My First Real Blow JobBack when I was 16 living with my grandmother, my uncle was staying at the house while my grandmother was away on vacation and he had a couple friends over one night.
One was a woman named Leanne in her early 40's. She was petite, blonde and had a great body for her age. Even though I thought she was attractive, I didn't think anything would possibly happen between us at the time, being the age difference and her being there for my Uncle.
At some point during the night my Uncle called me out of my room and asked if I wanted to have a beer with them, so I took him up on his offer. They were all pretty buzzed at this point and Leanne was already looking at me different than when she first arrived. While we sat and talked my Uncle started bragging to her about my various achievements at that age in my life, and she started to become interested and asking questions. After a while she started calling me a "cutie" and stuff like. Then out of no where asked if I was a "good kisser" to which I could only reply "there's only one way to judge that" and she laughed, but nothing happened at that point.
Later on it was getting late and I was kind of burnt out, so I excused myself and went to bed. I was actually tired, and wasn't even thinking about stroking my **** or anything. After about a half an hour of laying there all of a sudden I hear my bedroom door start to open, and in walks Leanne. She walked right over to my bed and sat down and bluntly said "I was hoping I was going to catch you stroking your **** thinking about me" and before I could even answer she was pulling down my boxers reaching for my **** and leaned over and started sucking me off. It was so hot it didn't take me long to ***, but she didn't stop sucking me and kept me from going soft again. After a few minutes I wanted to try ******* her, but when I reached to undo her jeans she said "we can't **** because I'm on my rag or you'd already be inside me". I was a bit disappointed, but I couldn't complain because she sucked my **** for at least an hour after that.
We both ended up passing out, but I got woken up with her mouth wrapped around my **** again and she got even kinker and pushed my legs back and licked my ******* for the first time in my life. After I came, she got dressed, wrote her number on a piece of paper and said "You better have that hard young **** ready in a few days when I'm done my rag" and left.
We ended up ******* for a few months, until she got back with her husband and cut all ties. Haven't spoken to her since, but she taught me a lot and made me appreciate how sexy an older woman can really be.