Boots and Call Girls

[alizarin55]

I'll share a few of my encounters of this sort. I worked in San Francisco for many years, and at lunch time, and after work, I would cruise the Tenderloin area looking for prostitutes that wore boots. One evening, I was walking up Geary St. at dusk, and spied a hooker in black thigh high patent leather spike heeled boots hanging out near a bus shelter. I kept my distance and followed her a ways until I could speak to her a bit more privately. She was with another woman, but turned around and started questioning me. I got to the point: I wanted to lick and smell her boots and cum on them. We were on a steep sidewalk with traffic coming up the hill. I remember her lifting one booted leg towards me and just saying 'Lick it', while she steadied herself on the other one's arm and watched me. I took her boot in my hand and put my wet tongue to her wrinkled shiny leather, as cars roared by up the hill ten feet away in the gloom. After about 20 seconds I stopped and looked at her. She put her boot down and started walking down the hill as I followed.
I could hear her whispering to her companion "He's a freak!" We crossed the street and continued down the hill, and she turned into a small parking lot surrounded by brick buildings. We walked over to one side, up against the brick wall. She demanded money, and asked for more because her friend was going to 'help'. After I gave her $40, her friend unzipped my pants and pulled out my cock and began to play with it. "C'mon honey, cum on boots right now.." This and other exhortations she began to say in a regular cadence, as she stood in front of me with her hands on her hips, booted legs spread. I told her I wanted to smell one of her boots. She looked incredulous, yet unzipped one thigh boot, stepped out of it, and handed it to me. Now she was teetering a bit and impatiently ordered me to come. I opened up the boot and buried my nose in it. Aaaahhhh. Beautiful, smokey, funky, stinky, sweaty hooker boot perfection. I was in that euphoria only a boot lover understands. The other woman was jacking me, but I took over, and began to go at it. "You like the smell of my boots?" she asked me, as I breathed in her aroma of sweat and leather. I merely nodded, indulging myself to the fullest. The other one who had been jacking me, and was now just standing right next to me watching curiously, laughingly announced " They should smell. I wore them all last night!" That just about put me over the top. In short order I splattered quite a bit of cum on the boot she was still wearing. "Give me back my boot." She took it back and began to put it on. "Clean that cum off my boot, motherfucker!" I had zipped up and was getting paranoid, hearing some voices going by on the sidewalk, and was losing the mood. "Clean my boot up!" I just stared at my cum dripping down her black patent boot, while she moved towards me, and began to wipe her boot against my pants, muttering curses. Suddenly she stepped away a few feet, spread her booted legs, pulled up her short dress and let go with a stream of piss onto the asphalt, splattering my pants with it. I just watched in amazement. Then off they went down the hill, cursing and laughing.

Of course in retrospect I wish I had licked all my cum off her boot, plus got a free golden shower...
More to cum...

[italianboots]

wow.....sounds interesting....

[reebok_luvr]

I know this is a old story but it is an amazing one. I wonder if he ever did this again?

[mi13ke]

Took me a while to discover this thread, so I thought I would give you my experiences.
Background.
I live in the UK, am married, but my wife can no longer have sex, and whilst I love her, I decided not to force sex and look elsewhere.
Whilst I bought her, and she wore leather clothes, it was never for sex, so I had 2 itches to scratch.
I started visiting massage parlours for relief, but they did not offer anything specialist.
I then started visiting escorts, and here, I could start to find women who do not wearing boots or leather.
These have tended to be the more mature women which as I am 60+ suits me.

I have now settled for a regular, who knows my desires, is extremely sensual in bed, and always surprises me.

A typical meeting is at her house, she will wear what she thinks I will like, usually leather leggings or over the knee Kurt Geiger boots, long or short leather skirt and some or no underwear.
Let me describe our most recent session:
I arrived and let myself in, and she came out of the living room. There was not too much room to see what she was wearing, but we started with some deep sensual kissing, and my hands naturally went to her bum, where I felt soft supple leather, and pulled her close to me, my cock already erect.
We broke off, I followed her upstairs, which allowed me to survey her well rounded leather clad bum, the bottom of the skirt touching the top of her OTK Kurt Geigers, she was wearing a lacy semi see through top -wow.
Once in the bedroom I undressed and we lay down- me naked, she still fully clothed.
We started deep french kissing lying on our sides facing each other, me pulling her bum into me allowing my cock to rub against her leather.
Eventually I roll onto my back and rubs her booted thigh against my balls, whilst she rubbed the tip of my cock against her leather skirt.
I undid her lacy blouse to reveal a leather bra encasing her ample tits, these now took my attention, as I massaged her nipples through the leather.
She is very good at knowing when I am about to come, and she demands that I pleasure her orally.
So I kiss her as I go down the bed, and kneel at the end as she opens her thighs.
Have you smelt a hot women in warm leather??
She rests her legs over my shoulders, the feeling of the boots on my bare back is great.
I then find she is wearing a leather thong, which I move to one side to allow access to my fingers and tongue.
I can get her very wet using this combination.
Eventually my knees hurt, and I move back up the bed and remove her bra, and she still wants to be pleasured so we adopt the 69 position, as I remove her thong.
Eventually she senses I will not last long, and switches to riding me on top, whilst her leather skirt s draped ocer my chest.
I eventually cum, but the sensation lasts for some 10 seconds.
Eventually we kiss and cuddle and talk.
Session finishes with a nice cup of tea, discussions about our next meet, and a passionate kiss.
I cannot wait until next time!!

[Bootski]

I have also found a great professional lady who has vivid imagination and is happy to wear whatever I ask, she even lets me take pictures and videos

[Slider6]

Very ding hot

[Qwertyboot]

I have found a wonderful professional lady who fulfills my every fantasy and even lets me film us