Fooling around with neighbors post childhood

I never had the opportunity that you hear so many boys talk about- I got to fool around with a good friend or neighbor when I was younger. I missed out I think. Now all I can do is sit back and think "if I had, I wish I had..."

Well, let me set the preface. We have known each other for 12 or 13 years. My neighbor is my sister's age, 20 or 21, played baseball and could have easily been drafted in high school, ran track, and did cross country. We may smile or wave when we see each other, but nothing more. We stopped hanging out maybe 7-8 years ago after middle school. For the past several months on facebook my neighbor directly across the street has been messaging me asking me if I would take a sex survey for a class he was taking, a friend, a grad student he knows, you get the picture. He messaged me a couple times this past schoolyear while he was away at college asking if I was gay. I vehemently denied it because I don't exactly trust him as we weren't as close as my best friend and I, and he happened to be the tattle tale out of the group. I asked who he heard this from, and he came up with some funky name of someone he knew, Dallen, I think was the name. Dallen supposedly saw me at a gay club, and I denied it. I wasn't going to pry and ask which one or leading my neighbor to believe anything but. Of course in my mind also at this time I'm thinking "you're gay!" that's a classic example of prying because you're curious. Also, he's my sister's age and in her grade, and they are facebook friends, etc. etc. etc.

Well, tonight I noticed that he was posting status updates where he seemed really bothered. He is not the facebook type. He is on it occasionally. These messages seemed more out of desperation. He was asking if anyone knew any psychiatrists who deal with trust and confidence issues, so when he messaged me I was a little more willing to listen. He messaged and said "hey." I wrote back hey, what's up, etc. etc. I asked if he had summer plans, and he told me he was wanting to take a summer class, hang out with friends, and have a threesome. I told him cool, dismissing everything he said as quickly as I could. He trapped me. Then came the questions- are you wanting to have a threesome? Are you wanting to have sex this summer? I told him maybe to the threesome just because he wouldn't let it go, just trying to shrug it off. He asks would I consider a m-m-f threesome, and I said maybe since again he wouldn't let it go. I said I'd prefer m-f-f because again for the reasons I mentioned above about my relationship with him over the years. He told me to go to his profile, look at his girlfriend, and what I thought of her. I said she was hot. He asked if I'd do her. I said "yes, if you weren't in a relationship with her." He said that's who I'd be having a threesome with if I agreed to do one with him. I asked why he wants to have a threesome. It basically came down to he is curious, maybe bi. I asked if he was serious- if he was we'd discuss it in person- not online. He told me he couldn't call because his mom would hear and he can't talk to anyone about this. His mom is a little drill sergeant tank. Anyways, he asked if I was gay. I said I was straight. Again, same reasons. He asked if I've ever been with a guy, jacked off, wanted to, etc. I said waaaaay back in middle school. He asked if I'd do it again, and with him. I said you have to show me you're serious because right now you're still Carlos Sanchez, the joking, funny little kid in my eyes. He said he was. I said if you're serious you'll give me a call tomorrow.

He continued on asking me about my size. He said he was cool with doing anything with me as long as I'm not bigger than him. I told him I'm average. He asked if I ever measured, and I said no. I said I'd guess 6-7. I asked why he didn't ask other friends about a 3some when we're not exactly close, never talk, never hang out, and yet he is suddenly into this. None of his friends are into that. Ok... fine... likely story... but whatever. Then Carlos became fixated on online porn, where I get it from, do I have any of my own, etc. Yes, of course, who doesn't get off, etc. was my response. He told me he is just really curious to see and feel what a guy feels like. Again I ask if he is serious, how I don't necessarily trust him.

He asks if I'll come over tomorrow around 12 to talk. I said sure. Again, never said anything about my sexuality. He says he really wants to talk and see what it feels like. He asks if I would let him give me a hand job. I said I didn't know. He asked about a blowjob. I said let's take it slow, see how the vibe is tomorrow.

He went on asking if there were any teachers I thought were cute in high school, and I mentioned a few females, he gave me his list of hot female teachers. I said they were hot.

I ended the convo with me telling him I needed to take a shower, and he wrote back after he'd talk to me tomorrow if he wasn't around when I got back.

SOOOOOOOOOOOOOOOOOOO here I am now trying to process this. I have an extremely curious neighbor. I don't know what's going on with him. Do I give off that much of a vibe? Is he being serious? Would I really jack off with my neighbor? Should I jack off with the neighbor? Can I trust my neighbor? Is my neighbor going to call or text me tomorrow? What to do........ I think if he does text I'll be a nice guy, talk to him, maybe just give some pointers and say I'm here to talk if you want to, sympathize with him and his difficulties, maybe give personal experience? Resources? Of course that'd mean me telling him I'm gay. It is pretty hard to ignore him being a neighbor who lives right across the street. I dunno...

Edit 6/17 @ 8:39a.m.: Who knows what today has in store... hahaha. Carlos did message me on facebook yesterday telling me he was sick and would have to reschedule. Will that be today?