Networking finally pays off with Alumni Boy

I am at networking event for my University (a SEC school with a good Chicago base) and I notice this guy eyeball this guy up and down.  He had no idea that I saw him.  I watch him and make sure he knows that I am checking him out.  He looks my way, turns away and then looks back.  He does this a couple of times so I know I have him if I decide to move on it.  He's cute, in the way I really like a guy.  He's 5'10, about 150 pounds, 26/27 years old, thin but not taut, kinda thin in the soft way, dark hair and eyes.  I go over and say hi.  We start some inane conversation but I make sure that I touch him a couple of times and he responds by leaning into me.  He says that his brother has a place close by and won't be home for awhile so why don't we have a drink.  We get to his brother's place and sit on the couch. He asks me if I want something to drink and I put my hand on his thigh and kiss him.  He gets on the floor and undoes my suit, pulls out my cock and starts giving me head.  He's a bit drunk and sloppy but it I am down for it.  I start taking my clothes off and eventually he takes his off.  I am on top of him on the couch and start kissing down his body, from his nipples to his cock.  He's on the small side about 5 inches but I don't care how big your cock is when I am fucking you.  Eventually I start up and kiss him, rubbing my cock into him.  I am dry fucking his hole rubbing my cock on it.  I spit and try to enter but he moves his legs up and clenches his hole.  He says he doesn't have a condom here so we can't.  I keep trying but eventually give in and try to cum because my dick is raw from rubbing up against him.  I eventually shoot my load in rub it all up and down him trying to get some in his hole.  We clean up and we exchange numbers for another day.

Meeting up again with UofC boy

U of C boy and I make plans to meet up. We both have stuff going on so we make it for late of a Saturday. I am really looking forward to it cause he turns me on. I just love skinny twink guys. Plus he's so smooth, with his sinewy muscles, and his boyish looks, I can beat off to the thought of our first adventure. He doesn't disappoint. I arrive at his pad and we listen to music and talk for a bit before getting down to things. He kisses me this time. Not the hot passionate kissing that I like but it's a start. I eat out his armpits, suck on his nipples and kiss down to his cock. I suck him off for a bit. He likes getting head but I am not going to let him cum this early so I stop. I lift his cute little ass up and lick from his balls to his hole. I then stick my tongue in and start eating his man/boy hole out. He loves getting his ass eaten as much as I love eating it. He has it nice and clean so I can go to town on it. Licking, penetrating, making out with his tight pink shit. After about 20 minutes, I am so hard and oozing pre-cum that I have to fuck him. He puts me on my back and lines up my cock and slowly sits on my cock. I let him get used to it and control the action. Once I see he's comfortable I switch things up and put him on his back. I love looking into a guys face when fucking. Watching the eyes roll and the face contort. I like that almost as much as looking at his cock load up with pre-cum as well as me going in and out. After a bit, he asks me to fuck him doggy-style. He wants me to cum inside him, with a condom on, so it's not as hot as if he wanted my raw seed, but I'm loving it. The good thing about doggy is that I can really bang his tight little ass. I start giving it to him. He fucking loves it and lets me know how much he wants it. He can't take it anymore, we've been fucking for about 30 minutes in total and his ass is sore so he asks me to stop. I do and lay down on his bed. He gets up over me and we start jacking. He is telling me how much he wants to see me cum. I keep stroking until I blow my load all over my chest. He then takes some cum and tastes it while stoking his cock, blowing his load all over me. We laid in bed for a bit chatting and learning a bit more about him. He fascinates me because I don't get him. Not at all. But I know one thing I am getting and that is his tail.

A hook-up turns into a date

I am not sure how this actually happened. I was chatting up this middle eastern guy last week and put him off in favor of munching the Rican straight boy. We made plans for Friday night and I wasn't sure if I would meet him since I fucked the Mexican twink earlier. Well, I did. We email back and forth and I find out he's a doctor. Good, I am assuming he is clean but may have a bit of a god complex. I meet him at his place and he's really sweet and adorable. 5'10, brown, brown, 155-160, 29. I sit down and we start talking. After about 15 minutes, I can tell he digs me plus he told me that I was hot and looked better than my pics. Good start plus some flattery will get you everywhere. We start kissing. He's OK but something not quite right, like he hasn't kissed much. We kiss for awhile and slowly take our clothes off. He's feeling up my pecs and eventually we go to the bed. We get down to our underwear and start kissing again. Now we are groping each other everywhere. Pretty soon I have off his underwear and I take his cock in my mouth. He's a good size, not too big and not too small. He has to stop me cause he says he's close. I tell him he better not come yet!!! He laughs nervously and tells me that he hasn't been with many guys. I asked him when he started and less than a year. Not a big surprise with the kissing and the rough, I am not familiar with a guy, way that he has played. He also tells me that he's only topped a guy and he's a virgin ass. I know he's not giving it up tonight so we just continue to play and chat. He goes down on my cock now and I start fucking his mouth. We go back and forth sucking each other, do a little 69 action, a little rimming. He' s rubbing on me, a little frottage action and tells me he's going to cum. Cool. Well, fuck, he starts shooting missiles at me, three go flying by my head and hit the wall, the fourth hits me right in the eye. And in case you don't know, it fucking burns. I deal with it and start rubbing on his ass. My cock against his hole. I can tell he digs this and wants it but is thinking he shouldn't be a slut. After a bit of thrusting my cock shaft over his manhole, I cum. We kiss and take a long shower. We get dressed and hang out for a bit talking. He asks me to go out on Valentine's day and I tell him to email but I have plans. I get home and he's sent me this super sweet email or maybe a bit stalkerish:

"Hey, May I say that you are just amazing, I couldn't wait until tomorrow to send you an e mail.your presence with me made me so happy, you really have so much excitement.I will keep in touch and hope to see you soon."

That's how I ended up on a date. I do have to say that I did like this guy. Cute, smart, eager to please. He may be a nice side bf. I also have this guy pegged at giving up his cherry on the third time/"date". Any thoughts on that?