gonewildstories Archives — Page 3842 of 5640 — NSFW story

The ugly duckling became a swan [MF] [long]

When I was in high school, I always tried to be nice to everyone. Some were easier than others but again, always tried to be nice. There was this one girl in my high school class that was very sweet just very unfortunate looking. Was a little pudgy, wore horrible looking glasses and had the braces to go with it. She always had a sunny disposition even though some people always picked on her. Those people I unfortunately called my friends.

We will call her M. M was in a lot of my classes. We were both in the Honors program and if you were in these classes you had pretty much the same students with you the entire time. It was a really intense course load. I worked with M quite a bit in my classes and really gotten to know her. I never said a bad word about her including behind her back because she really was that great of a person. Read more »

Cops interrupted my “date” three times in one night – and my father was proud in the end [MF]

I had a girlfriend, Vicky, who was on and off for several years starting in Junior high and all through high school. We both dated other people and we each had “serious” relationships with other people. Whenever we were both unattached at the same time, we’d sort of pick up where we left off. Today, we would probably be called “friends with benefits”.
We both lived with our respective families and had no privacy, so most “dates” with Vicky culminated with orgasms in my car one way or another.

One night, we were parked 1/4 mile from the main road down some abandoned railroad tracks. My fingers were probing inside her vagina while we cuddled, kissed, and generally petted. Believe it or not, neither of us had ever heard of a clitoris back then – blame USA sex education. Anyway, she was humping the heel of my hand because that’s what felt good to her, and I was inserting fingers because that’s what I thought felt good to her. Read more »

How I discovered [m]y neighbor had the same name as me.

So this happened several years ago, just after I’d moved to a new state. I had moved into an apartment in a complex that was mostly student and military housing, with the result that many of my neighbors were on the younger, more attractive side of things. When I was unloading the last of my stuff, I caught a glimpse of my next door neighbor (like my bedroom shared a wall with hers) with her boyfriend. I briefly thought to myself “huh, she’s attractive” and then proceeded to completely forget about it and go about my day.

So it’s the end of the day- I’ve just moved states, and I am starting law school the next day. It’s bedtime, and I am very much looking forward to a nice, heavy night of sleep. Naturally, this is when my neighbors decide it is a good time to fuck. Loudly. My initial reaction was to get super annoyed- I was already tired and I knew I’d be more tired the next day. But then I hear two hands heavily hit the wall directly above my head, as they would when two people are fucking doggy six inches from my face. The wall is so thin I can basically hear every part of the sex. Including the moaning…which quickly turns into her moaning MY NAME. Apparently the guy she was fucking had the same name as me, and she was waaaaay into noisy sex, so my annoyed attitude quickly dissipated as I felt myself get hard listening to her gasps and moans punctuated by my own name. Read more »

Eating pussy seems to make [m]e cum.

Once could be a coincidence, twice could be an accident, but three times is a pattern, dammit! I would like to preface this by saying that I do not have any issues with premature ejaculation; the only times this seems to ever happen are when I have my face buried in someone.

The first time this ever happened was the very first time I ever tried facesitting. She’s bouncing and grinding up on me, and I just felt myself get harder and harder, my hands groping, having a hard time getting enough breath. And then all of a sudden I find myself going “wait, what’s happening” and as she pushes down especially hard, I just feel myself GO and start spurting like crazy. This was with a longtime partner, so it was more of a “hmm that’s interesting” moment than something that would be actually embarrassing.

The second time, on the other hand, was considerably more embarrassing. This was someone I was getting freaky with for the first (and ultimately only) time. I was doing my thing, getting my face between her legs, thinking about how fun this night was going to be. I got her there, and right about when I could start to feel her orgasm starting, my balls went off almost without warning. I just couldn’t hold back. After I finished eating her out she gave me this look like “what the fuck, how have you cum already”. Read more »

[MF] Putting on a show in NOLA

Warning grammar no good.

Wife and I decided to take a trip to NOLA for our birthdays. We have a very healthy sex life but it was our first extended trip without the kiddos needless to say we spend most of the time eating and fucking.

This particular story is about our 4th time fucking for the day. My wife is a curvy brunette with 42DDD’s . I’m of althetic-ish build avg sized uncut cock.

It was my birthday and we spent the second half of the day listening to live music and eating everything in site. As we walked down bourbon we passed a few gentlemans clubs on our way to our next stop. Not wanting to ruin a great trip I kept my head on straight. As a very horny guy I’ve actually never been to a strip club. I love naked women but never wanted to go bad enough to go.

As we were sitting enjoying our beignets I confessed to my wife that I always wanted to go to a strip club with her. To my surprise she was all for it. We quickly got up and made my our to the nearest one. Read more »

The Assistant/Fucktoy and her Itinerary [MF] [BDSM] [Rough]

I love a good power negotiation in BDSM – setting up limits, designing a “scene,” making it seem completely insane, then actually committing to it.

That’s why when I found a cute little kitten type in a city I was flying into, I floated this idea to her – she would pick me up from the airport and serve as my “Assistant” for the weekend. She’d drive me around, be my fucktoy as needed, and run basic errands. I didn’t know it at the time, but this young woman was perfect for my needs.

She was slightly taller than I was used to, but small enough that I knew I could throw her around a lot. Her nipples were pierced and she had no problems with exhibitionism or rough play. And the thought of her giving over COMPLETE control to me was enjoyable for both of us.

As part of the foreplay, I also broke one of my main rules for meet-ups. Normally, when planning a scene, I limit the amount of plans to three points guaranteed. I’ve learned that if you make a wish list for 10 items on it and you only get to eight, you regret the two you didn’t do. But if you make a wish list for three things and you get to those same eight things, it feels like you went above and beyond those wants. Read more »

[FFM] Touristas making trouble!

Hi! Before I even start that story, I want to tell you that it has taken me almost 8 months to write it so please be kind because I am not a very good writer. This is a bit of a long story so thank you in advance for taking the time to read it, it’s not the most amazing story compare to other one on here but I hope you enjoy. ✌✌✌

I am from a large island in Philippines (won’t say what one, but Pinoy will know it right away!) where for our people we are consider a little bit “different”. We are much more isolate from Manila, not so much tourists go visit our place. Everybody we know its from our town or the next town, and we travel by plane to visit Manila or another city. I am 23 and I spend most of my life in my town not counting 2.5 years for my studies. Read more »

Blindfolded fucking a stranger [fmm]

So my partner texted me the other night asking if I was back yet from my trip, I had just did a very long drive home from a few states away. He asked if he could come over and bring a friend, I was hesitant because of how tired I was but ended up saying yes.
He told me to leave a key out for him, blindfold myself and lay on the bed and wait. So I did just that, put on a bra and panties I feel sexy in and enjoyed the anticipation. Read more »

[MF] Checking a bridesmaid off my bucket list

A couple weeks ago my youngest brother got married and I got to be one of his groomsmen. Unfortunately, not the best man (that honor went to his best friend), but it did let me get matched up with this smoking hot bridesmaid.

She was a brunette with green eyes. About 5’7″ with a little extra weight. She also had amazing freckles that covered a nice set of DD breasts. We flirted back and forth with each other during events for the bridal party leading up to the wedding. And at the rehearsal and dinner we did as well and she seemed into it. I was pretty confident that I was finally going to be able to check a bridesmaid off my sexual bucket list.

Finally the day of the wedding arrives. The bridesmaids had complained about the color of their dresses, but it worked for my bridesmaid. And the cut of the dress made it clear that she plenty of cleavage going on. She was digging me in my tux and the chemistry between us was sparking. I felt like it was all we could do to keep our hands off each other before the ceremony. Read more »