There was this “lonely house wife” posting on CL, so – me being a “lonely husband” replied because I was curious. I didn’t think I had a chance in hell because as we all know responding to an ad on CL is either spam, fake or just never pans out. I emailed her, told her I was in the same boat as her and that my wife was okay with me playing around as long as I was safe about it. I really didn’t expect a reply back but I got one the next day.
The thing about hooking up with women from CL is, usually they use their real names. I’ve been with 4 women from CL, all of them used their real names. I looked her up on face book and got better images of her then what she sent me, easily done. Sure, she looked attractive, face was maybe a 5 but she was – thin, smallish boobs, likes fast cars. Obviously the husband can’t handle her needs.
We emailed back and forth, she wanted to exchange numbers for texting but I told her that was the best way to get caught. Obviously she was very new to fucking around behind her hubby’s back. She agreed and we decided to meet for coffee. We met at a small diner, nothing special. She was wearing high heels and was just a few inches shorter than me with them on (I am 6ft 2inches). We connected, she didn’t want to hear me complain about my wife and she said she wasn’t going to complain about her husband either. She just wanted “dick.” I laughed, I was fine with that. She said she had 3 kids, two in collage. With a body like hers, it didn’t even look like she ever had kids to be honest.
We went to the parking lot and started making out. She told me she wasn’t “a car type gal” and she wanted to get a room. Fuck yeah, I’m in.
“I don’t have any condoms,” I told her.
She shrugged, “I’m clean, and you’re clean too right? We went over this in emails.”
She was kind of snippy about it. So I snapped back, “good, because I hate pulling out.”
She smirked.
We ended up at a Motel 6, it was the closest motel to the diner. As soon as we were both in the room we disrobed and started oral. I’m not huge, I’m only 6.5 inches but I am thick. She took my cock like a pro in her mouth. I licked her pussy, sucked on her tits (they were fake). I saw little cut marks in the sides of them – she must have been pretty fucking flat chested I thought. She only has a small B cub, nothing big but they were perky as fuck.
“I need you in me,” she moaned. So I stuck it in her. Now, I know tight pussy and loose pussy, I’ve had both. This pussy was fucking TIGHT. It gripped my dick like a fucking vacuum chamber.
“Holy shit, you’re tight.” I said sliding in and out of her.
“Fuck me, FUCK ME HARDER.”
I was on top of her, railing her hard – I felt my nuts starting to tighten and it wouldn’t be long before I was dropping my seed in her. I wasn’t even going to ask. I was just going to do it.
Her nails dug into my back and I slammed into her harder and harder as she screamed in orgasm.
“HOLY FUCK I’M CUMMING,” I yelled as I erupted inside her. She wrapped her legs around me, embraced me with her arms and pulled me tightly against her. I could feel her milking every inch of my cock for cum. I collapsed on top of her.
“Kim, holy fuck…” I said.
I moved off of her. She wasn’t the cuddling type. She just looked at me and smiled.
“Do you want more of me?” she asked.
“Hell yeah I do! You felt perfect! You’re pussy is… holy shit, it’s the tightest pussy I’ve ever had.”
“Good, then the surgery worked!” she exclaimed.
Surgery? Huh? I just came deep inside her, my mind was not even thinking about anything rational… “surgery….”
I played with her pussy and tits a bit before leaving. We had a great time. I kissed her, she groped my cock through my pants and we left.
I emailed her later thanking her about the wonderful time and wondered when we would be able to hook up again. Then, in the back of my mind – “surgery” popped up. Holy fuck, what surgery? Did she have her pussy tightened? Good for her! But something bugged me… so, I asked what surgery she had.
“Hi,
I guess this isn’t easy to hear and I am not proud as only my husband and my family knows. I am post op trans. I had vaginoplasty surgery. I am still able to cum because they saved my dorsal nerves because of the technique they used called penile inversion. I hope you are not pissed off at me. I like you a lot.
Kim”

What do you say to that? She was totally passible as a woman! COMPLETELY. There wasn’t one moment where I was like, “hey this might be a dude!” I’m not homophobic, and I had a great time but I do wish she would have been honest up front. If she’s not honest about this shit, what else isn’t she telling me? Plus, she isn’t even being honest with her husband… If I told my wife about this, she’d laugh at me. What would you guys do? Would you still fuck her?? I haven’t written her back yet because I’m still like WTF.