The Shocking Thing My Sugar Daddy’s Grandma Said to Him About Dating a Younger Woman: Part 1

My older man, Kee­gan, had just told me that it was time for me to meet his fam­ily and I was freak­ing out. Our rela­tion­ship was great, but he made it very clear that they might not be very recep­tive to our big age difference.

I decided to call my mom to ask for some advice about meet­ing his fam­ily. After all, there was a big age dif­fer­ence between her and my father, so I fig­ured she could share some of her own expe­ri­ence. She wasn’t much help though, because she never had to deal with meet­ing the par­ents of her older men, most of them were dead by that time.

Kee­gan had warned me his fam­ily was huge and that there would be approx­i­mately 200 fam­ily mem­bers at the wed­ding we were going to—and all of them were wait­ing to meet me.  I had no idea who any of them were, what to wear so they wouldn’t see me as a child, or what to talk about. I was com­pletely out of my com­fort zone.

So, of course, I went shop­ping first! I wanted to find a nice dress that was respectable, yet still sexy and suited to my style. I needed to wow my date and his fam­ily, and not be seen as com­pe­ti­tion by any other females there, which is pretty impos­si­ble as the out­sider com­ing in.

I opted for the clas­sic lit­tle black dress and heels, with a business-like over­coat that I could wear again for work. It showed just the right amount of shoul­der skin, wasn’t too short, and sat on my fig­ure just right.

I asked Kee­gan to take me on a tour of the areas he grew up in, since we were pass­ing them all on our four-hour road trip to Wash­ing­ton D.C. So, we left two days early and made it a lit­tle vacation/tour of his life before me. We vis­ited his col­lege, his child­hood home, and a few other places where he rem­i­nisced about the old days. Kee­gan never had some­one take such inter­est in get­ting to know him, from the core of how he came to be the man he was today. In his own words, this made him fall a lit­tle bit more in love with me.

By the time we made it to D.C., we were two days into our trip and insep­a­ra­ble. We real­ized we would either have to stay in another hotel, or make sure we could stay together at his brother’s, grand­par­ents’, or cousin’s house. Keegan’s par­ents were dis­ap­prov­ing of our pre­mar­i­tal sex­ual rela­tion­ship, and hav­ing been mar­ried 46 years, they were more than enti­tled to their opin­ions. Kee­gan comes from a very catholic, straight-laced, high-rolling fam­ily. His grand­par­ents were the same as his par­ents, very straight-laced, but because they could see how happy Kee­gan finally was, they didn’t mind at all if we stayed over as their guests.

His grand­fa­ther was nearly blind when I met him—his health and age were catch­ing up with him—and I remem­ber dis­tinctly the moment when he turned to me from his chair and said, “What’s such a pretty young girl like you want with an old fart like Kee­gan?”  It was one of the first and only one-on-one con­ver­sa­tions we had before he passed away later that year. “I love him,” I responded as I sat down next to him on the couch. “I love him more than I love myself.”

Well, that’s a good enough answer for me, dear. I can tell you make him very happy,” he said before we were inter­rupted by another wave of peo­ple arriving…