Tag: Anal

Seven Sex Stories 4: The Threesome Virgin [m/f/m] with PHOTOS!

*I wrote seven stories about the past two months! It got too long, so I split them up. And since these stories actually happened, I have photos!*

*Short background: I’m a male swinger, into hotwives and group sex. I’m average looking, but quite hung. I’m also lucky and somehow end up in crazy situations.*

[**Part 1. The Busty Exhibitionist**](https://www.reddit.com/r/gonewildstories/comments/4dg7kx)

[**Part 2. The BDSM Sex Party:**](https://www.reddit.com/r/gonewildstories/comments/4dn6sj)

[**Part 3. Hooking Up in the Public Parking Lot:**](https://www.reddit.com/r/gonewildstories/comments/4dsj8f)

**Part 4. The Threesome Virgin:**

For personal reasons, I have to be vague about how I met this next woman. But suffice it to say that when I first met her, I thought she was completely uninterested in me. (I can come off as nerdy, she does not, and she seemed to ignore me.) So I was surprised when she contacted me, out of the blue, asking if I was interested in meeting up some time. Like in the previous story, we had a problem with timing, and where to meet up. Read more »

While she sleeps

This happend a year or so ago but still is one of my favourite spankbank memories.
It happend with my friend-with-benefits gal. Let’s call her Lindsay.
We would see each other multiple times a week. Watching TV, chilling and always having awsome sex.
After a few weeks of sleeping together I noticed she would move around in her sleep a lot some nights. She would also move her mouth in a suckling sort of way while touching her breasts.
After observing her for some time I realised that she was having a naughty dream. This made me incredibly hard and spent the whole night watching her while playing with myself in the hope she would wake up for another round of dirty lovin’. Sadly she didn’t and I couldn’t edge myself any further. I exploded all over my hand and stomach. Feeling wonderful but also quite sad over my inefficient use of semen. She loved tasting my sperm and I loved sharing it with her. So I decided to put my goo covered finger gently in her mouth. Remember that I told you she would make suckling movements? She went full on vacuum cleaner when her lips detected my finger and sperm. Her tongue moving to get every last drop down her throat. This made me hard again! I fantasised about putting my whole dick in there but decided not to. I felt like a creep feeding some sleeping girl my semen so I decided to leave her alone with her fantasies and try and go to sleep, which I couldn’t.
The morning after she woke up and I made some small talk trying to make her confess about her dream. She said she did dream but didn’t know about what… I felt that she wasn’t telling the truth and confronted her about what I noticed while she slept. She confessed about the dream and explained in detail how her dream went. I learned that day that she was into buttstuff and that she tried anal sex before. This was exciting information for me because I wanted to fuck her tight little asshole for some time now. She also confessed that her pussy was extremely wet after the dream and wanted to taste my semen right away. I blushingly hinted that she already tasted my sperm the night before. I expected her to be mad or feel violated, instead she got even more horny and begged for me to feed her more of the sticky white liquid. I am proud to say that I shot a huge load again. You should have seen her eyes! She was so thankful! Read more »

[anal] [mmf] Black lives do matter?

“Yeah honkey bitch. Take this jive weiner!”

“No, please! My ass can’t take multiple African Americans!”

Jamal and Jamar ignored her cries. “This is for slavery! You take her bleached butt hole and I’ll put mine in her honkey beaver.”

All three of Jamar and Jamal’s hands were touching the honkey bitch. Jamal lost his left hand with an altercation with diabetes making his right hand abnormally strong.

“You may have one hand, but you handle my white clitoris like a man with two hands!”

With that, both Jamal and Jamar nutted simultaneously. “Aah! You fucking white honkey whore!”

“YES GIVE ME A BIRACIAL BABY! FILL MY WHITE WOMB WITH YOUR CHOCOLATE BABY BATTER!”

Published
Categorized as Erotica Tagged

Sex date with friend [mf]

Normally on Thursday nights, my sugar daddy is in town but for some reason, he canceled on me last week. He will be in town tomorrow night though :)

But back to this….

There is a guy my roomie allows me to go out with inside of our circle that I would date but it’s better the way it is right now. Anyway, I text him last Thursday during the day to tell him I no longer have plans, he offers to take me out. He tries to make me his sub but he’s too kind but I play along since it’s sweet.

I dress in a black short dress, fishnets and flats. No underwear or bra. He comes to get me, him and roomie talk for a minute. I kiss roomie goodbye and we go. Going down the stairs, he takes my hand and walks me to his car. Opens the door for me and everything, sometimes he does that, most often not.

He brings me to PF Changs but on the drive over, he tells me he wants to continue to master/sub role with me in the bedroom. I told him no problem, I’m used to it and like it. He knows my boundaries and respects me. I tell him he can try somethings outside of the bedroom but don’t get too carried away. Read more »

Best thing to hear during anal sex “Harder” [m/f] video

I have written a few stories about my experiences with anal, my first time with my first girlfriend (https://redd.it/3row3b) and then my second girlfriend (https://redd.it/3rt7ac). Now I wanted to share my story about my third girlfriend and current wife (Asian, 5 feet and curvy with C cups).

Our relationship was pretty sexual from the start but she was an anal virgin and had never done anything with her butt, ever. She has a really cute butt and in the middle of sex, I would casually bring up the topic just to see how she would react. The first time I mention it, it wasn’t an outright “NO”, so she seemed open to the idea. After a few more times of bringing it up, she’s warming up to the idea. But here is where she flips the script, she will only try it if she gets to do something to my butt. Now I had never tried anything on myself but I was willing to give it a try if it meant I could get my cock in her ass. Read more »

Unaware that she could….

So it was my second time doing oral on a girl. She was my gf,
She had reddish brown hair,freckles and blue eyes.
We both had a free day so we spent most of the day fucking. We had a long foreplay sess and she gave me oral… After that she slowly took off her panties to reveal that she had shaved. (I like them bald for oral.) Quite ignorant of how to do it, I just went for it and made up it as I went along… So I did oral on her slowly and I figured I’d get faster.
If she didn’t like it she was good at faking but, I kept going on her. I liked how wet she was. Then I figured I’d suck on her lips really hard. She doesn’t really moan but, she was moaning then.
Then all of the sudden I felt this snot like substance on my tongue… Pulled out and there was this white clear stuff.. I didn’t know vaginas could make snot. Oh sure I know what periods are but, snot? She looked at me and I looked at her not wanting to kill the mood I swallowed it and asked if she wanted more. She said yes and I gave her some more but, in my head I was wondering… “So girl cum is like this huh??? Wait what if its not…Is she gonna die? wait. I swallowed it.. Am I gonna die? and then finished the night with some anal. She liked anal more then vaginal penetration. Read more »

She superliked me [m 24/f 21]

I got a Tinder notification on my phone yesterday morning saying someone had “superliked” me. I had a look and she was cute, with dyed dark red hair, sexy lips and big tits. I messaged her and she responded almost straight away. Within a few messages she had told me she wanted me to go over to her apartment that night to fuck her. I wish Tinder always went like that. Read more »

The second guy ever to take me, his first ti[M]e having a [T]-girl.

My first sexual experience with a man happened relatively recently, over the holidays. I gave full details about it a couple of months ago in my [first posts to this sub](https://www.reddit.com/r/gonewildstories/comments/3zxoal/got_fucked_for_the_first_time_over_the_holidays/). I took a long time building up to it, but reached a point where I knew I had to take the plunge and just hook up with a guy. It was an amazing night, and I saw him twice afterward, but he was married. Things got complicated, and he decided to break it off with me.

Back then, I was in full girl-mode around my house and with close friends, but for the most part, my public appearance was more genderqueer. Recently, I’ve become a lot more confident and am now a full-time girl. This wasn’t as big of a leap as it probably sounds–everyone in my life has known, for a couple of years, that I’ve been in the process of transition. I was just more comfortable experimenting privately with my look before going fully public. Still, the reactions have been interesting, with some friends being more accepting than others. Read more »

From GoneMild to GoneWild. [m/f] Casual, Anal

Lynn and I met on a hookup site several years ago as both of us needed rebound sex. We were both coming out of long relationship and just needed companionship and the occasional booty call. Lynn was only free a couple times a month as she worked all the time doing double shifts. So at the beginning, things were slow to progress and get to know each other. She is a cute little Asian number who is in her 30’s, little on the curvy side and simple in her needs and desires. About the only thing she is consistent on is her love of massages, foreplay and being “lazy” during sex. AKA, wants me to do all the work.

Lynn seems to like just about everything so long as she just gets to lie there or be in a comfortable position. I love to be in control to a willing and enthusiastic sex partner, but training Lynn to be more energetic was tiring and a hassle. She was scared to try anything new or potentially painful. Anal was absolutely out of the question and so adamant about it that I didn’t even bring it up again. A very bad experience left her to mentally write it off as never-again.
Things between us stayed vanilla (yet good) until she and I hit that peak phase when it was becoming boring and routine. Lynn and I stopped our bootycall hook ups for a while and only hooked up once more before it was a mutual thing to let things just phase out. Read more »

Getting her into anal [M/F]

This is a standalone story, although there is some background about us here in [our introduction](https://www.reddit.com/r/gonewildstories/comments/4d088e/an_introduction_and_our_first_time_mf/)

This story takes place a few months after the events in our last story.

As the summer came to a close, Jenn and I got ready to head back to school. We’d been talking online about fantasies, seeing what turned us on and what we wanted to try. I knew that she was very open to new things, but was a little bit shy and inexperienced. I would from time to time throw out an idea just to see how she would react to it, and she generally seemed willing to give them a shot.

I’d learned that she was submissive, and enjoyed being told what to do. One night we were talking and I was telling her what I wanted to do to her once we got back to school.

“I’m going to bring you into my room, rip your shirt open and suck on your tits. After I hear you moan and can see you squirming and trying to get to your clit, I’m going to grab your hair, force you to your knees and shove my cock into your mouth. You’d like being force to suck me off, wouldn’t you?” Read more »