My First Time With A Craigslist Shemale Escort free porn video

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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 the next few days I kept going back to this one in particular shenale I found, I’d look at her ad then check out her tumblr, her Facebook etc. she was absolutely gorgeous but didn’t have any breasts, nice long natural hair, great small yet bubble ass, nice lips, nice legs. Finally I said fuck it and sent her a text, she responded and I set up to meet her at her apartment. I was working that day and decided I’d take my hour lunch to meet her. I arrived, sat outside in my car smoked a cigarette and couldn’t believe I was about to go through with this. Finally I got the courage up and texted her that I was out front. She came down and let me in and I followed her to her apartment. She had on a robe and some lace stockings. I get inside and she says off the bat money on the table, so I put the $100 on the table and kind of stood there. She asks if I’ve ever done this before and I respond no never, she then asks so you’ve never been with a girl like me? I said no I haven’t this is my first time. She told me not to be nervous that I should relax and take a seat on the couch. I sat down and she walked in front of me and dropped her robe exposing a sexy lingerie top and skimpy panties. She pushed her way between my legs and bent down towards my face and kissed me, naturally I start kissing her back. Our tongues intertwining I start running my hands up and down her legs and her ass and instantly get hard. We continue our long kiss and she unbuckles my belt and unzips my pants. She reaches in my boxers and gently begins to stroke me. Normally a jandjob does nothing for me but it felt amazing. We break away from our kiss and her hand still wrapped around my dick she drops the her knees. She slowly looked up at me and begins to softly kiss my hard dick, just kissing it, then begins to lick my shaft up to the tip where she then wrapped her lips around and begins giving me what may have been up to this point the best blowjob I ever got. Every now and then she’d look up while devouring my dick in her hot mouth. Maybe 10-15 minutes tops went by and she stops and says do you wanna fuck me? I said yes. She said follow me, she takes me through this beaded doorway where there’s a mattress on the floor, she turns around and drops her panties then got on her hands and knees. I get down and come behind her, I slowly start fingering her ass, soft at first then a little harder and faster. She really did have a great little bubble butt. I spit on it and decided fuck it, I put my hands on her ass to spread it and stared eating her ass. I know she’s an escort but I couldn’t resist. She started to moan like crazy as my tongue is circling and penetrating her hole. I thought I was gonna cum just from tonguing her ass. She starts to beg me to fuck her, I eat her ass for a few more minutes till I can’t take it anymore and grab her hips rubbing my dick behind her. Finally I guide myself inside slowly. My God did it feel incredible, I start off slow and next thing I know I’m all the way inside. I was surprised how tight her ass was considering she was an escort. We’re fucking for maybe 20 minutes about and I feel like I’m gonna explode, since I’m used to natural women I go I’m gonna cum, she said hey I wanna cum too can you get on top of me? I was a little weary but I went with it. So I pull out and she turns over, now I see her dick and thought I was gonna go limp. Shocking I stayed hard and got on top where she grabbed me and slid me back inside her. I started really pounding away this time, not so fast but long and hard thrusts. She started to jerk herself off even harder, I leaned down and started to kiss her again, feeling her moan as I’m fucking her and she’s stroking herself. I dunno what it was but I really liked kissing her. What happens next I can’t even explain, I reach my hand down over hers and unwrap it from her dick. I stop kissing her for a second and we just look at each other while I’m still inside her and realize I’m now jerking her off. I think we were both shocked because she tells me please don’t stop baby, you feel amazing inside me. So I’m trying my best not to cum but can’t help it, I said I’m gonna cum I can’t hold it anymore. So I lean it to kiss her and as soon as I do I feel myself erupt inside her. I think I may have came for what felt like a solid minute. She pulls away from my kiss and said can you please let me finish, keep jerking me and I did. I was stroking her the same way I’d stroke myself, before I knew it I felt a warm load run down my knuckles and hand. She let out the biggest moan I heard in quite some time. I go to get up and she asked if I wanna shower before I leave and I said I have to get back to work but can I wash off. So I went to clean myself off and when I came out she had put on this cute little yellow dress, loose yet rather short. She goes I can’t believe how amazing you were, or that you never did this before because you were great. I said I really never have but you turned me on in a way I haven’t felt in awhile. She smiled and came up to me and gave me another kiss, I got instantly hard but knew as bad as I wanted to stay I had to go. So I pull away and say thank you for an unforgettable time and walked out. I get in my car and pull away, about 5 minutes later I look at my phone and she texted me saying “I know you have work but if you have time later you can come back free of charge” for the rest of the work day that’s all I could think about, was how great it was being with her and leaving her there in that sexy short yellow dress.

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This one comes by popular request and is dedicated to all you naughty people who fe-mailed me and complained that whilst you enjoyed my stories you felt that I could perhaps be a little more filthy instead of being suggestive! Well, I've always said that I'll give you what you want, well, you got it and I hope you like it! Disclaimer; (seriously!) The following story does not reflect the writers personal tastes and depicts entirely fictitious characters and fantasy scenes of an...

3 years ago
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A Shemale Fantasy and my Wife Part 1

Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It's the same thing you've heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I've always been the type who wants to try new...

2 years ago
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A Shemale Fantasy and my Wife Part 1

Introduction: I didnt know what I was in for. But what a ride. I was always a sexually open individual. But in my world sexual expression wasnt really part of my routine. Im a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to...

2 years ago
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First Time Shemale Encounter

Lets start off by saying this a very true story, one that i love to re-live over and over. lets beginI was in el paso, texas..my girlfriend at the hotel. Something in me decided to go to the strip club. So i did. After a few dances, i decided to leave. I had always heard in mexico it was very easy to find shemales. So i decided to go over the boarder to the very dangerous city of Juarez. After i was in mexico i grabbed a beer and started walking. Within 15 min i noticed these beautiful...

4 years ago
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Mile high shemale

“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.Once in a while I’d visit...

1 year ago
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First Craigslist Spanking More Than I Ever Expected

When I was seventeen, I came up with the less than brilliant idea that it would be fun to walk around the neighborhood at night with no pants on. It was fun because I would experience spontaneous orgasms.  One day my luck ran out. I was caught by Mr. Harris, who gave me the choice of a spanking or being turned over to the police.  I choose spanking and it left a lasting impression.For years, I fantasized being spanked by a man again but didn't know how to arrange it.  Then about twenty years...

Spanking
3 years ago
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The Craigslist Killer Part Three

The Craigslist Killer Part 3 © 2014 by Nom de Plume I paid the cabbie and hurried up a few steps to a side entrance to the Palmer House. It was still unlocked, and I let myself in and made my way quickly down a deserted shopping arcade. I was grateful for the solitude, conspicuous as I must have been in my taffeta dress, shawl and stilettos, but I didn't encounter a soul all the way to a bank of elevators. My luck ran out when I stepped into a crowded elevator, full of...

1 year ago
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The Death of CraigslistDay 1

Author's note: Back with another kinky little sissy tale. Like most of my stories, this one starts off well and quickly devolves into kinky situations that may not be all that believable. I hope that you will suspend disbelief and enjoy the journey. And if you have any suggestions about what should happen on day two, feel free to email me at [email protected]. Enjoy! xoxoxo Sissy Michelle, aka Emshon or Emshoninque. The Death of Craigslist I was shocked when the...

3 years ago
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Shemale Ne Mummy Ko Choda

Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...

3 years ago
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Mommys Christmas Shemale for David

She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...

3 years ago
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First love with a shemale

This happened around 10 years back. I never had a chance to share my experience. After getting some free time at my work recently, i thought of sharing my erotic stories.I will cut the chase and jump into action. I had been browsing horny shemale videos for a long time but never had the opportunity to spend time with. The place where i stay does not have good transgenders and 80% of them are just fake and try to loot money. I searched the craigslist and from one of the websites luckily found an...

2 years ago
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A tale of male seduced by shemalefrom rohitraj

Hi I am Rohit,I am young,very fair and handsome,well educated decent person age 26 years almost 6 feet tall living in Hyderabad,India.I am a great fan of Indiansexstories.net site and always read the sexual stories.....and compliment the people who write so long stories......i always wanted to share my encounters......but alas i dint met a single encounter.....but recently.....met an exciting one....which i am going to reveal to you people......This is my first story and i request you people...

1 year ago
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London Mein Indian Shemale Se Fuck Hua

Hi dosto, mera naam Azim hai. Meri age 23 hai aur main ek bisexual mard hun. Mujhe sex ka bohut craze hai chahe aurat ke sath ya aadmi ke sath. . Aur yeh meri pehli story ek shemale ke sath hai jo kuch saalon pehle ki hai. Agar aap logon ko meri gay stories aur maid ke sath stories pasand hai toh zaroor yeh story bhi aap logon ko bohut pasand aaye gi. Yeh kahani 2 saal pehle ki hai jab main London mein padhai kar raha tha. Meri age uss waqt 21 thi aur yeh meri birthday ke kuch dinon baad ki...

1 year ago
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My Vivid Memory of Sex with a Shemale Free Sex Stories and Adult Erotica Stories

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it. I am not gay or have any element of pride in me but what really fascinates me is Shemales. I believe they have...

Shemale

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