It was on my 16th birthday that this happened. My brother was the one responsible for the gift. He was 19 at the time and was still living at home with us.
It happened right after getting home from school on my sixteenth birthday. My parents and big brother were all at work. I no more than got home and the door bell rang. I went to the door and opened it. There stood Linda, a girlfriend of my brother. I told her Larry, my brother, wasn't home. She just smiled and said she knew that and she handed me a card. She said to read it. It was a birthday from my brother. In it he had a note added saying he was 16 once and knew how it was for boys at that age. It went on to say that Linda was there to give me a 'little massage' and to enjoy it.
I looked at Linda after reading the card and she asked, 'May I come in'? I stepped back and let her in. Linda was a stripper at a local strip joint and she had one fantastic body. She walked ahead of me as we headed to my room and I was getting an eye full of her beautiful sexy legs. We got to my room and Linda told me to lay down on the bed. I did and Linda came over to me and took off her top! She bent down over me and said 'Go ahead. Feel them. I know you're dying to'. I started feeling and playing with her tits. She then stood up and reached down and pulled her short skirt up. She wasn't wearing panties and next thing I was doing was laying there looking at a shaved real live pussy for my very first time! Linda again said to me to, 'Get a good feel of everything.' I immediately reached over ran my hand up between her thighs and finally to her pussy. I ran my fingers up and down the slit.
Linda then reached over and undid my pants. I raised up as she pulled them down to my knees. My dick was as hard as a rock and was just about to go off without even being touched. I was so excited. I think Linda knew this and she reached over carefully putting her thumb and forefinger around my dick just below the head. She then gave it just a little stroke and off I went! Rope after rope of cum shot out and landed on my chest and belly. Linda commented 'Look at all that cum'!
My brother knew from his own experience how it was with a 16 year old boy. Wanting to feel a girl's tits and legs and ass and finger her pussy. Wanting to let a girl see and touch your dick and make it cum. Wanting to get in a pussy. He made a dream come true that day. That night when he got home and we were talking about everything, he said 'I knew where your mind was. Exactly were mine was at your age and that is up a girl's skirt'. He was absolutely right!