A gay story: My First Gay Experience
I finally turned 18 and I was looking to make my fantasy reality, that is getting fucked by another man anonymously. However I had one small problem. I lived in a small town in a slightly more conservative state, so finding someone in my local area that wasn’t already out and more importantly discrete was going to be a challenge.
That’s when I discovered a fairly popular online chat room (this was before smart phones and apps) that I could essentially list myself as available.
“18 y/o bottom, small cock, can’t travel will host, in search of master/daddy” is what I spammed from my account, aptly named “MIbttm”.
I would login everyday I could. Spamming the chat with my willingness to have my anal cherry popped by any random guy I could.
I had many men message me, asking where I was located, what I was into, and could I throw on a Skype show for them before. All to which I obliged.
I wanted an older guy. I’m not sure why, something about someone older than me holding down my soft white body and shoving their throbbing purple head in my ass while I moaned like a little bitch just got me going. They’re big balls smacking into mine while my tiny cock bounced with each thrust.
I would Skype for random guys and finger my ass and jerk off for them, however I never got anyone from my state let alone my area. That is until one June morning.
I logged in to the site, spammed my message over until the little message box pinged with a red one. I opened it and read the message
“What part of Michigan?”
I replied with my town
Quickly I saw a reply
“ASL? Stats”
“18, M, Town. 5’5 140 5 inches…you?” I quickly replied.
“56,M, town near by, 6’0 210 7 inches, Skype?”
I was excited at this point. I logged on Skype and sure enough I had a friend request from my knight in shining armor to come save my ass from a life of virginity. We would talk more, mainly him trying to ensure I was indeed 18. Once he was comfortable with the fact I was indeed who I said I was and 18, he said “get naked and jerk for me”
I stripped as he said, turned my camera on and presented my tiny hairy cock, shaved asshole and naked body. He would then go on to direct me to stroke or finger or slap my balls until I came. Then he would make me do it again.
And again.
And again.
Once he was satisfied he would tell me to be on same time tomorrow.
I would oblige.
For a week straight I would login, often to him waiting on me and I would stroke. I asked him when I could finally meet him.
“Today, around 1:00 PM, I’ll be there, I’m going to bring some things to stretch your ass. Make your ass clean, shave your little clit and be waiting outside for me”
I quickly shaved and cleaned and shaved some more. I put on a pair of kickboxing shorts that could slide off easy or you could reach up easy.
Around noon I logged back in and asked if he was still coming.
“Can I come a little earlier, I’m almost at your house?”
“How far away?” I replied.
“5 minutes. Ok?” He typed.
“Yes I’ll be waiting” I typed nervously.
As excited as I was at this point, I was equally nervous. I had never seen another dick in person. I had never been with another guy ever in my entire life! I had slept with 1 woman at this point and she was my ex. Hell, she was the only one who even knew I wanted to try my curious side out!
I waited outside in my shorts and shirt, smoking a cigarette when down the side of my yard, a huskier man with greying unkempt hair came walking down the side.
I expected a nonchalant shyish exchange from him. Instead he said quite loudly “Are you ready to get fucked?”
I gasped, dropped my cigarette and kinda laughed. I sheepishly said “Yea”
To which he replied “Well let’s go before we get caught”
I escorted him into the basement and closed the door. Before I could turn around he said “Let me see your tiny cock”
I slowly grabbed my shorts and hesitated. He grabbed between my hands and pulled down quickly, exposing my freshly shaved tiny cold cock. With his other hand, he cradled both my cock and sack in his hand, squeezing and releasing.
“Sure is small, you’d make a pretty girl, want to see a real cock?”
I blushed, embarrassed by the comment and shook my head “yes”
“Get on your knees” he said as his cock came into my purview.
I got in my knees, with a semi hard cock in my face.
“Oh wait” he said
“I have to grab your lube from my car”
He hiked up his pants and jogged on my basement door.
I started to panic, pulled up my shorts, but kept one hand firmly planted on my cock, grasping and rubbing nervously. I was trying to figure out a way to get out of this.
“Could I commit to forever changing my life? What if I hated it? What if I loved it? If I loved it would I give up women the rest of my life?” These thoughts rushed through my head.
He returned a minute later, told me to get naked and on my knees.
I committed. Pulling my shorts down to my knees and my shirt off, my skin pulsing with goosebumps. I slowly got to my knees, shuffled closer and looked up. He smiled with a big grin as he pulled his pants and boxers down to his feet, once again exposing his semi hard cock, thick purple head and pulsating shaft. It curved to the left.
“Ready to suck your first cock little girl?” He said almost shaking with laughter.
I nodded, grabbed his cock with my left hand, and opened my mouth, sticking my tongue out as if I was taste testing a new treat. My tongue made contact with his hole and to my surprise, I didn’t hate it. I swirled my tongue around a few times and this is when I found he was anxious. He grabbed my head and said “Put it in”. I opened up wide and took his manhood as deep as I could go before my gag reflex kicked in. I immediately spasmed. He took his hand from the back of my head to my chin, ready to coax and nurture me.
“Just do the best you can, this part won’t last long, put your hands to your side, you can’t touch yourself until I say so”
With his cock in my mouth I tried to nod as best as I could, somewhat calm. My hands dropped and grabbed my ankles and I started to move my head up and down his shaft. To be honest I didn’t really know what I was doing but the occasional “mmm” and “yes” gave me confidence to continue being a mouth puppet.
I popped his cock out of my mouth and let some of my spit make a bridge between my lips and his head. I grabbed my ankle and licked up and down the shaft, meeting his sack on both sides and sucking his nuts into my mouth.
After about 10 minutes of this he ushered me to standup. He rotated my body around and bent me over.
“Grab your ankles” he demanded. I did so like I was trying to earn his trust. He split my cheeks and giggled “So pink” under his breath. I heard him ruffle around a store bag and heard unscrewing and the sound of something being squeezed. I felt a cold liquid touch my tailbone and ooze its way down between my cheeks and onto my nuts. He quickly followed with a finger and spread the lube around my hole and up and down my cheeks.
I felt him move closer to me and he grabbed my shoulder with his left hand and presumably his cock with his right.
“Are you ready honey” he whispered.
“Mhmm” I said shyly.
There was no hesitation as he started to press his manhood against my tight pink hole. I gasped, which must have loosened me up. He took the opportunity to shove fast deep inside of me.
There were no slow strokes to break me in. He went all in, fast but not hard. It was as if he wasn’t trying to ruin this for me but still wanted to take control over me.
For whatever reason or another, once I started to explore this new found fantasy of being a puppet to another man, whenever I would think about it or even go as far as jump on camera for another man my cock and sack would shrivel up. Maybe it’s my body’s way of admitting my place as a bottom. My cock and balls were never big to begin with when I wasn’t aroused, and it seldom got big when I was aroused. But when he would press his cock into my now non virgin ass, his nuts would slap the tip of my cock. My balls had retreated back into my body. He was aware of this too as he would repeat “That’s a good girl” or “Don’t rub your clitty yet baby”
After a few minutes of me bent over standing up, he grabbed me and took me to the other side of the couch and layed me on the floor. He spread my legs and inserted himself into me. He grabbed both my hands and placed them above my head and started to fuck me roughly across the floor.
“You’re such a good girl, such a pretty little girl” he whispered in my ear, sometimes licking or kissing it.
He pounded away, my clit bouncing haphazardly, leaking precum. Over and over and over until his knees and my back had a small carpet burn.
“Get up, I want to finish” he groaned, still pulsing inside of me.
I got up and he took me to an ottoman, laid me down and propped my legs over his shoulders.
“Guide daddy’s dick in bitch” he demanded. So I did, nervous that I was about to take a load of cum in my ass.
He slid in easy and began his final push. Harder and faster and faster even more. I looked up at him and I felt a strange sensation of peace and dare I say love. I begged with my eyes, “Can I touch my clit”
He nodded and my hand went to my clit. It was hard to grab as he was thrusting in a way it was hard to grab on to. I finally caught the little thing and started to stroke. I stroked the way he instructed me Skype all week. Pointer finger and thumb. I managed to stroke myself good enough to get hard. This is when I fully committed to what was happening to my body.
“Do you like it when I rub my clitty daddy?” I said in a higher octave then I normally speak
He smiled and nodded, clearly focusing on getting ready to make me his bitch.
I stroked to the rhythms of his strokes, my ass opening and closing around his thick cock. I could feel a mixture of precum and lube sliding down my ass cheeks.
He was close but didn’t have the hold on me like he wanted. My nuts had migrated fully into my pelvis at this point just like the girl he wanted. So he grabbed what he could of my scrotum and started his last strokes. Hard, harder, harder we both stroked. My ass sucking him back in until I clenched and I felt his thick load shoot inside me. His manhood twitched a few times and then stopped, ensuring every last inch of cum was deep inside me.
He looked at me still stroking and slowly pushed in and out of me until I came so hard some of it landed on my chin.
He pulled out of me and started to get dressed as I laid there naked, my hole gaping and dripping cum and my chin, chest and stomach having small rivers of cooling cum run down the sides.
He finished dressing, rolled my cock between his fingers again, kissed me on the head and said “See you on Skype tomorrow” and he left.
I played for him a few times after that but he never came and fucked me again. I was left yearning for cock in secret.
Until I logged onto that well known chat room and started searching again.