Dressed No Regrets free porn video

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Toooooo many of the stories on here concerning cross dressers have to do with forced feminization or masters or mistresses. That’s total bullshit. Most do the deed because it’s what they desire for their own satisfaction. So I will do my best to portray this story as it was told to me.
Married late 30’s 6’ 190#. Totally absorbed in interracial porn. Trying desperately to but to no avail y’all my wife into an interracial experience. She barely tolerates my obsession. But not without the regular scolding for my perverse ideas. Slowly over time I discovered cross dressing vids. I became a devoutee to the genre. Then of course developed a taste for the xdresser/bbc vids. No surprise there. A natural progression I suppose.
Anyway fast forward. By this time I’d managed to buy stockings and shoes. 4” black patent pumps from Payless. walmart supplied the stockings. Halloween time. Nervously picked out a wig. Sort of a punk / 80’s blond spiked with red and black highlights. Then on another trip to wallyworld I saw a nightshirt. Pink long tee-shirt style with couple of buttons. Another trip netted me a 2” wide black leather belt. I came upon a non local garage sale and found a rather large handbag. Everything is now in place. You see I’d been trying several different adult arcade places as I’d put this meager outfit together. Each a disappointment in their own way. Some places just forbid dressing. Other places the guys acted as if you were a plague. Other places just ignored you as I weren’t even there. I sat one time fully dressed as a wanton whore in an adult theater by myself ( well I did manage to suck one old guy off) for 3 hrs. The manager kept coming in to see if I needed anything. I continually told him a hard cock but nothing ever came of it.
Now is the time for honesty. My goal was to go in into an arcade with GloryHoles as I was fully dressed as a wanton female cum slut and meet up with a BBC so huge that I couldn’t accommodate it. Ok. Fast forward. I’d managed to have a few successful ventures. I’d sucked a cock or two to completion. Which by the way forced me to buy condoms. By now I was worried that I’d contracted something terrible. But many tests convinced me I was safe.
Okay. I walk into a vid arcade that I’d been in before. Not at all friendly. Dressed as a man I buy tokens and proceeded to the arcade. A very well dressed White man started to hover around me. I relaxed and and let him move on me. I’d really discovered sucking cock was amazing. I let him court me. Then I asked him to follow me out to my vehicle. He did. Once there I boldly told him that I was a cross dresser. He was overjoyed. I grabbed my hand bag and went back in with him at my side. He wasn’t black but he’d do was my thought process.
We got back into the arcade area. He was all over me. Kissing and nudging. I was so hot and horny. ( now I’d spent almost 2 days without food and had cleaned myself out several times. I was running on nothing but water and hormones at this time.) He begged me to let him watch me change but I forbade it. I didn’t think I looked sexy stumbling through the dressing routine. He was totally out of control when I stepped out of the booth dressed. Belt was cinched to give me a waist. Wig dress stockings and sexy ass heels. I really felt like a female slut the way he took to me. Which made me hotter than I already was. We embraced in the isle between the booths. We danced slowly. He kissed me on the lips. Hell I al
os came right then and there. Suddenly he ushered me back into my booth. He took the booth next to me. He presented his cock. I immediately took him into my mouth. God he tasted so good. Within 30 seconds I was swallowing his load. I could see him pulling up his pants. I begged him to stay. But he had other business to attend to.
Now I didn’t mind being treated like a common slut. I rather enjoyed it. But I’d never felt the release of being a common slut either. And that left me empty.
Emboldened by his attraction to me I decided to step out the booth that had once offered me protection. There was a rather tall black man standing in the isle. I backed up against the wall. Mostly out of fear that he may hate fags. But he looked me up and down like a starving dog would look at a T-bone. He exited into a booth. I grabbed my shit and headed into the one next to him.
Long story short he presented me with ten inch black cock that was fully erect. I began to worship it. I told him how long I had been wanting a black cock. I licked i served I worshiped that fully erect 10” black cock for at least 20 minutes. Then he said (commanded) I want that pussy. I immediately stood up and presented my boi pussy to him.
I wet his cock with my spit. I wetted my wanton ass with my spit. I guided his head towards my flowering asshole. and with some discomfort he was in. I stood there with my hands against the opposing wall. There was no way I was going to let this moment pass. I worked the head in and out for what seemed like minutes. And he was deeper and deeper with each stroke. Until he was fully inside me. His cock throbbed. My ass ached for that moment. He began to stroke in and out. Until it was full 10” strokes. I began to move with him. I could hear him. He was telling me that I was his whore. And he wasn’t being quite. I didn’t care. I was fucking him with passion. He kept calling me dirty names. I just kept backing up on that black cock. I had once experienced an erection while practicing on a dildo. But I quit because I felt an urgency to pee. I was now feeling the urgency piss again. As the feelings persisted I heard my bbc lover proclaim he was about to cum. I didn’t want him to stop. I begged him to cum. His cock grew inside me. I began to spurt little steams of liquid at first. His cock began to swell. More spurts came out of my super hard cock. I felt his first stream of cum in my pussy. I began to shake. He spurt more thick ropes of juice into my love tunnel. My legs were shaking. Cum was flowing out of my engorged cock. He was throbbing and sprurting ropes of cum deep in me. I started to fall. I pushed against the wall for support. He started to stroke in and out with a fury with loud guttural noises. I instinctively pushed back harder on his cock. He stopped pushing and just pulsed inside of me. I was pressing hard against his love rod. My head was hanging down. My body was shaking. Cum was stil spurting out of my rock hard cock. I was covered in sweat. My legs were weak. When he withdrew I fell to my knees. He proclaimed loudly that he couldn’t believe I let him cum inside of me. I said nothing. I pulled myself to a squatting position. His cum was running out of my well fucked pussy. His cock was still protruding through the glory hole. Instinctively I started to suck his beautiful black cock. I sucked and licked and cleaned until his cock shrank back through the hole. My breath was ragged at best. I was dripping with sweat and cum dripping from my own cock. I felt like a well fucked whore. I couldn’t stand up. A few minutes passed. My head was still spinning from my orgasm. A fairly short white cock stuck through the hole. The man on the other side said he wa ready to fuck me. I asked for a a minute to regain my senses. The owner of the pathetic excuse of a white cock said “I hope you didn’t let that nigger fuck you”. At first I didn’t reply. But then I proudly proclaimed “ the nigger didn’t fuck me, I fucked that nigger down”. Fuck you he said and left. Once I regained my senses and balance I gathered my bag and was going to leave. As I bent down I heard a a whistle. It was an older Mexican man. He stated he sure wanted some pussy. I backed my cunt up to the hole and said “TAKE IT IF YOU CAN HANDLE IT”
He fucked me good and long. After he came inside me u offered to clean his cock and he obliged. I left finally feeling truly feminine. Cum ran out of me most of the trip home. I ate most of it.
I have more experiences since that day some fantastic and some duds.

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I cleaned myself in my behind and there was still cum oozing out of my pussy. Wow, dad had cummed a lot inside of me. I soaped my whole body after I was done cleaning my hole.It was a really nice shower my dad had - all glass walls, with a huge window view over the city, and as it was in the middle of the night, it was real pretty. Even peaceful.I grabbed a towel and dried myself off, and just put the towel around over my tits, and it went down over my butt-cheeks. I walked out into the living...

3 years ago
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Crossdressed In Best Friendrsquos Momrsquos Clothes 8

I arrived at my step dad's place and paid the cab driver, plus tips. My body was shaking with nervousness and found myself in doubt if I should do this. I got in the elevator and pressed ‘4’. I held my bottle of ‘Pink’ firmly in my hands and the elevator stopped and opened.I walked down the hallway to Steve's front door. Breathe in and breathe out. I rang the doorbell and I was just gonna tell him that ‘It is me, Brian’. But then, the thought of me sucking his cock and everything that happened...

1 year ago
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Crossdressed In Best Friendrsquos Momrsquos Clothes 7

I got out of bed and went to the kitchen to make a cup of coffee. And as I did that, I saw a note on the kitchen table...Good Morning, Darling. Mommy had to go early this morning. I wanted to let you know that you don't need to take those drops anymore, for now. And your father called. He asked if he could talk to you. But you were asleep. Please call him back. Cya soon. Kisses from mom.I picked up the phone and rang him up, and sat down with my coffee.“Hello, this is Steve!”“Hi Steve, it’s...

1 year ago
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Crossdressed In best friends mom clothes 6

I woke up the next day pretty late again. My head was sore. But other then that i was fine. I walked passed Nico room and his stuff was already gone. I continued into the kitchen, were i see mom. I ran over and hugged her. “Hi sweety. How you been?” I sat down at the table. And Margret came with a cup of coffee. “Thanks. I've been a good girl mommy” “So you have? I drove my boy to the bus station this morning. But before that i see you sleeping in your own bed fully clothed as Caroline” I...

2 years ago
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Crossdressed In best friends mom clothes 5

I heard him put the stuff back and closed the door to my bedroom. He took his clothes off and went to bed right next to me. I was still fully clothed. Course i still had my pantyhose on and the flatten corset. “Good night Brian. Again im sorry” He turned away from me and fall asleep. I think i only slept an hour, and then i woke up. I couldn't really sleep because i still was drunk and felt dizzy. But I was so fucking horny after what happened with me and Nico. He was full on snoring right...

3 years ago
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Crossdressed In best friends mom clothes 4

The next morning i got woken by Margret Who opened my mouth and gave me my drops. “Rise and shine Caroline. I put a pair of black nylon pantyhose on the bed. Can't have you walking in dirty cum stained hose” I took my old pantyhose of. And slide my legs in some black nylon pantyhose with flower lace kinda pattern. Oh my god those pantyhose woke me up right away. The felt so good on my feet and all the way up my belly button. I was still in my fluffy dotted skirt from last night. And all the...

1 year ago
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Crossdressed In best friends mom clothes 3

I woke up the next morning alone in bed. I didn't had a clue what time it was. But my head felt somewhat sore. I can only remember climps of what happened last night. I then realized that i was still in her lingerie, and that the door stood open to the bedroom. As i laid there, i could hear a radio going in the background. “Good Morning!. The time is now 10:30 and your listening to Radio Morning Tunes” Then Queen with bohemian rhapsody started playing. I then heard Margret started singing, and...

1 year ago
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Crossdressed In best friends mom clothes 2

First Time“Phew that was a close one” And we both laughed, though it all felt a bit awkward. I just tasted my best friends dick. I'm sure it was a mistake, just 2 boys that got carried away. He put on some music. Then his mom called him. “Nico. Someone on the phone for you” He got up and left the room. I sat there in his little sofa. Feeling the stockings and the panties against my skin. Mmmm it felt so nice. A few minutes later he came back. “So listen up. I just got offered to come down and...

2 years ago
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Crossdressed In best friends mom clothes 1

Since an early age i started wearing pantyhose. Remember one time when i was around 7 and it was cold outside. Then my mom gave me a pair of black opaque pantyhose on, to keep me warm under my winter clothes. Since that time i've been in love with pantyhose. I had a couple of different once hid under my bed. Some nylons some stockings and lots of pantyhose. As i grew up, i had a really good friend. His name is Nico. And we were together everyday after school listening to music and watching...

3 years ago
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Crossdressed Pigslut Takes a Cottage Assault

my sexual deviance is based largely around the high heel... of course with the females who wear them but also the nastiness i can get up to when wearing them myself..i wont meet anybody for sex unless i'm wearing a pair of fuckme heels which are of a certain standard , the idea of wearing just stockings revolts me , as does wearing a pair of heels that i deem un-sexy. the next obvious step up from wearing heels and lingerie and little black dresses is to be presented to somebody else who...

3 years ago
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Crossdressed And Became A Complete Girl

Hello everyone..I’m harsh aka ayesha..I’m a regular reader of Indian sex stories and always search for stories of gay crossdressers.Before starting my first real life gay experience let me introduce myself..I’m a 24-year-old boy who wants to be treated like a teenage girl..Wants to be pampered.Wanna be treated as a wife for my man at home.His girlfriend when we are outside and as his slut when we are in bed..   I come from ranchi..I am slim, fair and height 5’8″..I m very curious about sex.I...

2 years ago
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Crossdressed In Kerala Part 8211 4

After the last session in saree the next session continued in a sexy hot black t-shirt Ahmed explored me like a deep sea researcher and found a lot of-of new things for me to enjoy and it lasted for 5days and we were very happy and we returned to our respective places , but both of us wanted each other very badly , so we were looking for the right time ,so it came as a surprise Jagan said me that he has invited Ahmed for Saturday night dinner and he asked me to look like a very beautiful woman...

Gay Male
4 years ago
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Crossdressed In Kerala Part 8211 3

As everyone knows me I was in a serious relationship with jagan who was my love and life, after the previous incident we had many hot sessions in coorg,munnar,ooty,kodaikanal etc., and bcoz of getting his hot cum inside me every time I became more fat my hip size increased from 34 to 38, so jagan started to avoid me I has gained some weight from 80 to 88kgs , so I felt very sad started to go to gym and I took personal training, there I met one of the jagans friend Ahmed who was a foreigner from...

Gay Male
2 years ago
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Crossdressed bondage

She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or sometimes porn careers. Sometimes they had been bought outright to be used as sex slaves, but always they had gone in the best possible way.She smiled as she looked down at the latest batch. The youngest were 18 and they were often brought in by rich families that didn't know what to do with their very effeminate boys...

3 years ago
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Crossdressed and 2 salesmen come by

Imagine your expecting a salesman to drop by at noon to show you some samples of wallpaper-You start your shower at 8 AM-you finsh up by shaving your legs real smooth-you go and put on a pair of full cut thin strechy full cut skimp skamp white panties-next you pick out a lovely open girdle and pull it on and attach your suntan colored stockings-the ones with the shiney look-you pull them up real tight-then your thin see thru bra and your size dd silicon titties the ones with the big nipples...

3 years ago
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Crossdressed In Kerala 8211 Part 2

After the first night session , i woke up and went to take bath at 4am in early morning and came out applied some body lotion and wore my favourite black colour bra and panty and wore black levis t-shirt and slowly went to him and whispered in his ear that I was ready for another session he switched on the light and looked at me and his manhood rose to its glory and he said will come back after taking bath it was raining outside and he came out and wore a shorts and jumped over me and started...

Gay Male
2 years ago
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crossdressed for a spanking

I was younger around mid 20's I was starting to feel the need to be spanked. So I put ad on a free site and waited for responses. I got several but only one that stood out. Most of the ones that responded wanted to know why I wanted to be spanked or what I did to deserve the spanking and would not take that I just wanted one as I enjoy getting spanked as a response so I knew those were not the ones for me. The one that stood out just wanted a couple more pics of me and then we arranged a time...

2 years ago
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Dressed Into Service

Dressed Into Service By Jennifer Richardson Chapter One It was one of my off duty days and I spent it lazing around the house, playing on the computer and watching television. There were dishes in the kitchen sink that I couldn't be bothered washing up and the carpets needed cleaning after I spilled a bag of peanuts over and promptly walked all over them. I couldn't find the energy for that either. I settled back on the sofa and watched some more brain dead television,...

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