So here I am. All people involved are over 18 and this is truly my first meet up. Years after my first event I still find myself aching at the thought of playing with another man. At the time I was a young man. New to the world and raging with hormones. I had played with guys before, but now it was different, now I am 18! My tight hole is now legal. Thus begins my naughty-filled adventures with my first experience.
A couple of days after I turned 18, my once-busy house was quiet. No parents home. No friends over. No one but me. My heart was pounding and the gentle pings of my cock waking up had my mind scrambled. I knew what was on the agenda. I need to play with another man's cock. I don't know why, but it was like something was eating me inside. Why am I having these urges?
So I laid on my bed in my sweatpants and no shirt, no underwear, no socks, no blankets. Just me and a thin layer of cloth preventing me from pulling my cock out and jerking off. But I pushed the thought out of my head. Now was the time to capitalize on my hormones. After a cursory glance around the house, I get back on the bed. Now on my stomach looking at the Internet on my phone. I pull open Craigslist and feel my cock begin to ache as it has reached its peak hardness. I clicked through a few ads before I stumbled upon one that really turned me on.
"MfM looking to meet at a rest stop"
I click the link open and begin scrolling to read.
"Title says it all. Meetup at the rest stop on the highway. Looking to suck and fuck."
"Wow. This is something that I feel safe doing. I mean, it's in public, not in someone's house. Let's do it!" I think to myself.
I click the email button and type my response. Within a few hours, we were chatting back and forth with plans set in stone for the next day. I flip over on my back and begin to think that I need to get ready for this.
I slide the sweatpants down slowly over my plump ass. My finger finds my aching and needy hole. Lightly running my finger around it I moan. I tease myself, letting my hole pucker slightly to bring my finger slowly inside. After a few minutes my fingertip is inside my warm ass hole. Once my second knuckle is inside, I hook the side of my hole and pull it open as wide as I can. All the while thinking that when there is a cock inside me, it'll hurt worse than this. I pull my finger out and then suck my two fingers and slide them in my ass. I finger myself like this for a while before bending over the bed and fingering my hole some more.
In my mind a fantasy plays. Me, on my knees, dressed up from head to toe in lingerie, and with a hard cock in front of my face. I begin pumping my ass a little faster. I imagine what it looks like from the other person's pov. I get turned on even more. Watching myself suck a cock, both hands behind my back, my cute ass hanging out from under a skirt. I pump faster now as my moans fill the house. Now I imagine myself getting bent over, my light blue thong covering my hole, skirt lifted over my ass. Then comes the cock. It's big. It's massive. And it has no condom.
"God I want it. I'm ready to take a cock. Please give me a cock." I moaned out. My concentration breaks when a notification plays on my phone with the email ringtone. I yanked my hand out of my ass so fast it made me kind of jump. The stranger emailed me and said their plans were canceled and they could meet today. With my pants around my ankles, I begin to jump, my throbbing cock swinging and smacking my stomach with each bounce. I email them back and ask for a time. "Three hours from now. That's it. I'm going to actually do this." That is all I could think.
I pulled my sweatpants off and got into the shower. I shaved my ass nice and slow. Even going over the hole itself just to make sure it was all smooth. No cuts, no bleeding, perfectly shaved ass ready for use. I got out of the shower and ran to the kitchen for a water bottle. When I returned I cleaned myself out and then thought about something sexy to wear. Since I didn't know where else to get any panties, I decided I would have to take my mom's. She's divorced anyways. Who is she trying to have sex with? So with shaky hands, I prepare to search through the unknown.
I pull open the door to my mom's room and stand in the doorway quietly. The smell of perfume hits me and sets off warning bells in my head to leave. I could just leave though so I shoved the thoughts down and walked into the room. "Where the hell would mom keep her stuff?" I whispered. As I looked around, I saw a trunk and a few other boxes along with a dresser. Searching through the dresser first, I find a bunch of bras and other clothes but not the jackpot. My eye catches the chest and a smile comes over me. I flip the latches and open the box. Inside it contained sex toys galore with lingerie.