Finding [M]y [F]riend naked on Reddit

So as a bit of background, I’ve got this friend, I’ve known her for a very long time. We’ve never really had the typical boundaries that most friends do. We would talk about almost anything and in great detail too!  It has led to some interesting conversations in the past but this was a first!

Out of nowhere I got a text, I managed to read the preview as “I did it”, before the message was deleted seconds later. I replied asking what she had done. “Damn…you saw it…erm…nothing”, she responded. Obviously, my interest was piqued.

I continued to question and after some back and forth, she hinted enough that I was pretty sure I had sussed it. “Does it involve Reddit?” I asked. “Yes”, she said. I knew exactly what she had done now. Something I’d encouraged her to do for a while, but never quite believed she would. But here she was, telling me that she had done something, something that I never truly expected, something that involved naughty photos and the Internet. I wasn’t sure what to do next, did I ask for a link? Did I look for it myself? Did I praise her for having the balls to do it and hope it boosted her confidence as I had tried to convince her that it would?

University helped me release my inner slut [f] 23

When I first started my university degree, I considered myself a modest and relatively reserved small town girl. However that doesn’t mean I was naive. You see, I’ve always been aware of the ‘assets’ I have and of the attention that they attract. Genetically, I’ve been blessed with huge 32DD tits and peachy ass and let’s just say that they help me get my way in a lot of situations.

I ended up having a lot of wandering eyes locking themselves onto me in bars and nightclubs. As time went on, I found myself enjoying it more and more, slowly becoming comfortable with it to the point where I began to wear sexier, more revealing dresses and outfits.

I’d hook up with a guy every now and then but just the idea of being watched and wanted made my pussy so wet in the first place. Wet to the point where I’d literally have to remove my panties because they were soaked.

[MF] Stopped at the gloryhole for our anniversary

Haven’t posted in a long time and wanted to update everyone first. We no longer have a girlfriend or boyfriend but we have a few couples we play with a lot. Also we have stopped meeting people off reddit.

So our anniversary was this past week and we decided to head to the sex store after going out to eat and having many many drinks.

We got to the store feeling very very good and she wanted to look at every single toy she could. She was like a kid in a candy store. She saw the dildos, vibrators, movies, everything and eventually she worked her way around to the door leading down stairs to the booths we had been to before a long time ago.

She gave me a look and I could tell she was up to no good. We made our way to the register to buy tickets and she asked for condoms as well, for the booths and I just let my wife lead the way.

The time I [F] took on a challenge to make a guy cum without ever touching his dick — and succeeded

I was on Tinder one night and ended up talking with a guy. We flirted and sexted for hours. We eventually made plans to hook up. He told me that he hadn’t had sex, oral, or anything in almost 3 years. He followed that comment by jokingly saying “Fair warning, I highly doubt I’ll be able to last very long. I bet you could make me cum without even touching me right now actually haha”

This concept intrigued me so I said “Hmmm… that sounds like a fun challenge actually. It could be fun to see if I actually can make you cum without ever touching your dick.”

“Oh yeah? I was kind of joking but I’d be down to try that actually. That sounds hot.” He replied.

I asked him when the last time he masturbated was and he told me earlier that day. I asked him if he would wait at least 4 days without touching himself at all, and then come see me so I could take on that challenge. I wanted him to be as desperate for touch as possible, so 3 years without sex and 4 days without an orgasm would be good. He told me that he can cum within 10-15 seconds when masturbating, so I was pretty confident I could succeed. He promised me he wouldn’t touch himself at all over the next 4 days.

[MF] Wife Bought a Suction Cup Dildo and I Listened to her use it in the Bathroom

One night when my wife was horny, she bought her first suction cup vibrating dildo. It arrive about a week later and I was so excited to watch her use it for the first time. She wanted to try it alone for the first time in the shower. I wanted to watch her in the bathroom but she made me wait outside and locked the door. I was rock hard by this point and put my hand down my pants to start gently touching my dick. I kept my ear close to the door and listened to her every move. She got naked and turned on the shower. I heard her attach it to the shower wall, which is when I started stroking myself much faster. About a minute later I heard a slow rhythm of her butt pressing against the bathroom wall as she was taking the dildo from behind. I was masturbating so fast and trying not to cum. That only lasted for a few minutes and then she showered and came out of the bathroom.

[FM] I used to be a masseuse

So I figure this is the best place to put this story. I was a masseuse for a while at a spa that was connected to a hotel in one of the nicer areas of the city. This is one of my experiences with a regular of mine.

I like to call this gentleman Big Tipper. He was a bit older, kind of thicker around the middle, super gregarious, owned a business, and had been married and divorced a couple times.

This day, BT came in for a massage. A coworker was buzzing back and forth between the rooms doing a deep clean and reorganizing, so I gave him a normal massage. You can’t see into the rooms, but with the doors opening and closing around us I think I was too jittery to do anything.

When the massage was over he asked if I would go to his room and spend some more time with him. The number he gave me was BIG. I don’t want to go into it, but even in retrospect it sounds like a lot. I told him I had a couple more clients, and he gave me his room keycard saying “text me when you’re off, no pressure.” He still tipped for the massage and then left.

I [f]42 start fights with my husband [m]41 so he fucks me harder after we make up.

Sometimes I’ll pick a fight with my husband for no good reason then apologize with sex but I’ll bring up the fight during sex and he fucks me even harder. I say to fuck your naughty wife harder to teach her a leason, but I really want to push him to fuck me HARD like I’m a total stranger he just met purely for sex. Sometimes I feel guilty afterwards and give them a bonus blow job after sex to clean off all of my pussy juice thinking about how mad I made him for fucking that good.

The Real Road Trip Slut, Part 5 [MF] [degradation] [golden shower]

This is part of a series documenting an insane weekend where I picked my sub Doomy up and drove her from Los Angeles to Las Vegas, [fucked her on the side of the road](https://www.reddit.com/r/gonewildstories/comments/t3az9z/the_real_road_trip_slut_part_1_mf_exhibitionism/), [used her as a cum dump](https://www.reddit.com/r/Erotica/comments/t5ao2p/the_real_road_trip_slut_part_2_mf_degradation/), [spanked her ass red](https://www.reddit.com/r/gonewildstories/comments/twyyyh/the_real_road_trip_slut_part_3_mf_degradation/) and [shared her with strangers](https://www.reddit.com/r/gonewildstories/comments/tyrf44/the_real_road_trip_slut_part_4_degradation_group/).

I was sore and tired, but I had the biggest grin on my face.

Our hotel bed was a scrambled mess of sheets and our naked bodies. Me, the dirty old man in his 40s, muscles aching from fucking and spanking. Her, the masochist that was half my age, body painted with bruised, scratched-up knees and swollen pussy.

“I can’t believe everyone in the room was so turned on by my pain and degradation,” she said with a giggle.

She was my star slut today, doing everything that I asked. She loved getting off on pain, humiliation and degradation, and wringing her through an entire day of being a fucktoy had her still deep in the warm fuzzy glow of subspace.

“You were definitely the lowest person in the room,” I said. “I love how it made our guests so horny, seeing you be used.

Classroom Crush [MF] (Cheating/Long)

First time posting on here, sorry for any formatting issues – Characters are me, (6’6, lanky build, brown hair) my girlfriend (description below), and Ashley (ditto)

At the time of this story, my girlfriend (now ex) and I had been dating for a year and a half, and lived together for about six months of that. Our sex life was great in the beginning; I like to give it rough, and she was a more than willing recipient to my, shall we say, ministrations. She was a cute 5’3 brunette, with a pair of the biggest fits I’ve ever seen in person adorning her chest, over a flat stomach and decent, if not outstanding ass; overall she had a good body, but her tits were by far her standout feature, and I loved nothing more than to suck and maul them during our lovemaking/wild fucking sessions. Over time though, the spark faded, as it unfortunately sometimes does, and by the time we hit the one-year mark we had dwindled down to having sex once, maybe twice a week.

Enter Ashley.

It all started when I 45[F] let a stranger 22[M] finger me until orgasm in a bar in front of my husband 47[M]…

My husband has a kink: he has always loved the idea of another man flirting with me and having his way with me. I happen to have no issues whatsoever with this arrangement, and I’ve fucked a few guys during our marriage, all with his encouragement. A month and a half ago on Friday night, we went to a bar pretending we didn’t know each other, something we do every now and then. Sometimes we do the classic “strangers meeting in a bar for the first time” roleplay and have amazing sex with each other afterwards, but occasionally it goes a different way…

I sat in a corner booth, he sat two tables away. The bar was relatively busy but he had a good view of me. Before long, a handsome young guy, Brad, slid into the booth next to me and started making conversation. Tall (I’d guess 6’2), dark and handsome, with a fresh haircut, and clean shaven.

We played guess my age; he guessed 35, I’m actually 45. I guessed 25, he’s actually 22. I mentioned that my children (21 year old son and 18 year old daughter) are younger than him, which he seemed to find amusing. The conversation flowed as naturally as the drinks did.