gonewildstories Archives — Page 5261 of 5640 — NSFW story

After years, I get a booty call from my first gf, and it turns out she’s quite freaky :) (dp, face fucking, gentle femdom)

So, I did not mean for this to be so lengthy, but I was kind of reliving this as I was typing. It takes a couple of unexpected turns, to say the least. If you read this to the end, you’ll probably at least get a boner or a sploosh out of it, maybe even cum?

This story happened in my mid 20’s…

I dated this girl, “Jess”, in late middle school and early high school. We were each others’ first, in every way. We experimented sexually more than many adult couples do. We were head over heels for each other. Our parents found out we were fucking, and we were banned from seeing each other. We were ripped apart, and we attended different schools and virtually never saw each other. For a few years after that, we’d meet up a few times and fuck like rabbits in the park or out in the country. Having never had any closure from our relationship ending, it was always very passionate. We eventually started dating other people, and I took off to college after graduation, and she remained in our small little southern town. Read more »

TLDR Gave a stranger $40 for a blowjob [m/f]

This happened about ten years ago and was very uncharacteristic of me.

It was almost 3am, and I was just leaving work after an unplanned network maintenance. Figuring my wife wouldn’t have left anything for me to eat in the fridge, and not being much open that time of night in the edge of nowhere outer suburbs, I pulled into the only 24 hour gas station and mini market along the way home.

As I’m perusing the selection of frozen foods, packaged sandwiches, and long over cooked dogs, I can hear the only other customer giving the cashier a hard time about something. The woman’s complaints are rising in volume as my burrito is warming in the microwave. When I finally have assembled my three course junk food meal and am ready to pay, the woman has worked herself up to a full rage, screaming at the poor guy to stop being an asshole and just break her $100. As this point I assess the situation. The woman looks to be in her late 30’s, maybe early 40’s. She has dark hair and a hint of some color in her complexion, like she might be of Mediterranean or middle eastern descent, but she didn’t get much sun. She had a lot of curves, heavier than I tend to find interesting but hers was still a shapely body, maybe a size 14. She had on a white sleeveless shirt that looked like silk and hung loosely, showing a lot of cleavage and a gold chain, and she wore some sort of stretchy black slacks that were tight but didn’t look like they pinched. I’m always surprised by how tight women will wear clothing, I can’t stand to have the sensation of anything squeezing or binding me, specially my pants. Read more »

How I Fucked my Neighbor at the Pool [M26/F38]

So guys, something happened to me the other day and I had the feeling that you might want to know. It’s about me and my friendly neighbor, Shelly, who I had always found the kindest woman growing up as a child. Saying she blew me away when she caught me by surprise a few days back would be an understatement, but more about that later. Enjoy!

My parents and Shelly – who was around her twenties when I was still living with my mom and dad – always had a great relation. Whenever I was not in my room or out with friends, I would be at Shelly’s. Drinking tea or whatever she was up to that day. So when she contacted me a few weeks back and asked me if I could watch her dog and water her plants while she was away on holiday, I didn’t need any time to think it over; “Off course, Shell. No problem.”

She told me on the phone she would be back on Thursday and that we would catch up when she got back from Italy. Sounded like a great plan. In anticipation I counted the days till Thursday. God, I was excited. I hadn’t seen her in ages. It was a quiet week in that house with only the sounds of a sleeping dog and a ticking clock hanging as my companions. Read more »

[F] Why I started stretching my pussy

I posted an album a couple weeks ago showing my pussy and how much it has been stretched. Some people think it’s weird and LOTS of people have asked me why I like to stretch myself and so let me briefly explain. Before I had sex I was crazy tight. The guy who I eventually lost my virginity to was pretty big and even though we had sex before I ever stretched myself it was painful and I didn’t really like having sex. So I started to loosen myself up for him. I never really wanted to make myself really loose but when he found out I was stretching myself he told me he thought it was hot and wanted to help me which sorta started to get out of hand but the more he fisted me and stretched me with different toys and objects the more it became a hobby of my own. When I first started to see significant changes to how my pussy looked I stopped for a while because I didn’t like seeing it that way. Eventually I decided that whoever was going to be with me would just have to accept the way it looked bc I didn’t really want to stop pushing myself to fit bigger and bigger things inside me. To some people this may be weird and if you have mean things to say then I’d prefer you not say them at all. This is a link to the album I posted a little while ago in case you were wondering. Feel free to message me if you want ?

My threesome with two crazy French girls (MFF)

Earlier this summer, I travelled to the European Championships (a big soccer tournament) in France with some friends. The trip had been mostly about drinking, football and drinking. I hadn’t gotten anywhere with the local women, but I hadn’t really been trying. Towards the end of our trip, we were in a busy bar one night and my friend got talking to these two French girls. I’ll call them Maddie and Alissa. Maddie is a tall, slim brunette with big full lips. Alissa is blonde, much shorter and has huge boobs.

My friend called me over from across the room and said Maddie wanted to meet me. He wanted someone to talk to her while he tried his case with Alissa. We were chatting and drinking with them for most of the night. The two girls were being really flirty. Alissa kept teasing Maddie saying how Maddie had tiny boobs and a small ass. Saying this drew attention to both of the girls’ bodies and me and my friend were openly checking them out and comparing. The two girls were even feeling each other up. It was obviously from what they said that they hooked up with each other sometimes. They were both good looking in very different ways. Read more »

GF’s Dorm 2 – Finished by her roommate [MF+F, Voyeurism, Exhibition, Cheating?]

This is a story about Teagan, my girlfriend back in my university days and her roommate, Sarah.

If you have not read part 1, please click on the link below as it introduces the girls and sets up the story:

GF’s Dorm 1 – Blowjob while spying on her roommate [MF+F, Blowjob + Voyeurism] from gonewildstories

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So after that awesome blowjob experience, you can imagine how much I love visiting Teagan. And I was getting so good at sneaking into her dorm that I can do it almost anytime without any help.

So on this day, I walked in on Teagan and Sarah wearing nothing but their bras and panties doing some yoga or pilates pose – and what a sight that was. Both girls were very comfortable with me and their bodies so they didn’t even bother trying to cover up.

You can tell Teagan works out often. Her body was toned and she held the position confidently. They were both bent over so I can see her ass stretching the thin material of her white panties. Oh, if only we were alone, I would take her right then and there. Read more »

[M]y FMFF with 3 good friends in college

Myself, 3 female friends were at one of my buddy’s house. I just became a sophmore in college, my friend was 30, one girl just graduated highschool and the other two were freshmen at a local community college. The two freshmen were quite playfully bi, and they played together behind closed doors sometimes, but they never did for attention like so many girls are now famous for doing publicly and they didnt seriously date women either. The third girl was friends with us guys and didn’t like those other two all that much, they kinda tolerated each other.

Us and another guy who wasn’t there that night had become great friends that year, we helped each other with school work, car troubles, even financial problems sometimes. And 3 night a week we were at my buddy’s townhouse, watching movies, but more often – playing drinking games and playing music.

This particular evening we were playing some music Read more »

Two year anniversary without sex – avoided!! [m/f]

Originally posted on /r/sexover30 — someone suggested that it would fit nicely in this sub too =) I hope ya’ll enjoy:

So, as all of the regulars from /r/sexover30 will know, I left my ex of 15 years in April of 2015. For those that don’t know: Dead bedroom. Little empathy from the ex and very little effort on his part to please me in or out of bed. Long story. Suffice to say, the last time we had sex was for my birthday in the beginning of Sept of 2014.

My 2 year anniversary for not having had sex (with anyone but myself) was looming. I’ll be honest and say it was freaking depressing as hell. I honestly didn’t think I could catch a person’s attention. I didn’t think anyone would want me. The ex didn’t – and he wasn’t exactly a paragon of a man. He made sure, in a ton of subtle ways (and not so subtle), that I knew exactly where I stood with him. Far, far less than his ideal. Read more »