Hi, I’m new to this but love reading other people’s stories so thought I would share mine… did it in cuckold but this is busier I guess. This is a true one that happened to me a while ago. Here’s a first part, if people like it I will try and find time to continue with what happened next. It’s quite a long old tale. Hope you like it.
Category: gonewildstories
[mf] wife pegged me.
Not long after my wife officially started dating. (Before that we were just fucking) she was the first one who introduced me to any sort of ass play. She would blow me and give me a rim job. That progressed into a blowjob and putting a finger in my ass. That was a turning point really. It felt amazing and I’d always cum super hard when she’d finger my ass. One time while we were out and she was telling me about some of her sexual past. She told me that one of the guys asked her to peg him. I literally had no idea what “peg” or “pegging” meant. She said that she purchased a strap on a dildo and fucked this dude a couple of times. Not gonna lie I got super hard. I’m not sure if it was hearing about her past that always turns me on or the fact that she was really into a kink and being a naughty girl. Anyway not long after that she pegged me. Since then she’ll peg me every couple of months. Really when the mood strikes.
33 [M]y slutty (then 19) girl[f]riend got finger fucked at a rooftop bar
Jess and I were talking yesterday about some of the best hookups where we’ve never fucked/got fucked in her case, and we had this talk…
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As always, this is me, and *this is Jess*
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*Oh yeah, it was about 3rd year of university, I had a really naughty night in a rooftop bar! ;)*
(I felt my cock growing fully hard almost instantly) Holy shit, rooftop bar? I wanna know this..
*You do, huh?*
(Jess slides her hands inside my shorts, takes out my cock, and starts kissing it gently from base to tip, giving a few licks – the sensation is incredible!)
Oh fuck babe, go on!
*I was with 3 friends, 2 guys and 2 girls and the–*
You hooked up with Tom?
*Lol, no, Tom and Javi were really interested in getting a number at the foosball table..*
Lol of course.
*yeah, fucking guys eh? but they went off, leaving Laura and I to drink. They come back and Tom asks Laura to dance, she’s tipsy, I’m tipsy, and Javi just wants to play more foosball, so Laura goes off to dance with Tom*
[F] Orgasmed To My Own Pics After Selling Some!!!
So I’m reposting this, this time with more info about what happened.
So I was super horny and was masturbating and took a bunch of pics of myself. After taking them instead of continuing with the porn I instead looked at my own pics and started getting even hornier and ended up cumming like a broken tap.
I added 2 of the pics I took to the bunch of pics that I sell to guys and deleted the rest. First I got off on selling my pictures to guys and now I’m getting off on looking at my own pictures. Lol this is kind of messed up I think, but I’m horny again so might as well as sell some pics and vids to some guys and then cum to myself again.
I’m such a slut lol and lesbian on top of it all. Yay, it don’t get better then this xD.
The Mousy Landlord: My First Experience Living Alone [MF]
A year ago, I had recently moved into a one-bedroom unit (no longer live there). It was my first time living alone which I was really excited for. I liked the idea of having an entire space to myself, to do what I want, when I want.
My first day in the unit (boxes not even unpacked yet) I was taking a hot shower. I got out, dried off, and then had the realization “I don’t even need to cover up! I’m free! Master of my own domain!” Or some corny shit like that, as I am a corny individual at heart. I hung up my towel, and walked out of my steamy bathroom into the living room, with my cock hanging full from the warmth of the shower.
To my surprise, standing inside of my new apartment by the doorway, was my landlord. And there I was, damp, bottomless, and somewhat frozen in time. She sees my cock and stands there in shock for a moment before fumbling out a swirling apology and spinning around to face the closed door. Smiling, I told her “no worries” or something like that, but she rushed out of the apartment.
[MFF] (plus sorta F?) – Saying Goodbye to Stacey, our third, and Meeting a Wholesome Stripper
So, I’ve taken a break from sharing our stories, as there’s was nothing really new to share. Kate, Stacey, and I just got into a routine as a relationship and had fun with it.
Some things don’t last forever, no matter how much you want them to. Stacey’s mom is ill, and she asked Stacey to move in with her in exchange for paying all her bills and paying off her debt. Stacey couldn’t say no to her mom anyway, and decided to move back home to her small town several hours away after weeks of thought.
It took a month of logistics and planning. Stacey got a job at a local watering hole as the bartender on a weekend trip. She moved all her banking and stuff there. Kate and I got her a moving van and decided to drive her ourselves.
The day came and I rode in the van with Kate, while Stacey drove behind in her car. Kate cried the whole time. Stacey called us to chat on speaker and she was crying, too. We got to town and Stacey’s cousins helped us unload the truck into the garage and her old bedroom.
MILF Morning Sex (“Rocks my World“ Conclusion) [MF] [No Regrets]
This is the finale to a trio of encounters I had with an amazing older woman a few years ago.
Link to Part One is located here: /r/gonewildstories/comments/eucgx5/milf_twice_my_age_rocked_my_world_mf/?utm_source=share&utm_medium=web2x
Link to Part Two is located here: /r/gonewildstories/comments/f0yh1z/milf_rocks_my_world_again_mf/?utm_source=share&utm_medium=web2x
Disclaimer: Names have been changed for obvious reasons. Actual conversations and texts are from the best of my recall.
The cast:
Me: ‘D’ 26YO at the time, athletic white guy, about six feet tall.
Her: ‘Kari’ about 50YO, white, petite and athletic/muscular, sandy blonde hair and about 5’5’ (with A/B-cup breasts).
A shrill and unfamiliar alarm opened the peaceful silence. I lifted my head and awoke to a hotel room from the night prior- foggy from the shots of rum chased with beers. I watched Kari stride, fully nude, to the curtains and open them, letting in the soft blue light.
5:45 AM displayed on the clock. Despite the fit, naked woman sharing the room, I buried my head in the pillows in protest. “Uggh, no way,” was all I could manage.
Kari laughed huskily and slid back into the bed aside me. I felt the sheet slowly lift from my body, then her fingertips trace along my shoulders. I shivered as she slowly traced along my spine, lower and lower.
[F] I had to go home and touch myself after secretly wearing my sexy bra to work….
The boys at work don’t have a clue. They just think I’m an awkward nerdy girl. They don’t see this body that I hide in loose tops and boxy suits. They think I go home and watch chick flicks or play video games. They have no idea what I really with.
And it’s been a long day.
Every day seems long when you’re single. The evenings are dull. There’s is nothing to looking to forward to except a dark bedroom and complete silence. Or maybe just a little humming sound.
I’ve been thinking about it all day. I’m always thinking about it if I’m honest. Is everyone this horny at twenty-two? Shouldn’t I have gotten it out of my system in college? I definitely did my share of fucking.
My friends aren’t this obsessed with sex. At least they pretend they aren’t.
I get home and go straight upstairs. It’s already dark outside. I don’t fix dinner. I don’t make myself a drink to take the edge off. I don’t take a long, luxurious bath like I sometimes do.
[MFM] Double Penetration
About a year ago I met two redditors, one other man and a woman. The thing that brought us together was a mutual interest in double penetration (one man in the woman’s vagina and another in her ass.
We talked for a while, several weeks before deciding to meet at a hotel. We got together for a drink first. A pretty unassuming group, a 28M, a 27M, and 34F. It was exciting knowing nobody arouns us could know we were there to meet up and engage in something so kinky.
After getting comfortable we walked back to the hotel and went upstairs. Things moved fast. Soon we were all naked and me and the other man were taking turns getting sucked, and fingering and going down kn her. After getting very warmed up we could not wait any longer. The other man laid on the edge if the bed his knees hanging over the edge. The woman slowly sat on him. Inserting him into her ass slowly while she faced away from him. Once her ass was full, I stepped between bother their open legs, slapping and teasing her pussy with my rock hard cock. I pressed the opening, feeling how tight was. She finally opened and accepted my tip, my shaft began slowly parting her walls.
I[F] got flown out to LA to suck cock.
My recent kink is getting paid to suck cock and my friend/fwb although i’m sure he is a low key SD offered to fly me out to LA to spend the weekend with him. Get a hotel and have fun. Flight to NYC from LA.
I sucked him dry day and night for 3 days.
He paid me very well.