>sleeping over at best friends place
>start spooning
>he asks if he can touch me, after like, 20 minutes of spooning and his hand slowly moving lower and lower
>he starts jerking me off, I start feeling him up, eventually he says if we go to the shower he'll give me a blojob
>okay.jpg
>move to shower, starts blowing me (shit is so rupees)
>after making out a bit in the shower and talking about how weird this is, we move back to the bed
>after a while of him playing with me and me playing with him, he says "i have an idea" and then asks me to fuck him
>use a shitload of lube
>finger him for a bit to get him used to it
>he moans like crazy, obviously enjoys it
>decide to give it a go
>not really hard enough to get it in, all the lube makes it slippery
>we try for ages, in different positions, till eventually i lay on my back and he positions himself over
>finally get the head in, feels awesome, but then he was like 'I can't do it' because it was too tight and hurt him too much
ended out not how I wanted, but it was still fun to mess around. The weird thing is he has a gf. The sad thing is I'd liked him for years and was devastated the next morning when he told me he didn't see himself doing it again.