X and I chatted on the site one Saturday night. The conversation was flowing, suddenly he says " This chat will go well over a couple of tequila shots". I figured why not it's just drinks and agreed to meet him at a bar located near to his hotel. The uber drive felt forever but got there eventually. From the description of what he told me he was wearing,( we never swapped any details), I could see him standing at the bar through the window. I passed him as he was making his way to the tables outside and he called, half asked"Riley??". Introductions followed and we continue our conversation over a couple of tequilas. The conversation was flowing and the bar was closing soon, so he suggests the bar in his hotel room. When we got there, that bar was closed too. He suggests that we head upstairs to his room as he has a bottle of red wine that we could drink. Once we are inside I go to sit on his bed while he sits in a chair across from me. We chat some more about sexuality as he has lots of questions. I give him honest answers as I'm still figuring it out myself. He asks if we could try stuff, I reply sure. Since it's his first time, I want him to feel comfortable, so took I the lead. I walk over to him and he pulls me closer. He grinds against my groin, making our cocks hard. I unbutton his shirt and run my hands over his chest until I reach his pants. I fumble clumsily to undo his belt, he helps and I unzip him slowly. He undresses me until I am just in my t shirt and boxers. I push him onto the bed (like in the movies) and pull off his pants. He takes off my t shirt and boxers. Naked, I climb on top of him. I ask what he wants to do and he says to go slow. I start by nibbling on his ear, bite lightly on his arm and run my tongue over his chest ,sucking and teasing his nipples. I slowly lick my way down his torso until I reach his treasure trail, my fingers follow the trail until I reach the waistband of his boxers.I hook my fingers into it and slowly pull it down. I grip his cock and stroke him slowly, watching and listening to him moan. His rock hard uncut cock glistens with precum. I suck on his ball sack, pay attention to each testicle and lick my way up his shaft, covering it in saliva. I reach the top of his head,tease his piss slit with my tongue, lapping up his precum. It tastes salty and slimy and my lips get covered with it. I take his hard cock deeper into my mouth, inch by inch until his all the way down. I increase my suction and bob my head up and down his shaft, making him moan with pleasure. He asks if he can suck me, I reply yes. He takes my cock into his mouth while I rub my hands through his hair and fuck his mouth slowly. He let's me go from his mouth and I climb on top of him. Our cocks are touching. We rub our cocks together, which he enjoys, until we both slippery from precum. I take both our cocks and jerk us off simultaneously. We rub some more and jerk each other off. We both close to cumming and he asks where I want him to cum.. I reply in my face but his shorter, so it lands on my chest. He tells me to keep on stroking him. He strokes me off and I shoot my cum all over my tummy. He continues stroking making my legs spasm. He stops and I lay on the bed, covered in cum, struggling to regain my breathe. He heads to bathroom to clean up. I ask to use his shower and clean myself. We get dressed and continue chatting until my uber arrives. I leave and do the walk of shame though the hotel lobby.