Dreams really do come true

Almost Five years ago:

When I was in high school, I knew I was bi. No one else did. Not even my divorced parents. My mother worked at a local gas station and had many friends she met there. The most memorable to me was Tommy. When I was introduced to Tommy, I was stuck by his beauty. Medium length blonde hair, beautiful blue eyes, a great build, and he was in his 40's. I have heard my Mom talking about him before, and I knew he was gay. I instantly had a man-crush on him.

I will be the first to admit, I am not the most physically fit person. About 6 foot tall, 235 pounds, sandy blonde hair, hazel eyes, shy. I hid my feelings, around everyone, but whenever he was around he would look at me, wink, and I would just blush. I had spent many nights jerking off to the thought of him, like any virgin would do with their man crush. I imagined what he might look like naked, feeling his hot breath on my neck, sucking his hard cock, him sucking mine, me fucking him in the ass, and yes, even anally masturbating to him fucking mine. I never really talked around him when he was there, for the fear of saying too much, or something embarrassing. He quit the job he worked with my mom, and they lost touch. Occasionally she would see him around, and talk, I seldom got to see him.

About a year ago.

I had long lost my virginity to both a girl and a guy. I still knew I was bi, and my mother still didn't know. I was single, still not the perfectly physical human, not as shy anymore, but growing into a young man. I am 23 and just like most guys my age, hornier than hell. I found a free online dating & hook up site, and made a profile. I searched around, had a couple people interested. Some I met, most I didn't. I was still nervous around guys. One night, after work, I logged in, and I had a new email. I was curious as to who could be messaging me, since I hadn't been on in almost a week. It was untitled, so I figured it was just some horny guy. I opened it up, and it said

"Hey there, I thought you looked familiar, this is Tommy, just wondering how your mom was doing."

My heart skipped a beat. Tommy. Oh no. He now knew of my secret. I messaged back that she was good, sleeping, and that I would tell her he said hey. My heart was pounding for a week, every time the phone rang, I got nervous. Every knock on the door, I checked to see who was in our drive way. I figured he would tell my mom what I was doing, and that I would be done for.

Weeks passed, and nothing came of it. I relaxed a bit, we still chatted back and forth, he changed his profile a few times. I was still nervous talking to him, for fear of what he could do by telling my mom. Nothing was ever said. I kept checking out his profile to see if he ever logged in, and read his stats single, wanting a hook up, Versatile, 7.5" Uncut. I could feel myself getting harder knowing how big his cock was. I lavished at the thought of hooking up with an uncut cock. I have always wanted to try it, being cut myself, I found it really sexy. A few months later, I had my first real boyfriend, I told my mother I was bi, and she accepted that fact more readily that I could have imagined. I hadn't heard from Tommy in months.

Roughly One Hour Ago:

I signed into the Messaging site, and was looking around. I wanted some fun for the night, just decided to check everything out. I got a message from someone I didn't know, and opened it. It read:

"Hello there, Tommy here. long time no chat. how is your mother.."

My heart was thudding in my chest, my ears burning. I simply replied

"Hey Tommy, I am good. Mom is good too, what brings you back to this site?"

I could feel my ears burning, I wanted to ask him, stuff, I always had my fantasies about him so I added

"And I was just wonderin if I could ask you a personal question."

He responded shortly after with

"Yes. You can ask anything"

My heart was pounding like a hammer, my hands were cold and sweaty, my breathing was rapid, my stomach was filled with nervous butterflies. It was now or never. I had to go for it. I needed to know. So I wrote back:

"I know this will sound completely terrible, but I was wondering. Would you ever even consider fucking me sometime? I know I am younger, and probably not even close to your type, but I have had a minor man crush on ya for as long as i can remember mom hanging out with ya. I have always wondered what your cock would be like, and I have jerked off to the image of you fucking me stupid more than once. I just wondered if it could possibly happen."

Minutes passed, and my hands were shaking, ice cold, and I figured he wasn't interested and decided to log out. I was about to log out myself when I received this message:

"Yes, it is possible. Please don't tell your mom. We can arrange to get coffee or a beer soon. Then we can talk about the whole situation. Gotta get back to work but you can text me tomorrow and we can get a little better acquainted."

He added his phone number. I stared at my screen in disbelief. I was stunned beyond all recognition. I couldn't believe what I had just read, so I refreshed my page, and pinched myself. I re read it, and I knew I wasn't dreaming. I simply added a quick response

"Awesome, and I would never tell her this lol. I will text you now, how late are you working? Mom is staying out all night, maybe you could come over and we could talk it over."

I have been texting him since we both logged off, imagining what would happen. I jerked off to the idea, and blew a load so hard it hit my pillow. And that is my story. I know it doesn't have the great gooey details that everyone is looking for, but maybe it might. This story is not finished yet, but I found it worth telling. No matter what you may look like, or who you are, or how much age difference there may be, there is still a minor chance that something could happen. I guess I am a lucky one, and hopefully I have more details for everyone here really soon.