Straight Male / 52
Sorry for this being so long.
I was at a charity event show a friend invited me to. When I go there he introduced me to a friend of his who volunteered there to serve drinks. After we met and she brought me a drink I noticed she kept coming over to say hi and talk. She told me that she just moved here from Florida, was 21 and was going to one of the local colleges. She was really sweet and part way through the night I noticed she was stumbling in her heels and told her to sit down and take a break. She sat down, on my lap. She was still unsteady so I put my arm around her waist and she leaned into my chest and told my friend that I was being so nice to her. She was wearing a very short skirt and a corset that showed off her boobs and my friend wanted to take a photo of me gawking at her boobs. I told him it was inappropriate for me to stare at a women's breasts who was less than half my age. She said its fine for me to look at her boobs and she wants me to but I made sure we just took a nice photo. She came over several times during the night and sat on my lap and just talked. At the end of the night she came over and I gave her a foot massage and had to ask her a couple times to close her legs like a lady because I was not there to look up her skirt. She told me again that its okay for me to look if I wanted to. Okay so by this time I'm thinking she is an escort.
My buddy came over with a bunch of people who were in the show and said they were going out and invited me along. I thanked him for inviting me but said he should head out with his friends. By this time the girl in the corset said she really didn't want to go out either and would find a ride home. I offered to give her a ride home and she wanted me to come in and meet her roommates. She brought me into the house said they should be home anytime and put on some coffee and asked me to untie her corset so she could change. The corset slipped down and her tits popped out. She just smiled, said Oops and went into her room. I poured two cups of coffee, put some sugar and milk into little bowls and sat down in the living room waiting for her. She came out in pajamas and sat on my lap again and kissed me. She said she's been wanting to do that all night. She said I could do anything I wanted to. Again I thought she was a hooker now.
I kissed her back and said she was very nice but brought up the age issue. She said she doesn't care about age, that my friend told her about me, that I was the nicest guy she's met since she moved here, and that she really liked that I didn't try to get in her pants the first 5 minutes that I met her. She kissed me again, I kissed her back and she put my hand on her breast. I gave it a nice squeeze and it was very nice. She took off her pajama top and again said I could do anything I wanted to. I kissed her breasts and said I would like to but I was afraid to get involved with a woman as young as her. I hoped that if she was an escort this would make her bring up some money. She didn't, she slipped off my lap, took my hand and took me into her bedroom and we spent the night together.
We met for lunch the next day and she was still full of energy and really happy to see me. She said she wanted to keep seeing me and I said I would consider it but I'd like to take her on a real date first. I'm taking her out dancing and for dinner this weekend.
I know our age difference is going to be a huge issue but I'm going to try and enjoy it while it lasts.
I was at a charity event show a friend invited me to. When I go there he introduced me to a friend of his who volunteered there to serve drinks. After we met and she brought me a drink I noticed she kept coming over to say hi and talk. She told me that she just moved here from Florida, was 21 and was going to one of the local colleges. She was really sweet and part way through the night I noticed she was stumbling in her heels and told her to sit down and take a break. She sat down, on my lap. She was still unsteady so I put my arm around her waist and she leaned into my chest and told my friend that I was being so nice to her. She was wearing a very short skirt and a corset that showed off her boobs and my friend wanted to take a photo of me gawking at her boobs. I told him it was inappropriate for me to stare at a women's breasts who was less than half my age. She said its fine for me to look at her boobs and she wants me to but I made sure we just took a nice photo. She came over several times during the night and sat on my lap and just talked. At the end of the night she came over and I gave her a foot massage and had to ask her a couple times to close her legs like a lady because I was not there to look up her skirt. She told me again that its okay for me to look if I wanted to. Okay so by this time I'm thinking she is an escort.
My buddy came over with a bunch of people who were in the show and said they were going out and invited me along. I thanked him for inviting me but said he should head out with his friends. By this time the girl in the corset said she really didn't want to go out either and would find a ride home. I offered to give her a ride home and she wanted me to come in and meet her roommates. She brought me into the house said they should be home anytime and put on some coffee and asked me to untie her corset so she could change. The corset slipped down and her tits popped out. She just smiled, said Oops and went into her room. I poured two cups of coffee, put some sugar and milk into little bowls and sat down in the living room waiting for her. She came out in pajamas and sat on my lap again and kissed me. She said she's been wanting to do that all night. She said I could do anything I wanted to. Again I thought she was a hooker now.
I kissed her back and said she was very nice but brought up the age issue. She said she doesn't care about age, that my friend told her about me, that I was the nicest guy she's met since she moved here, and that she really liked that I didn't try to get in her pants the first 5 minutes that I met her. She kissed me again, I kissed her back and she put my hand on her breast. I gave it a nice squeeze and it was very nice. She took off her pajama top and again said I could do anything I wanted to. I kissed her breasts and said I would like to but I was afraid to get involved with a woman as young as her. I hoped that if she was an escort this would make her bring up some money. She didn't, she slipped off my lap, took my hand and took me into her bedroom and we spent the night together.
We met for lunch the next day and she was still full of energy and really happy to see me. She said she wanted to keep seeing me and I said I would consider it but I'd like to take her on a real date first. I'm taking her out dancing and for dinner this weekend.
I know our age difference is going to be a huge issue but I'm going to try and enjoy it while it lasts.
