gonewildstories Archives — Page 5338 of 5640 — NSFW story

Had a dream-come-true bisexual MMF with an older bi couple in their 40s. He had a huge cock and she squirted!

This is my second time writing here. My first experience with GWS was good so I’m more than happy to try again.

For those of you who don’t already know me, I’m a fairly good-looking and tall 6’ 2” bisexual guy in my 30s with an averagely trained hairless slim body and a 6.3 inch dick. Kind of a boyish look, I guess.

After my last time with Richard and Ellen (check my first story here: https://www.reddit.com/r/gonewildstories/comments/369gyb/i_made_my_fantasies_come_true_in_a_bisexual_mmf/), I met with them again. We did lots of the same stuff we had done the last time. The most exciting deviation was that Richard fucked me in the ass with a dildo while I was eating Ellen out and fucking her in missionary. It was super hot. But that’s a whole different story. I want to tell you about my most recent adventure!

I had posted an ad (calling for bi and gay couples) on this dating site ages ago but had already forgotten all about it. One day I checked my anonymous e-mail address and there was a response from a very promising couple. The (bi) dude, called Max, was 44 and the woman, Dolly, was 49. Read more »

My [F]irst Time With An Older [M]an

After I posted my last confession I received a few messages asking me why I thought the age gap was so sexy. I revealed to one of you that I was in an on/off “relationship” with a man who was 45 years old when I was 17 years old that lasted until I was 20 years old. More often than not when I tell friends and boyfriends about this relationship I get a negative reaction from them that causes me to feel upset. I don’t like to tell people. With that said, I was “convinced” to post at least one story and this being my confession account and all . . . Read more »

Texting the wrong person

This is a story of how I texted the wrong person and led to a ‘career highlight’ of my sex life to date.

This was a few years back when me and my ex-girlfriend decided to get back together and had been chatting over Facebook. Anyway, we chatted most of the day while she was at work and I couldn’t visit her. This was Wednesday but she said she would be up for meeting Thursday evening. Things got more heated and we were chatting dirty on FB when she had to go to sleep, She told me not to jerk off though as she wanted to swallow a big load (she knew if i didn’t at least cum every morning and evening i would be cumming buckets for her amazing BJ’s). Read more »

Me and a chubby guy (MF)

I just got home from going out tonight and I have an interesting story for you all. I had a request from a user, who wanted to remain anonymous, to hook up with a chubby guy, give him a blowjob, and post it on here. So, here it is.

I was walking around campus at night looking for a chubby guy and I the first really chubby guy I found, I went up to him. I told him, “Hey, this may sound really really crazy, but do you want a blowjob?”. The look on his face was hilarious. At first he said, “You have to be kidding, please tell me you’re serious”. I told him, “I’m completely serious, I have a thing for chubby guys”. Again, he didn’t believe me and asked if this was a joke. I told him again that I was completely serious. He said, “I totally don’t believe you, but yes, I would absolutely love a blowjob from you”. I smiled and asked him if his place was close, could we go back there. He told me it was and we went to there (He was on his way to meet a friend for a pizza and beer, so he called and cancelled with him). Read more »

Sex, Drugs, and an Unplanned Threesome (true story)

(this story was taken from my Fetlife profile @ https://fetlife.com/users/5801051)

A few years ago I was dating a very lovely young lady, for the sake of this story we will call her Carolyn. Carolyn was my ex-girlfriend’s best friend, and we had been good friends throughout my relationship with my ex, but when that relationship ended Carolyn swooped in and claimed me for her own. I wasn’t complaining, Carolyn was 5’2″, 95lbs with 28H breasts and the tightest, tiniest pussy I’ve ever experienced. She was a goddess, and little did I know she was a freak too.

Once during my relationship with my ex, she told me about a time her and Carolyn got drunk together in the hot tub and Carolyn started asking weird questions like “don’t you think girl’s bodies are so sexy?” and “have you ever considered being with a girl?”. After some more of these questions, my ex was getting a little nervous and then suddenly she felt a hand on her inner thigh. She didn’t know what to do, so she started talking about something trivial. As she talked, the hand moved up her thigh and under her swimsuit and began rubbing her clit. My ex freaked out, got up, and left, and her and Carolyn never spoke of it again. Read more »

Over 4000 miles, I hope it was worth it. [M/F]

**IF YOU WANT TO SKIP TO THE SEXY BIT GO TO THE XXXX**

A quick premise to the story. 3 years ago my long term girlfriend breaks up with me and well that sucked a lot. The worst of it was I was finally opening my eyes to the world of sex, wanting new experiences, feeling confident I could actually make a girl cum now. I work nightshift so it’s already kinda lonely and the only people I talk to are online and from the USA (I’m from UK) because of my unusual sleep pattern and that’s where Courtney comes into the story. A fellow ammeter Youtuber who just had the perfect face and everything. Like you see a girl and immediately think “that’s my type, her!”. Also my erection was fond of her because she has breats on the larger side and did love flaunting it. A winner in my book. But I figured a girl like that must have guys creeping on her all the time so I thought I’ll play it smart, avoid anything sexual so I seem like a nice guy. Fast forward several weeks and we’re really hitting it off but keeping it all SFW even though in the back of my mind all I can think about is getting a handful of those huge tits and just fuck her still she has trouble walking straight. As lady luck would have it Courtney is a bit of a traveller and vlogs her journey and you’ll never guess where she is going next? UK. Read more »

The [F]un I had this past [F]riday

I wasn’t really in the mood to go out last night cuz I just wanted to rest but my friend convinced me to go out and I’m glad she did. I got dressed, nothing special just wore jeans and a cute red top and we went to the club to do a little bit of drinking and dancing.

I wasn’t expecting much out of the night since I kinda just wanted to stay home but as we drank, I started to loosen up. Me and my friend were dancing with each other on the dance floor and I see someone looking at me checking me out. I thought she was really pretty and we made eye contact a few times.

After drinking a few, I need to go to the little ladies room so I went and left the dance floor. When I got to the little hallway where the bathroom was I hear someone say hi to me and it was the girl that was watching me dance. She looked so much better up close. She was wearing this really tight black dress which barely covered her ass. We made small talk but I needed to go pretty bad so I went in the bathroom. She followed me in and kept talking to me. Read more »

Desperate for Good Grades

So I’m female and currently 23 but this happened when I was 17.

So it was my senior year of highschool, everything was going well for the most part in the way of school, sports, and friends. But towards the very end of the year, I really started to focus more on sports and my grades started to slip. I quickly found myself at the end of the qaurter with one assignment left to bring my grade up in the one class that needed it. Sadly this assignment was an essay and I really did not feel like writing one.

So I talked to one kid in the class who had done my homework several times in the past. Usually it was just small things with the occasional proof reading of something. But this time I was desperate and I need him to write the whole thing. So I asked him for help and he said no. I was pretty surprised since it had never happened before but I had to respect his choice, to an extent. Read more »

Grad school: Sex with a professor from another university [m/f]

Some of you might remember me. I posted under a different ironman name up until recently. I deleted my account, because it got hacked. Some of the stories I posted over the last couple of years are gone forever from reddit, so I figured I would come back and start posting some old ones to make sure they aren’t lost. I will post new stories as well when I have a chance. (New stories will come I promise). Here is an old one. Hope you enjoy:

***Like I’ve said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I’m generally considered a good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.*** Read more »