Getting Close With A Close Friend

by Late Night Charlie

6 May 2023 7044 readers Score 9.1 (82 votes) PDF Mobi ePub Txt


This is true story that occurred between me and a friend of 12 years now, that happened a few weeks ago. It was a night of drinking with friends and dabbling in some mushrooms, and by the end of the night, I was bent over a snowmobile getting pounded by my friend that was in town for a couple weeks.


I'm 30, average build, stalky guy about 5'11" 200 lbs. I'm a very masculin guy, that is still an in the closet bi guy. I'm a bottom with a fairly cock hungry ass. Very few people know that I have sex with other guy's behind the scenes. My friend Matt, moved away a while ago and was in town staying at his parents. We've been friends since highschool. He's also 30, much larger guy. About 6' tall and 350 or so pounds. He's a very clean and active person though. Matt, however is openly gay but not in a relationship. No one was really surprised when Matt came out after highschool, and thankfully no one made a big deal about it. Matt doesn't know about my secret. But, I have often thought about what it would be like to hook up with Matt. Found out later that night exactly what it would be like and what position he prefers ha.

Matt's parents were about 10 minutes down the highway from me and we were going to have some drinks and watch some hockey in our friend's garage down the street from me. Matt met at my place where we had a couple beers then walked down with a cooler to our friend's. We all shot the shit and crushed beers. We got to the garage at about 630 and next thing you know it was 10. Everyone was feeling pretty good, it was good to catch up with Matt. No one seen him for probably a year. Conversion in the garage was getting quieter as a few people left and some were just piled. Jake, who's garage we were at. Pulled out a bag of mushrooms. It seemed like a bad idea but of course we did them anyways! After about 40 minutes they were hitting full force. They were potent or we did waaay too many haha. The garage was buzzin' till about 2AM. Jake, Matt and myself were the lasts one's. Me and Matt left Jake's, and he was gonna crash on a spare bed at my place. The shrooms were still givin'er, so we went to the garage for a beer or two and smoked some weed. One thing about shrooms, is they make me horny for sex. Any kind. Since it was only us, you can bet what crossed my mind a couple times. We walked around the garage, laughing, doing dumb shit, then sat at the work bench. The mushrooms were kicking my ass, my mind was a train wreck as we were talking about random shit. It got quiet. I looked at Matt as he was watching the TV. We've never talked about each others personal lives all night. Great time to do it on shrooms, Eh? Out of nowhere I asked Matt if he's had lots of sexual relationships, and to be more of a dipshit, I asked if he was a pitcher or a catcher.. He answered surprisingly quick. He's had a few relationships with friend's from where he is, and the odd Grindr hookup. He cut to the chase and said he's bottomed and topped, but prefers topping. 

The conversation was turning me on and I wasn't sure if I was hiding it. I was getting shaky and antsy. He asked me about my life, had a few girlfriends. Little did he know, my ass has been rode hard and put away wet many times. For some reason I asked if he'd ever have thoughts about hooking up with friend's from back in the day. Before and when he came out. He said absolutely, a few people. Then he laughed and said he'd fantasized about sex with me back in highschool. Changing out after football, he admitted he always glanced at my dick and my ass when I bent over. My head was spinning, the shrooms were crazy and wouldn't back down. I sat on the stool staring at Matt with a raging boner. I was leaning forward to hide it but not well enough. Matt asked me how big the tent was that I was making in my pants. It was over. Without full control of my mind and words, I told Matt I've had sex with other guy's. He was definitely a bit surprised. I spilled everything to him. About being in the closet and staying there, that I'm a bottom and love getting fucked. Even told Matt I've had thoughts cross my mind about hooking up with him. Couldn't believe I just told him everything. He sat staring at me then stood up and put his hand on my crotch as he said how good of friend's we were and we should be open. He promised to keep everything between us. Then he told me he couldn't stop thinking about what I looked like naked and admitted he was rank horny after I told him everything. As he rubbed my crotch, I leaned back and asked him to fuck me. Matt laughed and said he will in time. He wanted to "Get To Know Me" first. The nerves and embarrassment were gone and finally there was only one thing on my mind. Getting naked with my long time friend, feeling each other up, and having the gay sex! I got off the stool and ran inside and told Matt to hang out, I'll be right back. I did a quick prep and ditched my boxers and put a jock on and jeans and went back out. Matt was still standing as I sat back down on the stool. 

As I sat on the stool leaning back into air. Matt lifted my sweater and shirt up and put them on the bench. Then he undid my belt and fly and peeled my jeans down and pulled them off. There I was sitting in my jock with a raging boner with socks and shoes and nothing else. Exposed to my friend of many years. I never expected this. I pushed Matt to sit on a lower roller chair as I pulled his jacket and shirt off. I undid his belt and fly then pulled his jeans off. He was wearing pride coloured SAXX. I knew nothing about Matt's cock so I was eyeing up his bulge. He was semi hard and looked like he was packing. As always to get the ball rolling, I knelt down to get sucking his cock. I pulled his gitch off and exposed a nice fat uncut cock with really saggy massive nuts. Matt smirked asking if it would be an issue taking it. To which I replied, "Buddy, my ass is going to devour your cock and rock your world!". Matt was speechless and couldn't believe what his "straight" friend turned into, but was loving it. I grabbed his cock and starting slobbering and choking on it. I quickly got fully hard forming a very thiccc, 7 or inch dick with a very fat head. I quite enjoyed his massive saggy balls and made sure they got action. Matt sat back in the chair as I was kneeling on the concrete floor choking on his sexy cock for a while.

I stood up and said I can't wait and turned around and leaned on my snowmobile, ass facing Matt. I was still rock hard in my jock that was soaked in precum. The mushrooms were still  doing their thing. I've never been fucked on mushrooms but have a sex on them and it was great, so I was pumped. Matt stood up and got behind me and grabbed the lube I brought out off the bench and greased up more hungry hole and his cock. He started to finger me, but I told him just go man. Once your in were good. Matt chuckled saying he couldn't believe he was about to fuck me and how hungry I was for it. I felt Matt's dick push against my hole, slowly he kept going in steps. In and out little steps at a time. His cock was fat, it felt great! Stretching my hungry pussy wide open. I couldn't help but let out the odd moan as he slid into me. I felt his big thighs squeeze against my ass with a final push. Matt's cock was deep in my guts. He was amazed this was happening. Even more than me who had his huge cock balls deep in me bent over in my garage. My jock was soaked and my dick went soft. I was loving the whole moment. I felt Matt grab my hips as he slowly pulled out and back in. He was loving my ass and couldn't believe how tight I was and how easy I could take his cock. 

For the last 10 minutes, the garage was nothing but Matt's massive nuts smacking against me fast and hard. I was moaning like a bitch and begging him to keep wrecking my pussy. He was slapping my ass and making sure I knew I was his bitch. I was leaned right over the sled as Matt pushed on my back and absolutely gave it to me. He said I was the best ass he's ever fucked, so I arched and pushed back as much as possible. After another little while of getting trashed in that position. Matt pulled out saying he was close. We went in the house, where I laid back on the kitchen table and pulled my legs up and told Matt to fuck me hard and breed me deep. My jock was absolutely soaked. Matt walked up and rifled his cock back into me and fucked me as hard and fast as he could. Both of us were sweating, Matt was hammering the spot over and over again. My whole body tensed up and I let out a whimper. The mushroom sensation and what was happening was wild! I was blowing my load in my jock with a slightly chubbed dick. Squirt after squirt, with each pulsed locking on Matt's throbbing cock like a vise. As soon as he seen cum shooting through my jock he went to whole new world. Eye's rolled back as he yelled "FUCK SAKES! YOUR ASS IS AMAZING!" Then he groaned and slowed down with slower deep thrusts. I could feel his cock pulsing as he shot his load in my guts. Matt fell on top of me keeping his cock inside me. We started making out, while he groped my cum soaked cock and jock.

We stood up and went to the couch, I dropped my jock on the floor and wiped off my floppy cock. My ass felt used and abused and I loved it. I could feel Matt's hot load moving with each step. I bent over and sucked Matt's cock clean as it was starting to soften. Then sat beside him with my leg over his. We turned on porn as we made out while Matt fingered my soaked pussy. We were spent but unbelievably pumped this happened. And we plan to do this whenever I go there or he comes here. 

We went to bed and spooned and cuddled pressing our cocks against each other till we fell asleep. In the morning I had my ass pushed up against Matt's morning wood. I wanted it one more time. He was starting to wake up as I lubed up his cock and my ass. As I pressed his cock against my hole, Matt grabbed my hips and drove it in. He rolled me face down, pulled my hips up and fucked me good. I was hard this time, as he fucked me I was jerking off. He pulled me up and leaned me back and started jerking me off as he pumped me. I tensed up and starting cumming to each thrust. Matt pushed me back down, pulled out and drug me through my fresh load on the sheets to the end of the bed and pulled my hips up and continued making my pussy his bitch. After 15 minutes of ruthless fucking and feeling my floppy cock and balls sway around and loving the cock in my ass, Matt thrusted deep and hard. Breeding me with another hot load, mixing in with the last load that stayed in all night. Matt pulled his dick out and slapped my ass hard, kind of stung. But assured I had the best ass he's ever fucked. 

We got out of the room and collected our clothes. Matt's cum and lube starting running down my thighs from my loosened pussy. I just went commando and put my jeans on. Didn't even care if there was cum soaking through the back. I was so lost and unsure of everything that just happened. The crazy awesome sex, having sex and getting pounded by a long time friend, that friend learning my secret, my legs almost not working from the poundings I just took. It was awesome. Each of us new this was just the beginning as we drove to Matt's mom's. 


 *Working on the story of losing my gay virginity, keep an eye out!

by Late Night Charlie

Email: [email protected]

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