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My straight mate from work becomes curious
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This is a true story that happened to me last year. After reading all the hot stories on here I though't I'd finally share one of mine.

So some background. I used to work with this smoking hot straight guy called Jack (not his real name as I feel a bit weird about using his actual name). Jack was a super nice guy and we would always have a good chat over a drink after work. While being super nice he also had a cheeky side which would come out after a few drinks and we would often drunkenly flirt with each other till it went too far and he became a bit awkward. His gf also used to work with us and we would often joke about how I fancied him, which she was always cool about (all the girls in the office fancied him too so I think we was used to it). Boy did I fancy him too, I had more than a couple of wanks thinking about him. We worked together for a couple of years then both left the company at around the same time. We did the usual of promising to stay in touch and exchanged a few messages but it soon dried up and I heard nothing more from him.

Jumped forward 9 months and I get a message out of the blue "hey, did I just see you out in islington last night?". It wasn't me but we started chatting again with a promise to get a drink sometime.

A few months go by and we never did get a drink but stayed in contact. He then messages me while away with work in the US. For some reason his colleagues in America decided to take him and the other guys over from London to a gay bar for some drinks. This was his first ever time at a gay bar and it blew his mind. Apparently they had strippers which were particularly fascinating to him. I joked if he was trying to come out to me but he assured me he was totally straight. However he said he wanted to try out other gay venues as this is something that has completely passed him but and he wanted to see what they would be like in London. He is an instinctively curious person anyway and loved finding out about people and the world around him so it didn't strike me as unusual. As he had already seen strippers I jokingly suggested we go a bit more extreme and try some of the naked clubs or sauna's where we would all be nude. He kept asking lots of questions and I assumed he was just playing along. He went quiet for a couple of weeks till late one night I get a message from him asking "what will we do when the towels come off?". Late night text usually mean someone is drunk/horny and this was the first signal that he was actually not joking around.

Messages start becoming a bit more suggestive but I'm too much of a chicken to push things incase I have got the wrong end of the stick. He then messages to say he has split with his gf and is free next week to grab a drink and talk through whats happened. We finally meet up but we mostly talk through stuff with his gf as well as life in generally. I bring up the sauna idea but he quickly move's on to another topic. We have our drinks and go our separate ways. He then messages later that night to say that the idea of going to a sauna is intriguing but might be a bit much to start with. instead he would "like to try something with a guy i know". Well this kind of floored me as I thought he was just curious to see things rather that do things. I took this as an invite and replied "well I'm a guy you know".

After this messages escalate and we start swapping dirty pics and videos. I had seen his toned chest and muscular arms before from FB pics but now I got to see everything and fuck he is incredible. Such a beautiful cock! He was also very keen on grooming so everything was perfectly shaved and trimmed, just how I like it. After exchanging plenty of pics and videos we finally set a date to try things in real life.

He comes around on Saturday morning. He is texting me on the bus saying how he is nervous as fuck. tbh so am I. He also mentions he doesn't want us to get undressed in front of each other and would prefer I already be naked and hard. I'd do anything to get hold of that cock so I agree. So he arrives and I answer the door naked. He then goes to the bathroom to undress while I wait on the bed rock hard as requested. He comes back in and we both kind of laugh at the situation. he lays down next to me and we chat for a bit until he he then turns to me and says "do you want to get me started?". I don't need to be asked twice. I go down on his beautiful semi hard cock and as soon as my lips touch his exposed head he starts to moan. I take all his cock in my mouth and slowly start to move my tongue and lips up and down his shaft and over his head. He soon becomes rock hard and starts to moan even more. I now have all 8 inches in my mouth, working his big cock with both my hands and mouth. After a while I then move down to his nicely shaven balls working them over with my tongue while I jerk his wet cock. I then move lower licking and biting his taint before starting to explore his arse with my tongue. He is moaning even louder now as i tongue his hole getting it nice and wet. He then pulls he off him as now its his turn to explore me.

He takes my cock and kind of examines it as if he is contemplating wether this is actually a good idea or not. He soon though goes for it and puts my cock in his mouth. He is shaking and clearly nervous but he starts bobbing up and down on my cock. For a nervous first timer he is actually good. Like he is better than some experienced gay guys at giving head. After some pretty good sucking he then takes my wet cock and starts to jerk me off. Running his hands up and down my wet throbbing cock. He is again really concentrating hard on my cock as if its the first time has ever seen one. He says it feels different to how he imagined it but he's enjoying himself. He then says he wants to see me cum. I tell him to keep on doing what he is doing so he goes back to alternating between sucking me and jerking me off. I must confess that straight guys make me come 10 times quicker that gays guys (i guess it's just more of a turn on to me) so after about 10 mins of absolute pleasure I'm about to bust a massive load. He says he doesn't want to taste the cum or have it on him so he sits back a bit further and keeps jerking me till i blow all over my stomach. Fuck it felt good. We both nervously laugh again.

He lays back beside me and after a few seconds to recover I go back to work on him. I'm sucking, jerking and rimming him and he is squirming and moaning in pleasure. He tells me he is getting close but doesn't want to cum. I keep edging for a while but then we stop and chill naked together. He explains that if he came he was worried he would feel too awkward and lose interest instantly. So we just chat for a while about all sorts of things before he gets dressed and leaves.

Can't believe that I got to blow the smoking hot straight guy that I used to jerk off over, an actual fantasy come true, though I must admit I was disappointed to make him cum!

This was just the first several encounters with Jack as he starts to explore his sexuality. We even start to introduce toys. If you guys have enjoyed it then I can certainly add a few more encounters (and I promise next time they will be shorter!)

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5 years ago