stalker alert

I met this kid awhile back, June of last year.   I put out a crazy ad with some religious undertones.  I have some issues dealing with this from my childhood.  This 18 year black guy answers and has a cute face.   He mentions that he just graduated from high school.  This is usually a red flag as I don't mess with high schoolers even if tho ey are of age.  I have 2 reasons: I am slutty but not a pedophile and quite honestly,  even if they are of age, they are emotionally not ready to deal with shit. I should have followed my instincts.

The kid has a cute face so I invite him to my office.   Mistake number 2.  He arrives and I realize why I only received a face and ass pic.  He was a a young chub. Not really a chub but definitely overnight.  Mistake #3 for those keeping track.   being horned up and in a hurry,  I decide to get off and get him out of my life.  mistake #4.

We go to my office and get down to it. He wants to kiss but I say no.  He gives me head and I think about another dude.  He eventually gets up and turns around.  I grind my cock into his ass and enter him raw. He keeps moaning out my name as I pound him. I am trying to focus so I can cum quickly.  it works and I shoot a huge load of jizz up his ass. After he cums, he asks me why I came in him. I told him he should asked me to ppull out . He wants to talk but I tell him I have to go and get him out the door.  I leave and figure this is a lesson learned.

A few days later he emails me asking when we can get together.  I ignore him. He continues emailing me and I finally respond but basically blowhim off but nicely. A week or so passes and my assistant tells me about this bizarre phone call.  She says this call came in aboaut some new business and he says he's a friend. but he wouldn't leave a number just  a name, deanthony.  I play it off as some weirdo but he continues to call. After a week or so,  it stopps but he starts up again in July. This continues until the end of august and he stops until Thanksgiving.  And now he is leaving voice mail.  i ignore him until he
 starts up again at Christmas.   It continues and then stops. Until his spring break starts.  He calls again and my assistant is out so I answer. I laid into the kid about stalking me. I also figured out how he knew my name and number: he took a business card. Mistake #5.

Some valuable lessons learned.  Let's see if he he gets tthe clue to leave me the fuck alone when he is back from school.

Beefy Latin Stud

I'm at work and I'm horny as hell.  I put out a feeler to see if some of my regulars are around but no luck.  Without much expectation due to the time of day (late) and not being able to host, I put an ad on CL.  I get the typical responses but receive one that is clearly better than the rest and has my juices flowing.  He's young, 22, 5'10, 178, brown, brown, latin euro mix.  He's bigger than my usual twink but hey I just want to fuck, not marry him.  I really don't think of him as a twink because he's man sized.  We meet up at his place.  I get there and he's exactly as described, young, cute, thick man sized boy.  He's wearing a tank and athletic/basketball shorts.  he doesn't waste time and takes me into his bedroom and starts kissing me.  Next thing I know he's taking off his shorts and he's commando.  Hot.  Nice cock too, about 7.5, thick and more of the pinkish brown latin cock than the dark latin cock.  I'm definitely in.  We get completely naked and go to the bed.  We're making out and feeling each other up.  He's a good kisser, strong lips.  I start kissing down his chest to his cock.  He's fully hard and leaking pre-cum like he left the faucet on.  It's hot but I have mixed feelings about it.  While pre-cum is hot, I usually don't like that much of it, that soon but I'm not stopping.  I blow him for a bit and we trade places.  He gives me a pretty wet blow job and we eventually end up kissing again with me grinding on him.  I raise his legs and start rubbing my cock on his ass.  It feels good and I really want to take his hot hole.  He's jacking while I'm doing this and shoots a huge load all over his chest.  Fuck, dude that was too soon.  I continue rubbing my cock and am thinking he may let me fuck him raw.  I tell him that I want to fuck him and he says he didn't clean down there so not today.  So much for that idea.  I continue grinding my cock across his hole letting my head inch in and hit the upper part of his ass hole.  He's going nuts and I lose it, blowing my load all over his ass, cock and stomach.  We kiss afterwards and let the cum rub into each other.  We shower up and get ready to take off.  Before I leave, he asks me if I'm married.  I ask why and he says that I'm not the gay type and he figures I am.  I tell him yes so he can have his fantasy about the "straight" dude.  There's no point in ruining it for him.  Plus if we hook up again, it will make it hotter for him.

Ah, the innocence of it all.

I met Joe in an unconventional way. We met on a phone chat line. Do they still exist even? It was 93 and I was coming out of the closet. I was scared as shit about everything gay. I didn't have any gay friends. I go on without any real expectations other than having some phone action go on. I forget all the details of how it works but you create a mini profile about yourself and people are able to speak with you. There are a lot of creepy guys on there so I wasn't holding out much hope. Then Joe comes along. He's different than the other guys on there. He's not so aggressively looking to get off. He wants to talk. We talk for awhile and decide to exchange numbers. To be exact, I give him my number. Over the next week, we talk several times. He's my age, a year older and we are in the same field. We decide to meet. He lives near my parents so I plan to spend the night by them. I meet him at some lame suburban place and he's interesting. He's OK looking. He's Italian and kinda flashy. But there something about him. We have this great conversation that lasts about three hours. We finish up and head our separate ways. We continue talking and seeing each other three or four nights a week. It's amazing but we have so much in common. We both want to do the same thing with our careers, we are both not out, have similar backgrounds growing up Catholic in the burbs of Chicago and oh yea, we are both inexperienced. We end up falling for each other. We hang out and spend the night talking and wonder where the night went. Eventually, we start to get physical. We would kiss forever. We would find isolated spots and make out and grope each other but not have sex. At some point my lease ran out and I moved back in with my parents. Now, we are hanging out nearly every night. After about 2 months we take it past the make out and start doing more. Nothing crazy, just hand jobs. This kinda sets things off in a bad way. He can't handle the whole gay thing. It's not easy for me either. I have no idea what the hell I'm doing. I just know that I can't get enough of him. I want him all the time. I think of him all the time. I'm pretty sure I'm in love. I know he feels the same but instead of being happy he's in love, it torments him. He dumps me. I'm devastated. But we continue talking. And sneaking out into the night and making out. We really haven't broken up cause we still see each other, meet each others friends but we keep the entire gay thing hidden from the world. This continues on for another couple of months but it eventually takes it toll on us. He wants things to remain as is. I can't accept that. I won't accept it. Damn it, it's the mid 1990's not the 1950's. I can't live my life this way. I can't just pretend. People have to see it. It's impossible not to see the way we look at each other. Joe keeps his blinders on. He wants to keep us in a box that only opens when we are alone together. The rest of the time, the rest of the world will view us as best friends. That's not the life for me. I know I want more than that. I deserve more than that. It kills me but I end it with him. He continues to call and sends me letters. It's so hard but I can't continue this path. It's too self destructive. If he had his way, we would both marry, have kids and our secret life. One problem actually two. One is that he wouldn't be able to do it. It would be a continuation of the roller coaster. We're together, we're not. Maybe we'd move in together, probably not. The second was I refused to accept less than 100% of him. I stuck to my guns. He continued to call and I refused to answer. I cried my self to sleep on many nights because I wanted to be with him but there was no way I could deal with the terms. Eventually it became easier. I saw him every once in awhile but knew it was over. I stopped feeling what I felt for him. I grew out of love with a person. I'm glad for it. Several years later I ended up at his place watching a Bears football game. We messed around and went further than we ever did when we were together. When I came on his hairy chest, he looked frightened. He knew he couldn't turn back from that day, ever. It was the most he had ever done with a guy. I knew that I could never look back either. And I was thankful that I was able to be honest with myself. Your first love inevitably hurts. I think it's called puppy love because like a puppy it has a limited shelf life. You grow up and it all changes. I'm not sure falling in love with the first guy you date is a good thing but it will always make him special.

Cold Outside Fuck w/ 19 year old

I answered this ad from this 19 year old kid. He's Italian and has a cute face, a bit of a cub. I'm pretty horny so I figure why not. I'm supposed to meet him at his sister's place. As I'm on my way, he lets me know his sister is going to be home but to come over and we'll find a place in her building. We're looking around and there are not any spots to play. We walk outside by the outdoor garage and there are some dark corners but not where you can't be scene. Then I notice that part of wooden privacy fence is knocked down. We go over to the building next door and the back is pretty private. The buildings around can't see and there's only a back door. So we both nod to try it. It's about 42 degrees outside so this is going to be a clothing on and try to finish off asap. We start kissing and rubbing each others crotches. I unzip my pants and pull my cock out of my boxers but leave the pants belted and on. He drops his pants a bit and I turn him around. I spit on my cock and push it in his hole. He asks me to be gentle that he is really inexperienced. I will but it being dry isn't going to help. He was super tight but I get my cock in him. I ease slowly further in. I'm taking nice slow, long stokes. He's moaning like a little girl. I smacked upside his head and told him to shut the fuck up. I start fucking faster cause it's too cold to be fucking outside and he's going to get us caught. As I getting ready to blow, we hear some noises so I cum everywhere. In him. On his crack. On his underwear. I get some on his jacket. He's a mess. False alarm. I zip up and we walk back into the building and I leave. He emails me later saying that he found a room we could of used. I love breaking in new ground as I've never fucked outdoors before.