Jess and I eventually hit a very messy breakup (not at all to do with our sex life, in fact we both lamented that loss) and there was a period where we tried to be some semblance of friends. Jess decided one of these nights that she wanted us and Kate to go out to a club, get drunk and just have fun. First off, I didn’t drink much, second, the club scene was the last place I wanted to be, and third Jess at this point was already drinking too much too often and I wasn’t exactly eager to be a part of that either. Still I wanted to try and salvage this thing we were trying to call a friendship so I agreed.
Category: gonewildstories
I bought a house to whore myself out from [F] 19
Ok let me explain for the juicy stuff skip to paragraph 3-4. So in my country individual prostitution is legal. Also sorry for cheating as this is my job as well as being a stripper. Right let me just describe myself first so you get the picture. 5’0 105lbs blonde petite or busty petite and I work out daily. So I am in a good financial situation from my stripping and on new years I decide to take a leap to hopefully set myself up for life. I buy a house with a decent view of a loach that is isolated but still only like an hours drive from glasgow. (Just saying this was all completed before the 3rd as no one really wanted the house)
[M]y latest TINDER hookup with a recently separated [F]emale
I was travelling recently and matched with a woman on Tinder. Conversation started tame enough but quickly became flirty. She knew I was from out of town, and so I asked her to go for a drink that night. She said she wasn’t available that night, but might be available after a concert she was going to the next night. I agreed, and then the conversation got very sexual.
She let me know she was recently separated and just wanted a night of hot sex with an attractive stranger. I told her she was in luck. We chatted for a good hour that night, each describing things we love or things we’ve done sexually.
The next afternoon she confirmed that I hadn’t gotten cold feet, and I let her know that I was excited to see her. She said “why don’t we just skip the drink and you come over here around 11pm. This is tinder after all…”
I agreed and arrived on schedule that night. She answered the door looking even better than I’d expected. She invited me in, and quickly kissed me. We stood in the doorway making out for a couple minutes, our hands each exploring the body of the other. She appeared to have a nice body.
[M]y first time cumming on her [F]ace
I came on my girl’s face for the first time. It has been a long time fantasy of mine, but I was always too nervous to ask. I told her I wanted to watch her masturbate and have her watch me. It was a huge turn on watching her finger herself. I helped her by holding her vibrator to her clit. After she came I asked her where she wanted me to finish. She said ‘anywhere you want’ I got on top of her and squeezed her breasts together.
She grabbed my dick and opened her mouth while I played with her tits. She’s swallowed my cum before, and I think she was getting ready to take a mouthful. She’s the first to make me cum with her mouth. I was able to get the courage to ask her for that one a long time ago, probably a story to post here another time. This was different though, I think I was afraid she would say no, and it’s something I really wanted to do.
Kaleigh, or “Wait Just a Cousin-Fuckin’ Minute.” [MF] [exhibition]
(I’ll spare those looking for incest some trouble. Kaleigh isn’t *my* cousin. The title becomes clear in a few paragraphs. Saving twisted perverts time and energy is my pleasure. You’re welcome.)
“So, you two wanna go pick somethin’ up?” Rob reached for his wallet, “I got some cash.”
This was typical of Robert. He had no talent for subtlety. He wanted Kaleigh and I to disappear so he and Jessica could be alone. Probably have a go at each other. Definitely in my bed. It was bold, and the nerve of it should have pissed me off. Anyone else I’d have told to get fucked (Pun intended.). But, he was my brother in all but the strictest sense of the word, and I wasn’t going to do him dirty like that. Honestly, I was sort of proud.
Jessica was Rob’s new-ish girlfriend. They’d been dating for a few months, starting after his excellent New Year’s party. Kaleigh was her younger cousin and current object of my affection. (Pronounced KAY-lee, despite its Klingon appearance.) I had met her a few weeks prior on a blind date arranged by the two fat, inconsiderate assholes preparing to ruin my sheets.
My Valentine’s Date(s) [mff]
Just wanted to share my experience and hope you enjoy!
So last Friday night I had my first real threesome with a couple (had an awkward threesome ish thing before but no sex and a mfmf I wrote about before here: https://www.reddit.com/r/DirtyConfession/comments/a44gey/my_dirty_little_secret/?utm_medium=android_app&utm_source=share ). My limits are piss, poo, anal and going down on a woman (this my change with time but currently don’t feel comfortable to) in this instance hers were the same. We had met for a drink a week or so prior so that we all new we liked each other and were comfortable.
So…..
First I got there and turned up to the wrong building so was calling some randoms flat (sorry!). When I found the right building I was welcomed in with food and wine and chilled, flowing conversation. Once we’d had a few glasses he got up and started to dance and pulled us two in to join, where he put her in the middle of us.
50 Shades of Fuck You [F] [M]
Our first advisory session two long years ago, he came with his long term GF, I’m Married Happily. He was hot but off the radar. Meetings would leave me talking to his GF mostly, with him looking on a good arms length away. A year went by…
Unexpectedly they broke up. They started to come separately. This now meant I was talking to him, alone the still needed life support. His usual position of sitting arms length was now replaced with sitting opposite me.
Holy fucking Shit. My eye has never wondered, my thoughts in a straight line, my knickers never soaked by another man. NEVER.
But HIM, what is it about him?? His humour, smile, common interests and good looks were hard to ignore. BUT I DID.
As he sat opposite me, my mind wondered. Im blushing. I’m stumbling. Fuck me, what is going on here…has he noticed??
We kept the meetings light, purposeful and in keeping with our sarcastic/jokey humour.
Our meetings meant we would have lighthearted chats inbetween. Forever the complimentary guy, confident in his thoughts and what he wanted. I was flattered, thought I may be attractive after all not a simple mum and wife.
Being [F]ucked over [M]y Desk [FM]
The time he fucked me at my desk. [Office Fun](https://imgur.com/a/Gc4vSRg)
It was getting close to 5 and all of my co-workers started to leave for the evening except myself. [F]I would linger a bit longer, left alone in the office I decided to take a few naughty photos at my desk and send to hi[M] u/M_Cain. I thought it would be a great way to finish up a long day of sexting. Sitting at my desk I sent the pictures with my tits out with a text that read “empty office”. I started to wrap up a few things before he quickly replied “I should come fuck you over your desk.”
I sat there biting my lip and I could feel the adrenaline building and my pussy getting wet. I thought about how I should be leaving and getting home to my husband, but being fucked over my desk sounded like a much better offer. So I replied with “come fuck me?”
Tailgating, football and sex.. Or how against all odds I became a “bull” [Group] [MMMF] (Sorry it is long but TLTR at the bottom)
All this happened back in early November and I am still trying to wrap my head around it. I will change some names here but you will need to take my word for it. TLTR all the way down. Sorry it is a bit long. Yes this is a throwaway account.
OK, picture me. I am 28M, your typical nerd type, skinny, wear glasses, you know the drill. About 6’1”. Nothing extraordinary. A series of events: a weekend out with friends and a happy accident is keeping me busy in the small town I live.
Just as I finished college I took a job as an IT tech in a remote working site up in Northern Ontario. A blue collar town of mostly guys, though to live in and I moved with my gf of 4 years. She was going crazy bored and she decided that it was her cue to leave. I don’t blame her. I was working all the time and she was bored to death and miserable. Needless to say that she left after 14 months there and I was very heartbroken and sorrowful.
I [M] tasted my drunk and passed out girlfriend’s B[F]F
I had been with my GF at the time for about a year. She had organized a trip to the beach with her four closest friends and another guy from school. We all stayed in the same apartment which had no rooms, it was just kinda separated in two sections, the front and the back (this will be relevant later) kinda like U shaped room. With one bathroom in the middle, no door.
We were going for three nights.
First night – While we all were getting ready, we all took showers in the only bathroom, I was in first, and my GF decided to join. We fucked in the shower, nothing special but she moaned enough that one of her friends cheered her near her climax. After we go out, her friend J [F] got in and took a shower (took about 20 min) but I didn’t make anything out of it.