gonewildstories Archives — Page 5457 of 5640 — NSFW story

I used to fuck my ex girlfriends older sister while we were dating

This is going back quite some time now, but I used to fuck my girlfriend at the time, sister. We were dating for about 3 years or so and it started just over 2 years and in.

I was 20 and she was 23 when it started. It began by when she broke up with her boyfriend and moved back home. I often stayed at my girlfriends house (it was much closer to both work and uni for me) and our work schedules tied together that we were regularly both at home alone together.

As you can imagine we grew quite close as friends (just friends at this stage) A few months down the track it was a Friday night and we both just so happened to have the night off, and the house was empty too. We bought a couple of bottles of red wine, and as you guess this was the first night we fucked. What started this escapade was when we were actually talking about my relationship, and how I was some what struggling with my girlfriends serve bipolar (she often never took her meds) It was after that we began to cuddle watching a movie and we were both drunk, I was extremely attracted to her and she was of me, and it happened, right there on the couch and living room floor. In the morning we both admitted neither of us regretted it and thought it was just a one off thing, so we kept quiet and tried to put it behind us. Read more »

Alyona, the slut I denied

I had met up with my friends (Eric [my best] and James [his neighbor]) one night at a park in downtown near an Asian convenience store that would sell us alcohol. My best friend had brought along a girl he met (Alyona) lifeguarding. He told me she sucked him off in the pool shower during his break earlier that day. She was a blonde Russian girl with a ballerinas figure. She liked to wear leather boots with dark colored jeans and a leather jacket. I didn't pay her much mind, I was more interested in getting drunk with my friends. James and I were pouring vodka on the ground and lighting it on fire, trying to make designs out of it. Eric was off to the side with Alyona's hands in his pants.

Soon after Alyona had to leave. Eric left with her to take her back to the metro. James and I decided that we should trail them to see what they were doing (at this point we were piss drunk). Aside from a kiss at the metro they didn't do much. When Eric walked back to us we shoved the bottle in his hand and congratulated him for the catch. Read more »

[F] My experience with butt plugs

Sooo I have a lot of experience wearing butt plugs lol. I got my first one a couple years ago and now I have 7. It wasn't ever exactly my idea to put a butt plug in my ass in the first place. I was sort of pressured to do it by a guy and at first I hated it, but he kept encouraging me to wear one, which sometimes meant him pulling down my pants and sliding it in himself. The first few times I just wore it around for a couple hours with him, but after like two weeks he wanted me to wear it to school for the entire day. I was in high school at the time so wearing it for the entire day was a scary thought, especially since girls weren't allowed to bring purses to the school I went to, so its not like I could take it out and put it somewhere if I wanted to. (Lets just say that was definitely one of the times he didn't give me a choice and put it in for me lol). The funny thing is, that was the day my addiction started. I was seriously wet ALL day! Even though I could barely focus in any of my classes, being consistently horny all day and knowing that no one else knew my secret was such a unique and sexy feeling. I started wearing my butt plug to school and work all the time without being asked to. I even started wearing one to my ballet practices, which is a whole different story lol. After a while I got bigger and bigger ones and now can wear pretty large ones, but I try not to wear really big ones for too long to avoid hurting myself… although in the picture at the bottom from last New Years I was wearing a plug that was 3.5 inches wide under my dress for like 18 hours lol. That was partly because I got really drunk and fell asleep with it still in me… so sometimes I do leave the big ones for a little too long haha. but omg I was definitely sore the next day. So I know this probably all sounds weird but I would say about half the time people see me I have a plug in my ass and the secret still turns me on like no other lol Read more »

My favourite Hookup Part I (M/M) [x/post from /r/bigonewildstories]

By this point I've had a little experience with guys, no anal and hadn't even sucked a cock yet. I met Shawn on gay.com (before it sucked). We hooked up twice, this is the first time. He was 18 and I was around 20.

I won't bore you with the predictable back and forth from messaging back and forth. I will note that Shawn was "curious" and had no experience. He was about 5'9" (inch or so shorter than me), a bit of a husky build and about 5" uncut. [I've given my stat line in other stories but at this point in my life I was a bit shy of 5'11", 175lbs, athletic and 7 1/2" cut]

Anyhow, when it's all said and done Shawn invites me over to his place. It's about 20 minutes or so. When I get there it turns out he's got a basement apartment thing going on and silence is key. We make a little small talk, both of us clearly nervous.

I don't remember who instigated it but we started to kiss. Almost instantly we had our hands on each others package through our pants rubbing what were really already rock hard erections. Read more »

chubby girl seeking dom- (or how I flew across the country)

So this story starts on reddit…

I post to Gw+ sometimes, and my sexual preferences lean towards submissive. After a long time of not being satisfied, I turned to a personals section for people into BDSM and got a lot of responses. However, “B” stood out after a little chatting. He was domineering, dark, obviously intelligent, well spoken and was just hitting all my buttons. For a couple weeks we traded pics, videos. He would threaten me when I didn't comply right away, add to a tally of spankings i was to receive in the future. The only problem is that we are in two different countries. I am in canada on one coast, and he is in America on the other. I just accepted that this would be the extent of our connection, and enjoyed the skype calls from B where he would order me to do what he wanted me to. Not long after we started talking, B mentioned he would be coming to Toronto for business, and wanted to know if I would come see him, if he bought me a plane ticket to do so. I was very reluctant at first. I’m quite awkward and shy, something I told him many times and he would make fun of me about. I don’t know what possessed me to do this but eventually on a whim, I said yes, I would come see him. He bought me a ticket to come spend a little over 24 hours with him and the date was set. Read more »

My craziest night in Tijuana…

Tijuana: The Real Sin City 24 Hours in a Brothel for Free

A couple of my friends and myself entered the strip club/brothel named Adelita Bar on a Tuesday night. Like usual, the place was filled with half-naked girls and horny gringos touching girls for a dollar. We found an empty table and proceeded to sit. A chick's ass with only a thong hovered over my shoulder, she was sitting with her back towards me on top of the booth-like seat. I smiled at my friend and gave the “EHHH” check out the nice ass behind me.

My marihuana growing operation in Los Angeles had gone adrift, that I had to move with to Tijuana with my growing lights and a couple of ounces of premium OG Kush and Headband. I had only been living in this wild city for a week, my friends came from San Diego. Despite being the drug capital of the world, quality marihuana is hard to find.

The ass that hovered over my shoulder turned around and jumped on my lap facing me. “You are a stoner baby, you have weed?” She said excitedly. My long hair, unkempt beard and my smell gave me away as the stoner that I am. I didn't have any with me, but I told her that I had the best in town. Read more »

Time I blew my best friend (MM)

This is my first post. And I want to recall the time I blew my best friend.

I use to blow my best friend and his twin brother pretty regularly when we were in our teenage years. Wanna start by saying I'm not really gay I have a girlfriend but I do enjoy dick one In a while. And not to brag but I'm really really great at it.

Let's start by saying my friend is in really good shape. He works out daily and is really hott. Now it been I while since I had his dick in my mouth. His penis is average size, average girth. Just an average penis but growing up I really enjoy sucking it.

So anyways this one afternoon I was at his house he just got home from the gym so he hops in the shower while I'm in his room looking at a playboy magazine. The one that features the hott blonde from Danita Kane's Aubrey O'Day. So while I was looking through the magazine my friend can in the room in all his glory. Read more »

“How to: Fuck your childhood crush” [M/F]

Another one of my travel stories. Enjoy.

Sophie is one of my oldest friends. Her family has always been very close to my family until they decided to move away and start a new life somewhere in the Northern part of France. She was 16 at the time and had the most beautiful blond hair I’ve ever seen (on a 16 year-old), I had a huge crush on her, but I never found out whether it was a mutual feeling. Since she left, our contact, sadly, slowly decreased and eventually grew nonexistent. “Come and visit me when you’re in the neighborhood” were her last words to me. She said with a smile and we laughed, because we both knew I wouldn’t ever be in the neighborhood. She left.

Now, a few years later, I found the perfect excuse to visit her. I was wandering around in France for a couple of months for a holiday and chance would have it my journey took me closer and closer to where she was living. I called her. She took up the phone.

“Bonjour”

“Bonjour, Jonathan here” Read more »

No One Hits It Quite Like Your Ex (F and M)

I'm not going to pretend like I'm a good girl. I've never had a hangup about putting out for a guy I liked. But when I was about 20 I was going through an uncharacteristically long dry spell. It had been about 8 months since I had sex, another 2 or 3 since a guy had actually gotten me off. Valentines Day was approaching and I wasn't lonely so much as I had an uncontrollable need to be touched by a man.

I had been on a couple of dates but none of them had anything remotely approaching chemistry. If found myself on OK Cupid a few days before V-Day, and stumbled upon a familiar face.

James and I had dated for several months when I was a first year at school/ A tall, scruffy, stocky white boy with a quick wit, it didn't take long for him to talk his way into my panties. For six months he had me every way he wanted me and it was six months of some of the most passionate sex I've ever had. Sadly we didn't really click during the time that requires you to be wearing clothing, so we drifted a part. Read more »