First Time With A Mature Leather Escort free porn video

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This is the true story of my first experience with an escort. But not just any escort, it was to be with a mature leather and boots wearing escort.

So to start from the beginning, I have always wanted to fuck a mature woman that would be dressed in leather and boots for me. I was unable to achieve this goal through my own effort or luck so went on the website adultwork. (Still the greatest website in the world for me lol)

There I found speedybee. She was an experienced escort and a gorgeous mature lady. So I checked out her profile and pics and saw pictures that got me rock hard in an instant.
I can’t describe them all but let’s saw there was a lot of leather, pvc and boots.

I got to admit it took a couple of days but I final called the number. It rang a few times and I was just about to hang up through sheer nerves when a soft and sultry voice on the other end answered.

We went through the usual set up and she could tell I was nervous but asked if there was anything special that I would like from our meeting.
This was it, this was my chance to finally tell someone about my fetish and not only that, be with the woman that would help me to finally fulfill my ultimate fantasy.

‘Can you wear some leather and boots for me please?’ I managed to quietly say.

‘Of course my darling! I will won’t tell you know what I will wear. I will surprise you on Thursday.’

We said our goodbyes and finished the call. I was shaking with nerves and an excitement I had never felt before. Thursday couldn’t come quick enough but when it did the emotions that were running though my mind and body were to numerous to say.

But anyway I got there and rang the door. Silence.... then I could here the clicking of heeled boots on a wooded floor. (Sounds odd but you can tell a difference between boots and shoes, there is a certain dulling that goes with a boot)

The door slowly opened and there she was. The woman who was going to be my first escort and also to be the first woman I was to have horny leather and boots wearing sex with.
She was gorgeous, she was wearing a pair of high heeled black leather thigh boots. A black leather mini skirt and a black leather bra. She also finished the leather look with a shirt pair of black leather gloves.
I could have cum in my pants there and then but I was invited in and she took my hand, with her leather gloved hand straight to the bedroom. She closed the door behind us walked right up to me, places her hands on my chest and kissed me passionately. She tasted so sweet and with the smell of leather too, my mind was racing.

We kissed for a while, our tongues caressing each other’s, lips locking hard and then softly before breaking and starting again. All the time we was rubbing our hands over each other’s body. Me more so hers as I just couldn’t get enough of the soft black leather that was covering her body.
She then placed her leather covered hands on to my face and we kissed a little more before she pulled away and said, well demanded almost to get undressed.
I did as I was told as quickly as I could, and when she saw my raging hard cock (which is about 8 inches but felt like it had grown after being with her) she had a little smile on her face.
Speedybee then walked towards me and started to kiss me passionately again whilst rubbing her hands over my body, which felt amazing. For a few minutes we were back to kissing and caressing each other’s bodies, then she slowly slide her hand down my chest and on to my cock. She slowly started to stoke it and began cupping my balls and massaging them with her leather hands.
‘You want me to suck your cock baby’ she said. And all I could muster was a loud groan and yes.
This beautiful leather clad lady then bent down in front of me, but never broke eye contact, and slowly began to lick the tip of my cock. Then she began to use her tongue to lick around the top of my bell end and stroke me with her hands.
She was making me cock so hard it felt like it was going to explode, she then slowly started to work her mouth over my dick and swallowed the whole thing in one go before, again slowly, pulling back.
She did this a couple of times and it must have got her going because she gave me the best blow job I have ever had.
I couldn’t last much longer and shouted that I was going to come. She didn’t stopped and I exploded in her mouth and she carried on stoking me and swallowed every drop.

She stood up and looked at me and said,
‘You been saving all that up for me cos there was a lot there baby. But I drank it all down for you.’
‘ I know’ I said. ‘And that was amazing, your amazing’
‘Well thank you baby, but now you’ve cum what are we going to do?’ She said.
‘Ermmmm’ was all that I had.
‘Well I think it’s only far that as I have made you cum, and a lot may I add, you should do the same for me. Don’t you think?’ She said with a sterner look and more authoritative than before. I nodded.

Speedybee then laid back down on to the bed and pulled up her leather skirt and opened her booted legs to reveal that she wasn’t wearing anything under her skirt.
Her pussy was gorgeous. Smooth and wet and perfectly formed.
She started to rub her breasts with one of her leather gloved hands and her pussy with the other. Slowly around the lips to start with before gradually sliding a finger inside. This went in with ease, even with a leather gloved finger, as she was that wet.

‘God that feels so good’ she moaned.
All the while I was stood at the end of the bed taking in everything that HAD happened, what WAS happening and what was GOING to happen with this mature leather goddess.
She did this for a few minutes and seemed like she was enjoying herself by the moans and groans that she was making.

‘Come here baby’ she whispered. ‘Come and taste me.’
I didn’t need asking twice. I crawled onto the bed and in between her booted legs and started to rub them. God these boots were soft. I started to kiss the boots and worked my way up to her pussy, gave it a little lick and worked my way back down her other booted leg.
I was gaining a bit of confidence now.

‘Lick me baby. Suck my clit. Finger fuck your leather booted whore’ she moaned.

I started to lick her and play with her too. I must have hit her sweet spot a few times because she squeezed her booted thighs around my head and grabbed the back of my head and pulled and rubbed my hair, and let out a long sensual, sexy groan on a few occasions.

‘God baby your good and that.’ She said. She was starting to move and groan a lot more now and her breathing became heavy and fast.

‘I’m going to cum baby. Don’t stop. Tongue fuck your leather cum slut.’ She shouted.

I continued to and she then squeezed her legs around my whole body, hands pulled my hair, and she screamed. Then I felt the hot, sweet taste of her come flooding my mouth.

‘Drink it, drink my cum baby’ she called out. I licked up every bit of that sweet nectar I could.

By this time I was hard and ready to go again. Once speedybee had caught her breathe and gathered herself she also noticed this and slowly started to rub my cock again.

‘You did very well there baby, you have pleased your leather clad fuck slut tremendously. Now you can fuck me.’ She said, looking at me in the eyes.

‘But first you can have a little extra treat that I’m sure you will love, and I know I will because I do too. Knowing what really gets you going now.’ She whispered in my ear.

Speedybee got up off the bed and walked over to her wardrobe and opened both doors and stepped forward so I couldn’t see her anymore. Then she reappeared wearing a black leather jacket, and she looked even more horny and fuckable than before.

‘You look amazing’ I said.
‘Thank you darling. But seeing as I have dressed up for you, the least you could do is return the favour and do the same for me.’ She said.
‘Ermmm not sure I.....’ began to say, when she grabbed a red pvc dress from the wardrobe and held it up in front of her.

‘I think this will look great on you. And it will certainly turn me on’ she said with a sexy grin.

‘I would love to’ I replied, which I think surprised her a little but she was still cool with it all the same. Because whilst having a fetish for women in leather and boots and unbeknownst to her I have had a fetish for wearing it too.

‘Great. Now get it on sexy boy’ she said.

I jumped up off the bed as quick as I could and began to put it on.

‘Whoa! Whoa! Darling. Let me get comfy so I can watch’ she purred.

So she sat on the edge of the bed and started to lick and suck one of her leather gloved fingers and start to play with her pussy once more. So I slowly started to step into the dress and gradually pulled it up to my dick, but where I was so hard it kind of got stuck. But speedybee saw this and stood up and gave me a helping hand. Then say back down. I finished putting on the dress and it felt amazing. Not only to be wearing it, but to be doing it in front of someone for the first time was absolutely exhilarating.

‘You look beautiful darling.’ She said. ‘Now the finishing touch.’

She gave me another pair of black leather gloves. I put them on without any hesitation and began to rub my body without even realising.

‘Come here baby. Your getting me all horny again and I’ve looked at that cock look enough now so think it’s about time you fucked me with it’

‘Ok speedybee’ was my lame response.

I took a couple of steps towards her and she grabbed by hard dick with her hand a pulled me down onto the bed with our lips meeting in a passionate kiss as I laid on top of her. We finch kissed for a little while then she broke it off and whispered in my ear,

‘Fuck me Mark’

Grabbing my cock and without any hesitation I lined up my raging hard dick with her slit and rubbed it against her wet lips and slide straight in up to my balls.
Wow!!!! What a mind blowing, amazing feeling that was, one I shall never forget.

Speedybee groaned and started to move her hips as I was sliding in and out of her. She was rubbing her leather gloved hands over her body and mine. I pulled out and she looked at me in disappointment but I was ready to try another position.

‘Let’s go doggy. I want to watch that leather arse of yours’ I said with some confidence lol
‘Ok darling’

So we changed to doggy and as I knelt on the bed she reached between her legs and grabbed my cock and she slowly back up onto it and guided it into her pussy. I held her hips and began to fuck her slowly and watch this stunning leather cover arse slide up and down my cock. With this new confidence I slapped her arse a couple of times and reached round to play with her clit as she was impaled on my dick and not moving at the time, just staying motionless apart for a slight hip rotation.
Her groans started to gain volume and she once again started to slide up and down my cock but with more aggression this time.

‘I’m going to cum again darling’ she said

‘Me to’ I said

‘Then turn me round and fuck me on top so I can see your face when you come in me’ she quickly panted.

So we switch back to missionary and once again I slide my dick in with ease and began to pump away. Then I felt her wrap her booted legs around my legs and she began to fuck me back. Her leather glove hands then grabbed my arse and forced me harder and deeper into her. This sent me to orgasm and as I began to cum she did too. Her pussy clamped down around my cock and we both orgasmed at the same time. It was amazing.
Once I had finished I collapsed down next to her trying to catch my breath as was she.

‘That was great darling.’ She panted

‘More than that’ I replied. ‘That was the best experience of my life. Thank you.’

‘Awww bless you. Your welcome’ she answered. And placed a hand on my cheek and pulled me in for another long, hard, and passionate kiss.

Well we laid there for a bit and chatted but then time was getting on and I had to go but she was always pleasant throughout and one of the loviest and most helpful (in my case lol) people I have had the pleasure of meeting. I haven’t been back to see her but she opened my eyes to a whole world of mature leather wearing beauties and haven’t looked back since. Seeing many more escorts over the years. But I will, one day soon, go back to see this wonderful woman.

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Hi, friends am Shilpa (name changed) who is a sexy college student from Bangalore. I am currently doing my Bachelor degree in Bangalore. I am 20 years old girl with a good physique and sexy curves. I have a lot of sexual desires and fantasies but never got a chance to fulfill my fantasies. I belong to a very conservative family. It was my semester exam time. So, I thought to do combine studies with my friend Shwetha (name changed) in college hostel to score good marks. So, I went to college...

4 years ago
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An Unexpected Call Turned Me Into An Male Escort

Hello all… This is Rajesh again hope you all have read my previous story “Falling on ground to fall on bed” & thanks for all your valuable feedback am happy by your feed backs. Now coming to the story as I said in the previous story how I fucked my aunt who is a friend of mom. My mom has a lot of friends in our locality and they spend their evenings together by sitting outside of our house and chit chatting with each other. After my day with my aunt I was feeling uneasy to face her directly so...

2 years ago
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Delhi Escort

Hi to all my readers of ISS, this is ABHI once again with one of my best experiences where I had to play the role of male escort. One of the aunties with whom I had been, she had challenged me to satisfy a friend (Roja) of heir’s who was very hot for any man. Being a man I had to accept the challenge and also I placed one of my conditions that she needs to pay me for it. She also readily agreed and arranged our talk over the phone. We both spoke to each other and decided to meet one fine day...

4 years ago
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My first meeting with an escort

I was looking at the local escorts to me, although not too local when one new profile caught my eye. There were no reviews and no pictures. Just a little blurb on what she was like: Sexy Elle 22 years old (so 8 years younger than me) tall, blond hair, pert boobs, tight shaven pussy, bubbly and will put you at ease. OWO, CIM, protected sex, no anal, £120 per hour. There was just something about the profile that really made me want to finally fulfill this fantasy. So I sent off a message,...

1 year ago
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XVideos Mature

In the chaotic world of online porn, you can trust ThePornDude to be your guide to good porn. If you have a thing for older women, specifically 30+ up to 60, pay some close fucking attention. I'm about to introduce you to yet another source of porn featuring mature, ridiculously sexy, and dick starved MILFs. These women will command both your respect and your attention with their hot bodies and experience.These moms are so fucking horny, and all they need is to release the tension. When their...

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2 years ago
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My 54 y old japanese mature widow partners sex add

this is the story and details about my japanese woman partner. this is a true story . hope you will enjoy it like i enjoy it seriously. and i will add or change more details and incidents about her when i disclose them and will publish more photos about her what i like to share with you.I am 43 and originally from sri lanka who lives in japan and sri lanka time to time. my woman sex partner is a japanese. she is a 54 y old [ in 2019 ] 3 times devorced and 1 time husband died [ overall 4 times...

4 years ago
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Sex With My Mom Pinni And An Escort

This is my real sex story. For the next three days as my babai was in the home, we didn’t have any chance to fuck. After three days, he again went to Maharashtra. I went to drop my babai at the railway station. When I came back, I was surprised to see a busty woman of my aunt’s age is sitting next to her on the sofa. Her name is Shweta. She is good looking, very busty, same height as of my aunt, but her sizes are 38d 32 40. She asked me about my studies and then asked “how was your session with...

1 year ago
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Chaturbate Mature

Chaturbate’s big-ass selection of Mature cams shouldn’t come as much of a surprise to anybody who ever spends their evenings, weekends or lunch breaks shaking their dicks at the site’s seemingly endless number of live camwhores. They’re one of the very biggest cam sites in the world, consistently drawing around 340 million visits a month. You’ll run into more than a MILF or two even if you’re just browsing the front-page hoes and never fucking with the filters.Today, I am fucking with those...

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1 year ago
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Cam4 Mature

I know I’m not the only one out here fucking MILFs and mature bitches here. Oh, fuck you, don’t turn your nose up at me. I bet most of you cucks haven’t had action since fucking Y2K, and you only got it then because some dumbass babe thought the world was going to end. Well, I, on the other hand, have been fucking bitches left, right, and center, including mature bitches. And let me tell you, mature sluts know how to fuck like it’s nobody’s business. Don’t get me wrong; I’ll take some sorority...

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2 years ago
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My first time with a craigslist shemale escort

Before my current girlfriend I was in a relationship for about 3 years. Towards the end the sex got boring and not as frequent as I’d like. I started browsing for escorts in the area, something I never did before. After looking and looking I was reluctant to spend that money on something if given a little effort I could get for free. When curiosity struck I started looking at the shenale escorts. Prior I had watched some shenale porn in the past and remember getting very turned on by it. So for...

2 years ago
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student blackmail mature lady teacher

Joey can't remember where this all started, his fascination with the school's guidance counselor, maybe when she would ignore him and instead entertain the jocks that went to her office for counseling or maybe this woman was just really desirable. Joey Jones was 18, a high school senior, and the captain of the chess team. There were other girls his age that he was interested in but there was something about the counselor that captivated him.The guidance counselor was Mrs. Zilpha Rollins; she's...

1 year ago
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StripChat Mature

Strip Chat Mature! I’ll be honest with you old cucks. You’re not always going to get the hot, young dime pieces. And, honestly, ditzy 20-something sorority pussy isn’t all that it’s cracked up to be. I swear half the young broads I plow don’t even know how to ride, suck cock, or any of that shit. It’s like fucking a sex doll, only with a bit of personality. Screw all of that bullshit; I want myself a slut that knows how to fuck, suck, and everything else in-between. For that, I look towards...

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4 years ago
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MY MATURE LONGTERM FUCK DORATHY

DOT, Live opposite my parents on the south-coast of England a sleepy town called Eastbourne In the shire of East Sussex, I,d always fancied older woman and as a 13- 15 virgin would watch Dot doing the gardening bending over tending the plants etc our levered bathroom windows open I’d kneel on my knees squirt hand cream into my left hand and slowly strop my virgin cock gripping as tight as I dare vigorously knocking a load out and eventually my face contorted the whole of my being shuddered with...

1 year ago
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Maturenl

Sure, sure, young dime pieces have their place, but there’s nothing quite like plowing the pussy of a seasoned MILF who knows her way around a cock. So many young and dumb bitches barely know what to do with a massive dick like mine, let alone take it with ease as a slut who has been around the block a few times would. I’m telling you sex-starved cucks that it may be the time to stop hunting young pussy and striking out when there are millions of horny cougars and MILFs just waiting to be...

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3 years ago
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THE ESCORT

THE ESCORT A multi Chapter Story        Signing with an exclusive escort service, almost immediately afterwards offered an extended three month tour arranged for cruise ships specializing in wealthy clients in the Middle East, Amy eagerly accepts? With visions of wealth in her head.   Transportation arranged as part of the initial agreement binding her to the contract, immediately upon arrival her unexpectedly short, harried training regiment takes on a darker, sinister cast as she’s forced...

4 years ago
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6 mature big breasted white ladies bbc cottage2

6 mature white ladies, my wife and 5 of her friends, Connie, Beverly, Wendy, Steph & Elaine all delivered a healthy black baby from their 9 day adventure at our cottage last summer. 4 well endowed, young black men greatly enjoyed their breeding of these 6 mature, curvy, big breasted white ladies. Women were all between 47 (youngest was Wendy) and 53 (oldest was my wife, Tryphaena). 4 young black men were between 18 (Tom the youngest) and 24 (Sam the oldest). All had very distinctive...

3 years ago
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2 Cock Loving Mature Grannies

I had met my best friends granny at a partiy at his house.(See 'My Best Frienda Granny').Having enjoyed some fantastic sex we arranged to meet up again.She asked me to come round one saturday and told me to let myself in through the garden door.As i went in i heard her call out for me to come upstairs.When i got upstairs i found her lying in bed.I also got a surprise,as in bed with her was another woman.This turned out to be one of her friends.She was also in her sixties and as i was to...

3 years ago
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Messaging Skyler the escort

It reached the end of March and after coaching cricket at the school as well as Krystal's brother on a Saturday and occasional Sunday, I had managed to save away some decent money for a student. With the pocket money my parents still gave me I had just over R7500 in my bank account. The first semester of 2nd year was going well although still being single I wasn't getting as much sex as last year, although I had slept with both Caitlyn and Cassi a few times as well as once with Krystal and...

3 years ago
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The escort

Jeri had been an escort since he was fifteen. He learned early from his mom's friends that the women especially the older ones like his attention. His mom's friend took him one day into her bedroom and stripped naked and pushed her tits into his face and let him chew and suck her huge globes. She then undressed him and pushed him on his back and began to suck his cock till he filled her mouth with cum. She taught him to eat her pussy and how to fuck her cunt and fill her with cum. He visited...

2 years ago
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Kolkata Ka Male Escort

Hello readers …!! My name is samrat and main kolkata ka rehne wala hoon aur meri age 22 hai and main ek college student hoon lekin abhi main ek part time male escort hu. Maine apni pehli kahani “soni ki kahani meri jubani” post kari thi.. Pyar and response ke liye thank you very much, special thanks to my special bhabhi for your love… Ye kahani bilkul sachhi hai, agar achi lage toh please mail kare… Baat kuch month pehle ki hai ki kaise main ek male gigolo bana actually hua ye ki jb mera...

3 years ago
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My Life as an Escort

My name is Jenny and this is my story on how I had sex with my father. This was truly accidental. I was only doing my job. I've been an escort since I was eighteen. I love my job. I meet lots of interesting people and have done lots of traveling. The money is really good and it's like just going on dates. Most men just want a pretty lady to accompany them. I've gone on a lot of interesting dates. I've dated men that were younger than me or men that are twice my age. It's been a very...

3 years ago
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My 2nd time with a transexual Escort

It had been a year since Isabella had ripped my anal virginity from me (see my rough treatment story) and life had gone on as usual. I was still in a relationship with the same girl and had continued my usual routine of of work and weekend benders with my noisy mates. I may have outwardly appeared butch and masculine to my peers but my session with isabella had changed me and i found myself masturbating regularly over the memory of my domination at the hands of my transexual tormentor. I wasn't...

3 years ago
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My Pornstar Escort Best Escort

I normally write about my adventures from many years ago but this one is from last year.And to be honest I don’t know how to start it as I always change the names of escorts I see but as she is a quite famous porn star now. Who doesn’t mention her escorting past and has blocked her reviews on an adult escorting site.She advertised on an adult site that most people use these days, she says she is a 24yo lass from Scotland with pierced nipples and completely shaven down there.I phoned her and...

2 years ago
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Daddys Escort

~mfan2112 ___________________ I had to hustle to get home and change before my evening date. Why my professor wanted the research paper by Friday afternoon is beyond me, but I had camped out in the library until I completed the project and emailed in, with 15 minutes to spare, thank you very much. I set my computer bag down and opened my closet to look at what my options were for the evening. Oh, what did this guy like? I pulled up my email to review. ___________________ Subject: Outcall...

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