I made him cum in my Fleshlight and he dared me to try “sloppy seconds”

Submitted by NYJacker

I broke things off with my long-term girlfriend in 2009 and she moved out of the apartment we’d only been in for a year. A good buddy moved in. I was embarrassed when he caught me jacking off in the shower but he made jokes about it. A few days after that he just showed me his boner and said we were even. Nothing really happened for a month but we got used to being naked and seeing each other hard. I think it was like a seal was broken and once we’d seen our dicks stiff we were cool with walking around proud.

Then I bought a j/o toy and he opened it by mistake. We were waiting for a new PlayStation controller but I ordered a stroker for myself about the same time. I was at work when he opened it. He was real apologetic and kept saying it was no big deal and then he went to his room and got his own toy to show me.

After that things were real interesting. I’d never jacked off with anyone before not even my girlfriend had seen me jerking it (other than during sex) but one evening a few days after we came back from the gym and he said we should swap our toys and see what the other one was like. I thought he was just saying we would each do our own thing and compare notes about which toy was better but he just pushed his sweat pants down and his cock bounced up.

I was nervous about it but he got his lube and we sat on the couch and watched porn and fucked our toys next to each other. We laughed about the slurping noises they made and he showed me how he uses his toy on his cock at the right angle to really work his tip. it was weird feeling his hand around it while he slide it up and around my cock. His toy (the one on my cock) was one of those jelly sleeves and it was thinner at the end so I could feel his fingers through it when he moved it around. I pumped my sleeve up and down on his cock and then we swapped them back. I remember thinking that his pre was all up inside the sleeve on my dick and it only got me hornier to cum.

I didn’t see him cum that time but he watched me cum when I slipped it off my dick and my cock just dribbled a big mess of cum out and then spurted a couple times. We didn’t prepare for it well so my cum was all over the floor and I splashed the table in front of us. I almost got cum on his phone. I don’t know when he came but he when he pulled the toy off his cock some of his cum dribbled out of the hole.

We did it again a few days later and then I started looking for other toys to try. I never had a Fleshlight before and I just got a real good tip from a customer at work who found out it was my birthday (he was an old man who came into the restaurant every week and he told me to get something good and treat myself lol)

[BOB1]

My buddy had never tried a Fleshlight either so we shared it for our next j/o. We had porn on but we didn’t watch it much, we were watching each other jacking and sliding the toy up and down on each others cocks, turning the cap at the end to make it suck more or less and seeing the best ways to use it. He asked if I could make him cum in it and I pumped his dick inside it until he was saying he was cumming. It was amazing watching his body trembling and seeing the bottom of his cock pumping. I was still jacking off with my other hand and getting close but after seeing him have such a powerful orgasm I really wanted to cum in the Fleshlight too.

When I slid it off his cock it was like he read my mind and said I should cum in it too. He told me to pretend it was a pussy and we were in a threesome and I should try “sloppy seconds” and add my cum to it.

A little bit of his cum dribbled out and down my balls when I aimed my cock to slide in. He was watching me putting my dick in it and I knew I would be cumming in a few seconds. As soon as I felt the warmth of his spooge inside it washing all over my helmet my dick was convulsing and my cum was pumping into the big puddle inside. My mind went blank.

When I pulled the Fleshlight off more cum dripped out and he took the toy and said we should pour it out and see how much we dumped inside it. He got a glass on the table and poured our cum from it. I held open the fake pussy lips and we watched it pour from the hole and almost fill the glass half way up.

Until the next time we’d never even thought about jacking each other, at least I never had apart from when I felt his fingers through the jelly toy he jacked me with. We did it a lot more after that and started jacking each other without the toys. That changed my life for the better and made me more curious about my sexuality and interests. Now I’m definitely a buddybater and I learned a lot about my cock thanks to him and other guys I met since then.

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