Mother And Daughter
However, I do have one experience in my teens that is worthy of confessing, or rather bragging about. My wife does not know about this, only my best friend.
When I was 18 years old, I started dating Carolyn from college. She was an attractive strawberry blonde with big breasts and an ass that could make you cry. She was also my first, and what a lovely first. I was very fond of her.
Carolyn’s mum Helena, and dad were going through a dreadful divorce. Her low life dad had an affair with his wife’s best friend. Helena was the image of Carolyn, only with bigger boobs and ass; she was also one of the nicest ladies I’d ever met. I couldn’t believe any man would cheat of her!!
Sadly, the relationship with Carolyn ended after just over a year, she dumped me and I was devastated. I used to stay at her house sometimes and had left clothes and other things. She was away on a hockey tour one weekend, so I called around to get my stuff. I didn’t want her there, and she didn’t want to see me either.
Helena was so sympathetic, she hugged me and I cried. She said I had been the best thing to happen to her daughter and any girl would be lucky to get a good looking sweet lad like me. She was lovely, and because she was Carolyn’s mum i stayed for hours. I’m the end Helena made me dinner and afterwards we watched TV. She opened up about her divorce, there was so much emotion that night.
We ended up sleeping together. As wonderful as Carolyn was, her mother was in another league!! I remember all the hurt dissolving away as I fucked my ex girlfriend’s mother. She was incredible, probably the best fuck I’ve ever had. I was besotted with Helena.
This started an almost two year relationship which only finished when Helena reunited with her ex-husband. To be honest, I was glad when it finished. Although an amazing lady, the generational gap started to play out.
The relationship was still good though, and Helena and her new partner (ex husband fucked off with another woman a year after the reconciliation ) attend my wedding ten years later.
So, my first and second lovers were daughter and mother, and I shagged both within 10 days of each other. It’s something I’ve always been rather proud of :)
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