Sex leads to best friends

[str8guy_]

OK this is the first time I've ever told this story if you all like it I'll tell the complete story.

I was 26 and had just broke up with a girl I had dated for couple years. I was down in the dumps an a buddy told me he knew a girl that kept asking about me. Her name was Amanda. She had a job were she traveled around the area alot. She happened to be spending this Friday night in Charleston WV. I guess he gave her my number because she text an asked if I would like to come meet her for dinner.
I didn't have anything else to do so I agreed. I was hoping it would get my mind off of everything an at the least maybe I could get some pussy. I live in Portsmouth Ohio so I drove a little over 2 hours to meet her. We went to eat an then back to her hotel. Once we got there all she wanted to do was talk about her work. I started to get board an it was clear that nothing was going to happen so about 10:30 I left an started to drive home.

I was driving through Charleston an remembered an adult bookstore I had drove by on the way up. I was horny an decided to stop. I walked in nervouse as can be an just looked around the store for a while trying to get up the courage to go in the back rooms.

I finally decided to pay the man at the counter an see what the backrooms had to offer. As I walked in I could see several guys standing and sitting around the large room.

The room was decorated with black leather couches and large TVs hanging on the walls. The main room was playing straight porn. Off to the side was another room playing gay porn an in the corner was the bathroom. Along the other side of the straight room there were several rooms with doors that could be closed.

It was at one of these doors that several guys had gathered in the open door. I moved over to see what they all were looking at. Inside was a rather large woman an 2 men having sex. I was horny but she was to big for me to be interested in.

As I walked back to a couch to have a seat and wait to see if any other couples came in. I looked around the room an saw a guy that for some reason caught my eye.

I guess I better go back an say that while I consider myself straight I had done some stuff with guys while in college. Yes I'd done most of it from blowjobs to even getting fucked.

 

[str8guy_]

I'd stopped all that when I finished college and focused on finding a girl I'd eventually marry. I was a good looking guy 6 foot tall 180 pounds brown hair and eyes with a thick 8 inch dick. But back to that night.

I saw this guy sitting in a chair. He was my age or a little older. I guessed that he was about the same height an weight as me. He was wearing jeans, work boots, a gray tee-shirt an a baseball cap. He also had brown hair an eyes.

He wasn't talking to anyone so I went up an set down beside him. This wasn't like me at all I was normally quite an shy.

I asked him if he had been there long an we started talking about the place an what we were looking for. Turns out we were both looking for pussy but both said the lady in the room was to big. I guess my past was coming back and I asked him if he ever did anything with guys. He said yeah an got up an started to walk out of the room.

I thought I'd been to forward an scared him off. OK

 

[str8guy_]

Well instead of leaving he walked into another room that had individual booths. So I caught up to him an asked him what he liked to do with guys. What he said shocked me! He said he liked to suck an get fucked.

While I had done stuff with guys I had never fucked one an wasn't sure I could. But I was impressed by how he looked an wanted to see what he looked like naked. So I asked if he wanted me to fuck him. He asked me how big I was so I told him 8 inches. He just stood there quite.

He then looked at his cellphone and said he had to call someone back so he left the store. I figured he had left an the only other guys in the place were old an fat. So I decided to leave.

I walked out of the store an there he was sitting in his car on the phone. He saw me looking at him an he mouthed the words I'll be in soon. So I walked back through the store to the back room.

I had to pee so I went in the bathroom to take a leak. When I'd finished I washed my hands and started to go out the door. He was right there an told me to let him see what I got. I walked back in the bathroom with him an unbuttoned an unzipped my pants. I reached in my boxer briefs an pulled my cock out. It wasn't all the way hard but thinking about what might happen it wasn't soft either. As soon as I pulled my dick out he dropped to his knees and took my cock in his mouth. Clearly this was not his first time an had me rock hard in seconds. He pulled off it still holding it in his hands an said for me to go get one of the private rooms that he needed to cleanup an would come in the room.

 

[str8guy_]

Before I left the bathroom I asked to see his. He pulled out a thick dick longer than mine. I figured that since he sucked mine I would his. Now I had only sucked 2 guys so I still didn't really know what I was doing so basically I just had his head an Lil bit of shaft in my mouth.

I got up an headed to find a room.

It took a minute to find a room but as a couple of guys came out of one of the rooms I jumped in. A few minutes later there was a knock at the door. I cracked it open to see it was him.

He came in an locked the door. We stood there for a minute. I asked him what he wanted to do. He said it didn't matter so I asked if he wanted to fuck me. He told me he only bottomed but he would like me to fuck him. I was nervous having never fucked a guy an told him so.

We both started to get undressed. When we were both naked he again dropped to his knees an started sucking me. He wasn't just sucking me he was deep throating me. It felt great. He took a break an stood up. I took this as my chance to get to suck him. I did all I knew how to do an his dick got as hard as mine.

Standing there both naked an sporting major wood I couldn't believe how he looked. He was my height an weight but had what I'd consider the perfect male body. He was tan down to his waist with arms an chest that were really impressive. You could tell it wasn't from spending time in the gym but from hard work. His chest had a patch of hair between his pecs an then a trail going down from his belly button to the nicest dick I had ever seen.
I thought it was bigger than mine when I saw it in the bathroom but standing there comparing his to mine I could tell it was at least an inch or two longer than mine an bigger around. I knew mine was six around but he had me beat.

He brought me back from admiring his body by asking if I wanted to fuck him. I was so turned on that even though I never had I was ready to fuck a guy.... This guy.

 

[greg_jackson52]

Holy Shit man. Go on

 

[danimal32]

You're doing great - it seems very genuine and easy to read.

 

[str8guy_]

He got down an sucked my dick again then climbed up on the bed with his ass facing me. I had never even thought about a guys ass but man he looked good up there. I started digging in my pants pocket that was laying on the floor. I found my lube an condoms I'd brought in case I got some pussy. He was watching me an saw what I was doing. He spoke up an told me I didn't have to use the condom. I was shocked I'd found the only bad thing about him so far he saw the look on my face an said sorry I always use condoms I'm just so turned on an I can tell your clean.

I pulled the condom on an lubed it up. He took the lube putting some on his fingers an stuck them in his ass. It was so hot to watch. I'd stepped closer an as he pulled his fingers out of his hole he grabbed my dick wiping the rest of the lube on it. He put his arm back under him an I lined my cock up to his hole. He reached back grasped my dick an pulled it into him. As my dick slid in I was afraid of hurting him so I went slow. He took over an started pushing his ass back on my dick. I was amazing. I was now completely inside him with him pushing back on me so I started to work my dick in him like I would a pussy. It was so warm an tight. After just a few minutes he lurched forward off my dick an I saw his cum on the bed.

 

[str8guy_]

Oh there's a lot more probably won't finish tonight

 

[str8guy_]

Amazingly I hadn't cum yet an was standing there still hard with the condom on. He turned around an asked me if I was close. I said oh yeah I'm right there so he turned back around an got on his hands an knees again pulled my cock back inside him an started tgrusting his ass on my cock again. I leaned up over him reaching around to feel his cock. It was still hard. I felt up to his chest an kept fucking into him. He told me not to rub him or he would cum again so I stood back up an kept fucking his ass. I could feel my balls start to pull up an knew it was time. I sped up fucking him an felt the cum shooting from my dick. I was standing there trying to catch my breath when he laid down pulling his ass off my cock. I'd filled the condom I swear it was more than I'd ever shot.

I pulled the condom off an he handed me a paper towel to clean up with as he wiped up his cum an the lube from his ass. We got dressed an he said his name was jim. I laughed an shook his had saying nice to meet u I'm Matt. I asked if he came here much an he said not really. He said hr had to get going so we walked out of the room. It was weird coming out with him with all the guys seeing us knowing what we were doing.

Now the next thing is what really surprised me as like I said I'm shy an quite but I knew I wanted to see him again if he wanted to so I ran to the car while he walked around he had said he wanted to make sure no pussy came in that we had missed. I grabbed a pen an peace of paper an wrote my phone number on it. Now if you knew me that just isn't me heck I'd been to afraid to even give my name before but I was about to give Jim my phone number. He was walking out as I came in so I followed him to his car an told him thanks man that was great. I handed him my number an said if you wanna do it again get ahold of me.

 

[str8guy_]

So after that night I couldn't stop thinking about it an wondered if he would call. That in itself was weird because anytime I'd been with a guy before afterwards I always felt dirty an like I'd done wrong. But this time there were no regrets. Time went by and it had been two months I'd given up on him calling. I'd went back to bookstore and hooked up with other guys both doing them an letting them do me but I never felt the same about it. And again I always felt bad about it.

Well one day I was at work an got a text saying what's up from a number I didn't recognize. I responded back not much what's up with you thinking it was a friend with a new number or someone I'd gave my cellphone number to an forgot. Well the next text I received asked if I'd been getting any or been back to the bookstore. I still didn't know who it was I thought maybe a friend playing a joke so I asked who it was. He text back its Jim we met at the bookstore while back. I was shocked. He asked me to send him a pic of my dick so I went to bathroom an worked it till it was hard an sent him a pic. I asked him to send me one too an he did. There it was that big dick that I'd been so impressed with.

He asked if I wanted to get together an get off. I told him I was at work but got off at five. He told me to meet him in Cincinnati as he lived in Indiana and that would be half way. He told me to bring lube an get a hotel room. Well as soon as I got off work I ran home changed cloths and grabbed condoms an lube an hit the road. Nearly 2 hrs later id found a room an text him the room number. I was watching for his car to pull in an was surprised when he got out of an old work truck full of tools an latters. The sign on the door said Jim's construction. Apparently he built houses.

He met me at the door an I let him in. We talked a little bit about how we had been an how I'd given up on him calling. Then talk got deeper an I asked him if he did this much an if he was bi. He said not really. I asked him if he ever topped instead of bottom an he shocked me by saying that no he was a gay bottom. I was shocked an kinda disappointed. Here I thought he was straight an just did this every now an then. In the 2 months since we had met I'd fantisized about him fucking me several times. I'd never had one that big but I wanted it.

We stripped down an he started sucking me then had me lay on the bed so he could keep sucking me. I wanted to suck to so we got into the 69 position him deepthroating me while I took as much of him as I could. I stopped an asked him how I could take all of him he said just keep trying. I did but couldn't keep from gagging. By then he was ready to get fucked so he got on his hands an knees I grabbed the lube an condoms. I was behind him and remembered he told me last time I didn't have to use one. I had never fucked without one unless I'd been dating the girl for while. But I trusted him for some reason so I asked him an he paused for minute an was like no don't wear it. So I added some lube to his spit that was on my throbbing dick. I moved behind him an asked if he was ready. He pushed back causing my dick to pop in. Again it was amazing so warm an pushed all the way in. We fucked for 10 minutes and even with air on in the room we were both covered in swet. It was hot he said he needed a break anyway so he didn't cum. He moved over to turn air even cooler and sit down in a chair I laid down on bed. My dick staying rock hard. After few minutes he said u ready an moved back on his hands an knees on the bed. I mounted him again fucking him for all I was worth. I felt his ass gripping my dick an asked him how he was doing that. Breathing hard he barely wispeted it was because he was Cummings. I kept thrusting till he couldn't take anymore. He pulled off an looked at me. He said u want me to suck you off. I was like it was just in your ass. He said he cleaned first as he grabbed my cock an started sucking. After only few sucks I warned him I was Cummings. He took his mouth off an stroked me as I shot on the bed. We grabbed some towels an started cleaning up. We got dressed an as we left he said he would get ahold of me soon.

 

[str8guy_]

I was still kinda disappointed that he said he was gay. I mean this is a guy I thought could really just hang out with but he was still a nice guy an he got me off like crazy. So every couple days he would text me. We kept texting back an forth talking about sex. It never seemed to work out for us to get together but we kept texting. This went on for a few months. Each text session turned into a stroke session for me.

Then he started telling me when he had a problem. I was a good listener an supportive. This went on for a while. Then one night as we were texting he told me he lied to me. I was afraid it was when he told me he was clean. Boy was I relieved when he told me that he wasn't gay that he just liked it sometimes. He went on to tell me about all the pussy he got. An about one girl he he had an on again off again relationship with. I was excited I'd been right.

 

[str8guy_]

He also told me he didn't live in Indiana but actually in Cincinnati. He said he told me all that stuff so I wouldn't wanna get to know him any anyone find out what we did.

I confessed to him that idlied to him to. I'd told him I'd never been fucked an wanted to know what it was like. Well we kept talking an met at that same hotel again. A repeat of last time but it was great. Just 2 straight guys getting off nobody would know.

I'd started dating the girl I went to Charleston to see so I was getting off but still wanted to get with Jim. Well after I told him I wanted fucked he said we could try but I'd have to prep myself an stretch my hole to take him. I asked how an he told me to get a dildo. I was afraid to buy one like someone would see me do it. So he offered to buy one for me. A week later one night he text me a pic of him with a dildo stuck up his ass. He said just trying it out for u.

We met at hotel few days later an he handed it to me an had couple of his own there. We were gonna try em out.

We sucked eachother an then started playing with our own asses. I lubed up my new dildo an tryed to put it in. I couldn't get it in me at all. He got in his bag an pulled out a Lil brown bottle. He showed me how to sniff it an I tried the dildo again. Still couldn't do it. He told me to use my fingers to open myself up. I fingered myself with lubed fingers and tried again. I was about to give up an I got to thinking I'd been fucked twice before. So I asked him to try putting his dick in to loosen me up. I knew he didn't like fucking guys just pussy but since I'd asked him to an he said he would try when I was loose from the dildo. I talked him into it an he lubed up an put the head in me for few seconds. He went soft but it was enough that I got the dildo in. Kinda funny the dildo an his dick were same size but took him when couldn't take it.

Once dildo was in we both used the toys on ourselves. We sucked each other off an on an we both got off. He sent the dildo home with me an promised he would try to fuck me when I could take it easily.

 

[xyze99]

Dude this is fucking hot as hell.

 

[str8guy_]

There's a lot more to come

 

[str8guy_]

A few weeks later he was telling me about another porn shop he had been to. He asked if I wanted to go there. We arrived an he was showing me around. We went in a room an started sucking eachother. He asked me to fuck him. We started having sex and I was really feeling it. I had my cock up his ass an while I was pushing it up in him I told him I wanted to cum in him so bad. He told me to go ahead. Just a few thrusts later I was cumming way up in his as as far as I could reach. I pulled out after I had completely unloaded. I asked him if that was a first for him. He said I was first. We sat in the room talking about what we had each done. He told me one time at this shop 2 guys had both fucked him at the same time. I was excited I didn't even know it was possible to fit 2 in an ass. Well he said it felt good to be really stretched. We decided to try it. We walked around until we found a guy and asked him if he was interested. Jim had told me for it to work the guy would have to be pretty long. We found a black guy about 30 that was almost as big as me.

We went back to a room an Jim started sucking him while I sucked Jim. I was laying under Jim still sucking him when the guy put on a condom an started fucking Jim. Then Jim had me spin around so my cock was lined up to his hole. The guy saw Jim putting my cock in without a condom an started to take his off. Jim an I both told him to leave it on. Jim told him we were friends so I didn't have to. So the guy pushed his back in Jim an Jim quided mine to his ass. I'm on my back. Jim on all fours straddling me with the other guy nealing behind him. Jim holding my cock against the other mans cock we both push inside him. It blew my mind that Jim had us both inside him. The look on his face showed pain an pleasure. Looking up at him as we both thrust into him it was so hot. I guess it was even hotter knowing he was lubed with my cum I had just shot in him. My cum was running out along our dicks. I was getting close an I saw Jim was about there too. I saw him close his eyes an felt his ass clamping down on our dicks. It set me off again I came in his ass for the second time. Jim shot his load on my stomach an chest. It must have been to much for the other guy to because he pulled out ripped the condom off an shot on Jim's back.

Jim stood up an whipped the cum off his back then whipped his off my body. I thought it was so hot when he shot on me. The other guy left the room an Jim an I cleaned up an left.

Talk about jack off material.

 

[canuck_pa]

Great story. I hope there's more.

 

[str8guy_]

Jim had came to my house a few evenings an we always fooled around an got each other off.

Not long after that Amanda started really pushing me to commit an said we should get married. I knew I didn't love her enough for that. I liked her a lot but that wasn't enough for her so we broke up.

After the breakup Jim an I went back to the porn shop an found a couple there in the booths. She sucked us both then started handing us condoms through the glory hole. We tried to get them to go to a room with use but they didn't want to. So we put on the condoms an took turns fucking her pussy through the hole.

It was hot watching Jim fuck through the hole. An I was getting pussy I'd needed since the breakup. We both filled our condoms. We headed back to my house it was the first night he stayed over. He slept in my bed with me but it was so late when we got home we just slept. In the middle of the night I woke up when Jim through his arm an leg over me. I was laying on my back an when he put his arm an leg over me my hand was right under his crotch. He had shorts on but I could feel his cock against my hand. He rolled back over an we both fell asleep.

 

[str8guy_]

The next morning I woke up before him. Of course I was horny an he was laying on his back. I moved around a lot hoping he would wake up but he didn't. I shook his arm but he still didn't wake up. I got an idea an got up an walked around the bed to his side an pulled the covers down off him. I got ahold of his shorts an pulled them down bellow his balls. I took his dick in my hand an played with it. It started to grow an I leaned over an took it in my mouth. I sucked him hard in seconds. I was enjoying myself. He was rock hard then he woke up pulled the covers back up. I thought I fucked up. I thought it was great way to wake up but I learned that morning don't mess with Jim when he is sleeping. I apologized later when he woke up.

 

[str8guy_]

We did suck each other off later that day.

Few weeks went by an I started seeing a girl I'd known for a while. We hit it off great soon I was spending as many nights at her place as mine. Jim an I had been hanging out a lot to so she wanted to cook dinner for me an Jim. So they met my best friend/ fuckbuddy and my girlfriend.

They got along great an we all three hung out a lot. Jim an I had talked a lot about sharing a woman and one night while my girlfriend an I were laying in bed after sex we were talking about fantasies. She admitted to me she thought about being with a girl. She asked me if I ever thought bout being with a guy. I lied to her an said no. I did tell her I thought it would be hot to have a guy join us. She was surprised but I could tell she wasn't turned off about it. She asked if we did who would other guy be. I didn't even have to think. I said Jim was the only guy I'd trust to do that. She said that was hot so I asked if she wanted to find a girl or if I should talk to Jim. She said the girl was just a fantacy but my idea was hotter. She said don't say anything to Jim yet to let her think about it. We made love again. I was so turned on thinking about sharing the woman I loved with my best friend.

 

[str8guy_]

My girlfriend an I talked about it several times over the next week. I was sure she was gonna do it. Well she told me not to tell him yet so I didn't.

I knew Jim was always talking about how much he would like to do her. I felt bad for him being single. I knew a girl that I told about Jim an she wanted to meet him. We set it up for the 4 of us to go out to eat then to club to have a few drinks.

Well the girl I tried to set him up with turned out to be having a bad day so after the club she went home. That left Jim with me an my girlfriend. As we drove towards my house Jim got a phone call and I couldn't hear the other person but I knew it really bothered Jim. He suggested we pick up some more beer on way home. We went to store an I ran in to get it leaving them in the car. He seemed even more tore up when I came back. My girlfriend noticed to an sent me a text asking what was wrong with him. I said I don't know I'll talk to him an see if can fix it. She said she was tired so we took her home then Jim an I headed to my house. After we dropped her off I got him to talk to me. Just some family problems. We drank the beer an headed to bed. A couple nights later I was in bed with girlfriend an I brought up the threesome an asked what she thought. She said iv thought about it but I don't think I can do it.
I kept bringing it up but not being pushy. We used it as a fantasy as we made love but after she always said not gonna happen.

Things were going great I loved the woman I was with had the best friend I'd ever had and could get off with him every now an then an it didn't feel like I was cheating on her like it would have been if it were another woman. Like I said things were great or so I thought. A few months later a friend called to tell me he saw my girl friend out with another guy. I wasn't upset I figured there was a logical explanation. So I asked her about it. I was shocked to hear her tell me that it was her x an she had never really got over him. We got in a fight our first an called it quits. I was pissed an hurt at the same time. I called Jim on the way home. He was supportive an then said man I never trusted her anyway. He went on to tell me that when we went out an I went to get beer that while I was in the store she started rubbing his leg an chest. He was afraid to tell me that I'd get mad at him. I was like no man u didn't do anything. Then it hit me that was when I'd asked her about having a threesome with Jim. If I'd have told him about that it would have happened. It was the next day she started saying wasn't gonna happen. Talk about missed opportunity!!!

As always Jim was there ready to cheer me up. He knew a couple that the woman would let us dp her. He set it up an we went to see them. The four of us got naked an she started sucking all 3 cocks. Jim moved around an started fucking her. That's when the woman asked if she was as good as my x. It was a little to soon for that an I started thinking an went soft. She kept sucking as Jim fucked her. I needed a break figured maybe I could stroke myself back hard so Jim an I could dp her. While I was stroking the lady's husband kept watching me instead of her an Jim fucking. Now her husband was in the military an was home on leave. But anyway he started moving towards me an dropped to his knees. The look on Jim's face u could tell he was surprised to see this hunk ready to suck my dick. I'd got almost hard enough to fuck her when he grabbed my dick an took it down his throat. So here I am ready to go fuck her an she gets up an is watching him suck me. Jim can't get to her pussy how she is sitting so she sucks Jim all while watching her husband suck me. She told Jim an I to cum in their mouths. We did shoot in their mouths an the night was over she spit Jim's load out an got dressed. Not how this was supposed to go but oh well.