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Sissy’s First Cock
Sometimes you’ve got a secret thats swollen up inside you and you’ve just got to let it out. From my earliest days I had an affinity for wearing ladies underwear. Living in a small Irish town this is not exactly something that is deemed worthy for public consumption. I tried telling my father once when a program came on television featuring a transvestite character about how that was something I liked to do. It was laughed off as a joke and I decided it was best left that way. In the end my parents didn’t need the hardship and besides as I grew to understand it more there are thrills in secrecy.
Peter was a young man who lived in my estate across a small geen area passed my back yard. My parents didn’t really approve of him because he was a year older than me, he’d been caught smoking and played hookie from school a lot. I guess I had a predulation towards bad boys, though in the grand scheme of things he really wasn’t. We did the things most friends got up to, played football, tussled in the long grass in summer, watched movies had good wholesome fun. Then one day, I found some video tapes hidden behind the grandfather clock in my living room. I thought it odd that movies could be hidden from me so seeing as how I was alone I put one on to see what treasue I had discovered. Oh, what treasure I had discovered. It was a blue movie by the name of LIittle Miss Curious. Not a classic but once I got passed the poor sound and vision I discovered parts of the human anatomy I had not seen before. It was too much on first viewing so I rewound the tape back to the place I found it and put it back behind the clock. I would grow more comfortable with things and return to the spot. There were three tapes. Desperate Women a prison picture and Dirty Tricks a sleazy hollywood tale. I know these titles well beacause I would slowly make my way through each of these movies over the next few years. A lot of the time, I would dress up like the girls and act out their parts using whatever I had around me for toys.
Now I had this treasure trove so it was only right that I would share it with my good friend Peter. I told him about it at lunch in school and we planned to watch one the next Saturday while my father was at work. So when Saturday came, I waved my father off and waited for Peter to come over. When he did, we excitedly drew the curtains and I put on one of the movies. We then sat in awkward silence watching the film sitting side by side on the couch. We hadn’t considered the fact that it might be odd for the two of us sitting aroused in such close proximity. And having a brief glance downward it was clear to see that Peter was aroused. He had a rather impressive tent pole going on his trousers. After a minute he spoke,
“Do you ever jerk off?”
“Sometimes”, I replied.
“I do it alot”, he said “I’m always horny”
This was very graphic conversation for our time and a flicker of a thought had entered my mind. He got there before me.
“It would be alright for us to jerk off together, right?”
I concurred, but I did have one dilema. Under my clothes I was wearing my favourite white satin panties, bra and pull up tights. I had at certain point started wearing them under my regular clothes every weekend and this Saturday was no different. I started a delicate process of taking my pants and panties down together as far as my upper thigh and hoped he didn’t notice the abnormal sheen of my underwear. He just dropped his pants down to his ankles and when I saw what he was packing my jaw dropped too. It was a beautiful cock. He had a small mound of blonde pubic hair behind a thick shaft and a strong purple helmet. I was fortunate he didn’t catch me staring. He was definitely into the movie tugging at his powerful member in bursts. He told me how he would stop himself from cumming to make the pleasure last longer. He said it gave him filthier and filthier ideas. I was getting some ideas myself. As we continued to play with ourselves we talked about how much we wanted sex and how far away we were from that ever happening. As the heat rose and after declarations of fucking anyone just to have sex I blurted out
“You could fuck me!”
Another awkward silence, I decided fuck it, its already out there. I stood up pulled my panties back up over my drooling cock and took off my regular clothes and stood before him exposed. Feeling so, I tried to hide my eyes behind my medium lenght brown hair as my tight hairless body stood before his gaze in matching white bra and panties with white hold up tights. Now his jaw was in the floor.
“You’re a sissy”, he said.
“I guess I am” I replied.
You could see the questions zipping through his mind but I could also see his cock was still standing to attention. With his next words I knew why.
“You actually do look like a girl if it wasn’t for that dick sticking out like that… Would you really let me fuck you?”
I smiled and said yes.
“How about doing that?” he said pointing at the television. The lady on the screen was rather deleriously giving a blowjob.
“I can try”, I said nervously.
With that Peter stood up while I kneeled down before him and first came eye to eye with his magnificent cock. It hadn’t dropped once during this encounter. I reached my right hand up and ran my fingers along the head. He trembled. I wrapped my hand around his manhood gave a light squeeze and tugged.
“Thats it” he said,”More like that.”
I pulled on his dick a little longer before sticking out my tongue and licking the tip for the first time. The pre cum tasted bitter but as he quivered in delight I knew I was doing something right. I then held his cock upright and ran my tongue all way from his balls along the shaft up to the head and from there wrapped my lips around it and started to take it in my mouth. Peter was moaning with approval and by this stage my own panties were soaked with my excitement. It took me a while to come to terms with breathing through my nose but like trooper I perceveered and got the hang of it. Peter was certainly enjoying himself as he started talking dirty to me. Telling me how good my mouth feels and to “Suck it bitch.” Feeling a bit cheeky I decided to slide my free hand behind his leg to squeeze his ass. I worked my pinkie to his tight little hole and gave it a gentle massage while I continued to stroke and suck him. I was taking to this quite well. Then suddenly, his whole body tensed up. He let out a deep moan as a felt a sudden burst of semen smack the back of my throat. Surprised by this I removed his cock as it continued to spurt creamy white jizz over my lips and cheek. I could feel the warmth on my face and was starting to reflect on my achievement when I felt Peter’s strong hands grab my shoulders and push me to the ground. He then pulled his trousers up and ran out the back door calling me a faggot on his way out. I was surprised by this but would later understand that it is a lot to take in. I stood up wiped the cum from my face and started cleaning up. Later that night I lay in bed coming to terms with what I had done, if thats what its like to be a faggot, maybe I like being one. Peter would be back. And I can be very forgiving.