this weekend - my ex, a 23 yo muscular rugby player, is now setting me up! I was at a local gay pride event on Saturday, just a pre-event gallery show with drinks, and I went with the ex/cum fuck buddy. Even now if we're together my hand just seems drawn to his butt, so there we are looking at this 'art installation' my hand cupping one ass cheek through his shorts and a finger discretely rubbing along his crack, when this young guy comes up to us both, looking quizzical at us and says 'gotta ask' is he - pointing at me - the top? my ex/fuckbuddy doesn't really like anyone knowing I top him, but kind of sheepishly acknowledged it.
This new guy asks if we're together or fancy doing anything 'later' and my ex says well if you're after a top 'go for it' and gestures to me. the new guy says to the ex, so is he any good, and the ex says, well truthfully I'd thought I was mainly top until I met him' and there I am blushing away at this. So the new guy says 'wow, think you'd like to top me'- he was young, fit, handsome, so shit yes of course I would but I'm kinda with my ex - the ex says its ok he can't keep me to himself. So I go for a bit of a chat with new guy, turns out he's 24, not local, wanted to try sex with a guy for ages but never done anything, so I tell him its ok, we can do whatever he's comfortable with. So we go to the bathroom, find a cubicle and start snogging bigtime, with my hands exploring his body, especially his ass, which is firm, just as I like it, and then start holding one cheek apart whilst my other hand explores his crack, finds his hole and the perineum which when I start gently stroking there really makes him moan, so I go back to his hotel room with him, we kiss, undress, him first and I go for his nips, nibbling and sucking gently and then work my way down his body with my tongue and hand until I reach his dick which is proudly standing to attention and go down on him, he was already leaking precum which I used my tongue to wash his knob with, cupping his balls and gently playing with them and working a finger back to his perineum again and his hole, rubbing my finger around it. Then I turn him over and parting his cheeks, lightly rim him, smelling that slightly moist male smell - its been hot here, over 28c - so he was a bit slick. He was moaning and growling away with my tongue on his ass and balls and perineum.
Then I pulled my shorts and underwear down, standing in front of him and guide his head to my cock head - he was very clearly not used to cock in his mouth and I had to tell him what to do and what not to do until I couldn't cope with the teeth getting in the way so much!
he told me he wanted me to fuck him there and then, he wanted to get it over and done with.
So I pulled on a condom, lubed it up, then lubed his asshole, pushing my lubed fingers into his hole gently and just easing him apart a bit. He lay across the bed face down, ass up, so I climbed over the back of his legs pushing them together (I like it that way, the guys a bit tighter usually), and with my hands pull his cheeks apart and place my dick at his hole and start to push whilst still holding his ass cheeks and with my thumbs massaging around his hole. Making sure I had plenty of lube I pushed into his asshole, my dick head is pretty big and is the thickest bit of my dick and guys I've been with have commented on it. I kept applying pressure, basically the weight of my body, whilst massaging around his hole, I only really started to get past his sphincter when I gently used my index fingers to work on his hole and open him up a little. Eventually I pushed in and I heard him go 'oh fuck, shit that hurts' and feel his body tense and spasm a little. I stayed there letting him get used to me and fuck he was very tight. I moved my still lubed hands along his back until I reached his shoulders, then held there and asked if he was ready for me to go deeper, he said yes just be gentle, so I lightly
