I was ready to blow. She went deep and then held herself there as my cock twitched and shot hot cum all over the hardwood floor beneath us. It felt like I erupted with the force of Krakatoa. My whole body shook with pleasure and I oozed cum from the tip of my cock. She grazed my balls with her hand and I nearly died from the wave of pleasure that accompanied another spurt of cum.

She pulled out of me and gave me a light tap on the ass, letting me know I had done good. I fell to the floor in a heap of sweat and cum. She laid next to me with her arm around my waist and kissed my neck. “That was fun babe, let’s do it again.” I couldn’t even respond with words I was in such ecstasy. I just mumbled nonsense in agreement and nestled into her. We both fell into a deep sleep and only awoke to the sound of premature fireworks in our neighborhood in celebration of the (almost) new year.

Source: reddit.com/r/gonewildstories/comments/koj9c6/pegged_on_new_years_mf