u/ParttimePretty_CD

Had my first experience with a guy a few months back. We connected on grinder. We chat a bit and I decide to take the plunge and invite him to my hotel room. He suggests I strip and blindfold myself and leave the door open for him. I agree so there I am naked on my knees blindfolded, very nervous, when my phone rings. It’s him, he can’t get into the hotel without a key🤦‍♀️. I quickly dress and go let him in. He waits in the hall while I get ready again. 5 min later the door opens, I hear him strip and then feel his hand on my hair. I run my hand up his thigh and slowly grasp my first dick. Feeling it in my hand after dreaming about this for so long sort of erases the nerves a bit. I begin kissing and stroking it. Finally I take him in my mouth. He was not huge so I was able to get most of it in my mouth. I start to find my rhythm and he really seems to be enjoying it. After 5 minutes or so he gently pulls himself from my mouth and moves me to the bed. I lay with my head over the edge and he sort of fucks my face, not aggressive, but he is definitely in control. After a bit he climbs on the bed and we suck each other for a bit. I could not really focus on him pleasuring me because I was so focused on him. I was caressing his balls and had worked him into my throat a bit. Eventually he asked if I was ready for him. I wasn’t sure what he meant but he could have asked me anything and I would have said yes. He guided me onto my stomach and lifted my hips. I hear him open the condom and gasped when I felt the lube on my hole. He went slow and was very gentle but it still hurt like hell. It started to feel a little better as he went but I wouldn’t say it ever felt great. He only fucked me for 2-3 minutes before he came. He pulled out and got dressed right away. He said “thanks, you did great babe” and was out the door. All and all it was an amazing experience. The only regret I have is not seeing his dick in person. I am also a crossdresser so I really want to be dolled up in my sexiest lingerie next time.