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So this is more of an “experience” than a story. Almost like a mini story. It’s my first post here, please go easy on me ?. Enjoy!

I was going through my phase of talking to guys on Craigslist personals and giving random blowjobs, when one time I got the courage to crossdress and meet this guy in his car.
I was quite excited and terrified at the same time, but being in locked in chastity for 1 week also does things to your brain.
I finally got the courage, I put on my favourite short black dress, pink panties and a bra. The panties kept my locked up dick quite snug. I messaged the guy back saying that I was indeed dressing up en femme, which he was quite excited about. He messaged me the address of an empty parking lot. I wore a hoodie jacket, and put on my 4 inch black “fuck-me” heels. I took a deep breath and walked out of my house towards my car.

I reached the parking lot, which was about 20% full, but being midnight, I didn’t see any people there. I walked over to his car, with the clicking of my heels being the only audible sound. I removed my hoodie and entered the car through the passenger side door.

He started checking me out, and proceeded to lowering my bra and squeezing my nipples, he complimented by clothing style, and moved his hand down towards my thigh, caressing it, and then moving my panties to my side and played with my locked up dick for a little bit.

He had me unbuckle his belt (so hot when he ordered me to do it) and I started stroking his semi erect dick, I was surprised when it sprung up to be a good 7 inches with a decent girth as well. I bent over with my ass up against the window and my mouth now on his large dick and started blowing him for a good 10 mins, as he felt up my ass and fingered my asshole.

Everything was going great, it was hot when all of a sudden,he said he thinks someone was approaching, and before I could react, he shoved my head down deeper onto his dick, and I was involuntarily deepthroating him, he told me to shush, and held my head down for a good 45 seconds while I was actively gagging on his cock. He let go of my head and I finally came up for air with drool hanging from my mouth. He called me a good little slut and ordered me to continue sucking him off. I went back to the job and deepthroated him a little bit more. He continued squeezing my nipples, and I could soon feel him tense up, I took that as a sign and plunged his dick deep into my throat while he deposited his load directly into my throat.

He gave my nipples another squeeze and kicked me out of the car, I couldn’t help but smile while I walked away in my heels in an empty parking lot towards my car.

I could not wait to do that again.

NSFW: yes

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