Throwaway account. This didnt happen today, but about a week ago. I put up an ad on Craigslist in the mfw section, hoping to finally lose my virginity. So this girl named "Sammi" responds. We talk for a bit, and she wants to make it a threesome with me, her, and a bi guy. I kind of wanted it to be just me and her, but I got the feeling she would say no if I said something. I'm almost 20 and still never got laid, so I was pretty desperate to the point it was taking over my thoughts and driving me insane. So I agreed. She sends a pic of herself and her brunette friend, and she is a blonde white woman. She says she is 20, but she looks older in the pic. So she tells me to get hotel room about 20 minutes drive from NYC, which I do. I let her know she got the room, and she asked if I was alone in there and wanted a pic of me alone in there. I thought it was kind of shady, but I obliged and then questioned her about it. She said she didn't think I would get the room by myself. So she asks for my number then sends my number to the bi guy who is supposed to come. She continues to communicate with me via email, even tho I just gave her my number, which I later considered a missed red flag. She describes the game plan, I was supppsed to put chocolate syrup in the dude's asshole before I fuck him, thwn she would walk in, see it, then sit on my face. Then we would both fuck her. Little did I know it never ended up happening. The dude texts me, and I give him the address and room number I gave Sammi. After he shows up a couple of hours later, we make small talk. Apparently she asked him on Craigslist for a bi 3way as well, and said she gave him a different pic of a blonde woman, but he had deleted the pic beforehand so he I couldn't compare them. The dude wasn't good looking, and he had a dad bod, but I wanted to get started, because Sammi said she would only come if things happened her way. Now let me say that I am bi curious, but I lean heavily towards the straight side. He starts to suck me off, and I think it was pretty disappointing for my first blowjob and I was so turned off by him I couldn't keep my erection up. He kisses my neck and leaves a small hickey sucks my nips, but the whole time his beard stubble was itching me. He wants to kiss my lips, but I was so turned off I decline. I offer to suck his cock and my god, he was big. He was maybe average in length, but his circumcised dick was thick. The tip was like a mushroom, and the whole thing was rock hard. I manage to get the big thing in my mouth, and immediately he starts to fuck my throat, and I start to gag. So he stops, and he wants yo fuck my virgin ass. I've put fingers in there before, but never a thick cock. He fingers my ass to warm me up. He slips on a condom, lubes my asshole as I lay on my stomach, and he rubs his cock on my hole. He somewhat forcefully penetrates me, and I let out a whimper as I lost my anal virginity. He tells me it's ok, it's in, then immediately starts to fuck me. Not gently either. He fucks me roughly, and tells me to moan louder and like a girl. Eventually it's too painful, so I ask him to stop. We both take a break and wonder why the girl hasn't shown up yet. She said she would come shortly after she got a pic of us, which we sent, but neither of us wanted chocolate syrup in our ass. He suggests round two, but I mention I wanna bail if she doesn't show up and after we both send her multiple messages that go unanswered, he leaves. I clean up and leave too after an hour, pissed after having caught on that she probably intended to flake from the start, leaving me to have my first time with a guy even though I said I preferred I wanted fuck her first before I do bi play. As i clean my body, I realize I am the hardest I have ever been in my life. My cock was harder than a rock. So of course I jack off, and it felt so good. As i drive home in the rain, my ass is sore, and I'm pissed I blew $136 on a hotel room only to not get what I want. I could have just gotten a sex worker for just 14 dollars more and get exactly what I want. The next day I am incredibly horny throughout the day. I can't get his cock off my mind, and I keep getting erections in class, to my horror. I was debating asking him to fuck me again and more gently this time, but I had work after class until night time. The next day, i had no sex drive at all. Nothing, nada. I'm probably just going to pay to have sex with a girl at this point. I may be good looking, but I'm skinny and awkward so I doubt I'll be able to land a girl outside of Craigslist. And somewhere out in "Suffern", there is a girl telling her brunette friend how she got a guy to lose his virginity to another guy. Part of me wanted to curse her out, but I didn't want to give her any potential satisfaction. Don't be me, people. Watch for red flags and save yo money.