gonewildstories Archives — Page 4256 of 5640 — NSFW story

[MF] Losing my virginity late and finding out that sex is not that easy

At the time of this story, I was 30 years old and a virgin. I had never had a relationship (still haven’t actually) and also had never kissed or even held hands with a girl. This was primarily because I was a bit shy and had never really put in much effort in trying to get a girlfriend. Also, I wasn’t meeting that many people, so was never in a position where mutual interest could have led to something more.

I had just moved to a new city and country, so I was attending various meetups in order to meet some people in this new place. I met her at one such meetup. She was a 24 year old girl from Eastern Europe, also fairly new to the city. She had dark blonde hair, and was slender and very tall. I’m 6 feet tall, and she was only just a bit shorter than me. We talked for a bit throughout the evening, and before she left she came to find me to tell me something. I’m not exaggerating when I say it went something like this:

[m]ight be more than Bi?

So for starters…I claim bi but haven’t done a thing with a guy yet…huge yet… I love anything anal. I have 4 dildos in different sizes and thickness and I suck them and fuck them waiting for the real thing. I walk around most days with my butt plugged just so I can think more about it.

I have some what masters the art of masturbating with my cocks and cumming with out touching my cock and I love it. It feels better than sex with women no joke.

Side note I love cum…I have blow my load in my mouth so many times I’m addicted if I force my self. So I put my feet over my head and open wide and force my self to enjoy. Read more »

Neighbor watched [MF]

My Wife (F29) and I (M41) have been together for 4 yrs. The last 3 yrs have been pretty basic in the bedroom. She is pretty vanilla and I like a lot of kinks, one is voyeurism. Lately she has started to really open up. We started taking pics and video during sex. She will taster her juices off of me and she has a new love for anal.

The other night we were fooling around and i bent her over this ottoman we have that’s next to the sliding glass door. We are higher than our neighbors behind us so we can see into their back yard and on their patio. They can see into our sliding glass door when its dark and we have the light on. Well as she was bent over I said it would be hot to fuck in that position and she definitely agreed.

Neighbor wasnt out and our lights were on but the color was red. (Monster color changing lights are awesome). As we were stripping off all of our cloths she covered up really quick saying the neighbor just walked out on the porch for a smoke. I said lets give him a show. She immediately gave me a grin and said are you sure. I grabbed the back of her neck and bent her over the armrest of the ottoman so she was facing the back door. I entered her from behind. Read more »

[MF] I regularly set up dates between Instagram models and interested clients

I’m a Madam, and I help set up “dates” between an Instagram model and an interested client.

Just recently, I recently set up a date. The model, a beautiful blonde, Caucasian, wholesome looking girl next door type. You would never know that she is “available” on the side. The guy, let’s call him John. is a older man, say mid 40s. He was in town for business, and had a typical dad bod. He was cute, but had a few extra pounds on him.

The 3 of us met in the lobby of his hotel. After we exchanged introductions, we went upstairs and took care of business. You could tell that he was nervous. He said that he had done this only 1 time before, and I believe he was a bit intimidated by the model. After we chatted and reviewed the ground rules, John revealed that he bought the model some lingerie to wear for him. So she went into the bathroom and changed. In those few minutes, I chatted with John, small talk really, basically confirming the rules and limits. Read more »

Island magic on a dark beach[FM]

About a month after arriving at my study abroad location, I had a super hot make out session underneath the stars with a local surfer. The chemistry was there and we were both so worked up that it wouldn’t have been difficult to take our clothes off right then and there on a public bench on the main beach.

Throughout the semester we had intense sex as often as we could. I would run over to his place, sneaking out from my host family’s house after they’d gone to bed, and immediately strip as I walked in the door. He was always ready for me and more than willing to perform. He would lick and suck my clit until I wasn’t speaking coherently anymore, and then fuck me until I was on the verge of passing out. I always made it back to my family’s place before dawn, but everyone knew where I’d been, they had heard the girl screaming in ecstasy every night.

Between classes, I would skip lunch and meet him wherever I could for a quickie, running back to the classroom with his cum dripping in my panties. It was beyond hot and I was so addicted. We were having sex three to four times a day at this point. Read more »

[MF] Living on the Edge pt. 1.5 (HER side of the story)

Sometimes the most exciting things happen when you least expect it. I met a guy on Tinder. For the sake of privacy I’ll call him Jack. He was super cute and had a great sense of humor to top it off. We got along great. He asked me to hang out. I happily accepted the invitation. I get there and as usual we hit if off. I meet some of his friends and new roommate. They end up going to the bar, so we decide to do just the same.

So, I excuse myself to go to the restroom to make sure I look somewhat decent. I was dressed in leggings and a sweatshirt. I wasn’t exactly dressed for a night of fun. Not that I was really looking to impress anyone besides Jack. I come out of the bathroom and there he stands in the doorway in an orange speedo! I’m instantly turned on. Not only did he make me laugh, but my eyes are instantly drawn to the outline of his package. He does a little dance and shakes his tight little ass. Damn this man is fine. I can feel myself getting wet. Read more »

[MF] Last Christmas I Fucked My Step-Sis (PART THREE…PHOTO)

[PART ONE](https://www.reddit.com/r/gonewildstories/comments/a9akrx/mf_last_christmasi_fucked_my_stepsis_and_now_this/)

[PART TWO](https://www.reddit.com/r/gonewildstories/comments/a9v8i6/mf_last_christmas_i_fucked_my_stepsis_part_two/)

I didn’t expect to have an update so soon, but a few things happened that I think you all should know about. Yesterday, Lauren texted me and at first she was just checking to make sure I made it home safely, talking about how much fun she had, etc.

And then the conversation turned sexual…

“How many times have you masturbated while thinking about me?” she asked.

“185 times…since yesterday”

“Lol. Seriously!”

“I don’t know…a lot. Too much probably. This morning while taking a shower I imagined you were in there with me.”

“What did we do?”

“I placed my hands roughly on your hips, turned you around and pushed you against the wall. I gave your ass a smack before kneeling down, face-to-ass, I brought my hands up and squeezed both of your cheeks before spreading them apart. My tongue darted to your opening, making a circle around your asshole. You pushed yourself against my face and I enclosed your hole with my lips.”

“And then?”

[FM] – How I Betrayed my best friend for weed: Part 2

Intro:
Ok so I’m back and ready to share some more. Going to kind of pick up where I left off so feel free to go read part 1 first before reading this if you want backstory and whatnot.

[FM] – How I betrayed my best friend for weed from gonewildstories

Story:
I admittedly felt some regret over the night but that didn’t stop me from playing with myself two times once I got home that night. Neither of us contacted each other the next few days. I don’t know if we didn’t want to seem too eager or what but it just didn’t happen. Finally on day 5 (yes I kept track) I broke down and sent him a snap asking if he had anything to smoke. He replied back with a snap of a bag of weed resting on his cock. I guess I shouldn’t of been shocked but I was. I mean was he just always hard or did he get hard just from me messaging him? I replied back with an eye roll and asked when And he said right now. Read more »

[M] Temp worker sex in server room

I cheated. My wife has severe emotional and anger issues. It pushed me away. The bitch was a temp worker. She was into tech and I was the IT admin. I fixed her phone and she jokingly said she would repay me with a blow job. I just laughed. She had a crush on me. She always needed assistance and made excuses for me to climb under her cube. She used this time to make sexual jokes, ask me if I like her heals, telling me there is something else she needs help with while I’m down there, stuff like that. It made me so GD horny. This chick was very thin, short, brunette that loved looking sexy. She come to figure out I had a thing for heels. So everyday new heals, short skirt, flirting, etc. Trainings would consists of her staring me dead in the eyes, sucking a sucker, her eyes begged me to fuck her. Eventually she came into my office and was being really sweet and said that she really liked me, she knew I was married, she just couldn’t help herself around me and it was uncontrollable. The visits kept happening. One evening she came in and asked me to hug her, I did, she smelled so good. She looked at me, got closer to my neck and ear and started whispering in my ear. I backed off and set down in the chair. She climbed on top of me in her skirt and heels, I could feel the heat from her exposed pussy on my dick thru my jeans, she kissed me on the lips a couple of times and then started putting her tongue in my mouth. It got super hot, the kissing became intense, we both got super hot. Her wetness was on my jeans. Another day the office was quiet end of day and I had to do some cleaning. She stayed back until everyone left. She came in and set on my lap and proceeded to tell me how she was going to rape me. She fucked me in that office chair, I bent her against a server rack and fucked her little pussy until she screamed and came. I know she came 7 times. I pulled out, removed my condom and came on her ass. We fucked a few times more after that. She used me and seduced me. She started all of it. I just didn’t resist. I was to weak too. The hottest sexual experience I’ve ever had so far.

[MF] Nailing My Fantasy MILF

Written many stories and fantasies to women (a lot to this one( but never posted a story such as this. This could be the first story of what could be many depending upon how this is received. This one goes back a few years but feels like yesterday…

Shortly after I moved to a new neighborhood I started to meet neighbors. One day I meet Molly. She’s the kind of woman you notice right away, about 5’6”, sandy blonde hair, great smile and killer body. Petite, 105 soaking wet, size zero, long tan legs and sexy ass. She’s that woman you follow around the grocery store and ask dumb questions that you clearly already know the answers. We make eye contact and wander towards each other before striking up small talk…I’m new here, how long have you been here, etc. Over the course of many months we saw each other often and always had easy talks with lots of laughs. So while my eyes undressed her and thoughts of her naked and sweaty go into my spank bank I kept reminding myself “married!” Read more »