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Wandering around the city

861 words | 4 |4.33
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When i finally became brave enough to wander around in public while dressed up

This is a true story:

So this story begins right after spending the day with my friend’s.

It was right after school had finished for the summer break, I was invited to hang out at a friends place.

I got there and we played video games and watched YouTube all day long. Eventually it got late and wanted to go home, at least that’s what I told my friends.

What I didn’t tell them was that I had a change of clothes in my backpack, they were black knee high socks and a black mini skirt, a black bra and matching panties. A nice black shirt, and a face mask to hid my face.

It was a little past 11pm and was pretty dark out, so being dressed up like that made me look pretty much like a girl.

After I left my friends house, I found someplace dark and stripped my clothes off and changed into the clothes from my backpack.

After I finished changing, i began walking around town looking great, although walking past people always made me panic a little. I started walking through the dark amd uninhabited streets of town and made my way to a few main streets.

I walked around for about 2 hours before finding some place with Wi-Fi to connect to when i got the snap notification pop up. I opened up my snap where I found a message from someone I had been talking to, for a while. “you look sexy tonight” it wrote along with a few pictures of me walking down town.

I messaged back and asked how long he had been following me and he replied almost instantly, “about half an hour”.

Now I was feeling very turned on, yet scared at the same time as I looked around for someone that might have been him when I noticed a red car parked across the street, i tried looking to see if anyone was inside when I got a snap again, this time it was from the car window with a picture of me staring at him. Of course I couldn’t see anything with the headlights glaring.

I messaged him what he wanted and he replied “you” so I got up and headed towards this car, I opened the back door, and got inside. He began to drive away as he complimented my outfit.

“thanks” I said as he asked if I’d be ok to stop at his place for some fun. :Of course” I agreed as he drove us to his house.

When we got there, he instructed me to be quiet and quickly get inside because his neighboura are quite nosy as he put it.

We got inside and I walked into the living room and made myself at home. “Nice place you got here” I said as he walked in, “thank you. You look cuter in person” he replied.

I sat up as he sat beside me and grabbed my hand and placed it over his bulge.

I began to smile as I started rubbing his dick through his shorts. He started playing with my hair with one hand and rubbing my inner thigh with his other.

I opened my legs a little bit to allow more space for him to continue touching me, we continued this for aa while when he stood up, removed his shorts and boxers and sat back down.

I began to massage his duck with my hand when he slowly pushed my head down, I adjusted myself and was basically laying on my stomach while sucking, licking, and kissing his cock, all while he lifted my skirt and began exploring my ass, smacking it and fondling it roughly.

He pulled my head off and told me I was going to make him cum too quickly, so I slowed down and let him enjoy it a lot more.
He pulled out his phone and asked me to look at the camera as I sucked slowly on his dick.

He then brought the camera to my ass as he pulled my parties down he began to spit on my ass and started to finger me, slowly at first but picked up speed.

I began to moan while sucking his dick as he inserted a second finger into me. Then a third. After bouncing the phone from my ass to my face and back again, he pulled out a dildo and stuck it into my ass.

It hurt at first but It started feeling pleasant after a bit. He pushed it in and out while recording everything.

I ended up sucking his dick for a good 40 minutes before he pulled out and told me to stick my tongue out and lick the tip of his dick as he came all over my face.

When he finished unloading every drop he had, I sucked his cock clean and went on my way.

I walked home with cum on my face and under my face mask. I got home, took a shower, did some laundry, and busted the biggest load of cum all over the bathroom. I cleaned everything up and went to sleep a happy boy.

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4 Comments

  • Reply Greasemagnet ID:2mutfpxyql

    I would love to see pictures of you all dressed up.Please get in contact
    [email protected]
    I’m a bisexual
    Anyone get in touch and I’ll send you my nudes

  • Reply Dracox55 ID:85d6vv9k

    Fuck that was a sexy story. Would love to talk to you more it. The user name is my email @hotmail if you want to talk more. Would also love to see some pics if you are interested. Also have discord to talk there

  • Reply Sammy ID:fx7ith8rk

    Nice I like that I’m nice and horny right now

    • Voodoo ID:z34nlyev9a

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