Tag: Anal

(M)y (f)irst part 5: four-leaf clover

Link to part 4: https://www.reddit.com/r/gonewildstories/comments/3813ht/my_first_part_4_plan_b/

Ayyyyy I'm back! Sorry for not putting up part 5 for about a month or so. Interestingly enough, writing these stories really brought back a lot of memories of Kristine, so I hit her up on Facebook and we briefly talked about potentially getting back together. Unfortunately, we're on opposite sides of the country and I plan on leaving the country soon, so those talks kinda died out. Fortunately, this means I'm back to reminiscing and writing stories about her! Now that that's out of the way…

Kristine and I continued to see each other after the events of part 3. Now sober, I felt embarrassed about how I'd acted that night and didn't mention how I felt about her. But I was still incredibly confused. I was jealous when I thought about her being with other people, but at the same time I was pretty happy with what we had and wasn't sure if I wanted a relationship. Also, she didn't really seem to want one and we had started off as a casual hook-up. I confided these feelings in a close female friend, Amy, and she suggested that we go on a double date with her and her boyfriend, Henry (who I was pretty good friends with), so that she could observe us together firsthand and give me her opinion. Amy and Kristine also happened to be friends (though not as close as I was with Amy or Henry), so I thought at worst it'd be a fun double date. The next time Kristine and I hung out, I asked her if she'd want to go see Christmas Village with Amy and Henry, and she excitedly agreed. Read more »

4th of July party wow!

This is my alt to my deadbedrooms account. Before I (25F) get into what happened tonight it's worth mentioning my LTR boyfriend (27M) of a little over 3 years and I haven't had sex since May or June… of 2014. Until tonight I thought I was LL, but after what happened I've had my eyes opened.

We went to a party tonight out of state at a friend's place and are staying the night and is mostly d friends and friends of friends. My bf and I had a good enough time, but he was tired from all the driving we did today, so he didn't last long once the tequila and jello shots started. It was around my 4th shot we'll say Jay and I noticed each other. He's older, 38 to be exact, and shorter than me, but something about him just worked for me. From the moment we locked eyes I was turned on. He's pretty well muscled and I think the drinks may have had an effect, but all combined we were just fixated on each other throughout the night. Read more »

A Long Kinkster Story: How I Developed a Humiliation Fetish [F/M]

I went over Reddit's post character limit, so this story continues in the comments since I don't like breaking stories into parts.

Before I begin, I'd like to point out every single part of this story is 100% true. Consequently, there aren't any fantasy moments amongst the lines of, "She pulled my pants down and laughed hysterically. Then, she invited her friend to have a look. They both held out their pinkies and laughed while I shriveled up." So although this story has an erotica feel to it, there's no climactic over-the-top moments involved. Also, my dick is approximately five inches long – not too small really. But size queens will let you know: if it's not big, it's small.

Up until the age of twenty-three, I never thought about my penis size. Mainly, I didn't have to. Only a couple women had seen it until that point. Throughout high school, I was the third wheel. I'd watch as my friends picked up beautiful girl after beautiful girl. Perhaps I set my standards too high, but simply put, I wasn't getting laid until my early 20s. Read more »

Had sex for money [m/f]

Thursday night, I went out with my work fb for some drinks since we had Friday off of work. We went to a local chill bar and were relaxing and joking around. I bring up sex because I'm about to have a visitor for a week (which still hasn't come) and wanted some before it came. Then he starts to question how submissive I am to him and my room mate. I tell him as long as they are happy and I won't get physically hurt, I'm ok with it. We keep talking and eventually he's gotta pee.

This guy at the bar then notices me alone, comes over and starts talking to me. He was older, late 30s/early 40s. Work buddy comes back and invites the guy to sit with us who feels out of place. He then tells the guy I'm his submissive hotwife and will do whatever I'm told. I keep playing along because I'm liking it and it's innocent.

The older guy rubs on my leg and goes up fast to my crotch. I say I have to go to the bathroom. When I come back, the guy mentions he has a hotel room nearby and is here on business. He was at a Hilton so that's fancy to me. After some talking, I agree to go back to the hotel with him. Read more »

How I became a guy who services other guys. [M/M/M/M]

A couple weeks ago I was in a position to advance my career by giving another man a blowjob. I did. I sucked his cock and swallowed his cum. I loved every second of servicing him while he told me what to do.

He eventually told two other guys at work that I had given him a blowjob, and they wanted the same from me.

I was hesitant at first, but decided that i should just go with it. I decided to give the first guy who knew, Carl we can call him, a blowjob in the bathroom. I didnt so much as give him a blow job so much as he fucked my mouth until he came. I was shocked by how he used my mouth. He came in my mouth and took a couple pictures of him in my mouth before he commanded me to swallow.

After I drank what he left in my mouth, Miguel swapped places with him and demanded I service him too. he went slower in my mouth and seemed to really enjoy me giving him head. Once he started to cum, he pushed in me as far as he could and moaned as he shot his load. Read more »

First time getting anal (M) (F)

She had had a long day. The kind of day where she hadn't had a moment to take care of herself. She hadn't slept. She hadn't eaten. There had been no time. He knew exactly what she needed. He welcomed her over, opened the door to her. She had been welcomed home by a storm. She managed to stay dry under the umbrella but she still looked pathetic – tired and worn.

He wanted to take care of her, to build her up and show her how strong she is. She tossed the umbrella to the floor, turned and closed the door behind her. The latch clicked, shutting out all the worries of the outside world. She was his now. There was no escaping. This was the escape. His hands were instantly on her shoulders. Firm. Spinning her around to face him. His lips on hers, pressing hard, eager, the kind of kiss that makes her need to come up for air. Her breasts told the delicate story of her bated breath, rising and falling quickly. Caught off guard but wanting more. He slid his hands down her arms, felt the bone bird of her hips, sliding around and testing her firm ass. Her head found his shoulder and he could feel her melt against him. He held her, letting her soak in his warmth, before tenderly leaning down and whispering in her ear. Read more »

Testament of a male Maid of Honor who had sex with every Bridesmaid [m/f] part 2

Below is the second installment about true events that happened over three days in June.

If you haven't read the first part you should. It's good stuff and gods honest truth. Don't want to? Here's a quick recap: I am the male Maid of Honor with three other bridesmaids and my first duty was to pick up another bridesmaid at the airport and drive her to the wedding venue but on the way we eat steak, watch strippers, and sex it up in the back of the car. (Link below)

I'm in a cabin in the middle of nowhere. Barely a cabin. Like eight pieces of wood nailed together. I'm at camp basically. I'm in a glorified dog house at a wedding being held at a camp and I'm assfucking a fellow bridesmaid. I know what you're thinking. Who brings high grade silicone lube to a place like this? The same girl who also brought two different vibrators and a nipple clamp. That'd be Morgan! Read more »

Mixing pleasure and business [m/m]

This is the sequel to http://www.reddit.com/r/gonewildstories/comments/1zclih/mixing_business_and_pleasure_mm/

tl;dr – I met someone at a business conference in another state and we found out that we were both curious about other guys, so we blew each other in my hotel room (as one does, I suppose).

After we both came into each other's mouths that night, we didn't end up doing anything else (yes I know I hinted at it at the end of the first story), as we were both quite spent and I had to leave the next morning on an early flight. We parted with a nice long kiss and made a promise to catch up again when I was back in town. This was six months ago.

As it so happened, work sent me back for another conference, but this time my one night stand (let's call him Jacob) wasn't required to attend this time. We exchanged numbers after our encounter last time, and so the week before I sent him a text to let him know I would be back. The reply was quick from Jacob – he still thought about that night, thanks to my 'amazing cock-sucking skills' (yay!), and that he would meet me after the conference to have 'dinner and more ;)' Read more »

[mM] my first time after gym [anal, oral]

it started at the gym showers, I noticed that late 20s guy looking at me and kinda staring. As rude as it is, I felt kinda flattered he then smiled and went to care with his business. After i finished and got dressed he approached me and asked if i want to get a drink or something and I said yes ( i didn't know i'm into guys too back then but thought it's a free drink why not). After getting our drinks and had a little chat he asked me if you want to join him at his place and complete our chat ( he was tall but not big so i thought it's fine if something happened.. don't know why i said yes this time).. Read more »

When hiring two prostitutes to have a threesome, there are some points to consider. [MFF]

The absolute key thing to remember is to try and make sure that the prostitutes you hire don't hate each other. There are other factors as well, but that one is pretty key.

Let's call our big spending customer Alex. For the 6 months I'd been working as a prostitute he'd been a regular of mine, for the most of it.

He was a bit weird, and a lot of the other women at the agency didn't like him, but I got on with him pretty well. With me at least he directed a lot of his energies towards role play and light humiliation, rather than the more extreme stuff he often wanted with other women.

He was that key thing, a regular. Someone that would adjust his booking around your timings. He'd book me for two hours twice a month on whatever time was convenient to me, so it spared me having to fight for bookings with the agency.

Let's call my colleague Alice. Straight off Alice called herself an escort rather than prostitute. Despite the fact that like the majority of the women at the agency rarely actually did anything that included the social aspect of escorting with the clients. Rather than a descriptive term, I felt she used it as a kind of euphemism, for how she earned a living. Read more »