A consistent argument was over anal sex. I love to stretch my ass and take pictures of my huge gaping ass. I actually have 500+ pictures of my gaping ass on my hidden camera roll. He just wasn’t interested in anal sex at all. The relationship had its issues already, but everyday I’d wait for him to leave the house so I could go to the store and buy the biggest cucumber in the veggie section. I’d get home, lube it up and work on stretching my ass. The honest truth is, we broke up because he wouldn’t fuck my booty. But now that I am single I am thoroughly enjoying the opportunity to have nice cock in my ass. I’ve had a few decent new partners that love my tight ass hole. One even told me that my ass and pussy felt equally tight, which boosted my ego even more. My ex messaged me, trying to shame me by saying, “have fun being a hoe.” But you know what? I’m fucking loving this opportunity to be an anal slut! No regrets.
Category: gonewildstories
[F]un in quarantine
I’m not the prettiest woman in every room, but I’m damn sure the best at getting a man off. I talk a big game and I always deliver. That why I’m the one who is always leaving with the hottest guy.
I take pride in being a slut. I lost track of how many men I’d fucked way back in college. I lost count of the women I’d slept with long before that.
Now I’m in my 30s and live with my female lover. She and I have an understanding. I haven’t gone more than a few weeks without some random dick in over a decade. I didn’t plan on breaking that streak any time soon. Then the quarantine happened.
There are a few guys I could call up and be sure they haven’t left home, but part of the thrill is when it is random and new. I like a chance meeting with a complete stranger or picking a handsome face from a dating app and just going for it. Unfortunately, going for it was off the table.
Desperate times call for desperate measures. Everyone is social distancing, and I definitely want to do my part. I had to be innovative.
The day i fucked shy girl from my high school [FM]
I went to a high school with this girl who was smartest in the class and she always had straight A’s. She was this quiet girl that had her own group of 3 friends and rarely talked to anyone else. She has curly brown hair, beautiful green eyes and she is short and has really soft voice. I didn’t ever have any relationship with her except for few conversations.
We finished high school and about one year after high school i was at this party with my friend and i see her there. But it wasnt the girl that i remember, she smoked weed, was super talkative and not shy at all. I approached her and she was really delighted to see me. We ended up having a short conversation and she suggested we go for a drink tomorrow.
Next day we went to this local bar and we talked for 2 hours and she went through how she stopped being that shy girl from school to a girl who loves partying. She told me that she start smoking weed and partying because her ex cheated on her. We talked about our lives and everything for another hour and then i had to go. She gave me a big hug and i said that we have to do that again sometime.
Destroyed by my sir [FM]
I wanted to be the perfect little slut for my sir. I had a plan but like usual my plan didn’t unfold as I originally wanted it to. I planned to be in nothing but a cute little red underwear set and my slut collar. But realized early that that wouldn’t work as there were things that I needed to do before he got home. I told him this and said “I’m glad your not. I would rather you in something that I can take off or tell you to take off”. That appealed to me, I went and freshened up and found a small skirt and a sheer shirt as well as putting on my collar. I was ready for what my sir had instore for me.
Strangely I was a little nervous, I usually am when I hand over all control. I was first told to get my Lush, put it in and on to help me relax. That stayed until it went flat then I swapped it for my Hush, naughtily with out my sir knowing. That got me a small spank when he found out. It was worth it.
[MF] I cheated on my girlfriend but she encouraged it
I was visiting my girlfriend and was looking forward to some mind-blowing sex that weekend. When I arrived at the hotel in her town, she met me in the lobby and told me we couldn’t spend it together because her fiance didn’t leave town as planned.
Clearly bummed out, she told me “not to worry, it would be a fun weekend regardless.” I checked in and we went up to my room so I could change before we went out. We were meeting some of her friends at a local bar. It was a Friday night and everyone was ready to have some fun after a long week. One of my girlfriend’s best friends was flirting with me pretty openly and I felt a little awkward as my girlfriend was sitting right across from me. I was perplexed when she egged me on to flirt with her friend. Ok, so I was a little miffed that I’d come all this way for nothing and I started reciprocating the flirting with her friend. We drank, we danced, we all had a rather fun evening.
First Date at a Sex Club [MF] [and F, and F, and M, and M]
There was a stretch during which I was meeting most of the women I dated on OK Cupid. One day, a couple of years ago, I logged onto OKC to discover a note from a woman named Nancy who was intensely curious about my lifestyle. She explained that she had a Catholic upbringing and simply had too much guilt to do the casual/non-monogamous sex thing, or at least she was working on getting over that guilt in an attempt to do it. She wanted to know how I could live with myself – well, that’s grossly over-paraphrasing, but you get the idea.
We messaged a bit and I told her a bit about my worldview, and inquired about hers. We agreed to meet for lunch, simply to continue the discussion, but she was very clear that it would be a platonic encounter only and not lead to anything. I didn’t mind – any encounter is fun – so I readily agreed.
Over lunch we continued the conversation. Nancy was intrigued and a bit jealous that I could set aside the social mores in which we reside and simply live in the moment doing what felt good. The irony is she was single and about my age, so there was literally nothing holding her back from exercising her carnal pleasures. Except her own internal roadblocks.
Favourite Story? [M][F][G]
Favourite Story?
what’s everyone’s favourite story from this sub? (or others along the same lines, like r/ incest, dirtyconfessions, etc.)
drop them in the comments
(apologies for tags, required for the post)
33 [M] new kink
Hi all,
I am new to this sub. I have a story/confession. For the past few weeks, normal porn wasn’t doing it for me. So I was researching new stuff. I came across tributes, on Reddit. I was lurking, then I found a girl I liked she was verified. So I took a chance and msg her. She agreed, and I sent it. She loved it, and a new kink was born. I started a 2nd account and started talking to girls and asking them. I like finding new girls and milfs, because they find it so sexy. Few days ago I found a girl who was into it, and now we role play slave and mistress, she likes to pic the next girl. AMA if you want!
Thanks!
I [F] gave my son’s friend [M] a pity blow job
I posted about this story once on an alt account that has since been deleted, so I figured I’d repost it here.
*Please note:* everyone in this story is over the age of eighteen and consenting.
My younger son’s best friend, who I’ll call Andrew, is a bookish straight laced academic type who really only ever “acts out” when he comes over to our place.
His parents, in particular his mother (she’s Chinese and his father is white), are VERY strict and do not allow him any kind of privileges. It doesn’t matter that he’s an honor student at one of the most prestigious universities in the country. To them, he’s teetering right on the edge of failure.
Suffice to say, I’ve become sort of a surrogate “cool mom” for Andrew over the years.
He knows he can always come to me for advice on both motherly things **and** girl related subjects and I’d be lying if I said I didn’t look forward to seeing his bright smile every time he walks through my front door.
He’s so polite. **Much** more polite than my son. And so innocent, too.
I [M](18) made a single mom [F](36) dress like a slut and showed her off around the mall
So I got on Tinder a few days after I turned 18 (about three months ago) and around a week later I matched with a 36-year-old woman. She was a total fox with some huge tits – probably about DDD-cups – so I started flirting with her, making innuendo, all that.
After a couple days of that, we moved to text and kept flirting, getting pretty explicit. We shared nudes and sexted a bit, and I was starting to let my dominant side come out. She was calling me ‘sir’ and going over all the things she would do to pleasure my cock.
That weekend, we agreed that we both wanted to meet up. She suggested I just come over to her house, but I had something else in mind. I told her to meet me at a nearby mall (it was sure to be busy on a Saturday), and to only bother showing up if she was wearing something slutty. She sent me a few pictures of herself trying on clothes, and we settled on this ridiculously low-cut tank top and a pair of light grey leggings.