I was just thinking about this and it was really difficult to decide but...
Absolute best was a lesbian friend I went to BikeWeek at Daytona with. It was, actually, my wife's idea. She thought our friend was totally gay!
This gal was already a good friend. And, she was a friend of mine before my wife. We got drunk all three days and we chased women together and got horny. It was as natural as being with a bi guy. She was a damn good little cowgirl rider too! And she has to have the best tasting pussy and ass I've ever eaten. The best part was that it was never an issue the next days.
The second is a fairly passable crossdresser.
The third is when I fucked an ex that I hadn't seen since '70. We both were our firsts for an all night in high school. Hot!
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