Saturday, June 5, 2010
My First Boyfriend
I grew up knowing that I was different and early on I always tended to be a bit more domestic. I wasn't necessarily effeminate, but I did dress in my mother and sisters clothes from an early age.
The Summer I was getting ready to enter high school a family moved next door. They had a son who was going to be a junior and by all accounts he was an absolute football stud. "Jack" was 6'-3", 195 and was a Division I prospect. He was a nice guy too and attracted alot of female attention too.
Being neighbors I saw him alot and he was generally pretty friendly towards me (especially since I was't athletic). One day we we at his house hanging out and he brought out some of his Dad's Playboy and Penthouse magazines. Naturally the talk turned to sex and as that stage I was a virgin and had only begun to think about having sex. Somehow in our discussion I mentioned that I had dressed as a cheerleader for Halloween the previous year.
Jack looked at me curiously and said he would love to see me dressed as a cheerleader for him. Since we both were home alone during the days I didn't see any harm in indulging him.
My older sister had been a cheerleader and since I was pretty small (5'-6, 145) I could wear all of her clothes.
To my surprise Jack was very impressed by how I looked dressed and instead of making fun of me he actually encouraged me to put on some of his mothers lingere for him.
I felt so naughty and sexy getting dressed and I can still remember the charge of putting on his mothers eyeliner and mascara at her makeup table. When I was all dressed Jack came over and sat on the bed at told me how pretty he thought I was.
He leaned over and kissed me and I thought I was going to ejaculate from the excitement. We kissed for a good solid hour and then he pulled his cock out of his pants and asked me to give him a hand job.
I was only too willing to do what he said.I was so aroused seeing his hard cock that I did as he instructed and stroked him to a very hot orgasm. His cock shot a big hot load of semen all over my hands and he told me to be a "good girl" and lick his cum off my hands...........I did with lust. He kissed me and said he wanted me to be his "special girlfriend"
I was so aroused by the thought of any kind of relationship with this stud of a guy I knew I was going to be his "girlfriend" for the immediate future.
The next day I went to his house at 9:00am and then and there I gave the first blowjob of my young life.
The rest of the Summer any time that he wasn't practicing football I was at his house getting all dressed up for him and on my knees sucking his cock.
I learned what aroused him and as you know a virile 17 high school stud is horny all the time. I easily gave him 5-6 blowjobs a day.
I began to become a very accomplished little cocksucker and Jack was as sweet a boyfriend as a girl like me could have ever asked for. I loved to please him and I would suck him for hours on end.
As you might imagine what started out as handjobs and blowjobs eventually led to full blown sex and I a very willing partner. Jack's 7" cock was thick and oh so full of semen all the time and I just wanted to be his special girl.
Jack and I fucked bareback from the start and I had my first anal orgasm with him.
He could be gentle and until I asked him to be rougher with me he was the perfect gentleman. He was also just as horny as you would expect a 17 year old guy to be and he could blast 5-6 loads of cum a day into my waiting mouth or ass.
We saw each other for the remaining two years he lived in town and we stayed in touch for a while even after he left to a major university to play quarterback.
Jack was the first love of my life and I still think of him very fondly.