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I paid a stranger to blow me
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Some brief back story, I'm a 34 year old male with very little sexual experience.

I've wanted to share this but have no one I trust to tell. This happened roughly 3 months ago.

I'm usually very reserved and timid but had been more sexually frustrated than usual which probably contributed to me being brave enough to do this.

That day just like most weekdays, I got up early and got ready for work. I left the house at 6:35am and headed to the tube station which is about 15minutes away walking.

I live in London, England and it's bright and a little cool outside at this time of year.

I was walking my usual route, it's a fairly quiet walk with not much traffic and just the odd person passing.

I had my headphones in, listening to my audiobook when a lady rounded the corner some distance ahead of me. She saw me and said something from a distance that I couldn't make out. I looked behind me and there was no one around so I removed my headphones, and she picked up the pace heading straight for me.

She was probably in her early twenties, short maybe 5" tops, skinny, quite pale with long straight dark hair and heavy eyeliner. She was wearing a short black skirt, bare skinny legs on show and a white shirt, shiny patent shoes. Very pretty.

In her hand she was holding one of those plastic document wallets and looked agitated and abit panicked

She said

"Excuse me, do you know how to get to ___________"

My immediate instinct was to help. I knew the place but she was going the wrong way. It was about a 35 - 40 minute walk. She got more agitated when I told her this.

I told her to get out her phone and put it into Google maps and if she cut through the alleyway there was a bus stop not too far and she could catch the bus straight there.

She very quickly blurted out that she left her phone and bag at home and didn't have her cards or any money.

She looked at me with sad eyes and my mind just kind of went blank. I'm awkward at the best of times and just stared back at her not knowing what to suggest.

She broke the silence and asked if I could walk her to the main road where the buses are?

I pointed to the alleyway and we started walking.

She smelled nice and I felt her smooth forearm brush against mine. For some reason I could feel the start of an erection in my trousers.

The alleyway was fairly narrow, one side was the wooden fences of people's gardens and the other side was the side of some terraced houses.

Genuinely just wanting to be helpful I said

"I could give you some money?"

Her mouth opened and she looked up at me. I fumbled for my wallet in my back pocket and opened it, I had a £10 note and a £20 note. I gave her a £10 note and looking shocked she squeezed my hand before taking it and in a rush said" thank you thank you thank you".

She was smiling as we continued forward through the alleyway a little. I had a full erection in my trousers now. This girl was sexy, I contemplated sneaking a photo or maybe a video of her walking ahead of me in her short skirt but I was too nervous.

Then another thought crossed my mind. I grabbed her slim wrist to stop her and then quickly let it go.

"You can have another £20 if you want" I said

She looked confused and I faltered, wanting to turn and run away.

"For free?" she asked.

I was very nervous but very horny.

"No you have you do something"

She looked uncomfortable but I gently pushed her against the wooden fence and kissed her. I heard her drop the folder and I pulled back. I can't remember her expression but I kissed her again, and forced my tongue in her mouth and felt it rub against hers and she braced her hands on my chest, not really pushing me away but kind of holding me back.

I awkwardly put my hand under her skirt grabbing at her pussy over her underwear not really knowing what I was doing but it felt warm.

I squeezed, probably too firmly and she pushed me away. I took a step back and she just stood there with a blank expression wet lips from my awkward kiss.

I put my palm on her head and very gently pushed and she slid down against the fence, she didn't get on her knees, she squatted and I very quickly undid my trousers and pulled them down with my boxers.

"Do you want to suck my cock" I muttered.

After a second she nodded a few little nods.

I was painfully hard and pulled my erection down slightly and aimed it at her mouth. She didn't open her mouth but just looked up at me.

I slid two fingers in her mouth and pushed down, opening her mouth. Then I put my cock in her mouth.

She started sucking, her mouth was warm and I felt her teeth brush against my cock as she awkwardly sucked.

This couldnt have lasted more than 30 seconds and I could feel myself cumming. She was gagging and I pulled out of her mouth but I was still cumming hard and ejaculating on her face, forehead and the top of her head.

I lifted her back up, she was so light and I very animalistically pulled her knickers down and kneeled down on one knee, lifting her feet one by one to remove her underwear over her shoes.

Then I started licking her ever so slightly hairy pussy, again not sure what I was doing. I wrapped my whole mouth over her pussy and started sucking hard, tasting her she was saying "ow or ouch" and grabbed my hair hard but I continued until she started pulling my head into her.

I stood up then and put my index finger inside of her. I could feel her pussy tighten against my finger and felt some resistance. She grabbed my cock with a small cold hand, evidently I was hard again.

I started furiously going in and out with my finger, the wet slapping sound of my hand hitting her cunt and her little "ah ah ah sounds" now carved into my brain. Her legs began quivering and she leant into me. Her hand was still gripping my cock tightly but not wanking me off. I was about to reach for my cock myself but could feel myself cumming again and I leaned into her as the fence behind her made creaking noised.

The whole experience couldn't have been more than 10 minutes.

The reality of what I had done very quickly set in and I frantically looked around, thankfully not seeing anyone but hearing voices in the distance.

I rapidly pulled my boxers and trousers up and reached for my wallet pulling out £20.

I took a very quick look at her, her hair was messy. Her face teary, eye makeup had run down her face and it was shiny with wetness and cum. I put the money in her hand and grabbed pink cotton knickers off the floor and shoved them in my back pocket. I kissed her forehead and very quickly walked back out of the alley and in the opposite direction.

The first thing I did when I got to work was head to the toilets, shove the knickers in my face breathing in its musky smell and wanked myself off.

For about a week I avoided going that way to work but then resumed. I haven't seen her since but often wank myself off with her pink cotton knickers.

I once took the bus past the address she said she was heading to but have since exercised more restraint.

I think about her almost everyday and sometimes regret not taking my time or suggesting her coming to my house... She didn't have her phone but maybe I should have left her my number?

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4 months ago