My First Time 341

This is the story about my first exposure to my submissive side as well as my bisexual side.

It was Halloween in 1976 and I completed high school a couple months and just turned 18. I had also just enlisted in one of the services and was slated to go to boot camp in January. At this time of my life I was under 6' tall and weighed about 140 lbs. I was a very late developer so I was just starting to go through puberty and was often teased by the other guys in gym about my lack of pubic hair.

My girlfriend of several months and I believed that we would be able to manage the long distance relationship since she still was heading off to college on a scholarship and planned to take advantage of the time we had before I left for boot camp. We had been invited to a Halloween party and my girlfriend said that she had just the outfits for us - she was going to wear my baseball uniform and I was going to wear her cheerleader uniform. I thought I would just slip the little skirt and top on and that would be it but she wanted to go all out and win the door prize for best costumes.

My older cousin had come into town to kind of watch the house because my parents had to attend a convention in northern Florida. He was a cool guy so I wasn't too concerned about making my curfew later that evening.

That afternoon my girlfriend picked me up and as I headed out the door I told my siblings to have a good night trick-or-treating. As soon as I got in the car, my girlfriend laid a very passionate kiss on me and began telling me what a good time we were going to have. We drove to her house to get ready for the party and as soon as we got there we headed for her room. I put my baseball uniform on the bed and noticed that she already had the cheerleader uniform laid out. After shutting the door she said that before I got dressed I needed to get all the hair off my body so she lead me to her shower and gave me instructions on how to the little bit of hair I had. When I finished she patted me down with powdered perfume. I couldn't help myself and was hard as a rock. I remember my girlfriend telling me that cheerleaders don't have hard-ons and that I needed to take care of that. So, I jacked myself off while she watched.

By the time I came she was all dressed in my baseball uniform, including black-out under her eyes. She turned her attention to me and had me step into her silky cheer spanks which sent shivers up my spine. Next she had me slip the little skirt on followed by her putting the little top on. I can remember her stepping back and smiling at me. She then lead me over to her vanity and I was kind of confused because I thought it was just wearing the uniform. She quickly let me know that she was going to put makeup on me as the finishing touches. I sat in the chair as she went to work.

Makeup complete, my girlfriend told me how pretty I looked and that she was so turned on but that we had to go. Grabbing my hand she lead me out the door to her car and off we went. We drove out of town and by the time we got to the party there were already quite a few people there. My girlfriend lead me by the hand inside the house where there was a keg and loud music. I noticed that there were several people dressed as girls but none of them went to the extent that my girlfriend did. We were a huge success and although we didn't win the best costume, we had a good time.

It was quite late, way past my curfew, so we loaded up in the car and my girlfriend drove me home. After making out for a few minutes I headed inside to find my cousin sitting on the couch watching TV. He looked up and got a huge smile on his face but it quickly faded. My cousin started in on me about it being way past my curfew and that he could tell that I'd been drinking. I tried to deny it but he wasn't giving in. He got up and walked over to me, standing real close, and said that if I did something for him then he would keep my secret from my parents. I didn't want to head to boot camp on my parents bad side so I agreed.

He told me to follow him and lead me to the bedroom he was staying in. After shutting the door he told me to put my hands on my head and not to say a word. As soon as my hands reached me head I could feel him pressing up against my back. His hands worked their way up my hips to my nipples where he grabbed my chest, pinched my nipples, and pulled on them. Several minutes later he told me to take the top off and when I did his hands were right back on my nipples. I could feel the pinching but I could also feel him pressed against my back. What I didn't notice was that my little hairless cock was now hard as a rock.

Time passed and he told me to take the skirt off so I did as he said, sliding it down and stepping out of it. Now there was no where for my little cock-clit to hide. Again he smirked and told me to turn around. I did as instructed and waited for a couple minutes before I felt him pressed against my back again only this time something slipped between my legs - it was his hard cock.

His hands caressed my chest again but didn't stay there long before he worked his way down to my cock-clit. It felt so good to have him rubbing me through the silky spanks. I could feel him rocking back and forth while he stroked me and even though he was behind me, his cock was still longer than mine.

A couple minutes passed when he removed his hand and stepped back removing his cock from between my legs. He commanded that I take the spanks off so I slid them down my smooth legs bending slightly in front of him when I moved them past me feet. When I stood back up he told me to put my hands behind my back and when I did he grabbed my wrists with his big hands. He lead me me over to the side of the bed and while holding my wrists, used his other hand to bend me over the bed. He removed his hand and my mind was a blur. I could feel him stroking his cock and it had some kind of lube on it. Still hold me in place I felt his balls against my hole as he began sliding his cock back and forth.

Minutes passed when he told me that he was going to let go of my wrists but that I wasn't allowed to move my hands. I agreed and he immediately moved both his hands to my butt cheeks. I felt him squeezing them together as he used them to jerk himself off. Within minutes he started grunting and I felt him cumming on my back and hands. He seemed to cum forever and it felt like my entire back was covered with his cum. When he finally finished he told me to stay still. I complied until he finally said that I could stand up. When I did I felt his cum run down my ass cheeks, between my cheeks and over my hole and between my legs. I was told to turn around when I did he had his shorts on. I remember holding my cum covered hands in front of me when he told me to lick the cum off my hands and to make sure it was sexy.

I had never tasted cum before so I tentatively stuck my tongue out and licked a bit from my fingers. It wasn't too bad so I slowly inserted my fingers into my mouth and licking between in fingers. Smiling at me while I was cleaning my hands, he told me that he was looking forward to having me lick his cock like I was licking my fingers.

My cousin then told me that I'd better get to bed so I picked up the cheerleader uniform and headed to bed. As soon as my head hit the pillow I was out.