Accuracy Rating: 2 Percent
by Roxy_Raven
Copyright© 2026 by Roxy_Raven
True Story Sex Story: Another copy/paste from my FetLife journal. This one is about the worst sex I've ever had in my life! I don't know what else to say about this one. Its just... bad.
Caution: This True Story Sex Story contains strong sexual content, including Ma/Fa Consensual Heterosexual TransGender True Story Anal Sex Smoking .
My god last night was the WORST sex I’ve ever had in my life! 😵💫😭 I’m not even gonna bother giving this guy a name because he’s not coming back! I blocked him about an hour after he left. First off, he gave a kinda dipshit vibe through text but the guy I really wanted over flaked last minute and I just wanted to get laid so I thought, remembering back on my pre-transition sexual experiences, “How bad can a guy really be at sex? It’s not that hard.” Boy howdy was I WRONG! 😭
First off, he was a smoker. I was thinking, “Ok, so I’ll just not kiss him.” I underestimated how much this dude smoked because by the time he left I was COVERED in the stench of weed and cigarettes! 🤢🤮
When we were texting he made it obvious he was DL and was kinda paranoid about it, which I’m fine with, but the levels of paranoia here were insane! He showed up to my place in a hoodie, sunglasses, and a COVID mask! 🤣 Then when he sat down, before taking any of that off, he asked TWICE if I have cameras! 😭🤣 He insisted on condoms and on bringing his own and he didn’t like the way I opened the first one so he made me throw that one away and opened a new one himself. He also asked me like 6 times if I was on PrEP (which I am).
So now to describe the mediocre sex. First off, no creativity. Changed position one time, which I requested. He wasn’t all that big but somehow managed to hit that uncomfortable angle several times when a certain 9 inch monster before managed to bury HIS entire thing inside me to the hilt comfortably. 😒 He also couldn’t find his way into an open two car garage door because he kept missing the hole! It’s not like I have two targets to choose from either! 😵💫😖 To make that whole situation worse, he must’ve slipped out like 20 times! As if all that wasn’t bad enough, he would not SHUT THE FUCK UP!! 😭 At first the downpour of compliments was flattering but when I realized it was going to be literally continuous THE ENTIRE TIME I started to get annoyed! “You’re so hot. You’re so pretty. You’re so sexy baby. That pussy so good baby.” On and on and on over and over and over and over and over and over and over and over and over! 😭😵💫
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