Jan and I have been together now about 4 years but known each other since High School. We are both in our early fifties. We had met a transgendered girl (Gabby) about a year ago and we get together about once a month and enjoy each other’s company, going out playing and having intimacy together. Gabby is a beautiful girl very sexy brunette, 36D boobs, and a butt to go with that, her cock is small but I feel just right. Jan loves to go down on her sucking her cock while I fuck her from behind both openings.
Gabby and Jan approached me the other day about bringing Gabby’s boyfriend into the mix. I was nervous to say the least about this I have never been with another man, and I explained TG’s are not a man, they are feminine, makes a big difference, cock or no cock. We went to the casino and met Gabby’s BF Tim, and he was about 30 y/o, sandy brown hair, cut short and attractive guy. Not too muscular, but dressed well. He put his arm around Gabby and she looked up in admiration to him. I guess I was a little jealous because we had been having sex for about a year now.
We all four went to play miniature golf, and I didn’t think we could have so much fun together. We went to a small pizza place got some sandwiches and drinks and talked together. Tim mentioned that he knew Gabby and Jill were sexual partners but I was not sure he knew we had a threesome going on. I invited everyone over for a pool party at my house the next evening.
That night Jill and I made love together and we both enjoyed it so mush but she said did you miss, Gabby not being here? I said it was nice just the two of us but in fact I did miss the threesome.
After work around 7pm the next evening Gabby and Tim arrived, we got some Mojitos and drinks and went out to the pool. Tim had on a pair of yellow tight trunks while gabby had a 2-piece blue swim wear, she had to be wearing a cup because I could not see any bulge. I was wearing boxer style suit and Jill her whit bikini. Jill and Gabby were standing together and both took each other’s tops off.
