A few years ago I went to a friend’s party. I was a little tipsy, so I took a car home. I felt unusually chatty & so I talked to the driver. I just wanna pause a second & say that Uber drivers tend to be chatty in most of the cities I’ve visited, & that’s not always the case here in NYC. A lot of cabbies here just want to mind their business. But anyway…
The cabbie asked about my girlfriend, & for some reason, even though I usually let random strangers assume what they want, I told him that I’m gay. He opened up & seemed a bit more interested after that, so I also told him I was trans, which is certainly another thing never bring up without purpose, but I had a certain sense about him.
I figured he’d go through the roof & I was, of course, right. He said he’d been looking for a trans guy for a long time. As he spoke it was obvious he conflated being a trans guy with being a bottom, but I was a bottom back then, & more importantly, enjoying a game I’m well practiced in, so I rolled with it.
As we talked & drove, he said he was rock hard. I could see the tent in his sweatpants, illuminated by the street lights. I reached forward, freed his cock, & jerked it from the backseat as he drove through busy streets. When he parked outside my house, he wanted to finger me, I think to verify that I was who I said I was. (Sometimes people don’t believe I’m trans.) I let him feel around for a second, then invited him to my apartment.
I think it was all too much for him, as the actual sex was incredibly brief. My masturbation alone after the few minutes we shared in my room was much more indulgent than the sex we actually had, but that buildup had been some of the most exciting I’d had in a long time at that point.
And yeah, he deleted the charge for the fare.
Source: reddit.com/r/gonewildstories/comments/ysvti3/ftm_got_free_uber_ride_mt_4221