Gay Archives — Page 223 of 282 — NSFW story

You Don’t Pluck The Ones You Love

[MFF]

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I met Starling while my buddy lived with this girl Anna. The two girls shared a dormroom in college, so they acted like they’d known each other forever. My buddy was already out of the picture when Starling visited again, so that meant just the three of us. We barhopped the first night, and Starling and I fooled around some after Anna passed out. She had the bedroom, and we split the couch, but it wasn’t very comfortable. I assumed the two of them talked, because Anna told us at breakfast the bed was ours that night.

“Can it be ours today too?” Starling and Anna burst out laughing.

Anna rolled up the weekly she was reading and mimed popping me on the nose. “Down boy!”

“And just what do you think would happen if it was?” Starling whispered loud enough for Anna to hear, with a plucky flick of her eyebrows.

“Do I have to say it?” I asked. Starling just looked at me with her small crooked smile. I leaned in theatrically and made sure no one could overhear us. The two of them leaned closer. “There’s only one thing that would completely satisfy me right now…” I paused. Read more »

[MT] A long story about a friend that I still think about from time to time.

This one is going to hit more in the feels for me. I still feel bad about how everything played out. This is probably more of a confession than a gonewildstory, but there are hot parts to this story if you read it all the way through. I was inspired recently to finally write this all out.

It was the late 90’s and early 2000’s in NJ. I was always with the punk and alternative cliche. I wasn’t really one of them truly, I floated from group to group like a feather in the breeze because I did sports, band, science clubs, commission art and had my own metal bands. I never really fit in anywhere or identified with anyone else strongly, so it made sense that the “friends” I spent the most time with were misfits. It was a strange time when you couldn’t make fun of homosexuals anymore, but people still really understand their place in society yet. Queer Eye For The Straight Guy hadn’t even come out yet. “Transexual” wasn’t even a term most people knew about. They were just “crossdressers” to most people. To Wong Foo, Rupaul, and Meshach Taylor from all those 80’s movies were the only exposure that most people had any experience with. Read more »

My first and only time [MM]

Hello everyone. I’m new to posting here. Hope this is ok to do. This is NSFW and please be 18+ I honestly don’t know what to gain from this post. Just something I’ve experienced in my life and have always wanted to share. Just never really had anyone to share it with. To give you a point of reference this happened when I was 22. I’m 42 now.

Just like everyone at the age of 22 I was curious. Curious about everything. However, I was most curious about anything that had to do with sex. At this particular point in my life I was curious as to what it would be like to be with another man sexually. This was a idea that I just couldn’t shake. I watched gay porn, looked at men over the internet. Was fascinated by the shapes and sizes of other men’s cocks. It’s was all that was on my mind. I even started calling a local party line and would have phone sex. The talks and JO sessions only gave fuel to the fire of my desire. Read more »

[MF] Right before college, my cousin’s best friend on my grandmother’s living room couch

Second time writing a gonewildstories post. Bare with me, I am definitely not a good writer.

Parents moved me to NJ when I was young, born and bred in the Pittsburgh area. I was young and decided to spend a summer at my grandmother’s right before my freshman year of college. I missed my family, and I wanted one last attempt to get close to my cousins again. Unfortunately, it just wasn’t happening with one of my cousins.

I lived upstairs in my grandmother’s house while my cousin “J” lived downstairs in the bedroom next to my grandmother’s bedroom. J was your typical spoiled brat, posh as they came with blonde highlights. J’s mom divorced my dad’s younger brother. My uncle is a big, loud-mouthed chauvinistic sort of fellow. He does have a big heart, and he’ll always help family. He does rub most people the wrong way. J’s mom was too uptight for her brat standards, and J was too embarrassed to be around her father. Though J wasn’t too embarrassed to ask and take money from daddy all the time. J decided to live with my grandmother, so she could go out and be out all the time whenever she wanted. Read more »

[MM] How I learned I was Bi

*This is a true story*

It started years beforehand. Chatting with a girl from MySpace who was a bit kinkier than I was. I hadn’t even thought about doing anything with guys, or even playing with my ass. But while chatting with her, she brought it up. It sounded kinda hot, so during phone sex, I started playing a little. I liked it, a lot. We chatted a few more times, she brought up the idea of an MMF threesome, to which I wasn’t interested at the time. She was ok with that, and we proceeded to have occasional sexting/phone sex conversations.

Finally we decided to meet up. During a blowjob she slipped a finger in my ass. Feeling her suck my cock and finger my ass was amazing! It was the best BJ I had ever gotten. I came hard and she swallowed all of it. The experience left me wanting to try a bit more.

Fast forward a few years. Read more »

How to solve a problem like Elena? [FF][Part 5]

Now while it was mentioned in one of my previous stories, I used to rent an awesome little annex. I’m sad I don’t live there now! It was slightly connected to the main house but no entry through it. It had a private entrance and private drive and it’s own walled garden. The actual annex was a white washed building that used to be a small barn. It only had three rooms, the bathroom, walk-in wardrobe/laundry room and the last room. Kitchen, bedroom, living room that was all! Basically, my bed in the middle of the room with the kitchen off to one side.The setting and outside were amazing and whilst the inside was lovely it was less than practical.

I parked up and led her into my garden and up the path to my annex. Once inside I flicked on the lights and tossed my bag onto the floor “Can I get you a drink of anything?” I asked trying to break the silence she just shook her head “You can take a seat on the bed if you like? I don’t really have room for chairs.” I tried to smile at her as she perched on the end of my bed with her bag on her lap. Read more »

The time my girl best friend fucked my twink ass [MF]

So this happened my senior year of high school. I was definitely the known school twink. I’m short and skinny at 5’1 and only 93 pounds. And ever since I accepted that I was gay I’ve been on a mission to get the perfect ass. Doing an excessive amount of squats got me this bubble butt I was extremely proud of and I showed it off at every chance i got. My normal wardrobe consisted of girls jeggings that left nothing to the imagination and tops that were a little too small. Now obviously since i dress like a slut, i got a lot of dick. I had a preference for big black guys, and essentially I was passed around the handful of black guys at our school who were bi. This also kinda got me labeled a hoe and I did hang out with the sluts at our school. The girls who took dick on the daily and were quite proud of it. Now there was this one girl in our group of friends whose name was Kelsey. Now I am very gay but Kelsey was hot as fuck. She was tall at almost 6 foot and played volleyball which really showed through her enormous ass. She had long brown hair, a cheesy smile, and was flirty as all get out. She was also bi, but she gave out more dick than she took. I heard rumors that she had a impressive strapon collection. She and I were really good friends for most of high school. We also were playful with each other. She’d always hug me and kiss me in front of the guys I was fucking. When I got a new pair of jeans that really showed off my ass, she would smack it and grab it multiple times a day, even walking down the hall with her arm around me and her hand on my ass. I never thought she was actually interested in me until one night at a party. It was at a big house with a lot of bedrooms and there were people fucking and getting drunk and high all over the place. Kelsey was looking fucking incredible wearing leggings and an Adidas crop top. We were both getting drunk and having a good time when she grabbed my hand and led me upstairs to one of the bedrooms. I was confused until she shut the door and threw me up against the wall. All she whispered was I want you and it happened. We started making out harder and hotter than I’ve ever experienced. Our tongues danced around in each other’s mouths and our lips sloppily collided over and over. She then picked me up and we just stood in the middle of the room, making out. She was so strong and passionate, and I was melting in her touch. The room was silent except for my moans. Then she whispered come home with me. I nodded and we snuck out of the house and to her car. The next day I found out everyone saw us leave and knew i was getting fucked. On the way back to her place, she reached over and slid her hand into my leggings. I had my dick tucked away but she freed it and began stroking it. When we got back to her place, we snuck up to her room and immediately got back to business. She pulled off my leggings and Nike compression shorts I was wearing and began eating my ass and licking my balls. I laid on her bed, writhing and moaning in ecstasy as she tongued my ass. She got up after a little while and told me to roll over as she walked over to her nightstand. I knew what was coming. “I wanted to get something special for you to enjoy” she said. She pulled out and absolutely massive black strapon. The thing had to be 14 inches long and was thicker than my fucking wrist. “I know you like them big and black”, she whispered laughing. I was excited but scared as she put it on. I felt it spread my ass cheeks and a little bit of lube get squirted on. Then I felt it. She began working the massive tip into my ass. I got about 4 inches in before I started moaning and screaming. She kissed my neck and whispered, “You’re gonna take this entire dick tonight”. She began thrusting in and out, working more and more in each time. I could feel it rearranging my guts with each thrust. She flipped us over so I was underneath to get a better angle. I grabbed her massive ass and slapped it and grabbed it as she worked her way deeper and deeper into my butt. With each stroke, my screams turned more into moans and by the time she was 10 inches in, I was moaning like a fucking slut. She was hitting my prostate and it felt absolutely incredible. Then she started pounding me. She slammed her massive strapon deep into my ass in fast, firm thrusts. She kissed me as I cried out in ecstasy, and I started using her ass to pull her deeper into me. Then I felt something happening. All of a sudden my dick started shooting cum everywhere. I was twitching and screaming so loud she had to put her fingers in my mouth. I had never cum like that before. When I finally came down from my first prostate orgasm, she pulled the massive strapon out of me and took it off. I got up to grab my phone and my hole felt open and loose. We got back into bed together and while we cuddled I whispered a thank you.

Randomly fucked my ‘strictly platonic’ big titted roommate for teasing me endlessly [MF]

This happened some years back at school. I’d moved into a new place at the start of winter. The room I was in was one of three suites on the bottom floor of a house. The suite I had was north facing with a big wall to wall window overlooking the garden. One roommate was a super flamboyant gay dude named Charlie. He often had “loud” company overnight that he’d try to mask by leaving the communal TV in the foyer on. That sucked, although better than having to listen to a guy get loudly fucked in the ass weekly I suppose. The other was a by comparison super quiet and reserved busty-petite brunette girl named Lindsay who flit around the house like a ghost. For the most part, we all kept our doors shut, cooked our own meals, had our own refrigerators, went to different schools, and generally just kept to ourselves and our studies. Read more »