Sharing the Girl Next Door With My Roommate [MFM] [sort of] [College]

The first story I wrote on here did pretty well, so I thought I’d write up another adventure that brings back fond memories.

I still lived in the dorms as a junior in college, and my roommate was my best friend (both then and now) Dave. Dave and I were on the rowing team together, and it was our second year as roommates. People joked that we were the “inseparables.” Dave and I are similar in a lot of ways, and at the time of this story, I think we were roughly similar in terms of sexual experience, although he’s a more outgoing and openly flirtatious guy than I am.

Jess was a senior who lived in a single room across the hall. She was one of these girls who was just “fun.” Not stuck up, not obsessed with her appearance, just always up for a good time. She wasn’t someone I would call slutty, but she was someone who you just knew was generally down to fuck if she met a guy who she wanted to hook up with. At the time, she was the most sexually open person I had ever met, just in terms of being willing to talk about what she had done and what she was interested in. She had very long brown hair, was around medium height, and curvy and full figured although you wouldn’t ever call her fat. I don’t know how to explain it, but even though she wasn’t the most conventionally beautiful, she just exuded a frank sexuality.

How I fixed myself by destroying myself [MF] [cheating] [new beginning]

I posted this on a pervious account but I wanted to rewrite it. It has been on my mind. A recent post made me think about what happened in a different light. Names have been changed.

Some history: I started having sex at a young age. As a guy it was a dream come true. But I had never been able to cum from sex. Gigantic hit to my self-esteem and confidence. It was great for whoever I was having sex with because I could last forever. It just sucked for me because I would always just be left still hard as a rock needing to explode.

This story takes place 5 years ago. I was in my school working on my degree. At the time I was really lonely. I had been single for a while. I tried real hard to find someone to be with. All the wrong reasons; just wanted to hold a girls hand, sex would be nice, someone to talk to. Totally looking for the physical needs never really the true emotional needs.

First Bi experience after being seduced [MM][Long] [x-post r/gaystoriesgonewild]

So this is my first attempt at writing, please be gentle.

This story took place my freshman year of college. At the time, I was a 19yo college athlete. I stand about 6’2″ with a nice muscular 205lbs frame. I’m not an Adonis, but I field my share of compliments. I would have considered myself bi-curious at the time of this occurrence. I watched some gay and trans porn at times and always wandered what it would be like. I was always attracted to the smooth femme twinks and found myself pounding my cock more than a few times to those videos. Throw in a pair of skimpy underwear on that twink and I was a goner.

Now my college had a reputation for being a great party school and the best parties were on Halloween weekend. Halloween this particular year had fallen on a Wednesday so most of the good parties weren’t until the weekend. This prompted most of my dorm mates to hold a party on our floor, costumes mandatory. I attended the parties as a sexy fireman,as a joke, along with a few other guys. Little toy firemen hats and red spandex shorts were the entire costume. Needless to say, I received a fair amount of attention from the ladies that night. My bulge and athletic bubble butt were grabbed by numerous girls that night.

A Birthday Present for my Girlfriend, Part 2 [MFF] [Spanking] [Strap-On] [Food Porn?]

[Part 1](https://www.reddit.com/r/gonewildstories/comments/5hrbnk/a_birthday_present_for_my_girlfriend_mff_bit_of/) is mandatory reading! Apologies for the delay, holidays and all that. I’ll be more concise for this part of the story, or else I’ll be here forever.

______

Anyway, round 2 of 6 began with spanking and it kept escalating from there.

Insatiable Freya has never found her limits when it comes to this sort of play, so we took that as a hall pass. Maria and I claimed a cheek each in what Freya would describe the next day as the best spanking of her life. Mine was the left.

Our guest squirmed as we alternated smacking that absurdly supple behind. I can still hear the noises she made as it wobbled, and we roughly turned her from pink to red to almost bruising purple – harder than either of us had ever slapped anything. Maria took it a bit easier than I did, unfamiliar with taking a dominating role. We watched each other all the while, impressed with Freya’s growing wild side. Harder. Harder. Harder. She was literally dripping before we allowed her up.

How I had the best sex of my life, and the moral implications of it [MF]

Long time lurker. Throwaway for reasons that will be obvious later. This is a story that I’d likely take to my grave were it not for this subreddit. Even though I don’t condone what happened, I want to write this story down lest the memories and details fade. There’s a fair amount of buildup to give some context, so bear with me. Names have been changed to protect the innocent and the guilty. Jump to the break for sexy times. TLDR: met a chick who was a friend of a friend. Grappled with moral conflicts and had the best sex of my life.

I moved to a new city at the start of 2016. This story had its genesis not long after that when my buddies who live semi-close organized a ski trip for a bunch of friends, and I tagged along, not knowing too many other people in my new city. One of my buddies was dating this girl named Lanh (no, the story is not about her), who hung out with us all the time, and was pretty much another guy in the group. Lanh had a large contingent of Vietnamese friends that we knew in passing through her, and frankly, my buddies and I weren’t too thrilled to be sharing the cabin with all of them as they tended to keep to themselves and always took forever to reach a group consensus for everything.

I [F]ucked [M]y wife of 32 years in the ass last night for the first time

I have never written before but felt like I needed to tell this story (true).
A little background about us. My wife (Kim) of 32 years is slim, 5’7″ with black hair and long legs that come together at a neatly trimmed bush. I am 5’5′ and rather well endowed. We have always experienced a great sex life and last night was one to remember.
We had enjoyed a quiet evening at home and after a nice dinner we relaxed and had a few drinks. I had a shower and she did the same. After my shower I retired to the bedroom. Kim had been bathing for a while and to me that is a sign that I was going to get laid. I put on some porn and grabbed a few toys. Soon after Kim entered the room and I could see that she had taken care while trimming around her pussy. Neatly bare from just above her clit to her asshole. She laid down beside me on the bed and we began to touch and kiss each other. I could tell that she was getting aroused. Her nipples were like little torpedos. I grabbed a nipple clip and placed it on one of her nipples. She let out a brief moan as I placed the second one. We continued with fondling each other and getting more and more worked up. As I made my way down her neck she began rubbing her hard engorged nipples. I continued down the front of her stopping to tease her nipples with my tongue. By the time I reached her slit it was warm and oozing with her sweet pussy juice. I couldn’t wait to have a taste and neither could she. I began rubbing her clit and slowly worked my finger into her wet void. Kim grabbed my hand and brought it to her mouth to taste her own pussy juice. I then made my way to her clit with my tongue. It seemed to have a mind of its own and was circling her clit instinctively. I began to suck on her clit and she heaved her hips up. Continuing to work over her clit Kim began to get off. I pushed my tongue into her pussy and she erupted in pleasure. I tried to take in all of her glistening goodness with my mouth as I could. At this point I could tell that she was really getting into the experience. She rolled up on top of me and began to suck my nipples and an occasionally giving each a little nip on the end. She was now up on her knees and I could see just how wet her pussy was because it was dripping. She had now taken my swollen cock in her hand and was stroking it up and down. With her other hand she began fingering her wet hole. It really trips my trigger when she plays with herself and she knows it. After stroking my shaft for some time she went down on it taking in my whole manhood clear to my balls. With her head now bobbing up and down I could feel my balls stirring and knew it would take long for me to get off. I pulled her head up and said I needed a break. She then moved over onto her back and began playing with her bright red nipples still erect from the clips. I was unable to help myself and went down on her like snow in winter. My mouth had found its way to her moist opening again and I was enjoying just how wet she still was. I began probing her depth with my finger. Pushing up against her g-spot she wiggled her ass in joy. By this time my rod was throbbing. I moved on top and she guided my cock right to her soft wet slit. Kim began to pump me in and out lifting up against me wth her pubic bone until she came again. It was then that she said fuck me in the ass. I was taken by surprise. We had tried anal before but she always said it was too painful. Willing to oblige her I grabbed a tapered dildo and lubed it up. By now she was on her hands and knees awaiting entry. I put some lube on my thumb and gingerly began pushing it in and out of her asshole. After a short time I put the dildo up to her ass and eased it in. At first I thought she was going to tell me to stop but she shyly said just go slow. I obeyed and very slowly plunged the dildo in and out until she was taking the entire length of it. At this point I thought she was going to cum. Her pussy juice was flowing past her lips and was dripping onto the bed. I removed the dildo and positioned myself behind her. I added some more lube and pressed my cock against her asshole. Softly I pushed my cock in until the head passed her rim. Slowly but determined I pushed deeper. Kim let out a moan put her head on a pillow and moved her hips higher. I plunged ever deeper in to her until my balls were hitting her pussy. I could feel her wetness on them. She moved a hand to her now drenched pussy and began rubbing her clit. I continued pumping her from behind while she blindly examined her pussy with her fingers. I couldn’t believe that we had made it this far. My cock is now feeling like a balloon in her tight hole. I could tell that I wasn’t going to last much longer. Pushing back against me with her ass on every thrust I unloaded deep inside her. Continuing to pump her until every last drop had been released. I dismounted her and she informed me that she was not finished. She moved on to her back and grabbed the dildo. By now her asshole had relaxed and she slid the dildo back in where my dick had just left. With one hand pushing the falice in and out she began working her pussy with the other. I watched in enjoyment for a moment and couldn’t resist tasting her just once more. Still plunging the dildo in and out of her ass I sucked her clit until she gushed and my face was drenched. Now both exhausted we laid on the bed and softly touched each other. I let her know just how exciting it was to be able to do something that I never thought was possible for 32 years.

Mutual handjobs with my new crossdresser friend [M29, T19] [MT]

Well, it’s been a while since I shared a story. Unfortunately since the summer I’ve had a lack of interesting stories, particularly about crossdresser encounters. But this experience was so hot it would be a shame to keep it to myself.

Way back in August I noticed a new profile had come up on a well known scene website. The profile gave very little away, but what I could see was one photo of a crossdresser wearing only black panties and black stockings bent over from behind. The photo was black and white and deliberately didn’t give much away. The girl called herself Poppy and was aged 19. As I said, this profile was pretty much bare. Usually I don’t bother with profiles like this, as from experience they are usually the flakiest people, but this girl was so smooth and slim that I had to introduce myself.

All the Filth That’s Fit to Print and Smutty Journalism

Sal and I worked a shall we say unique beat. We covered the seedy and salty side of our fair, gritty city. Los Angeles, the “City of Angels” it ain’t. What it is is a gutter filled with filthy animals that crawl out at night to do their sullen business, and indulge their fallen cravings. They say the word “Abomination” means furthest removed from God and the City of Angels is exactly that. Tinsel town and Hollywood fueled this hot mess, and made it gritty.

A place in the high desert, once populated by orange and lemon groves, farming, ranching and oil fields is now a sewer for every form of filth that ever slimed out of a shitpit.

Sal was a pro at getting information and setting up the money shots. Me? Armed with a Graflex and some film packs, I’m ready to go. Bulbs in my pocket are packed in tissue paper to keep them from clanking around and scaring off Sal’s prey.

[FM] Fucked so hard I could barely walk.

I was lost in thought while working out today as I was thinking about the experience I had with a redditor few days ago. I had to finish my workout quickly to touch myself in the shower as thoughts of our encounter left me with more feelings of desire and lust.

It was not my first time with him. Our first encounter was around a week ago after he responded to my dirty r4r for voice chat, propositioning we meet instead. Though I didn’t feel like meeting him at first, I ultimately gave in to his devilish messages. He was persistent and I was totally driven by uncontrollable urges— . After few weeks of traveling abroad and having no sexual contact, I was ready to be wild with someone random and satisfy my sexual appetite.

We had agreed to meet at the bar but the hot and steamy messages got me so aroused that I just invited him straight to my place. I couldn’t wait. We touched, kissed, fucked. He was rough, and I liked it. My memory of how it felt gets my heartbeat racing every time. Just his finger inside my pussy got me squirming and squealing and gave me a mind blowing sensation that kept me wanting more. He fucked me hard and I was completely subdued when he came all over me. He promised another playful fuck-date before the holidays, this is the story of our second encounter: