[MF] She expected anal

Ran into this former FWB recently and it jogged some spank bank memories.

We were young (F23, M25) co-workers with some flirtatious tension, but both in relationships. Finally we were both single “enough” that we started hooking up.

It was an after work happy-hour turned into bar hopping, turned into her at my place. The sexual tension and drinking turned into a fuck fest. As I was getting ready to cum in missionary, I told her and she simply said “I’ll roll over.”

With her ass in the hair I started fucking her from behind at which point she looked back and said “No. You can fuck my ass.” Not going to refuse the offer, I went for it.

Thankfully she had been so wet and the condom was lubricated so I could get in. She didn’t resist, moaned as I pushed into her, and started rocking back as I fucked. I wish I could say I pounded her ass for hours, but it was about 2 minutes.

After we finished and cuddled I commented I’ve never fucked anyone’s ass on the first hook-up. Then she blew my mind:

how I (19F) fingered a friend in class [FF]

a few months back i got to know a girl in university when we both worked on a project together for a course. she was also 19 and a very cute petite girl. overtime we got closer and she told me she was gay and that she liked me. i told her i was bi and that i liked her too, and we started flirting flirting over text for a few days and eventually kissed a few times.

then one time during class i noticed we were both sitting in the last row of the room, and apart from us the entire row was empty. so basically no one was looking in our direction, and that immediately turned me on.

while the prof was talking i started brushing my hand on her leg. she asked: “what are you doing?” and i said: “nothing much”. but then moved my hand further up her leg.

she soon started to breathe from her mouth and then said: “please stop”. i looked at her and said: “are you sure?” and she said: “we’ll get caught”. i told her we won’t. she said “ok”, and then i slowly put my hand into her pants.

33 [FM] I was drunk and came so hard I pissed all over his cock.

I don’t have a pee fetish and I wasn’t trying to make it happen, but years ago I was hooking up pretty regularly with a FWB and we had gone to a bar where I had gotten preeeetttty drunk.

I wasn’t incoherent by any means, just buzzed and horny. I wound up getting handsy with him at the bar and whispering to him. “I think it’s time to go.” Which obviously he obliged.

He called and Uber and I pawed at him the whole way home. I could feel my bladder filling, but my horny clit and pussy overruled it.

We walked into his apartment and I just mauled him. Kissing him hard. Pressing my hips against his. His clothes and my clothes coming off. His fingers slipping between my pussy lips, feeling my wetness, hooking up against my g spot. The pressure in my cunt pressing against my bladder. I had to pee but I **needed** to be fucked.

I grabbed at his hard cock, stroking him as I sucked his neck and shoulders. Moaning. Bucking my hips against his hand. “Please fuck me.” I begged, buckling my knees and crumbling to the floor. I sucked his cock into my mouth, slicking it up. Begging between sucks.
Please. Fuck. Me.

Adventures in bestie land… [F] [M] and a donkey..

Just kidding about the donkey…but now that I have your attention.

It was last Christmas time when bestie flew in for the week to stay with me. I was so excited to have him here. For reference he’s the same guy from my last story. So we know from the last story we have a history of extreme sexual tension.

So we’re having a fun week of going to the shooting range, trying a bunch of new and yummy restaurants, wandering around IKEA and getting sucked into their time warp. (we’ve all been there) we even baked a cheesecake together and didn’t blow up my kitchen. Basically enjoying each other’s time and company.

One morning my hubby leaves for work and he wakes up and heads into my room to see if I’m up. Well I was barely awake and super comfy. He’s like ok get up let’s get the coffee pot going! Grr I didn’t wanna get out of bed. So he jumps into bed with me kind of nudging me to get up. Everything is innocent enough we just lay there chit chatting about what to do with the day. He sees I’m not wearing anything. I look over and see his pants are pitching a tent. I’m curious, oh maybe it’s morning wood.

[MF] I fucked my ex girlfriend in front of her best friend

This is a story about how I met my ex girlfriend I have already written about in other two stories. ([Story No 1.](https://www.reddit.com/r/sexystories/comments/dcb8c3/mfm_my_ex_got_fucked_in_a_threesome_with_her/)) ([Story No 2](https://www.reddit.com/r/cuckoldstories/comments/df1wh9/mfm_ex_girlfriend_fucked_two_guys_behind_my_back/).) From the day we met it was crazy as fuck, and I should have known it will be wild and fun because of our first sex ever was in front of her best friend.

Lets rewind few hours earlier. We are in a foreign country in Eastern Europe. Our agency booked a pub, and made a huge party. The night was dark, and full terrible alcohol. My friends and I got completely hammered, as you do when you are on a vacation. The whole pub was drinking and dancing, and when I was thinking that it couldn’t get any better, a hot petite girl approached me and asked me to save her from a guy that was hitting on her constantly. Little did I know that I’m in for a treat. We instantly hit it off. I was buying her drinks, and we were dancing and making out. We were so fucking drunk it was probably disgusting for a lot of people around us. As the night was passing, our hands were wondering further and further. I was hard all the time and she knew it, so from time to time she would run her hand over the bulge in my trousers, and I would slip my hand under her dress to touch her pussy over the panties. She would tremble every time I would run my fingers over her clit. You could see she was enjoying being a slut in front of all those people. She managed to unbuckle my trousers, and pull out my dick. She was stroking me in a full pub, and it felt so good to feel her soft palm around my shaft. I was kissing her neck while she was working on me. We couldn’t handle ourselves anymore so we agreed it is better to go to our hotel and fuck.

Went for a ride, but we never left the parking lot – Part 1 [F][FM]

This is the story of James. The man that gave me some of the best sex I’ve had to date.

Fair warning, I always try and make my stories as detailed as possible, so please continue only if you also enjoy the build up! ? (and check out my older posts for more long stories haha)

I met, who I’ll call James, when he came into my work one day.

He wasn’t someone I was helping directly, he just drove the person to my work, that I did serve, in my customer service position.

He was quite shy but friendly, about ten years older than myself with an average body build, salt and pepper coloured hair, light facial hair and a cute, shy smile.

After we met, he would come by a few times a week, with some excuse or another, always chatting with me, but keeping it short.

Around six weeks went by of this, him never making a move, until one night he came in and walked directly up to me, looking down at my left hand.

“Not married?” He asked.

[FM] She dared me to do it

The sexual build up over the course of weeks and months was intense.

She, the brash know it all, 13 going on 30, quickly married and playing house (19F) petite hottie. Me (20M), the tall, blond, more thoughtful, and sensitive counterpart to the gregarious fuck boi she would eventually tire with and divorce.

We read to each other. I read poetry to her. We shared intimate confessions of our ideals, hopes and dreams. I was always conscious of her taken status, but she was so enthralling, so sexy, and so adroit at pinning her husband as the heel in her narrative that I didn’t care, and worse; I was more like the ball of string than the predator cat, though I was full of enough confidence at that age to believe the roles reversed.

Not by accident, I kept ending up at the same parties as her, on nights her husband worked. We were all in the same circle of friends, so she would always be with a gaggle of girl friends, and it seemed innocuous enough. But time and again, we’d end up isolated, chatting our little secret banter in some quiet corner. In the back of my mind, I was always extra confident because I knew this could never happen. Then circumstances allowed for a change.

[FM] My first hookup after a 12 year marriage was with a monster cock

For 12 years I was married to a sexually insecure man with an average size cock. Towards the 9th year I found myself fantasizing about including a woman, getting fisted, more anal play and monster sized cocks.

When we split I was instantly hornier than ever. All I could think about was how I was free to have sex with anyone I wanted and within 2 weeks I hit the apps hard. I masturbated most nights to the thought of a women on my face or huge cock in my pussy.

That’s how I met Jared. He was foreign, kind and funny with a huge smile and a type of confidence that had its own type of sexy. I knew right away he was going to be my first fuck since my husband.

One night I decided it was the night. So I had a couple of drinks, shaved my legs, and went to his house.

Jared answered the door and was wearing thin old jeans and a hoodie. We instantly started making out in his kitchen. He had a way that felt urgent and slow. He ran his hands down my arms and slowly took my clothes off. When he took down my skirt he started to lick my clit and run his hands down my ass and legs.

Fucked my supervisor while her cop husband watched [MF]

[MF] In my mid 20s i was a bit of a man whore. I worked at a call center. If you know anything about call center work it’s filled with The dregs of society. Anyway I was pretty popular there (not exactly sure what that says about me) lol. I had a bit of a reputation as a bad boy, not criminal or anything just always breaking rules flagrantly and saying and doing outlandish shit. So I was pretty popular with the morally repugnant females that work at call centers. Anyway this woman from day shift got promoted to supervisor for our night shift program.

She was tall, blond, and always dressed suggestively, yet professional. She had a slutty Martha Stewart vibe going on and was like 15 years older than me. So night 1 i started taking liberties. Smoking every half hour or so putting through shady sales and making dirty jokes loudly or directly to her. After weeks of this she finally just did as all my other bosses did and just let me do whatever i wanted. In fact she would smoke with me every half hour and make dirty jokes back. But i never really thought about it. She was older, married , well off and out of my league. So i chalked it up to playful flirting.

I Help Out a Beautiful Blonde and Her [M]an at A [M]usic [F]estival – And Get Rewarded

I’ve really enjoyed reading the stories here and thought I would add my own. If this is well received I may post more, I certainly have a few more good ones I’d love to revisit. This turned out longer than expected so if you are just here for the dirty bits, skip halfway down.

Rewind about 10 years ago to the summer after my freshman year in college. Life was one big party; I had spent way more time drinking and chasing girls then studying and going to class. Being tall (6’3) with light blue eyes and shaggy brownish-blonde hair, I could usually manage to land dates, especially when they saw or felt the 7-8 inches I had in my pants. I was a little on the pale and scrawny side but loved to have a good time and was also known for always carrying a variety of “party favors”. When the school year ended I decided to keep the party going. I loaded up an old van and set out on the road to hit a variety of different concerts and music festivals where I worked at vendor tents or peddled my wares to pay for gas to the next show.