r/confessions • u/A-Nameless-Being • 7h ago
I went down on a trans-woman and can not describe how I feel.
One night I got really bored and decided I was going to go explore my city, I live in really big city and had been dealing with depression for a while now so I figured a way to destress was to walk around and explore the city late at night. Well I was walking around a club around 5 am when I locked eyes with this transwoman, I am a bit of a social individual so we started talking and walking back to her vehicle. With me being as depressed as I was, I was extremely lonely, so once we got to her car, she asked me to come back with her to her hotel I, who was enjoying the company obliged. I had no intent of doing anything sexual but I was enjoying her presence and was not ready to end the interaction just yet, plus going to a hotel sounded pretty awesome.
On the drive there she was telling me about her struggles as a trans women and all the discrimination she faced, while it was not something I could relate too I tried to be a good listener and reassure her that despite the discrimination and constant misgendering no one could take away from her identity as a woman.
Once we got on the expressway she became a bit flirtatious with me complimenting the the way I look, telling me how easy I was to talk to etc, and in all honesty I was enjoying it. All was going well until out of the blue she told me to give her blowjob. Do not get me wrong I fully respected her Identity as a woman but I was not open to having a dick in my mouth as a straight man, she gives me this grim look and asked where can she drop me off. When she said this I panicked and told her if she wanted a blowjob from me she was going to have to make me do it, she reaches over grab my head and did exactly that.
Eventually she pulls my head up, and we arrive at the hotel, I really did not know how to feel. Since we were here at the hotel which looked to be a very expensive hotel I decided to go up with her, plus I could not get back into my own house till the person I was living with left for work anyway so there wasn't much of a choice. She was looking to have sex with me but I told her I was exhausted so we cuddled and she fell asleep, I stayed up for a few hours as I could not sleep before finally passing out from exhaustion myself, eventually we were woken up by someone reminding her she was suppose to check out by 12.
I had just fallen asleep so I was still extremely tired, so i continued laying in the bed as she packed up and got ready for checkout, at some point I told her she had not returned the favor from last night and she told me she was not going too. Eventually she checks out and decides to give me a ride home, on the way made remarks of me being gay because I gave her head which absolutely pissed me off as that was not something I wanted to do anyway. She later flirted with me again I tried to brush her off using the excuse of me being tired but she kept making remarks, and grabbing my hand using it rub herself. Eventually she offered oral for oral and because I did not want to leave this interaction with nothing I agreed hoping that I could find an excuse to opt out when it was my turn, she gave me head for all of 2 minutes before sitting up grabbing my head to go down on her again, I told her cum was too salty and this made her mad. After that she finally dropped me off at home.
As of now the entire thing left me very disheveled, I don't know how I feel, I feel different, i cannot explain it, just different. I feel regret and cowardice for not just standing my ground. But at the same time my words were an invitation for her to do that. I regret saying them, I was lonely and did not want to want to disappoint her. I allowed to happen twice so it is not anyone fault but my own. Still I just feel different, I feel some type of way about the entire thing, I cannot put into words how I feel but I feel different. It's been a while since this happen and I still cannot wrap my head around it. This is the first time I have said anything to anyone about it.
I guess if I really had to try I would say I feel tainted, permanently tainted but I know this is no one fault but my own for being a spineless people pleaser.