[MF] how i lost my anal virginity at 18 in my parents garage

When my boyfriend and i started dating, i had very few sexual experiences and definitely never had sex. I had just turned 18 and was off to college 8 hours away from home. I had been friends with him for a few years but we only decided to connect after i left town. I was a 110 pound 18 year old virgin, and he was a 225 pound experienced 27 year old. We did the first 2 months connecting long distance, so by the time i actually got to him i was bent up and ready to go. The first time was nothing special, your typical guy taking his time, going slow to make sure he doesn’t hurt me. Such a sweetheart he is.

After my first tease at sex, i immediately started my period. Talk about bad timing. I was eager to feel him inside me again but was too self conscious to do anything while i was on my period. So he took me home because even though i was in college and an adult, my parents still didn’t let me stay out over night, yet they loved the idea of my dating someone almost 10 years older than me. Go figure.

I[F] let my bf[M] fuck me in the ass 2 feet from my sleeping best friend on my birthday

Last weekend I celebrated my birthday. I got a bunch of friends together and we went out for drinks and food. After all my older friends went home for the night, it was my childhood best friend, my boyfriend and myself.

My best friend just recently got out of a long term relationship and was hoping to go out clubbing, and I was hoping to help her maybe get some strange to start the rebound process.

We went to a dinky little club. Def high energy but nothing to write home about. My friend spent the whole night unsure what to do, not really willing to dance with anyone other than me. She was really starting to kill my vibe, not ever leaving my hip, so I decided to try to give her some dancing/flirting tips using my readily available boyfriend as a demonstration. I was also hoping shed take the hint and give us a little bit of alone time.

ACCIDENTAL SWINGERS [mmff] [swing] [oral] [mast] [anal] [facials] [piss] [creampie] [creampie eating]

A few months ago, Valerie asked if I wanted to grab a cup of coffee after our workouts. I barely knew her, but we were friendly and so I said sure. She sported a very elegant diamond wedding ring, so I assumed she had a purpose in asking me out that would reveal itself during coffee. Instead, we just chatted for almost two hours, laughing, touching each other on the hands and legs. Finally, I just had to know.

“So, was there something you wanted to ask me or … was this just a social outing? Because it’s not a date … is it?” I asked, glancing at her ring.

“Oh,” she laughed anxiously, running her fingers over her ring. “No, no. No. I didn’t want to ask you anything. I just wanted to get to know you. I hope you didn’t think this was a date.”

“I didn’t,” I said. “I saw the ring. I just assumed there was something –”

“Nope. Just looking for new friends.”

[MF] You and I were never an item, but I need to stop fucking around; I need to make you mine:

My dick was as hard as my high school Physics class the moment I entered your abode. I couldn’t resist the urge to shove my tongue down your throat the instant our eyes met. I reached behind you and took hold of your panties and thick rump. I slid my entire right hand into your undies, and your entire nether region was soaked. We continued to swap saliva as we hurried to your bedroom. I pulled at your undergarment until you were as naked as you were at birth. I pushed you onto your bed and had at you. I lapped up the condensation that I had just previously felt on, and I made a mess of your ass with my tongue. You were a screaming nutcase, and remained in that moment each time my mouth dispatched its arsenal against your genitalia. I manipulated the surface of your clit, too; it was a fat piece of pussy cleavage that I swore I’d please. So, I pulled and tasted at the sensual pleasure harkening to your insane requests. I couldn’t take the torture much longer, though. My rock hard nature spit forth tons of its transparency oil. I mounted you suddenly and out of nowhere in the missionary position. Every thrash and bombardment of my sexual exhibition caused your body to emit pelvic juices of epic proportions. I beat at your pussy like a crazy madman, and your tightness cured my insanity. Before long, your cougar pussy was squirting on my erect black cock. But, your pink, white snatch via your sweet little lips longed to keep at the pumping and thrusting. You licked at my nipples and held on to my hips and ass tightly through the vaginal-fucking expedition. I tried to keep my dick in its lane, but your gripping pussy pulled me from the steering wheel; I lost complete control of myself; I nutted in your throbbing enclosure. It’s not over with yet, though…

Alternative History 101 – [Yng][NC][Gang][Blkmail][Torture][Rough]

This is a fictional alternative history of my first time remotely exploring this kink to an adjacent degree. I, in real life, took some very stupid actions that could have resulted in a different result for me and this is an erotic look at such an alternative. Please, for the love of God, do not try to duplicate my experience the way I did. There are much safer avenues like Fetlife to explore ones issues and kinks and I happily recommend those. This is not intended to be fully realistic but an exploration of fantasy while I sit around the house today. Real rape is horribly abusive and traumatic. All that said now, enjoy ;)
 
Alternative Histories 1: by Badsammie

I scrolled through the messages I had gotten back on Craigslist one more time. I thought I had settled on the man I planned to meet, and had almost replied back, when the urge had hit me to look through everything one last time. He seemed safe, but something was niggling the back of my mind and I couldn’t place why. So, venturing through all the replies that had seemed promising, I pulled up what had been my backup.

[M]y Wi[F]e Lucy and I go to a Wedding.

Hi everyone I’m back again, been awhile since I updated you all on Lucy’s and I’s adventures. Unfortunately not a lot has happened since my last story, a few roleplay sessions and a very hot Skype call while I was working out of town. I might do a write up about it if I get time and if there is any interest. So anyway on to the story.

Two months ago we were invited to one of Lucy’s classmates from colleges wedding, we weren’t planning on going but decided that the weekend away from work and family life was just what we needed. We shipped the kids off to their grandparents and set off for the wedding, nearly 3hrs later we arrive at the hotel that the wedding is at. An old country manor style hotel out in the middle of nowhere. We check into our room and get ready for the day ahead, I have a quick nap while Lucy gets ready. For anyone who hasn’t been to an Irish wedding, they are long! 12pm to 4am and sometimes even later, with hundreds of guests. So the quick nap was more than welcome after the long drive, fast forward 45mins and Lucy is shouting at me that we are going to be late. Shit, shower, shave and suitted up ready to go. Lucy was wearing this amazing green dress that hugged her figure perfectly, open backed with just the right amount of cleavage and a long slit up her leg. It was revealing but not too revealing, more elegant than sexy. But God did she pull it off, thanks to her and Siobhan becoming gym buddy’s over the summer her figure is looking amazing. I was wearing a navy suit with brown shoes, brown belt, brown watch if anyone’s interest.

IT Overpowers Me:

I’ve tried fervently on multiple occasions to keep my sex demons at bay, but fighting my destiny is exhausting. I was put on this planet to put out the fire in a woman’s hiny. My dick and mouth are merciless creatures, and if you’re donned to meet me, you will find that fact out for yourself. Let my dick and mouth map out your erogenous zones. And if you so desire, you can join in and we both can partake of this tasty discovery. These little freaky tales I pen are meant to remind you of my unquenchable appetite for your tasty bottom extremities. So much so: I want you to rub your pussy uncontrollably while my mouth and tongue tackle your dirty little anal opening. I’m willing to dissect that pussy-and-ass anatomy to figure out what makes them tick. A tongue on the right asscheek accompanied by the same tongue to the left asscheek is a sure way to bring you sprouting from your shell. But, what about the tasty halfway point between the outer walls of that slippery asscheek and your black or pink hole of an ass snare: does a tongue to that region provide a host of delight? What about shoving almost the entire length of my pink oral flesh into your little asstrap, is that a thrill to your wanton bottom? There’s a barrage of equations to decipher here in this foray into a naughty, uninhibited underworld. See, when you’re a bottom feeder, there’s no need to rush. One has all the time in the world to scrounge the lake for treats. There’s always an abundance of morsels to pick through for a scoundrel like me. I would tell you never to mind my mouth because he’s only here for the ride, but I’d be lying like hell. My mouth aids in the cunnilingus and assilingus scheme. See, my mouth is the gun; my tongue is the ammunition used to neutralize the target. There’s an art to this pussy-and-ass-devouring thing that just no Joe Blow on the street can master. I’m a black belt in this raunchy shit. Get this mouth, and pamper yourself. It fits your ass like a glove.

EX-SEX PT. 2: OUR GREATEST HITS [MF] [oral] [anal] [squirt] [mast] [facial] [swallow]

“I miss the taste of your cum,” she said. “Come over.”

I looked at the text. Was this a mistake? Fucking my ex? On the other hand, I did miss her thick body, her curves, her large breasts and incredible ass. Her thick thighs, small waist. I missed her bush and wondered if she’d kept it, even after we broke up, or if she reverted back to waxing.

Surely, she’d been sleeping around. We’d been broken up long enough.

“Right now?” I texted back. I could feel my cock getting hard.

“Right now,” she responded instantly.

I grabbed my stuff, including my condoms, and hurried out of my apartment. I drove into our old neighborhood, parked on the old street where I’d parked for so many years and looked up to the apartment. By this point, my mind was racing. How would she look? Had she made any chances to her appearance? Haircut? Change of hair color? Any new tattoos? I looked up to her apartment. The bedroom light was on. I took a deep breath and opened the front door to her building and punched in the security code. The door buzzed and I entered.

[F] The bet

Back home for a few days to see my family and friends for Halloween and Guy Fawkes, so was staying at my bfs. One evening we went out with another couple we’ve been friends with for a long time, they somewhat know about our lifestyle and have always been curious. Over drinks the topic came up again, and after me and my friend spoke for a bit we came up with an idea. We proposed a game of pool between the guys with the stipulation ‘the losers gf goes home with the winner’. After some consideration both agreed. Both guys were terrible at pool, and after what seemed like a lifetime the black was potted, unfortunately for my bf it was my friends partner that had won the game. So I set off back to theirs, as he went back home alone.