No Regrets

When was nineteen, my parents scr**ed the money together to pay for my first year of College. Hoping I would work the summer and together I would be able to afford the second year. Things never worked out and we we're short. Mom said; she would speak to Grandpa. He said; he would speak to me first before agreeing to pay my tuition. My Grandpa had just retired at the age of sixty.
He took me out to Dinner. It was the first time I had been to a real nice Restaurant. We had wine and a real nice Dinner. He told me he would pay my full tuition for the next three years on one condition. He wanted to come and visit me on a few weekends at College and take me out to Dinner, just like this. I said; Sure Grandpa, It'll be nice seeing you. "There's a catch Honey" What's that? We have sex"
I asked if he was serious? He said; "Of course I'm serious" I told him I would have to think about it. I'm not a virgin and a couple of days later, I was fucking boyfriend from Highschool, who I had been fucking since I was sixteen, I like having sex and Grandpa was in good health and played a lot of golf. I told him I agreed to his conditions. The first time was rally difficult. He came on a Saturday. We went out for dinner.
When we got back, I showered and got in bed nude. He came to bed. I spread my legs and he fucked me with no preliminaries. The motel room had two beds and he got up and slept i the other one. In the morning he said; "I'm sorry about last night. I was nervous. Next time it will be better. I want you to enjoy it" We went for breakfast and he headed home.
Over the next few weeks it got a lot better. He made love to me. Going down on me. Making me orgasm more then once and I enjoyed sucking his cock. Over the next three years, I looked forward to his visits, especially the dinners we had. He would stay stay two nights sometimes and we had a lot of sex. In the three years I had a few dates and slept with some of them. One was a girl who I had my first lesbian experience with.
When I finished College, my Grandpa asked if he could still see me. I said; There's conditions. You have to pay my rent for an apartment. He agreed ad I see him once a week. I'm getting married in six moths and Grandpa's paying for the wedding. I think my Mom knows all about it. I'm going to hopefully stop fucking my Grandpa after I'm married. My bridesmaid is a "Special friend" but I consider myself straight.

Comments

Anonymous

by Anonymous on Oct 14, 2023 at 11:48 AM

If your Mom knows all about this arrangement you have with your Grandpa and hasn't voiced any objection, I strongly suspect that he had sex with her too when she was younger, sex that might be continuing to this day. Perhaps you should ask her.

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Anonymous

by Anonymous on Oct 17, 2023 at 3:08 PM

In answer to the comment.
I have never talked about this with my Mother. I did talk to my Grandma. She knew what was going on and was fucking my Mom, but stopped when she got married. Grandma is sure he'll stop with me when I get married. She says they still have a good sex life, but he needs a young pussy once in a while.

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