Category: gonewildstories

Last Minute Hotel Hookup [MMF]

I drive Uber on the weekends and about a month ago I picked up this couple from a swingers club on a Saturday night. As I drove them home they were totally going at it in the backseat. It turns out that they are on Reddit too! We exchanged usernames and followed each other. I have been keeping an eye on the stuff they post but haven’t messaged or anything. But we had a couple of good conversations where he told me about some of their adventures

On Saturday night at about 3 AM he posted “who is available RN?”

I was getting gas and scrolling Reddit and happened to see so I sent a DM basically saying where are you guys? Were you at the club? He responds yes and saw our chat history and remembered me and told me to come over to their hotel downtown

So he gives me the address and tells me that I don’t have to stop they have condoms just to get there

He tells me that the door is open. I get there and go upstairs and go to the room and walk in and they are both on the bed he is completely undressed and she is undressed except for a skirt. Read more »

Orgasmic Diversity [FM]

My kinkiest sexual experience happened about 3 months after I met my husband. We went down south for his birthday to play golf and gamble. We got back to the hotel room on the night of his birthday after several hours of gambling and drinking. We had liquor in the room and continued drinking until we were both completely blitzed out of our minds.
In hindsight, we were actually at a perfect level of drunkenness for the moment. Instead of blacking out or violently vomiting, my husband somehow managed to remove my shoes, pants, and thong. He pushed me back onto the bed, spread my legs, and started licking me (It takes me 15-20 of patient oral to get me off). He slowly built me up with only his tongue, until I was on the cusp of orgasm. That’s when he slid two fingers into my pussy and started fingering my G spot violently. Between the tongue and fingers, I climaxed almost immediately. He kept it rolling for 20-30 seconds before I pushed him away. 2 minutes later he was right back between my legs and on my way to my second climax of the night. 2nd of five.
Feeling guilty, I managed to get his pants off and had my lips wrapped around his dick. But not for long. Soon I was on all fours being fucked vigorously from behind. He fucked all the way to my 3rd orgasm of the night. Up to this point it wasn’t an overly unusual night of drunk sex. Orgasm number 4 & 5 changed everything.
After I climaxed, I told my husband to switch holes. I like having anal sex, it’s dirty, naughty, and deliciously taboo. I had never reached orgasm from anal penetration alone, until that night. He started slow, with my pussy juice as lube, and gradually started picking up speed as my asshole relaxed. Only a minute or two after he switched holes he started ass fucking me. He ass fucked me with the intensity that previously I’d only seen in porn. That realization came and went in half a second, because it was driven from my mind be the explosive orgasm that hit me. My arms and legs gave out when they were hit with spasms that dropped me onto the bed. My husband’s dick slid out when I spasmed, and for several moments I couldn’t move.
When the spasms passed, I pushed myself back up on all fours and turned towards him. I don’t know why I started sucking his cock at that point, but I did. That was my first ass to mouth experience. The next came 2 minutes later, when he pulled out for more lube. I just started sucking.
My spit did the trick. Soon I had another anal orgasmic earthquake, except this time my asshole was leaking cum after each spasm.

[F] 19 I saw my coworkers naked and my bosses underwear and masterbated at work

So I work in a hotel in housekeeping I’m the youngest in the department and I’ve been at work a lot this week because I’m off for midterm so I wanted a little extra money.. anyway with the uniform we have to wear skin tight leggings and it makes it very clear when someone is wearing underwear or not I never do anyway so I Don’t think they know the difference, most of the housekeepers are very hot and mostly foreign too.
And so I notice one of the hottest girls was getting changed, I work the early shift that starts around 7 so there’s usually nobody there at all and I have my shower there so I can get more sleep and nobody is there too see I’m clocked in and having a shower. And I saw her there which I thought was very weird but moved on and she was just striping no uniform out so I had a feeling she was gonna shower but no towel and when she took her bra off I had to hold myself back because her nipples were pierced and when the panties went she had a smooth pussy. She walked too the showers completely nude without a care in the world. So I did the same and she left her shower door wide open I became soaking before even getting in so I had to hold back it was extremely difficult but fingering in the shower helped at lot… later that day I was just in auto pilot and there was something going on and the girl in the office bent down and her uniform was a bit different and the angle she was at I could see her whole chest it was a giant window I couldn’t believe her uniform was like that and no bra I couldn’t fucking believe this all happened in one day she’s really hot too FYI
And then! Me and my Boss! We’re in a room together cleaning up because we needed this room to be done and she’s good looking she’s a bit older then me so Idk and she bend down ass to the ground and her panties were in clear view red and a lot of holes it was that sexy sexy kind and I couldn’t handle it my horniest was building the fuck up so I snuck into a vacant room with a towel and completely stripped and just roughly pounded my pussy with my fingers and grinded the fuck outta the towel that I put on the couch arm rest.
It was one of my best masterbations I’ve had all of the events of today! And still the risk of getting caught even tho I knew this was gonna be empty for 3 days there was still the chance and that really helped. And yeah after I got it out of my system I just stared outside the tall window naked and I think someone saw me but they were super far away so I don’t think they knew I was nude. Anyway that was my day today 😂my dms are open for anything and I’ll answer any questions and thanks for reading 😘😘😘

I convinced my GF to have sex in front of me with her significantly bigger ex [MF]

Fast forward to the *** for the juicy stuff.

My girlfriend and I are very open with ourselves and talk about everything. One day, we were talking about our sex lives, past and present, and through conversations about our conquests, discovered that I was not the biggest partner that she had been with.

My GF always comments about my size, constantly telling me I have a big, thick dick, and how happy and thankful she was that I wasn’t small. Personally I’ve never thought of myself as big, but she assured me I was gifted. I asked her, “am I the biggest guy you’ve been with?” to which responded “no, you’re actually the third biggest.” I was intrigued, so I pressed her on it. “How big were the other two guys?” She smiled, “well, my ex was longer than you but he wasn’t thicker. He could hit some spots you can’t as easily but he didn’t make me feel full. The other guy though, he was huge, like absolutely massive.” Read more »

Accidental flash [M]

After sharing this story with a friend, she suggested I share it. I know it is tame by these standards but this is a first for me so depending on how it goes I may share more stories.hopefully this is the proper place to share.

This happened when i was younger and in better shape, around 24 at the time. I was always a bigger guy, but used to work out a lot more. So had a bit of a belly but strong legs and upper body.

I was living with my gf at the time in nice apartment complex. I had a different work schedule than she did, So I used to come home from work or school and would strip as soon as the door closed behind me. Back then I liked to relax in the nude after my day and before my gf got home, it wasn’t a sexual thing just a way to relax. Read more »

M(20) got to watch my room mate and crush have sex with her boyfriend and kiss her while she was doing it. [FM]

I’m a 20 year old male, I’ve been living with my roommate Lara for about a bit over year. She’s 21 years old, a year older than me. I met her while I was looking for a roommate, and pretty much immediately fell in love. She’s about 5’4″, has dark blonde blonde hair, a fit amazing body, and above average boobs.

But most of all she’s always so happy, nice, charming, and had a beautiful infectious laugh. I fell in love in no time. She was from a different town and had a boyfriend who was from her home town, so she was taken, but that didn’t stop me from having a crush.

I confessed my feelings to her one day and we talked about it, she told me she loved me as a friend and so on, but she has a boyfriend and couldn’t reciprocate my feelings. So we agreed to stay friends and move on, but she knew I still had a crush on her and had feelings for her. Read more »

My Catholic Ex-Girlfriend’s Journey to the Poophole Loophole – The Final Chapter [MF]

Thanks for sticking with me everyone. This has been fun to write for you all—and I’m glad that so many people liked it. Alas, this is the final saga of my Catholic ex-girlfriend’s journey to the poophole loophole.

A month or so went by and we were in the conference playoffs. Up to then, Melissa and I had become quite proficient at giving head to each other. I could make her cum multiple times with my tongue (call me, ladies), and she had learned a few tricks too.

We got together one night to hang out and watch some TV. I knew how to pirate TV shows and airplay it through my computer to the TV and this was right during the height of How I Met Your Mother. Melissa and I loved watching it together.

My roommate and best friend (Eric) was cool and always gave us the room together for a few hours. But when Melissa took off her jacket, I knew that tonight was going to be different. We usually watched it in our pajamas, had a little fun, then sent her home for the night. Melissa also usually just wore some regular loose fitting pajama pants and a t shirt. Nothing firm fitting—prime comfort level. But not that night. Read more »

My (28) night with a punkrock dreamgirl (21) [FM]

I’ve been laid up recovering from a cold and going through a bit of a dry spell lately, so figured I’d write up a few memorable sexual experiences I’ve had over the years.

For context: I am not exactly what most consider to be conventionally attractive. Fat, schlubby, bespectacled, and hirsute. Most people assume I work in tech. And yet, over the years I’ve managed to (somehow) have some truly mind-blowing sexual experiences with people who are way out of my league. I chalk it up to generally being kind, unassuming, and actually being able to keep up a conversation.

So this story starts at the beginning of 2020, right before the pandemic hit. I matched with someone on a dating site who definitely caught my eye – think half punk, half Parisian waif in look and style. We started talking and hit it off pretty well. I was initially a little hesitant because she was 7 years younger than me, still in college, but our chemistry was undeniable and frankly, she was gorgeous.

Thin and tall, with short cropped hair, sharp features, striking green eyes and (as I would later learn) beautiful perky b-cup breasts with pierced nipples and an ass that was the perfect blend of toned and shapely. Read more »

When my boyfriend (now husband) gave me and another guy a lift back to mine after a night out. Photo username verification on post. [mf]

Running out of stories to tell so thought I’d tell the story of the time my boyfriend (now husband) picked me and a stranger up from a night out and drove us back to my house while we had fun on the back seat.

I was out with a friend who knew about the arrangement I had with my boyfriend, that I can basically do whatever I want as long as I tell him. We’d started off in a few bars and I’d kissed a few guys, sending him selfies of me with these other men through the night to tease him.

There was one guy in particular who I liked, Kyle, and him and his friend stayed with us in one bar and then followed us on to a nightclub. About midnight I was getting ready to go so asked Kyle if he wanted to come back to mine with me, luckily he said yes lol. I text my boyfriend to see if he was awake, he was, so I asked him if he could pick us up and take us back to mine. He said yes so I told him where to meet us and he replied saying how excited he was and he couldn’t believe this was going to happen! Read more »

[MF] Adventure in the forest leads to a creampie and a lost thong

Participants in this story were both in their late teens. Name changed for safety.
———————
This story takes place with the girl who I first had sex with. That story and all other stories with her, except for this one, took place when we were both under 18 so those won’t be told. Mandy and I spent the better part of six months hooking up while we were both in high school. She was a year younger than me and good friends with my sister. Mandy would come over to hang out with my sister and flirt with me – every brother’s dream. When my sister befriended an ex of mine, I decided to act upon Mandy’s flirting. Read more »