My 1st Transgender Experience free porn video

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A recent addition to my friends list had a story about his first shemale experience which inspired me to write mine.

Many years ago I was living near the San Francisco area. I had purchased the most recent Hustler magazine and one of the layouts had Shannon. She was so beautiful, and oh my what a cock. I had only ever been with women and did not consider myself gay, but for some reason I wanted to suck that cock. I cannot recall how many loads of spunk I blew looking at those pages of Shannon, she was so gorgeous.

Realizing I wanted more than pictures, I borrowed a tabloid from a friend of mine called ‘The Spectator’. In it were ads to meet people and after overcoming a few initial jitters I called a girl’s number (I don’t remember her name)…it didn’t go well. Being too honest I told her this was my first time, she made a disgusted sigh and hung up on me. Realizing forthright honesty was probably not a good idea I tried another number, Gloria, who boasted a 9′ cock. Really…9 inches? Only porn stars have 9′ cocks, so I called. We talked a few minutes and she said to meet her the next day and gave me her address, it was an apartment about a block from Polk St.

I drove into the city the next day and as I got closer and closer to her apartment the butterflies, in my stomach, multiplied. Nervous as hell, I almost didn’t knock on her door, but I did. A beautiful, dark-skinned, Amazon size woman, wearing a white negligee, opened the door and e****ted me into her very small apartment. Depositing me on the bed, she asked, ‘What gift did you bring me?” Caught completely off guard, I stuttered out a reply, ‘I didn’t bring anything, I don’t understand.’ She didn’t appear mad but excused herself and went into the bathroom for a few moments. Fear gripped me as questions shot through my head. Was she an e****t? She didn’t say that on the phone. What kind of gifts is she asking for? Is that a tactic to get around prostitution? What did I get myself into? My thoughts were interrupted as the bathroom door opened and she stood there, her negligee open, displaying her gorgeous, statuesque body. Some of my fear abated but I still felt stupid not understanding what she wanted. My eyes ran down the length of her body from her face, to her c-cup breasts, to her crotch…wait, where was her supposedly huge cock? There was nothing there. WTF? She slowly walked towards me, keeping her legs tight together. I assumed she was walking that way in an effort to walk sexy…was I wrong.

She stopped in front of me, my face about a foot from her crotch, when she suddenly spread her legs and un-tucked her massive, already rock hard, cock. It was definitely 9′ but that wasn’t the most impressive feature, it was thick, almost soda can thick. How the heck was she even able to tuck that thing away? I just gawked at that monstrous member, thinking what the hell am I going to do with this thing. Gloria must have realized my apprehension as she grabbed my head and f***ed her cock into my mouth. It was so thick I could barely get it all in. Due to the fact I had never sucked a cock before and that this cock was so huge, I was worried I was grating her. I tried recalling how woman sucked me and getting into the moment grabbed her and f***ed as much of her massive cock into my mouth as I could. I was so excited, my cock started screaming to be released from my pants.

After sucking Gloria’s meat several more minutes, she stood me up and undressed me, my hard cock springing out as she did so. I was concerned she would be disappointed only having an average 6′ cock. Compared to hers, which I couldn’t take my eyes off of, I was small. She didn’t seem to mind though. Now undressed, she grabbed me, spun me towards the bed, and pushed me down into a doggy style position. She started fingering my asshole and I immediately realized what she was about to do. I spun onto my back telling her, ‘I’m sorry but I’m not a bottom and even if I were, there was no way I could take that thing.’ Not saying anything she laid down beside me in a 69. I quickly grabbed her cock and began sucking with everything I could while she started stroking me. She then asked, ‘Have you ever thought about trimming this?’ speaking about my pubic hair.

I replied, ‘No, should I?’

‘Yes, you should.’ I have kept my cock trimmed ever since.

After several minutes of trying my best to suck her off, I felt her giant shaft spasm. Gloria, let out a moan and a slight salty taste entered my mouth. There wasn’t very much but it was enough to send me over the top as I came with Gloria still giving me a hand job. Several jets of cum shot into the air landing on me, Gloria’s hand, and her bed, there was cum everywhere. Looking at Gloria’s cock, I squeezed out a few small drops of goo which was mostly clear. I lapped up the little bit of cum, tasting the salty flavor once again. There really wasn’t much flavor to it. I’ve heard women say it tastes like everything from asparagus to bleach. Bleach, yeech, no wonder she didn’t like giving head.

Gloria helped me clean up, get dressed, and ushered me to the door. Amazingly, her cock never went soft. It remained rock hard and huge as ever. It was such a turn on that prior to leaving her apartment I almost dropped to my knees to suck that thing off again but I sensed she wanted me gone, so I left.

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This happened to me about 10 years ago but only plucked up the courage now to sharewell I was driving from Gordano Services area on the M5 heading home a few weeks ago, it was about 8.45 and getting dark, I'd had a long day and was feeling tired and thought to keep me fresh and wide awake ! I would stop at next services and get my bag out of the boot and select a few items and then nip into the services toilets and change, well this got me excited and soon enough I saw a sign for Strensham...

3 years ago
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1st holiday phuk

She looked glorious. Straight out of the bath with a towel around her. I instantly forgave her for waking me up. I was shattered from a 2 hour drive, an 8 hour flight, followed by a 1 hour drive, then a 1 hour swim followed by a lovely meal and a couple of beers. As soon as we got to the room I flopped on the bed and I was out like a light even though it was 2pm. I glanced over to the clock: 6pm. Still very, groggy I rolled over and half drifted off again. She carried on yabbering about all...

3 years ago
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1st TIME HITCHHIKING

I was stranded in California at the time and needed to get back to Oregon. So I decided to hitch hike back. I started walking down the highway and put out my thumb. After about 30mins a truck pulled over it had to older redneck guys in it both were on the stocky/chubby side with beer belly's and looked like they were in there early 40's. They said there names were john and tony and that they were going to Oregon and I said great and hopped in the back of the truck. I knew it was going to be a...

4 years ago
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1st time wearing tight jeans in public

well i have always crossdress and dressed up in my house but that recently has turned boring. i figure do something more thrilling and excited. i desided to put my tight junior size 9 flared jeans and go in public. I know that if someone saw me i probably ganna get laught at. so i started practicing by wearing the jeans and going outside my house like in the back when it was night. it really felt so good. the tightness on my hips and ass and seeing the sexy flare of the jeans made me feel so...

3 years ago
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1st Time Vacation With Mom

Hi friends, My name is Sidharth Varma,14 years old, fair skinned,5 feet tall & medium built. What I’m going to narrate is quite embarrassing but a true story between me & my mom. My dad is posted in Berlin as Dep. Accounts in the EU. He was with us here until last year but in April last year, he got transferred. I live with my mom in San Marino, U.S. My mom is Pamela Varma. She is 36 years old & works for the Pan am Airlines, as ground crew. Earlier, she was an air-hostess but after my birth,...

Incest
4 years ago
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1st time cheating

my name is sarah and i have been married to my husband for 20 years and up till this year he was the only one i was with.i love my husband but his cock (5") is all i have ever been with and i knew there were bigger ones out there but behaved myself...untill recently.for about a year now me and a couple security gaurds (about 25 or so)have been k**ding around and maybe flirting alittle but i figured it was all innocent and harmless but one day i ran into on of them at the mall and we got to...

3 years ago
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1st And Last Time My Chotu In A Pussy

Hello guys & gals, this is the 1st time I’ve seen a website like this where we can share our real life sex stories. I was browsing through porn sites yesterday (2nd Feb’15) and somehow reached this site, I was surprised and amazed with the stories,” THANK YOU; not sure how to ISS” and hope all the stories are real life. About me: This is Rakesh Cupid, athletic body type, working in a leading MNC and living in Hyderabad. I’ve stories from my childhood, even before the sperm production has...

Incest
3 years ago
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1st circle jerk

this is a run off of my other story. 2 weeks after the big discovery for me, my friend called and said his dad was gonna be gone all nite and he found his 8mm projecter and porn and stack of mags. he said he had 3 paks of marlboro and a 12 pak of miller high life. so, asked i wanted to come over and stay the nite and party,i said hell ya. i get there as soon as his dad left. went right for a cig and a beer . out of bedroom comes two other friends carrying the projector and...

4 years ago
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1st time seeing reallife masturbation and cum

when i was 12-my friend 13(he's mths. older)called me up and ask if i new about "the cools stuff" yet. i that he was talking aboutstar wars coming out or sumth ing.i said whatcha talkin' about? he says i'll be over later,my dad is going to your house to talk to your dad about work. i said ok cya then. when they got there,we let parents get lost in chat and a few beers. we then went to my room, thinking maybe he had a new playboy!!! he asked me if i ever had sperm come out of my dick...

2 years ago
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1st black cock it was 9 inches long

at a local steamroom i got fucked 2times my 1st cock was a latins 8inches very thick i let him pound my ass for 30min and he blasted cum on my cock and balls it was great my next cock was 9inches of black magic thick as my wrist he ass fucked me for an hour then shot cum everywhere i wanted moer so i sucked his cock till he filled my mouth yummy

4 years ago
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1st time with Girl Friend

Hi i am Santosh from Nepal. I have been through this site couple of months back i am sharing my true experience with my gf a year back.On that day i and my gf (sunita) had panned to go to cinema on saturday coz in Nepal saturday is public holiday we viewed hindi film Bhagam Bhag and after returning my friend who is married and stay with his wife alone invited us for dinner at his house then we drove to his house. We had a dinner together after dinner my friend said to stay at home for atleast 2...

2 years ago
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1st Cav Trooper

I was new to the unit and fresh out of advanced training. 1st Cav was a quick strike force and we were on a distant colony world. The spiders had invaded and we had been to late to stop them. We were here to take the planet back and kill the spiders. Of course this was not the first time we had faced them and I doubt it would be the last. This time they had altered their warriors so they could fly. Think of an ant colony or more likely a colony of bees. With the spiders it was more like...

2 years ago
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1st Gay Experience

I was over at a friends house for guys weekend. I was up early Saturday and went downstairs to watch TV, so I wouldn't wake anyone up. Nothing was on cable, so I checked what else was on, Net Flix, etc.... There was TIVO, so I checked what movies were on there. I found one that was marked ”football”. The movie started with a bunch of guys playing touch football then they started slapping each others asses and making out feeling each other up and taking each others clothes off. I knew I should...

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