gonewildstories Archives — Page 4181 of 5640 — NSFW story

Being sneaky about hooking up with my roommate [FF]

So when I was 19 I hooked up with my roommate after she told me that she was bi (original story on my profile). About a week later after avoiding each other we finally had a conversation about our encounter. She told me that she had the time of her life and even though she had a boyfriend and wanted to still be with him she said she had been oppressed for too long by her family and college was her time to go a little crazy. So she said “I want to have a boyfriend AND a girlfriend.” So I decided to be her friend with benefits.

It was tough though because we had to sneak around a lot. Both of our other housemates (we had two double bedrooms) were really pro-LGBT but we had to hide the fact that we were screwing around because we didn’t wanna disrupt the dynamic. So we took precautionary measures. Whenever we hooked up we did it in her bed as it was farther away from my housemates wall. We honestly had to keep a roll of duct tape nearby so that if one of use got to loud when we were being eaten out or fingered that we could use it. She was a bit of a screamer so every time I was about to flick my tongue on her clit she instinctively knew that the duct tape was gonna come out. Read more »

Rope dresses and big messes… [FM]

I’m a curvy redhead with massive tits and a never-ending sex drive. I came to town to fuck my tall, sexy dom, /u/AnotherBadChoice, this week and he pounded the hell out of all my holes. Our relationship has only a few rules, but the most important one is this: I do anything he commands—immediately, without hesitation.

Every single play session involves a dizzying array of positions and hot sex acts, as well as some moments of quiet submission where I kneel or lay quietly with his hand on my throat or my hair caught up tight in his fist (maybe both). I’ve tried to capture the play by play for past visits, but we covered so much ground this time! He used me hard, day and night, made me squirt all over his hand and face multiple times, made so many videos of me being his dirty, dirty girl.

I’ll cover the highlights of this week, which ended with me covered in cum, stretched, bruised, bitten, sore, and so completely satisfied!

Daddy always puts a hand to my throat before we start. It centers me, forcing me into the right frame of mind to surrender to him all over again. With his firm grip, he reminds me that I’m his property and puts me in my proper place. Read more »

My boyfriend [M] used a vibrator on me [F] TESSA UPDATE #2 to getting eaten out for the first time ❤️

Hi guys!!
This is my third time posting here and the feedback and comments have been so so nice and I love them all!!! I’ve been a bit busy with uni so I couldn’t post this yesterday when it happened but here it is anyway :)

Again, I’m not trying to be an erotic writer, I know it’s not amazing like other ones on here but y’all wanted an update so here it is!!! This is just real life and it’s not super glam but I like it that way :)

If this is your first time reading one of my things, hi!! My name starts with a T so I just call myself Tessa for these purposes. I’m at uni and have a boyfriend, I’m 5’5 and he’s 6’6. He is very experienced, like very very experienced, whereas I’m a virgin and everything I’ve done so far is with him. So todaaaaay I’m writing about what happened with us yesterday :)!!

I was in my dorm room around lunchtime. I had finished up with an English lit class and was reading on my bed.
I had a rough day; class was hard, I was dealing with some family things and I just hadn’t felt on top of everything like I normally do. Read more »

The time I 21[M] fucked my gf’s friend 21[F] at my house party [MF]

I’m 25 now but this happened back when I was in 3rd year at university. A bit of background information. I’m an American guy of Indian origin and was at college in Canada. Built well, I’m 6’0, well tanned, and played regular intramural basketball. I was a fairly popular guy at my school due to my involvement in the student society stuff. I used to organize events which meant I would always have the bottles, line skips and open bar at any social event we had. I had a girlfriend (Amy) from first year who was quite dependant on me emotionally. I didn’t like that so we we took a break for the summer after second year.

So we’re all back for third year, and my roommates and I held a party at our apartment – it was quite large since there were 5 of us in a penthouse and we had ~150 people. All of Amy’s friends were invited and though Amy and I were back together, she hadn’t come back to school yet. Stacy, who was a good friend of her’s showed up. She is about 5’0, Asian, very slim, and there was always this weird chemistry between her and I. We were in the same department at school so shared some classes. First year, we had the same hostel while Amy’s was different. Amy would be in Stacy’s room quite often. This one time I went up there to find them talking about threesomes over wine with Stacy in a pink silk night robe (probably Victoria Secret) where she wouldn’t stop winking at me and crossing and uncrossing her legs on the bed. Read more »

I (20)m got caught masturbating by my friends mom (40ish) [F]

_This was my answer to an r/AskRedditAfterDark question – thought I’d share it here:_

At university I was enjoying myself in my houseshare bedroom to some VHS porn when my friends mum (who was visiting for the day) opened the door thinking it was my friends’ room.

I had been going for some time and just as the door opened I was completely stuck for options (I was completely naked kneeling on my bed, hips pushed forward and cock in hand as hard as anything). I had a manual tape player so no remote to stop the porn and besides I was using my hands to cover my cock.

She was just shocked like a rabbit in headlights and what felt like hours passed as we looked at each other in silence my face probably white with shock, hers red from blushing.

During this time (probably only a few seconds) I felt the cum coming and was squeezing my gland to prevent it, but the force was so much I jetted cum everywhere like a pressure hose. Read more »

[MF] The bow surprise

We had made arrangements to meet at her place. For whatever reason, i was late. It was around an hour plus from mine to hers, I think i over estimated the time it would take me to get to her place. I knew i was going to be in shit when i got there. She had a minor go at me, telling me how me coming late had ruined the amount of time we had together for this evening. Explaining by time we’ve eaten we wouldn’t be able to wind-down and chill. To be fair she had a meal planned; some bbq place, but as i was late we could no longer go.

We ended up walking the streets, trying to find place to go grab food. She suggested takeaway as it was so late. I said no, as i felt bad she’d made an effort and thought i should return the favour by making sure we actually go out to eat. We ate some food, wasn’t the best. I complained and she retorted with “if you wasn’t late we could have gone to the place i wanted to take you”. I cant remember much of the conversation topics, but i couldn’t help think about the drink and relaxing smoke we were going to have when we got back to her place….. and not to forget the sweaty sex that we would probably end up happening. Read more »

Relinquishing all control to the older man (51) who fucked me last night (28) [MF]

I was having trouble falling asleep Wednesday night, so naturally around 1 o’clock in the morning, I was perusing an app on my phone, where like minded individuals met up for like minded activities. I usually start conversations with, “Hey! How are you?” or “What are some things you are into?”. However, this night of all nights, since I was not feeling like myself, after matching up with a handsome gentlemen, I started relaying my sleeping problem, in hopes talking to someone about it would help. Instead of leaving, or asking in a cheesy way, the ways he could help, he stayed for some chit chat and asked about my day. After a while, he reminded me I should get some rest, and we said our goodnights. Of all the conversations I’ve had on that app, as explicit and sexual as they can be, that one was probably my favorite, and without a doubt, most intimate. I just felt very safe and close to him. Read more »

[M]y friend’s boyfriend found out [T]hat I’m a trans guy..

Let me start up this post by briefly explaining what a trans guy is for the folks who don’t know. I basically was born female and transitioned to male.
I’m a pretty athletic guy and can go topless without people questioning my gender. However, I haven’t had bottom surgery (meaning I have a vagina).

I started transitioning in High School and when I moved away for college I decided to keep that part of me private. I have a few friends who are also trans with whom I can share similar experiences but at school, at work and everywhere else, nobody knows.

Including my best friend – let’s call her Hannah. We’ve been best friends since the beginning of our University years and Ive managed to keep my ‘secret’ through the years. We’re very close in a way that she shares with me the most intimate parts of her life. Including her sex life. Read more »

I 24[M] fucked my Tinder date 29[F]

I am a long time lurker, first time poster! This is a story of a modern age, the Tinder age! (disclaimer, happened a few years back). ** denotes the end of the back story.

So, a little back story (sorry, but its important for the rest of the post!) I am a 24 year old guy, around 5’9 with an athletic build (I am a Football player (Soccer to those of you that call it the wrong thing!)). After being single for a while my friends had convinced me to sign up to Tinder, reluctantly I did and started talking to some girls…nothing of note for the first week or so. One Saturday evening I was matched with an American girl (living here in the UK) called Sarah, who is 5 years older than myself. Sarah made the first move in messaging me, we exchanged messages for a while before realising we had an instant connection. Sarah gave me her phone number and asked if I would call her, I agreed. We spoke on the phone for hours, until around 3 AM. During this conversation there were no awkward silences, conversation flowed and only ended as we were so tired! The only down side to any of this is that we realised we lived around 2.5 hours away from one another. Read more »