1st Time With A Shemale free porn video

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I have always enjoyed playing with my ass hole, about two years ago I was in Chicago and went online to Eros and chose a shemale named with held. I called her up and she came to my hotel room. I was very nervous when I opened the door. She was about 6' tall and was a very good looking Latino. She bent down and gave me a kiss right on the lips and man where her lips where soft. She went into the bathroom and asked me to relax and she will be right out. I was lying on the bed and she came out with panties and high heels on only, she had beautiful tits. I stood up just rubbed my hands all over her body; she was so soft her legs where so smooth. I told her this was my first time and wanted to try everything.
She undressed me and laid me on the bed and ran her tits all over me for about 5 mins, I asked her if I could give her a massage and she said that would be great. She didn’t speak very good English. I had her lay on the bed face down and gave her the best massage I could which made her relax quite a bit. I used some hand lotion and really did a good job of rubbing her back, legs arms and those long legs. I spent about 20 mins massaging her back. I asked her to roll over and when I tell you she was beautiful I mean you would never be able to tell she had a cock. She turned over and smiled and said that felt great, her tits where beautiful and I could now see the bulge in her panties. I asked if I could remove them and she lifted her ass and I slid the off! I stood and starred at this beautiful girl lying on the bed with a face that was beautiful, tanned body long legs and a great ass with a 8” cut cock. She laughed and ask me if I was ok, I said oh yea. I got the lotion and started rubbing her tits and stomach and legs and watch her cock grow and twitch. I went in bathroom real quick and got a warm wash cloth and set it on the night stand. I put some lotion on my hand and started rubbing her cock and felt it grow and twitch for about 10 mins. She asked me to stop before she shot a load. I used the wash cloth and wiped the lotion off her cock. She wanted to give me a massage so I lay on my back and she massaged my back a little and then started rubbing my ass and opened my ass cheeks and lubed my asshole with some anal ease she brought with her and slide her fingers in and loosened me up. She got a rubber on her cock and started teasing my hole with her cock. She had a nice head on it and felt great. She took her time and finally had her cock all the way in and just laid on top of me with her cock buried up my ass. What a great feeling this was, she allowed me to get used to it and she slowly started fucking my ass. I can’t tell you how good this felt, I had my little ass in the air and was pushing back to get as much as I could up my ass. Remember, this is the first real cock I have ever had, fingers and dildos only. I was in fucking heaven as she fucks me very slowly for about 10 min I swear I almost cam and never touched my cock. She slowly pulled her cock out asks me to turn over on my back, picture this I am lying on my back and scootch to the end of the bed and this beautiful girl sticks two pillows under my ass and holds my legs up and slowly slides her cock back in my ass. Dude I almost shot my wad right there. I am looking at this beautiful shemale and rubbing her tits and she is fucking my ass. Again, I am in heaven she grabs my cock and starts jerking me off and I ask her to stop because I don’t want to cum yet. She fucked me for about 10 mins and I ask her if we can switch positions and she say of course. I had her lay on her back and I lowered my ass down on her cock, this was fucking unbelievable. Beautiful face, great tits and a rock hard cock, I rode for about 5-7 mins and couldn’t take it any longer and grabbed my cock and started jerking off and ride her cock, she started to fuck me hard and I shoot my first load right over her head and the rest on her tits. I have not cum like that since I was 20 years old. I sat on her cock for about 2min after I cam and was shutting and panting. I took Viagra about an hour before she arrived so I could keep up with her. Did I mention she was 25 years old?
She was still hard when I slid off, she did not cum. We just laid there for a few minutes and I played with her cock and rubbed her tits, I asked her if it was ok to kiss and she grabbed my head and we started to make out. Her lips where so soft, she was a great kisser. We laid there for 10 mins kissing and rubbing and she looked me in the eyes and asked me to fuck her in the ass, I almost cam again. I had her scotch to the end of the bed and spread her legs and started licking her asshole. She fucking loved it, I had to ask her to keep the noise down, I am sure if someone was in the room next to us they could have heard us. I licked her hole for at least 10 mins. Did I mention she smelled great, her asshole was so clean!
I got some of the anal ease and lubed her asshole and started fucking her ass with my fingers and sucking her cock no rubber, again this is my first time with a real cock and did my best to give her a blowjob. What a nice smooth cock and balls and asshole no hair at all. I sucked and fuck her ass until she stopped me because she was ready to cum. I got a rubber (Fucking packages are a pain) and placed it on my 6in cock (good sized head) and slowly slide my dick up her ass. Man was she tight, I slowly slide it in and out until she got used to it and started fucking her ass. Here is the picture, she is on her back beautiful face looking at me with her tits swaying back and forth and I am fucking her in the ass and she is jerking off. This may have lasted 5 mins and she starts really getting into it and wraps her legs around my waist and pulls me in as deep as my little pecker will go and says she is going to cum. I keep pumping as best as I can and she is jerking her cock and boom she lets go with the first shot; which hit her in the forehead and then another load on her tits and another on her stomach and I can feel her ass muscles clinch on my cock and that all I can stand and I tell her I Cumming and she starts grinding her ass and shoots another load on her stomach. I have never seen some cum that much, I shot a load in the rubber and slowly pulled out and started wiping up her cum and eating it, so I climbed on the bead and licked it of her tits and sucked her soft cock for a few minutes. We started kissing again and laid there for about 10 min catching our breath. We went into the bathroom and took a shower together and lathered each other for about 20 mins and then went back to the bed and laid down and just rested and drank some water. We had about 45 mins left and she asked what else I would like to do, I started sucking her cock again and playing with her balls and got her hard. I place a rubber on her cock and lubed my ass and lowered myself on her cock again, but this time I bent forward and put pillows behind her head so we could make out while she fucked my ass. What a set of lips, we kissed and fucked for at least 15min and she said she was going to cum again and I grabbed my cock and started jerking off cam right after her, not much left. We almost cam together. Dude is was great, we showered and she got dressed and gave me a big kiss and I gave her the $1,200 and she told me if I was ever back in town to call and she would spend the night for $1,000.00
I now need to go jerk off again

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We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

4 years ago
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Gas Station Shemale

Before I begin this story let me say this: I know that a gas station is a place where one would not likely see a chick in a short skirt with heels and even if you did it wouldn't happen in the wee-hours of the morning.........would it??? On this night I hadn't paid close attention to how much gas I had in my car and when it was time to drive home from the party I'd been at I realized that I absolutely had to stop to get some (probably not a real good idea but I had no choice). Signage along...

2 years ago
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Taken by Force a Shemale

Taken by force a shemale! By venisss It started very simply. I was on vacation in goa, and stayed the hotel, overlooking a nice sunny beach, with dozens of various palms around. Once I saw an attractive woman at the hotel bar and offered her a drink. She accepted and we conversed. I was not planning to pick this girl up and make it out with her, just normal decent chatting. She appeared to be a very good listener and glib, it was very interesting with her. Soon, we were laughing and joking like...

1 year ago
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DaftSex Shemale

I have already written a general review of "Daft Sex," which you can find by punching the quoted characters into the search bar. However, that tube possesses a titanic amount of content, and to be as absolute thorough, so I thought I should give it another review. Or rather, I did several focusing on different facets of the platform, in this case, the shemale erotica found on this tube.Talk about t-girls, porn with extra poles, and other forms of innuendo are inbound.Time To Talk About The...

Shemale Porn Sites
4 years ago
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My first encounter with a shemale

I am a straight guy who had never strayed before.. however i had been having urges over shemales and started wanking to shemale porn every now an again online. i have always been interested with my ass being explored but i never found men attractive. with shemales it was different. they are beautiful, slender but also filthy at the same time. it seemed perfecti had planned a europe tour some years ago and my first stop was amsterdam. after a few hours of roaming the red light district i was...

3 years ago
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First Time with a Shemale

This is a true story about my first time being with a shemale. I happened just over a year ago on the tail end of a business trip to Amsterdam. I had a couple of free days at the end of my trip to enjoy and explore the city. So naturally, I decided to check out the night life and that meant a visit to the Red Light District.I spent a lot of time just walking around and taking in the sights and sounds of the area. There were so many people walking around and it was alive with all their energy. I...

4 years ago
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My First Time With A Shemale

Hello Indian Sex Stories readers, thank you for your continuous support. Your support helped me to experiment more and more with different kinds of people. This time it was an unexpected encounter with a shemale. I hope you like this one. Email me at & tell how hard I made you cum ;). And also if anyone from Mumbai or Thane want to have a session with me than you can email me without hesitating. I don’t judge people don’t worry. So let’s come to the story. This is a recent story that happened...

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2 years ago
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me my daughter and a shemale

my last story was with my daughter for the first time now we both have shemale girlfreind very beautiful ones they would come over me and my daughter would put on our sexy heels she picks my shoes now lol and they would fuck us both on the same bed theses shemales are in good shape they would fuck me and my daughters tight lil asses and shoot globs of cum then they would watch us creampie it out one of them came over one night when i got off work my daughter wanted me to tougue out her shemales...

4 years ago
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First time with a Shemale

First off this is a true story. I lost my virginity at a young age so sex is always been something usual for me. As far as how I lost my virginity... thats another story. I have always dated women that were openminded, bi-sexual and down right sluts. I have been in strange conversations and situations because of being soooooo "openminded", heres my story... Bella and I were getting dressed for a night on the town. We had plans to meet a couple from a a website we were members of. So we were...

4 years ago
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The Studio and the Shemale

When the company I worked decided to relocate to the north of England, it was made clear to me that there would not be a job for me there and so the decision whether to move woth or leave was decided for me. The redundancypayment was extremely generous, as it should be, I had been with them since I left school. So now I had to find a new job and the decision was whether to stay in the line I was in or change careers, but With the redundancy payment as it was there was no rush.Quite by chance I...

4 years ago
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shemale on shemale

Hi dear it just a story may be its real cany sure some 1 told me & i write this 1 for u Hi mai ap ki friend ap ka leya aik or story la kar aee hoain, mujha 1st three stories ka jo respons mila vo to mai ko bata nahi saktee, par ap ka tnx zaroor kartee haoin dil sa. Isee ka sath maree 4th story ap ka leya. Ya mara sath hona wala aik ajeeb or anokha waqia tha. I mean really very different, mujha movie dakhna ka mood huva to mai cenma chalee gae wahan khelade 420 film aksha ki lagi thee new film...

Lesbian
4 years ago
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Passionate Sex with a Beautiful Shemale

Passionate Sex with a Beautiful Shemalea man and his shemale lover get down to businessWill led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock.“Mmm,” she moaned, feeling Will’s lips kiss the nape of her neck, causing...

4 years ago
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Threesome In Thailand With Hooker And Shemale

Hi friends. It’s your favorite writer Abhay from Jaipur. Thank you all for the huge response for my last sex stories. Now I am back with my recent real encounter. You all know my vitals and so I am skipping that part. Suggestions and comments are always welcome. I respond to every email I get. So, let’s start with my real life incident. It all happened in May 2018 during my vacation trip to Thailand with my wife and another couple of friends. Our vacations were nearing the end and I wanted...

4 years ago
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Massage Sex With Latina Shemale

Hello, I happened to be on a trip to Brazil, when after my meetings, I went back to the hotel and took a nap. After an hour or so I was fresh and charged up, I decided to go for a massage. I looked at the online sites and fixed up a house call to my room, by the way I had chosen a transsexual for my massage. After an hour, Maria knocked on my door; I opened it and led her inside. Maria was around my height, with dark jet black hair, chocolate color skin, Though her breasts were not huge they...

Gay Male
3 years ago
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1st Time

her to be a swinger? Well, the story below tells of the 1st time I was a slut: I was 17 and a junior in high school. I worked at MacKenize’s bakery, in Schwagmenn’s grocery store in Metarie, LA in the summer of 1977. It was the one located on Veteran’s Highway. I never thought of myself as desirable to men, but I was starting to see that change. Workers would buy doughnuts and hit on me. I went out with one of them and really liked him, but he did not pay me that much attention on the date. He...

3 years ago
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Wife Fucked By Shemale

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink...

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