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Jerking “Straight” Friend
Last Updated:
2023-11-21 20:43:49Related chapters
Tales of a gay man My English Teacher
I am 24, while he is 37 and still teaches English at my old high school. He was always my favorite teacher he was always very nice, not strict and just a chill teacher I always did find him hot, he is 5'8 black hair and I am 6'6 brunette. It all started last month where I found him on Facebook and I friended him and he friended me back and we started talking about life and other stuff, he is divorced with his ex wife, while I am single he told me about how he is secretly bisexual, and I told him i was too. One day he invited me to watch some football, I had a big crush on him since high school and now he's right next to me, I started to get a boner and I tried to hide it but I'll call him Mike, Mike noticed it and he giggled saying "Is that for me?" I admitted to him that I had a crush on him since high school and he said "omg" and I said "I am sorry I always had dreams about us having sex and being together" and he hugged me and said "it's okay" and he grabs my ass, and says "let'
Last Updated : 2023-11-22Tales of a gay man The Young Neighbour Part 1
I was hanging outside in my backyard one day bbqing myself a burger (I live alone). And the neighbor came over and starting talking with me, hanging out a bit. He lives with his parents in a duplex attached to mine. He's pretty cute, he's not like a femboy but definitely could be if he wanted, he's got messy light brown hair that's kinda long, short, skinny and an amazing ass. I offered him food, he said no he's gotta go home.Anyway, last Friday he came over like right after I got off work. He asked if he could hang out, I said yeah I was gonna have a beer and play some starfield. I offered him one and he just sat next to me on the couch drinking while I played, and we talked about the game blah etc. This is when it started to change, about an hour later and a few more beers in for each of us he started asking me about my job, if I have a girlfriend. Questions like that. Then he's like would you try anything with a guy? It was a weird question, I never even considered it before but
Last Updated : 2023-11-23Tales of a gay man The Young Neighbour Part 2
He blew my phone up this morning and came over for sex before I went to work and had a shower, I invited him to stay while I was at work and we texted on and off all day, he sent me a pic of his butt at one point. Damn sexy. I came home to him naked on my couch and we sucked each other's dicks, I played with his balls alot. I've found I'm really into touching and sucking on them, I don't know how to explain it but they just turn me on a lot.We cuddled for awhile and we got into talking about where we want to take the relationship and he had a confession that his parents don't know he's gay and they can't know, I was honestly really surprised cause he's clearly been doing things with guys awhile, he's experienced af. Yet he did say he wants to be a couple, just to hide it in public, I did agree and I'm hoping that's the real reason. We made out for awhile and ordered some Doordash.We discussed plans for tomorrow (I'm taking a half day to boost start the weekend) that we would get so
Last Updated : 2023-11-25Tales of a gay man The Young Neighbour Part 3
So on Friday I took a half day and came home. I texted him to come over, we wanted to get stuff to prep my ass and stuff. He said he wanted to go somewhere far away. He can't have his parents finding out. A town basically 45 minutes away on the freeway. I decided to take my bike (a '19 Indian scout black on black for anyone that cares lol) I got saddle bags and shit. Needless to say we couldn't talk while riding. We went to the town, to some sex store and got plugs, lube, dildos. He even got some school girl skirt asking me how his ass would look in it, I was like only one way to find out lmao. We went to a pharmacy for shaving stuff then stopped for lunch. He seemed to be really weird about any PDA, when you'd think it would be me, my first boyfriend ever after being with all women my whole life vs him being gay apparently his whole life. I couldn't hold his hand, kiss him, nothing. I just was like he doesn't want his parents to find out, okay. We stopped at a liquor store and a gr
Last Updated : 2023-11-26Tales of a gay man The Young Neighbour Part 4
So I found out the person he was texting was actually his girlfriend who's been in college for a bit. What he explained to me is that they got into a car accident which totaled the vehicle and put them both in the hospital for a bit a few months back. They're fine and healed but apparently getting some big pay out and that's his claim to still being with her until that is settled. He swore he's done with her but she keeps wanting to visit him next Friday and he has been blowing her off, I told him go ahead then I don't care. If you come back to me after, you're honest basically. So that's what we agreed to. After talking about that for awhile he ended up using a small dildo on me and fucking me with it, surprised how good it felt, made me want him to fuck me but he said he'd probably just hurt me if we jump to it in one night, my drunk ass told him I don't care just use lots of lube. Let's go for it. He ended sucking my dick really good and had me lay down and put a couple pillows
Last Updated : 2023-11-27Tales of a gay man The young Neighbour Part 5
So that Thursday hit. We were in my apartment he had me on my back fucking me missionary when the doorbell rang. I have a small monitor in my room that gets alerted through my door camera and I'm like who tf is that and it's his girlfriend. She was there a day early and apparently his parents said he's at my place so she came looking for him, of course he went limp before either of us could finish out of fear or anxiety or whatever I guess. He got dressed and I jumped in the shower. When I got out, they were both gone, went to his place. I didn't hear from him for a couple hours and then he was texting me she saw the lube on his dick etc and knows he was doing something sexual at my place. I told him he has to deal with it cause I need sleep for work in the morning. So Friday evening came, I got home from work, they're outside my place fighting over whatever the fuck, I told them to go inside. This girl Kelsey, is flipping out about who was he fucking in my house etc. I just respon
Last Updated : 2023-11-29Tales of a gay man The Young Neighbour Part 6
So the next day, skipping through the boring stuff like breakfast etc.There came a time where Zach had to go help his mom with something next door and it was just her and I on the couch, and she started rubbing my leg, telling me she enjoyed last night, I told her I did too. She ended up pulling my dick out and jacking me off then sucking it for awhile until I came, she didn't like to swallow, she finished me with her hand. Zach had come back only like 15 minutes after that and he asked what we were up to and I said I just got some really good head, it's your turn come over and he stood in front of me, I sucked his dick and kissed his balls and cupped and rubbed them. I rocked his hips back and forth, fucking my mouth with his cock, then I deep throated him the best I could while squeezing his ass cheeks and he started cumming down my throat (I was starting to gag but managed to hold it), I rubbed his dick a little more and licked it then pulled his sweatpants back up. Later, there
Last Updated : 2023-12-01Tales of a gay man Gay Best Friend
So me and him were chilling in his room watching YouTube and getting high, he starts talking about he has never really sucked dick before and that he would really like to, he starts talking about how he could get a dating app but he don't know how and what to do if a guy adds him. At this point I'm saying I could help him with that, he says thank you so much but how would you do that, you are straight.So I say well I could look for a couple gay guys for you, he replies yeah well I know we've been best friends for 10 years now and I hope you won't hate me for this but since you are like 6ft4 and are way bigger than me, I've always wondered how big your dick is!I just lay there shocked at what he says, but because I'm high I'm starting to get abit horny and my dick is getting hard, I'm only in boxers and a shirt so he notices, so I look him dead in the eyes and say "wanna see my dick" and I take it out.He starts nervously laughing saying it is wayyyyy bigger than his. I then grab him
Last Updated : 2023-12-03
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Tales of a gay man Soccer Player Slut
During my sophomore year hoe phase, a lot of crazy times happened. This one was probably one of my top 3 faves tho.I met Evan in psych that year. We were paired together for a group project early on and he and I would meet regularly to work on it. Once the end of the semester came, we finished the project, and also became decent friends. Evan (19) was my year and played soccer for our school. He was pretty lean and toned with blonde hair and blue eyes, just taller than me. While we were working on the project together that first semester, I’d see him working out in the gym a few times. We’d say hi and do our own thing. Towards the end of October, we started talking a bit more and complaining about classes or whatever. As we were finishing our project, we started meeting twice a week to get it done. One night we just stayed up till 3 am watching YouTube videos, the Try Guys I think lol. We started seeing we had similar interests and would grab lunch after psych together. The more
Tales of a gay man Blown By Straight Classmate
I sat next to Charlie every physics lesson, we'd never interact outside of these lessons but when we had them we'd get along swimmingly. Our sixth form was part of our high school, and I'd been out since year 7, so everyone knew I was gay and no one really had a problem with it. And by the time we'd gotten to sixth form as much as we were all horny teenage boys everyone was a lot more mature and accepting, including Charlie. In fact, Charlie loved asking me about the ins and outs of gay sex, everyone in my school did so I never really questioned it - that was until the day things escalated a bit further than normal.Charlie was about 6 foot tall, broad but slim with an olive complexion and dark, straight hair. He was a very stereotypically attractive lad, but I'd never thought about him that way. I was skinny with fair skin and dark hair, nothing particularly amazing but I've been told I have a handsome face and a girthy dick, but we'll get to that later. One thing that made everyone
Tales of a gay man Best Friends Slut
It was last December, when I once again downloaded Grindr to search for a guy to have my first time with. To see, if I really like what these urges I had for 3 years planted into my head. I took pictures from my always shaved ass in the bathroom to show these Tops on Grindr what I had to offer. On the next day, I met with my best friend to watch some football at his home. I have to tell that I was super excited about that, of course I knew nothing would happen, but since I'm 15, since these thoughts started, I wanted to have sex with him. I like the imagination of him and his big dick pounding me. So we took some snacks and watched the Bundesliga games. It was a fun time until that one mistake, I showed him a picture of my cat sleeping in a funny position. He wanted to phone to zoom in, so I handed it to him. He zoomed and afterwards scrolled to the right, where his eyes saw my naked body, posing to get the attention to my ass. I saw it and immediately began to take my phone back and
Tales of a gay man Fucked The Cum Out Of Me
My husband/Alpha and I love to have kinky fun in the bedroom, which usually means that he teases and edges me, plays with my nipples, pushes my head down onto his cock so that it goes all the way back into my throat, then bends me over and fucks me until he cums. The catch is that I’m never allowed to cum, no matter what. He likes that I get sluttier and more desperate for cock as I get hornier. About a year or two ago, we decided that it would be fun to add other guys to our sexual play, which usually results in me sucking everyone’s cocks until everyone blows their loads in my face. With one friend in particular, it was a little different though. We had hung out with this friend a few times, so we knew him somewhat well. When he came over, my husband set the scene and let him know that I was going to be their sex toy for the night. We started with them laying on their backs and me sucking their cocks while I straddled them, but after about 20 minutes of that, they got bored. My hus
Tales of a gay man New Year Orgy
I'm not a noob. I'm versatile, insatiable, but shy...ish. My best friend is a great big ho! He finally convinced me to come with him to a New Year's Eve party - a nude one. We've been hanging out at the nude beach forever, so getting nekked with guys is nothing.Getting an erection? Yeah, not used to that. There must have been forty or fifty guys - and every single one of them was a gym rat, which I am definitely not. Seeing those guys, I told my friend I was out of there. It was so intimidating! He didn't want me to go and started enlisting help. Oh my gosh! I was mortified - and then guys began touching me, kissing me, and slathering ....things on me.I was about to scream and run when my friend grabbed my face and began kissing me. He also whispered calming statements. A mouth engulfed my ...self and it didn't take long before I was harder than a diamond. My friend and I have been besties for over fifteen years but we never did much together sexually. I'd secretly wanted to for yea
Tales of a gay man Dicked By Straight Roommate
Junior year of college I was roommates with this guy named Andy. He was a really nice guy, and quickly became one of my best friends. He knew I was bi and it didn’t seem to phase him at all. We had always maintained a fairly platonic relationship. He was a bigger guy, 6’2 with an athletic build, probably 200lb. Dark curly hair and piercing green eyes. He had recently broken up with his long time girlfriend, and we had been going out together drinking often. He would usually try, unsuccessfully, to pick up chicks. One night we were at a bar just off campus and he had had several drinks. It was getting a little late, but it was down pouring outside so we had been trying to wait it out. Unfortunately, the rain wasn’t letting up and the bar was closing down, so we began the 10 minute walk back to our dormitory. Luckily it was really warm that night. He was pretty drunk, and stumped through the rain, jumping in puddles laughing it up. By the time we got back to our room, we were both abso
Tales of a gay man Cousin & Me
I was in my juñior year of highschool and had a gf, when I experienced my first dick of my life. Me and my cousin were hanging out at a parks bench, on an evening summer day, when all of the sudden he started asking me questions about fuckin girls. I told him my experiences with girls. He than suddenly asked me a random question "what would you do if a guy tells me he wants to suck my dick?". Being a young horny guy , I answered him that I would probably let him suck me up. He fallow up with another question " what if he wants you to fuck him?" . I told him that i would also fuck him, a hole is a hole.. He smiled and saids that's cool. I asked him "how about you?". He said "I would too". All of the sudden he reached for my dick and starting rubbing it. I instantly got rock hard and didn't stop him. I also reached out and started stroking him. We continue jerking each other's cock , as he got harder and harder I realized he had a bigger, thicker cock than me and curved. It felt so good
Tales of a gay man PA (part 2)
A week had passed since I had been ruined by Mr Duncan's cock. My hole still throbbed whenever I thought about it. When I think about how I fished his used condom out of me or how I think about how his cum leaked out of me for the next 2 days - reminding me of what I had allowed him to do to me. It was like the thought of it was haunting me, whenever I closed my eyes to sleep I could hear the sound of him slamming himself into me and I cried. How pathetic I'd become.True enough to his word, after I sent him all the documents he asked for, I heard a loud knock at my door."*UPS!*." Came the voice.Stepping over the pile of past-due and threatening letters from the landlord, I opened the door. The man behind the door was holding a massive box which obscured him behind it."Isaac Walker?" The man asked from the behind the box, the strain in his voice clear."That's me.""Oh great mate, you have no idea how heavy this thing it." He put the box on the floor, it impacted with a slam. "Oh s
Tales of a gay man PA (Part 1)
I would tell you my name, but it doesn't matter. The fact is I was 19, broke, and desperate. I lost my job at a tech start-up a few months ago and after the pandemic I couldn't find another to save myself, I was ready to do just about anything. I applied to everything I could, it was on one of my 2am manic job hunts that I saw this advert:"Wanted: Personal Assistant (full time) - Cambro, Harper and AssociatesApplicant must be between the ages of 18-24. Ideal candidate will have a level of physical fitness as job role may require moving and handling. No experience required, training will be provided.Pay negotiable."I had no better options, so when I got invited to interview I leaped at the chance. I showed up to a tall glass tower building in the city. *Do I really want to be a cog in a corporate machine?,* I thought. Walking into the sleek lobby, I was ushered up to the top floor of the impressive building. The elevator doors open to reveal another reception desk. I walked up
