My 2nd Time With My Tranny free porn video

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I’ve been talking to this woman for awhile. After our steamy car make out session I was hooked. I didn’t care if she had a dick. I wanted more of her. It was clear that she wanted more from me. We texted non stop everyday. It was fun. She blew up my phone with loads of naked selfies. I’d sit and admire her beautiful body. With every picture she’d send, my dick would throb with excitement. She would even ask if videos of me masterbating to her pictures haha she was amazing.
whenever I worked nights she would ask me to come over to her home after work since my job was close by to her home. So After work at 6am I would drive over to her house and park across the street and park. I call her and let her know I’m there and she’s come running out. I couldn’t come in because she lived with her parents still and didn’t want to cause a commotion. So she’d just jump into my little ford ranger and sit with me in there. She’d jump in and go straight for a quick kiss. Say hello. There wasn’t much small talk. Because after a few minutes she pulled her shirt down to reveal her amazing breast!
”wanna suck my nipples?” She ask with a sly smile. As if I’d say no. I leaned over and pressed my face into her left breast. Licking and sucking her nipple. She moaned lightly as she grabbed my head and pressed it harder into breast. This was usually as far as we’d With this car get togethers. I’d stop by a few times after work. Make out and suck on her perfect tits. And once the sun started to come up I’d leave. Sex would be complicated in my little truck and I couldn’t go inside her home. So we made a plan for her to come by my home one night. Even though I still loved with my parents too I could sneak her in easily. The plan was set and the day was set for that Saturday night.
The night arrived and I was ready. I wasn’t sure if we’d end up fucking but knew it was gonna be a fun night. She arrived at around 11pm. Everyone in my house was asleep. So sneaking her in was easy. I bring her into my room and she sat on my bed. I had to tv on for a little white noise as we talked. So she lays on my bed sitting against the headboard facing the tv. I cozy up right next to her. She smiled but doesn’t look at me. She knows what’s about to happen. I grab her face and turn her be face to face with me. I begin to slowly and lightly kiss her lips. That’s too slow for her. She jumps on top of me and gets right into the hardcore make out sessions we were use too. Her tongue deep inside my mouth. My dick was already hard before we even began. Now it was throbbing. So I use my strength and flip her onto her back and me on top. I bring my head low to her stomach and start kissing her there. Slowly moving my way up. Lifting her shirt as I go until I reach her bra. I take her bra off and her perfect breast bounce out and I viciously started sucking her tits. Moving from right to left and vice versa. Licking her nipples and leaving her hickies around her breast. I move up and kiss her neck. Her moaning slowing increasing. Damn her moaning was hot. She pushed my off stood up on her knees. She started to peel off her jeans. This made me a little nervous. This was the first transsexual I’ve ever been with. I knew her dick was gonna be there. I wasn’t sure how’d I react. But it turns out it wasn’t anything bad. She took off her pants and then her underwear. Revealing a small and placid penis. The hormones she took made it impossible for her to ever get hard. Which was fine my me. I was in love with her body. She was perfect in every way besides her penis. She was amazing. She put me on my back and started to unbutton my pants. She pulled them off and left my underwear on. She started to tease me. With with my dick through the boxers. Asking me the whole time if I wanted her to suck my dick. I begged her to suck it. To stop teasing me. But she knew what she was doing. She whipped out my dick and slowly and lightly kissed the shaft. Her eyes locked onto mine. Watching my every reaction. All the pleasure I felt. She took it all in as she slowly put my dick in her mouth. Moving her tongue around the head of my dick. And then I’m a split second she started to really work it. Sucking and deep throating. Slobbering all over my dick. The drool flowing down my balls. She licked the drool off my balls and sucked them dry. Dear god this was bliss. I never had someone suck me off the way she did. She way she licked and sucked my balls was top notch. I eventually tell her to stop! I didn’t want to cum right then and there! Which I would of if she didn’t stop! That fact really blew my mind. I never cummed from getting head. And she was about to have me blow! But I wanted to try fucking her ass. I needed that. So I stopped her from making me cum. I ask her if she’s ready for me to shove it in her ass. And you know what she says?? I don’t know. She was afraid of the pain because it’s been a long time for her. And we didn’t have any lube so she was afraid. My dick isn’t all that big in my opinion but she was afraid of how’d it hurt. We agree to just wing it and try. So she lays on her side. Spits in her hand and massages her asshole with her saliva. She does the same with my dick. I lay next to her and position it against her asshole. I very lightly start pressuring her asshole with the tip of dick. As I started to get inside her, her left hand swung around and started pushing me away. She started to yell into the pillow. My barley get the top of my dick inside when she lets out a painful scream into the pillow. She pulls her hips way and my dick pops out. She looked at me. Her eyes watering up. She mentions she not ready and we’re gonna have to wait till we’re better prepared. She apologizes but says she make me feel better. So jumps down to the edge of my bed and starts to work my dick again. She was a head master so I just go with it. I really wanted to smash but I knew it’d happen eventually. But right now I had a woman who could be a top model sucking my dick like no tomorrow. My stomach started tightening up with the pleasure she was causing me. What really got me was the way she licked up and down. From the tip down to my balls. And as she slowly wrapped her tongue back up my shaft I blew my load. I didn’t get on her. It shot straight up and came straight down all over my dick and balls. But like a pro she licked every drop of cum off of me. All that was left was her drool. Despite the fact we didn’t fuck it was an amazing night. We laid naked next to each other for about an hour before she had to leave. I would of loved to wake up next to her. But she had work in the morning. I see her off and look forward to our next encounter.

And the next encounter is when we finally get what we want. To fully experience each other. A bittersweet encounter because it’d be our final time together...

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2nd Hotwife (breeding Success)So about a week after my hotwife experience at the swingers party, (don't think I posted that in this group, but you can read it on my profile I posted it in a few groups) I got a call from Tamika, saying she wanted to invite me to a party down in Washington state. I had got a taste and swing parties and I was like fuck ya!! Then she said this one is a little different. I asked her how so, well she said she had confided in a friend about her and mine little weekend...

3 years ago
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2nd of 4 CL guys

The 2nd was a fireman. Really good looking. But he seemed just a little straight, a little uptight for me. Not nervous, just straight. We took a jacuzzi, the natural chemistry wasn't really there but neither of us wanted this to be a waste of time... speaking for myself. I moved my foot to his crotch, just to break the boring dynamic of chit chat,, so he moved closer. I started to feel a much better vibe from him, he reached inside my bikini top to massage and squeeze which i love, with his...

3 years ago
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2nd Shift Surprise

Several years ago I took a position as the night manager for a large hotel chain in our capitol city. Giving up the freedom of roaming the hotel as a security officer took some getting used to. In my former position barely a weekend would go by without "catching" couples in compromising positions throughout the hotel as I made my rounds. Sure, as night manager, there was the occasional phone call, to the front desk, with offers of watching couples or joining in etc. These calls certainly did...

Voyeur
4 years ago
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2nd Honeymoon Part 1

2nd Honeymoon We have been married for almost 15 years now. Our sex life was good in the beginning but after the son was born. Wife (Manjit) lost interest in sex and it went down hill. Our daughter who is 13 year old. Suggested that we should go on holidays some place. I asked manjit what she thinks and where she would like to go. She said it would be nice to go to Vegas. We booked the hotel for one week. We reached Vegas at about 9pm. After checking in hotel we took shower and went to bed....

2 years ago
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2nd Wife made My Dreams Come True Part 2

Hello again everyone form Ajay and Nina, You should read our first story, How my 2nd wife made my dreams come true, to fully understand this one. Thank you so much for your great comments. We received a lot of emails and you had a lot of great things to say. To the one who is in a similar situation as us….. good luck with taking things to the next level. To the ones that sent us pics of your lunds, A BIG Thank you form Nina, she really liked them. A lot of you asked Nina to write the next...

3 years ago
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The Liberation Of Father Mortimer

When Father Mortimer checked into the hotel it was eight in the evening.The room was a basic no frills double with a small bathroom. He would never stay in such a hotel if he was attending one of his ecclesiastical conferences but for what he had planned it was just perfect.He got down on his knees and bent his balding aged head over a black gilt leaf Bible he had respectfully placed on the edge of the bed.“Blessed Lord Jesus forgive me for my sins,” he muttered and crossed himself three...

Spanking
3 years ago
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My first timewith Mrs Jensen

Growing up in the neighborhood we all had a thing for Mrs. Jansen. Besides the fact that she was unbelievably sweet, she was also drop dead gorgeous. I would often find myself staring at her sunbathe in the afternoon and would often fantasize about her before I go to bed.With Mr Jansen working many hours I would always offer to help Mrs Jansen with some things around the house like carry heavy boxes, rake the yard, and move her furniture around. During my junior year, I was eager to go to the...

2 years ago
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My dream encounter with a tranny

There is nothing more hot than to have a slim, pretty body on my hands to fondle. To feel their erections starting to grow and to taste their cocks in my mouth. I lose control when I'm around a shemale.I have fantasized a lot about getting fucked for long periods of time and in a lot of different positions. Unfortunately, all my shemale hookups have been with escorts that do the deeds rather quickly and then leave. I still have to find a shemale friend to spend long long hours either fucking,...

3 years ago
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Shooting with a tranny

I was bored one day so i decided to rent out a transsexual escort. I called her up so we can do a special photo shoot together and needless to say, we ended up fucking. She came to my door with an all black dress on and the sides were transparent. She had 5 inch open toe heels on and a leather jacket that came to her waist. Her hair was long and curly and she was fair skinned and spanish about 5'8 with heels on. She walked in and asked me where i wanted to start. I pointed to the couch and she...

4 years ago
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Truckpark Tranny

I would never go out looking for it, I'm a good girl. But I would never avoid it. After all, just being dressed in black inch-mesh fishnets, held up by suspenders from a black lacy basque, nipped hard at my waist, with my cock-clit barely covered by my pink g-string pouch and the string over my divine snow white left cheek, while I tottered about on 8", platform heeled, "fuck-me" shoes, and nothing ...

2 years ago
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My First Tranny

My name is Holly, and I’m twenty-eight. I’m a blonde, and I happen to be a lesbian. I have been with a couple guys before, but that’s it. Anyway, one night, I was at a club securing the perimeter. Looking for some cute ladies, that maybe I’d take home. I saw a lot of worthy candidates, and a couple with D-cup racks. I wasn’t a slut or anything like that, but I definitely played the field. I looked around the entire club a few times, and caught a few eyes. I saw a few ladies casually stirring...

2 years ago
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Amber The Teen Tranny

I was horny as fuck that day as I hadn’t jizzed in a few days due to work being so hectic. I debated how to get my rocks off and decided to go cruising at the park for some cock. I took a quick shower, threw on a pair of pink frilly panties, a pair of loose sport shorts, and a long tshirt. I hopped in my car and drove to the park, teasing my little prick by rubbing it in my sissy panties, leaking copious amounts of precum into them as a result. I parked and headed towards the wooded area...

2 years ago
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Laundromat Tranny

It was laundry day. Vincent, or Vinnie to his friends, loved laundry day. It was a time to relax, catch up on reading, and listen to music while the washing machines whirred in the background.He was tall and ruggedly handsome, with dark, almost Spanish features. In his five or so years of living alone, he always cherished his trips to the laundromat.Walking slowly from his house to the laundromat, he whistled a tune. In his little trolley, he had his laundry and detergent. Sitting on top of his...

Trans
1 year ago
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Exploring the Tranny

At first I didn’t like that my wife, Jan, was hanging out with a “guy” several times per month. She insisted, however, that her friend “Crystal” was actually a girl trapped in a man’s body — and as such was attracted to men. Since she posed no sexual threat, she enjoyed their time together because they shop and talk and hangout without expectations. To be fair, my wife had a soft spot for gay men - she’s had numerous gay friends over the 8 years we’ve been together. Crystal (formerly Chris) was...

Transsexual
3 years ago
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Supermarket Tranny

It was a typical Saturday morning. I was at the grocery store doing my weekly food shopping. As I was perusing through the vegetable section my eyes caught sight of a a very attractive woman. She had long dark brown hair, pretty face and a nice body. I worked my way over to her and checked her left hand for a wedding ring. She had none. I made some remarks about the slim pickings the supermarket had. She and I quickly engaged in conversation about cooking etc.We walked around the store side by...

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