All my live I have had a little thing for older women. It all started when I was 15. I had a paper route and would shovel snow for some of the single ladies, or old people on my route. For about 6 months I had a little thing going with a 22 year old lady renting a house on my route.
By 16 I was working for a restaurant, and one of my jobs there was to make deliveries. That's when I was introduced to my first sp. Pretty much every Tuesday night I would receive a bbbj as part of my tip.
At 18 I was working at my buddies parents hotel and having a wild affair with the hotel book keeper. She was 38 and married, and we use to use one of the hotel rooms a couple of times a week.
At my age I really didn't think I would be hooking up with a lady older then myself again. However last week I was in Calgary and decided I would check out the local talent. Backpage and Craigslist is pretty much the same as Winnipeg, so I took a pass. I found myself back on one of my favorite sites which is AFF. I quickly found an ad. saying mature attractive lady looking for a mature attractive, generous male. Okay so I've been around long enough to know what the word generous means. So I made contact with her and she told me she was 54, 5-7, 120, very short blonde hair, and very darkly tanned. She also said that she was into high level cycling, spin cycling, and swimming. We chatted for about 30 and decided we would meet. So she gave me the address of where she was staying and we decided to meet in one hour.
One hour later I pull up to the address that I was given and standing out front was a older lady in a cute little sun dress and heels. She was very darkly tanned, and had very short blonde hair so I pretty much figured this has to be the lady I was there to meet. So I pulled up and asked her if her name was Connie, and she said yes and climbed in the my car. We parked and talked for about 20 minutes and decided that this could be fun. Now I will have to say that this lady reminded me a lot of Holly Ray. Same kind of build, cute slim firm body, however a much smaller chest. So we headed back up to her sisters condo, and decided to have a drink and discuss a little business. That's when she decided to come clean and tell me she was 65. I though maybe late 50's but wasn't expecting 65. However she looked good and I was there. I was quoted 160, for her time and everything could be on the table except for bbfs.
We start off with some LFK, which turned into DFK pretty quickly. Daty was next on the list, and she seemed to be enjoy it. Once she got out of her clothes she was really wanting to show me her oral skills. I can honestly say I didn't last all that long. She headed off to the washroom to clean up and when she got back I was ready for round 2. Round two started off with her on top, a few different positions and 30 minutes later I found myself behind her and look at one tight little booty. I could only hold on for for a few minutes and round 2 was over. We showered up, chatted for awhile and we said our goodbye's. Over all it was a great time. Hope I find her ad. Again.
By 16 I was working for a restaurant, and one of my jobs there was to make deliveries. That's when I was introduced to my first sp. Pretty much every Tuesday night I would receive a bbbj as part of my tip.
At 18 I was working at my buddies parents hotel and having a wild affair with the hotel book keeper. She was 38 and married, and we use to use one of the hotel rooms a couple of times a week.
At my age I really didn't think I would be hooking up with a lady older then myself again. However last week I was in Calgary and decided I would check out the local talent. Backpage and Craigslist is pretty much the same as Winnipeg, so I took a pass. I found myself back on one of my favorite sites which is AFF. I quickly found an ad. saying mature attractive lady looking for a mature attractive, generous male. Okay so I've been around long enough to know what the word generous means. So I made contact with her and she told me she was 54, 5-7, 120, very short blonde hair, and very darkly tanned. She also said that she was into high level cycling, spin cycling, and swimming. We chatted for about 30 and decided we would meet. So she gave me the address of where she was staying and we decided to meet in one hour.
One hour later I pull up to the address that I was given and standing out front was a older lady in a cute little sun dress and heels. She was very darkly tanned, and had very short blonde hair so I pretty much figured this has to be the lady I was there to meet. So I pulled up and asked her if her name was Connie, and she said yes and climbed in the my car. We parked and talked for about 20 minutes and decided that this could be fun. Now I will have to say that this lady reminded me a lot of Holly Ray. Same kind of build, cute slim firm body, however a much smaller chest. So we headed back up to her sisters condo, and decided to have a drink and discuss a little business. That's when she decided to come clean and tell me she was 65. I though maybe late 50's but wasn't expecting 65. However she looked good and I was there. I was quoted 160, for her time and everything could be on the table except for bbfs.
We start off with some LFK, which turned into DFK pretty quickly. Daty was next on the list, and she seemed to be enjoy it. Once she got out of her clothes she was really wanting to show me her oral skills. I can honestly say I didn't last all that long. She headed off to the washroom to clean up and when she got back I was ready for round 2. Round two started off with her on top, a few different positions and 30 minutes later I found myself behind her and look at one tight little booty. I could only hold on for for a few minutes and round 2 was over. We showered up, chatted for awhile and we said our goodbye's. Over all it was a great time. Hope I find her ad. Again.
