My Escapades as a Sissy Sub #1

It started innocently enough.

When I was watching porn I’d just fast-forward through the warm up with the girl. I just want to get to the action, I told myself. Here’s the truth: I just wanted to get to the cock. That big reveal moment when the girl unzips some really hung dude and a cock springs into her face.

This story is about my first time actually doing something about it when I was 19 years old.

I made a profile on one of those adult dating sites for men and started talking to this older guy (50s) named George. It didn’t take long for him to convince me that he wasn’t crazy. About 2 days later, I was driving to his place with my heart thumping in my chest. I was terrified, but I knew I had to try. I walked up to his house and knocked on the front door. I felt like such a slut. Here I was, going to another man’s house to play with his cock. George opened the door with a smile trying to make me feel at ease. He asked me a little about my life and tried to get me comfortable as we sat on his couch.
His arm moved to my leg and started massaging.

“Is this okay?” He asked. I nervously replied that it was.

“Can I kiss you?” Yeah. The kiss wasn’t bad, but I can’t say I enjoyed it that much. The kiss did embolden me enough to move my hand to his crotch where I felt my first cock. George was wearing sweats and it was easy to massage his bulge through them. Just touching another cock sent electric bolts through my body and I immediately started getting hard.

“ohoho” George laughed, “I can see what you want”. He said as he noticed my cock instantly start to inflate, “you want some cock, don’t you?”

“Yes!” I blurted out. “Can I suck your big cock?” I could hardly believe myself. Had I just said that? It felt relieving.

“You sure can” said George.

I immediately tugged at the waistband of his pants to reveal his cock. It was fully erect, circumcised and maybe 6 inches long. I immediately bent over and put it in my mouth. It felt right, to be bent over and pleasuring a hard cock. I was in heaven. Suddenly George started to get up with his cock still in my mouth. I sucked him a little more while he stood in front of me and I sat. Then he suggested we move to the bedroom.
I stripped down and he did the same. Unceremoniously, he pushed me onto my stomach and mounted me. I felt his cock at the entrance to my hole, and I was hard as a rock. He pushed into me rather roughly and I moaned. I could hardly believe how much it hurt. Soon, he got a rhythm going and it started to feel good. I mean really good. I came from the friction of my ass getting pounded.
When he saw what I had done he laughed and called me his slut. I guess I was. Soon after he grunted and shot his load down my ass.

Experience #2
My next experience took place a few months later. I was somewhat of an aficionado when it came to sissy sites on the net. I used to rub myself off to those sites that promise to make you a sissy if you come to them. Well, I got up the courage to email one and I sent them some pictures. They liked what they saw and I soon was on a bus off to the town where they lived with butterflies in my stomach and a raging hard on the whole time.

I ended up walking about 20 minutes from the bus stop to their house. It was a ranch style house in a non-descript looking neighborhood. I felt so naughty and excited walking up to the door. I didn’t bring any luggage, per instruction. Everything was to be provided for me here.The person who greeted me at the door told me his name was Ron and he took hold of my hand and led me to the couch. Ron was fairly tall and in good shape, and about 45 years old. There was one other guy on the couch who turned and smiled at me as we walked in. He was a little bit older with a bit of a belly but he looked like a really big and tall guy, even sitting down. He introduced himself as Rex.Ron led me over and sat down, patting the empty space between him and George to indicate my seat.

As I sat down I immediately felt a hand on each one of my knees.We chatted for a little while like that. They kinda took turns asking me general questions about my life.
“Do you like cock?” Ron suddenly interjected?

“Yes” I shyly replied with a not-so-subtle glance at first Ron’s crotch, and then Rex’s.

“Well, why don’t you take off your clothes for us” he replied.

I stood up and first peeled off my long sleeve shirt. Rex whistled appreciatively and asked me to spin around. As I did, he grabbed hold of my ass. It surprised me to feel his big hand engulfing half my ass, but in a good way and I immediately felt blood rushing to my little cock.I had never done anything like this before, but I tried to be sexy as I unbuckled my belt and slid my jeans down to my ankles. I again turned around in a little circle to show off my ass and as I did so I felt both their hands squeezing my buttocks and murmuring appreciatively. My cock was so hard it was almost burning. I bent over a little further to stick my ass out and I felt one of the hands move up the waistband on my underwear and pull it down over my buttocks.

Here I was, letting two strange older men fondle my naked ass, I thought. I had to admit, I loved it. What came next surprised me.Both hands left my ass and as I turned around I saw that both men had sat back on the couch.I turned to face them as Rex said “Nice”, to Ron, “but she needs a shave”It felt odd to be addressed and spoken about in such a degrading manner, but it also made my cock twitch. I itched to touch it and jerk off.Ron nodded back to Rex and then turned to me and barked a laugh upon seeing my cock twitch.

“She doesn’t need any lesson in eagerness” he laughed.

I was being referred to as a girl, and I loved it. With that he grabbed my ass and pulled me forward so I was leaning on an incline between the two men and he grabbed my dick firmly in his fist and started to jack me off. I couldn’t believe how good it felt and I gasped in pleasure. I soon felt Rex’s hand start fondling my ass, his finger circling my hole. I don’t know how long I lasted but I doubt it was more than a minute.

“I’m going to cum!” I gasped.

“Hold out your hand to catch it when you squirt” Rex said.

I did as I was told and held out my hand as Ron’s firm hand made me ejaculate.

“Now clean up after yourself like a good girl” said Ron.

I knew what he meant, and I tentatively licked my cum off my fingers. As I did so, I noticed the bulges in both men’s pants. I felt so dirty and horny that my dick didn’t even go down. Rex then informed me that I needed to be waxed, and that he knew a guy. They said payment had already been arranged. Next, I was given a pair of pink panties to put on. That was all I was given, and my hard cock clearly showed through them.
Both men got up and beckoned me to follow. We walked through a door in the kitchen and out into the garage where we got into a car. We only drove about 5 minutes to another little ranch house with a sign out front advertising body waxing. I was nervous to get of the car in only my panties, but Ron and Rex just laughed and told me to run. I did so, and I could hear their whistles as I ran to the front door and knocked. For an agonizing few moments I waited for the door to open in just a pair of panties and a hard cock. When the door did open, I immediately stepped inside.

“whoa, whoa” said the man who opened the door.

“They did tell me you were eager. My name’s Mike” He said. I tried my best to smile up at him and as I did I noticed his large and burly frame.

“looking sexy!” he said as he grinned at me, “now lets get that hair off and turn you into a nice little slut”.

My cock twitched again at his words. I stripped off my pink panties and laid down on the table, facedown. I felt him slathering warm wax over my arse, followed by a tug and pain. It hurt like hell. I lost my boner pretty quickly, but I got through it. When he was finally finished he told me to stand up and look in the mirror. My god I thought, as I turned around checking out my smooth hairless ass. My hairless little cock instantly started inflating.

“so” I said as I turned to Mike, “how do I pay for this?”

He just grinned and placed a hand on the top of my head to gently push me down to my knees in front of him. I didn’t need any further encouragement. I undid his belt and pulled his jeans to the floor, revealing a pair of briefs with the clear outline of what looked like a big cock visible. I rubbed his shaft through the briefs before reaching up the right pant leg and grasping his cock with my bare hand. It felt so good to have my hand there that I let out a little sigh and I felt my cock jump.I pulled his briefs down and, placed my hands behind my back, and licked up and down his shaft.

“God you love this, you little slut. Look at how hard you are!” he said as he flicked my cock with his foot.

“now suck this cock!” he barked.

Immediately I placed my head on the tip and began bobbing back and forth, letting some drool fall as I did. Soon, Mike was matching my bobbing with thrusts of his own and looking down at me with desire in his eyes. Suddenly, he grabbed my head and forced it still, his cock still halfway in my mouth, and began thrusting in and out. I almost gagged a few times but my hand, seemingly of its own accord, moved to my groin to begin jerking myself off. Mike was moaning now and I could tell he was close. His strokes became more erratic and soon he began to cum. The first spurt was all in my mouth and for the rest of his orgasm he pulled out of me and came on my face. I was so enraptured with his orgasm that I didn’t cum myself.

“nicely done!” I heard Rex’s voice from behind me, “You look cute with cum all over your face” he said.

I didn’t know how long he had been standing there, but the bulge in his pants indicated he had seen enough.

“why don’t you clean Mike up a little and then I’ll drive you home”.

I was still on my knees, so it was easy to move my head to Mike’s semi-erect cock and like a good slut I cleaned the cum off his dick with only my mouth.

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