gonewildstories Archives — Page 2963 of 5640 — NSFW story

[MMF] When my buddy came for a sleep over, then he came on my girlfiend – part 1 of 3

As I have previously said my ex and I had a wild relationship, especially the last 4 year of which were full with threesomes, orgies and whatever you can imagine.

We had this one time a friend of mine broke up with his girl and he said “Can I come over and crash at your place for couple of days?”. And I surely agreed. All three of use were 24 at that time. So he came on Thursday night at our place. The plan was to stay until Sunday and search for a new place. The first night was casual we had a dinner at home, nice talk, that was that.

The next day I go to work and my ex messages me “I want him to fuck me so bad… please baby.. pleaaase”. I read this, instantly got a hard-on and answered her “Well, put you imagination into work and surprise us both tonight when we are back from work.” We are going to call her Maggie and him Danny. Read more »

Clone-A-Willy for a Former FWB [MF]

Several years back I had a FWB, we’ll call her Wendy. We spent about 2-3 month hooking up somewhat regularly, as regularly as a married guy could find excuses to get out of the house. Our hook ups ended suddenly when my wife questioned if there was another woman, and I told her yes. Long story for another day.

Fast forward 5 years and I hadn’t spoke to Wendy since I ended things. We didn’t live in the same town but a few towns apart, one day, on my way to work I believe I spotted Wendy on the highway. That got my mind rolling again and I decided to break the 5 years of silence and reach out to see how she’d been. I’ll admit, during those 5 years I had tried to be a faithful husband, but there were times I failed and I was actively thinking about trying to find a new FWB, and thought that maybe she and I could pick up where we left off. Read more »

Step Mother’s Love: Tucked In [F][stepmom][stepson][erotica][voluptuous]

**Helen**

Helen swiped her fingers over her pussy lips slowly and in a wide circle. She licked her fingers and immediately brought her moist fingertips back to her pussy. Her thick thighs spread with one leg on top of an arm of her couch. She watched the porn video that played on her laptop, the light being the only thing that illuminated her in the darkness of the living room.

It was late, at just after midnight. With darkness blanketing her neighborhood, Helen closed the blinds on the living room windows but not all the way. It was always an added thrill that while she masturbated in her open living room that perhaps a passerby outside might catch a glimpse of her fucking herself.

She wasn’t sure if a man would even be attracted to what they saw, it had been so long since she had been with a man. Her husband passed away in a car accident 5 years ago and she hadn’t been with another man since. She did go on a date once, maybe 3 years ago. A man from her book club. It never went anywhere because she saw the look in Jake’s eyes when she told him she had gone on a date. Read more »

Losing my [F22] Virginity to a [M] stranger in Jamaica

Like many of you, I too am bored during lockdown and looking for something fun to do. After enjoying your stories from afar, I decided to share one of my own :).

At 22 I had just finished grad school, landed a full time job, and bought my first car. I grew up in a strict religious household and hadn’t dated, let alone done anything remotely sexual. I had spent so much time focused on my academic achievements that I’d missed out on a lot of social experiences. I was proud of my accomplishments, but was sexually repressed af and dying to explore. I started exploring my sexuality using Tumblr (lol!) and got comfortable with masturbating.

My best friend (who’s upbringing was similar to mine) and I decided it was time to see the world, and we booked an all inclusive vacation to Jamaica – our first time in another country.

Pretty much immediately after arriving, I realized I was a hit amongst the male staff members. I’m about 5 foot 6, light brown skin (think Rihanna’s complexion), with thick curly hair down to my mid back. I was pretty curvy back then as well, I had gained the freshman 15 and hadn’t dropped it yet. Read more »

I [F] cried from botching his [M] back waxing, and let him cum inside me because I cared about him.

*I dated a Punjabi man for several months. We were both in our 40’s. The first time we fucked was on our second date, with the sex good if rushed and insincere. However, our second time constituted a noteworthy if bizarre lovemaking round, an affectionate and unique experience that I still think about from time to time.*

We were seated next to each other, at my dining table, eating a meal he had prepared in my kitchen. The green salad was fine, and I guess I wasn’t supposed to use his cucumber raita as dressing. At least not as much as I put on. He had baked some really tender and flavorful chicken thighs that were marinated in a spicy masala sauce, and that had really won me over. He talked about how stressed he was that his son hadn’t talked to him since his divorce 6 years ago, and that every attempt he made to reconcile fell through. I couldn’t empathize due to my lack of children, but I could see the wear on his face, the pain in his sharp, hazel eyes. Read more »

[MF] Her first Rimjob

So I have been with my wife for over 12 years (married for 5). Sex life is pretty good. I would occasionally get a morning blow job or be treated to some nice lingerie. And I am more than happy to eat out her pussy whenever she requests it. I really enjoy licking her and can spend 20 to 30 minutes with head between her thighs easily.

Lately however I have just become really curious with rim jobs (anal is out of the question for both of us). In porn it looks so pleasurable but we all know reality can be a bit different. Whenever I bought up the topic though she wouldn’t outright dismiss it (like she did with threesome and anal, haha) but say things like ‘can’t be hygienic’ or “what if there is a foul smell”. Valid points that would close the arguement for further talk. But the way she said it, I had a hunch that she secrectly wanted to try it but was too embarressed or awkward to say it herself. So I thought I would go for it if a good opportunity presented itself and see what she thought. Read more »

A story of how I [F] took the virginity of a cute friend [M] who has a mild Haphephobia (fear of being touch/touching)

This is a story of how I took the virginity of my friend who is the cutest and the strangest person. I don’t think he formally diagnosed with Haphephobia since phobia are not usually diagnosed. I am using a new account because I think he’ll be a bit upset if he knows I share this story, even though he doesn’t use reddit, we sometimes browse reddit together using my main account.

This happened 2 weeks ago, but a bit of description and backstory first. I am 24 years old, doing a master in psychology. 5’7, medium build, 34C. Chestnut brown hair down to just north of the middle of my back. I had a boyfriend in my final two years of undergraduate, but sadly, we had to break up when we graduated because neither of us wants to have a long distance relationship, and neither of us was going to stop pursuing what we were pursuing professionally. And since then, I only had dates here and there, nothing serious. Read more »

I found a part-time job to pay the rent [MF]

I was married between the ages of 24 and 28. We have no children, and I received a small alimony settlement. Three years after our divorce my ex-husband got laid off and started missing my payments. I had a low-wage job as a receptionist and needed the alimony to make ends meet.

I maxed out my credit card and cut expenses to the bone. But I soon missed a rent payment and my landlord was only nice about it for one month. When he came by to collect two month’s rent I had only one. He didn’t care about my ex problem, or my own, and gave me one week to get even with our lease.

The night he was due I dressed in a nice revealing outfit, made myself up to “Club Level”, and tried flirting with him. This story would be more fun to read if there was some drama and seduction, but he took one look at me all tarted up and knew the score right away. I bought a week with a blowjob. I bought another week, and then another, and by the next month he had me flat on my back, my ankles in the air, earning the rent with two “dates” a month. Read more »

I thought she died… [MF]

First post! Warning: It’s a long one, but hopefully worth it!

I had a friend in college (we’ll call her Molly) who was an absolute bombshell. Molly was tall, curvaceous, and gorgeous with long, fire red hair. She had made it obvious that she was into me pretty much as soon as we got to know each other. I was dating another girl at the time, so we were just friends for a long time. Things with the other girl eventually ended, and my conversations with Molly got more and more flirtatious.

It was the summer before my senior year, and my roommate was planning to go back home for the weekend. Molly and I were texting, and she suggested that she could come up for the night while my roommate is away. As we talked about it more, she admitted that she “wanted to try thing out” between us.

Molly arrived in the late afternoon on Saturday, and we spend the first couple hours just catching up over drinks on my porch. We got takeout from a local Thai place (one of our favorites) and ate while watching a movie curled up together on the couch. It felt nice to be so close to her for the first time, and I was kicking myself for not initiating something earlier. Read more »