Yours before mine [mf],[anal]

Natalia and I had been dating, fucking, friend with benefiting for a couple of months now. She made me laugh when we had our clothes on, and she made me squirm when we were in bed together. We had achieved a new sort of normality where I would spend a night or two a week at her place and discretely leave the condo before her teenagers woke up in the morning. And she would spend long evenings at the condo my company rented for me for the two weeks a month I am in her city for work. I feel relaxed and at ease when I am with her and when I fly across the country for work, I can close my eyes and hear her laughing.

A few nights ago, we were at my place. We had gone out for dinner, followed by a long walk as she told me about the classes she is teaching this semester and a paper that she had received a revise and resubmit on. We looked normal to everyone around us, and no one spared us a glance; two reasonably decent looking almost forty somethings enjoying a quiet evening together. We kissed quickly and then slowly throughout the night, our hands mingling with our lover’s fingers and eventually we made it back to my place where clothes were on the floor.

Our first round was enthusiastic, loud, wet and good. I ate her neatly trimmed pussy and then fingered her to an orgasm as she was stroking my cock before I put her on her knees and took her from behind. After we both came, we snuggled atop the covers and my fingers played with her nipples as she rested her head in the crook of my arm and my rapidly re-hardening cock pressed against her ass. As she curled into me, my cock got stuck between her ass cheeks and I gently poked her asshole.

“Hey, we agreed no accidental anal….” We laughed and snuggled for some more as she started to stroke me with her finely manicured nails. My hands wandered until one finger rested between her wet puffy lips and I started a slow gentle circling of her clit. We kept this easy tease up for a few delectable minutes until she pushed my hand away and stepped out of bed.

“I’ll be right back, when I knock, I want you to close your eyes and make sure your cock is hard”

“Okay babe” as I started to lightly stroke myself and she sprung out of bed and headed to the kitchen/bathroom/living room area. I heard her open up her purse and then her feet pitter-pattered to the bathroom. A minute or two later, her fingers rapped on the door, and I closed my eyes and rested. I was curious as I was star-fishing on the bed.

I could hear her feet enter the room, and then she giggled a little. I could hear her stop at the end of the bed.

“Okay, open them”

I opened my eyes and looked. She was standing with her hands on her hips wearing a mischievous grin and a lemon green, thing, six inch long strap-on secured tightly around her hips with black straps.

“Yours before mine” She smiled at me.

“Of course, mine before yours, but I’m going to get yours”

It had been years since I had been pegged. My wife had a playmate in 2007-2008 who got off on the power dynamic and power exchange aspects so there were a few threesomes where I was getting pegged by our unicorn while I was eating my wife out. And then there were a few more afternoons where we spit-roasted my wife.

Pegging is not on my list of top fifteen activities I like to do when naked but it is also not on my hard boundary list. Natalia had read my posts here on Reddit and we had talked about my sexual history and proclivities. She knew that I enjoyed anal and I had a recent lover who was an anal slut. She had a college lover who tried the “accidental anal” routine on her once and since then it never called to her but she was willing to give me her ass if I was willing to give her mine.

“Relax lover” As she said this she squeezed a big blob of lube into her hand and started to massage my asshole. I pulled my knees up to my chest and relaxed as the sensations felt incredible. She had two fingers circling my asshole just making sure I was lubed up, her thumb was rubbing the bottom of my ball sack and playing with the clip that secured my vasectomy.

“Yeah, you’re going to like this, you’re going to like this….” She started to apply more pressure on my ass with both fingers and then one slid in slightly as I tried to relax my sphincter and then she slid in. Her arm stopped moving as I adjusted to the penetration. Her other hand squirted some lube on my cock and she started to slowly stroke me. As her thumb came over the top of my head, she paused and then ran her thumb slowly over my piss hole… holy fucking shit, that felt amazing as my back arched and brought her deeper into me. She found a slow rhythm as both hands went up and down at a glacial pace. I had started to moan as she was teasing me so well.

The hand job stopped and she slathered more lube onto the strap-on and then pulled her finger out of my ass before putting more lube around my ass and then into it with her fingers. She smiled at me, a sexy smile with a hint of mischief and a littler surprise that she was doing this to her lover.

“Spread’em…”

I spread my legs so my toes were almost touching the edges of the bed and I raised my hips. She came closer and guided the head of the strap-on against me. We paused for a moment and I nodded, I was ready for her to fuck me.

“Fuck me, fuck my ass babe”

She lowered her hips slowly and the pressure felt delicious as the strap-on started to slide into me. Pop and it went past my anal sphincter. I moaned as the feeling was different and wonderful and then Holy shit, it was pressing against my prostate. Natalia took her time to get all the way into me and then she leaned forward and kissed me and I wrapped my legs around her waist. Both of her hands went over my shoulder to support herself and her tits hovered in front of my face.

My tongue reached out and flicked against a nipple causing her to moan. I made my body into a soft V so my mouth could engulf her breast and I could taste and tease and flick and suck on her nipples. She was moaning as she started to fuck me. Every stroke was long and slow, four or five inches on the way out and then all the way back into my ass to the hilt. Her stomach rubbed against my twitching cock.

I lost track of time. Every part of my body was alive with sensation. My feet and legs were wrapped around my lover feeling her undulate to a rhythm that drove her into me. My cock was being wonderfully overloaded as she rubbed herself against me and the strap-on sent jolts of pleasure and tingles to my cock. My mouth and tongue went all over Natalia’s upper body as her long hair cascaded over my head and shoulders.

“Babe, I’m getting close” She picked up the pace and started to fuck me hard. My hips met hers and then she started to grind my ass in circles instead of just going in and out… everything was too much and I could not hold myself in any more as a thick white rope of cum came out, coating my stomach and her arm.

As I came, she pumped my ass a few more times and then slowed down. She stopped for a moment as I was in an orgasmic shock before pulling out of me. Her head immediately went to my stomach and she started to lick up my cum. I barely felt this as I was in my own head sorting out the sensations but her tongue traced a line up my chest and then she kissed me.

“Tomorrow, my ass is yours lover….”

Source: reddit.com/r/gonewildstories/comments/74k5pm/yours_before_mine_mfanal