The First Time I Got Butt Fucked... free porn video

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This is the story of the first time I got fucked in the ass with a real cock...

In my early twenties, I'd gotten in the habit of visiting strip clubs for a bit and then picking up a hooker for a quick blowjob. At home, my jerk sessions were always pretty dirty (I love eating my cum) but more and more frequently involved toys and assplay. I was also starting to explore transsexual porn.

Over time I was noticing an increasing number of trans and CD/TV hookers on the street but hadn't yet hooked up with any of them. So during one of my more intense sessions of self-abuse, with four fingers crammed in my ass, I decided to change that immediately.

Friday finally arrived and I got ready for my usual trip to the club. This time, however, I gave myself a double enema in the shower and heavily lubed my ass. I then picked out my favorite butt plug and slowly pushed it inside my eager ass. This one is about 4 or 5 inches long and about as thick as a Redbull can at the widest point. Really great for a good stretch and comfortable enough to wear for a few hours.

It was all I could do not to bust a quick nut, but after edging myself for 20 minutes, I licked up my pre-cum and forced my hard cock into a pair of tight black silk panties. They held down my erection and kept the butt plug nicely in place. They are also great during a lap dance rubbing against my cockhead.

I ripped off a couple of massive bong hits and headed out to the club. The clubs in my town are pasties and g-strings, but the girls are hot and friendly, and the lap dances are usually worth it. Extracurricular activities are also often available for the right price.

I settled into my usual seat at the back of the club after tipping the DJ for a couple of songs and grabbing a pitcher of beer. A couple of my favorite dancers, Brittany and Vixxxen, were both working and made eye contact with me acknowledging my presence. I knew they would be by later for a drink or two and a couple of lap dances.

While I waited on them to make the rounds, I threw some random tips to whoever was on stage as I enjoyed the sensation from the plug in my ass every time I moved in my seat. I was mostly just loosening myself up while I waited for the streetwalkers to come out later in the evening.

Brittany came by first, with creamy white skin, teased platinum blonde hair, and a perfect heart-shaped ass. She always walks the club in hot pants and a tiny string top on her A-cup titties. On stage, she wears the tiniest thong imaginable that basically shows her entire gorgeous asshole.

Snapping her gum as she said hello, she leaned in and kissed my cheek. I could smell her usual perfume, lilacs, and something sugary. It's a scent that makes you want to lick every inch of her body.

I ordered her a drink (Cosmo) and refill on my pitcher as she settled onto my lap. We spent a few minutes catching up, her whispering in my ear due to the noise of the club. I bought a pair of lapdances and enjoyed her grinding that perfect ass on my face and on my lap. This of course created two sensations, the silk panties rubbing against my now hard cock and causing the plug to wiggle in my ass to her movements.

She asked me if I was interested in a repeat from last month (I paid too much for a nice bj in the parking lot) and I politely declined but agreed to come to see her the following week (a story for another time). She headed to the dressing room as she was done for the night.

I got up to go break the seal just as Vixxxen came over. I promised I'd be right back, ordered her a drink (Old Fashioned), and the last refill on my pitcher, and headed to the bathroom. After emptying my bladder, I bought a single-use pack of lube from the vending machine and entered a stall.

I pulled down my panties, already soaked with precum, and pulled the plug from my ass with a very wet sucking sound to apply some extra lubricant. I could feel my ass just gaping open as my sphincter was so relaxed. It felt amazing. If any half-drunk patron had walked in right then, I probably would have offered my ass to them on the spot. No one did.

I reinserted my toy, cleaned up, and returned to my seat and the waiting Vixxxen.

Vixxxen is a gorgeous Goth girl with flawless olive skin, black hair in a pixie spike, heavy smoky eye makeup around her gorgeous brown eyes, and more piercings than I ever managed to count (and we had dated for 6 months). She has amazing natural D-cups with long nipples, both pierced twice and as thick as my pinky. Her pussy and inner thighs are tattooed with a face-hugger from Alien. She also has a magnificent cunt, huge labia (pierced 3 times) and just gushing with juice. She also lets it get super hairy whenever she takes a break from stripping. I really do miss her even if she is kind of crazy, lol.

"What took you so long, faggot?" she demanded.

"I'm sorry, I was on my second pitcher and finally went to the bathroom," I replied lamely.

"I bet you were playing with your ass again. Tell me I'm wrong."

"Missed you too, V. How have you been?"

"I knew it, faggot." she replied with a grin and then kissed me hard with a deep thrust of her tongue. My chosen seat is in a dark corner behind the DJ and offers amazing privacy in a public space.

We got caught up about old times while she simultaneously belittled me and kissed me and/or bit my lip. I bought two lap dances, and she basically dries humped me while biting my neck. She knew I had a plugin and just made the most of her grinding. I bought her another drink while I finished my beer.

"I'm getting ready to head out, V, but you wanna smoke a blunt before I go?" I asked.

"As if you had to ask. I'll meet you at your car."

While I finished my drink, she went to the back and grabbed a cover for her outfit and I headed me outside. By the time I had the blunt rolled, she was knocking on the window. I wasn't k**ding before when I said I missed her.

I let her in and fired up that fattie. Puff, puff, give, puff, puff, give. We had a hell of a clambake going on, when she turned and put her back against the door, opened her coat, and spread her thighs. No panties. Just a bald face-hugger pussy with a fresh clit piercing I hadn't seen before.

"You said you missed me. I assume this is what you missed. Right, bitch?"

"I do actually miss you and it is more than this, but this will do for tonight, you psychotic twat. Take this."

I handed her the blunt and got to work eating that gorgeous cunt. I also spent quite a while shoving my tongue in her asshole. Her pussy and ass always had a slightly sweaty funk like she just got done with a workout. I fucking loved it, still do. Not BO, just a slightly musky smell that seems to drive me wild.

She clamped my head with her thighs and moaned while I worked her juicy hole for all I was worth. She came just in time for me to get the last couple of hits off the roach. My cock has once again soaked my panties with sticky precum.

"This is a stupid question, but I'll ask it anyway. Are you interested in trying again?" she asked quietly. I was actually shocked speechless.

"I don't know, honestly. The good was great, but the bad was awful. I've missed you for a long time, for sure. I've got something else to deal with at the moment, but I'll come to see you soon and we can revisit this conversation."

"Ok, I probably don't deserve more than that" And she got out of the car and walked back into the club. (That follow up will be a story for another day)

I checked the time and it was just before 1 AM. The perfect time to start roaming the streets for strange. I rolled another quick thin blunt to smoke as I roamed, knowing it was going to take some time to find the right hooker.

As I rolled down Broad St., I kept my eyes on the corners and even up the various blocks as I roamed up and down Broad and the side streets like a shark. There were plenty of cisgender girls out, but I wanted something more. Eventually, I hit the jackpot.

Coming up N. Allen back to Broad, I saw her step out of the vestibule. Probably 6'1", skin the color of coffee with cream, fit with visible muscle tone. Gorgeous in every way.

As I stopped next to her, I saw she was wearing an off-shoulder light blue dress that showed her well-toned shoulders and amazing figure. I rolled down the passenger window as I pulled up.

"Hi baby, do you need a ride somewhere?"

"Omg, yes, I'm trying to get home and missed the last bus."

"I'd be happy to give you a ride home."

She quickly realized I was looking for a tranny cock and directed me to a quiet parking spot behind an abandoned building.

We negotiated a quick price and she started sucking my dick.

She was playing with my balls and found the plug while trying to play with my ass. She started working it in and out of my ass.

"Do you like to have your ass played with?"

Chuckle...."Yes"

I asked if she was willing to top. She tilted her head and asked if I was sure?

I said of course, whatever you wanted to charge. She said no, no one's ever asked before and she would love to fuck my ass.

"You just have to get me hard first" I put her cock in my mouth. That musky smell is intoxicating. She was already half-hard and it didn't take long until she was ready

We adjusted the car seat. I got up on my knees and she entered my ass. Short thrusts to get me used to it and then slowly building until my faggot ass cunt was getting properly plowed.

She didn't take long before she dropped a load in my ass. I even cleaned her up with my mouth when she was done. My tight panties tried to keep it in, but I felt it drip and ooze out while I drove home. When I took them off that night, I licked all the cum out of them before putting them in the wash.

That was one of the hottest moments of my life.

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Thelma was 22 and like all of the young women at that time was still living at home with me and our parents in rural Kent; even though she had a good job in local Department Store. I was 15 and had just left school. The summer of 1965 was particularly fine so it wasn’t uncommon for me to sit around our secluded garden reading a Detective novel when my parents were at work. The difference today was that Thelma was on the first day of her annual holidays and had joined me wearing a very...

3 years ago
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ETHELS DISCOMFORT 2

Ethel hung by her wrists while Harry and Rob left to get some rest. She nodded off from time to time but the fog of her mind cleared she realized that other than when they punched her she actually enjoyed the way they that fucked her so hard and so brutally. She enjoyed the helpless feeling as they ravaged her body. She believed that she could talk to the two men and they would release her without too much more abuse. She was wrong.As Harry and Rob drove back out to the warehouse they talked...

3 years ago
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Ethel

Ethel hated her name. She was born during the tenure of I Love Lucy. The beloved Ethel Mertz from the television show was the bane of the real life Ethel's existence. There were the jokes about her having to marry Fred. There was only one Fred in her high school class. He wasn't her type; not even if he was the last man on earth. Ethel was every bit the epitome of her name. At five feet even her looks, dress and vocabulary mimicked the character she despised. Although she fought to break the...

4 years ago
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Ethel 1921

Ethel's Pa was telling a story. "A man comes into the garage wanting a new horn for his Dodge. The old bulb was torn. Well, we have horns; but they don't fit his brackets..." "What did he want with a horn?" Ma asked. "Dodge cars don't need them. They have 'Dodge, Brothers' written clearly on the front." "Oh, Nellie," Pa said, but -- at least -- he dropped the story. Ethel couldn't decide which was worse, Ma's jokes or Pa's stories. Pa was fascinated by anything mechanical,...

3 years ago
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Katherines Style

Damn Katherine and her classy fashion sense... Once again my Mother-in-law had a new skirt suit which would work for brunch, mother-of-the-bride or some other fancy occasion, it was simply lovely. Tonight was one of those other occasions. The suit was perfect for the work awards dinner that my wife Veronica has dragged me too. Katherine, on the other hand, who was looking just so, was all too happy to attend. Katherine's suit is simply irresistible to me. The color, the style,...

3 years ago
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Maggots

Maggots By Bill Hart Another one. Don't they ever get tired? There was once a time when I despaired over getting no responses to the stories I posted on that Internet bulletin board. But after the responses finally started coming, I just sort of figured out I'd been kind of lucky. At that time at least I wasn't beset by people continually saying my shit stunk. And just how did they ever know with certainty that someone else's shit was any more or less fragrant then...

2 years ago
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Gunther The Reindeer Handler Does Candy Claus

Let me say right up front that Gunther was definitely not a young man.I knew he had been around the Santa operation at the North Pole long before I arrived with my bright ideas for cost reduction. I was called in to promote increased toy production by the easily distracted Elves. Those little imps preferred being silly rather than busy little workers focused on their quotas like dedicated employees. As a small-sized human male, I was able to relate easily to the female Elves because they liked...

Fantasy & Sci-Fi
4 years ago
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The United Kingdom of Zoo A fake BBC documentary seriess2e10 Margot 60 retired Police inspector Cardiff

Series 2, Episode 10: Margot Heydon, OBE We’re going from our youngest ever subject, to our oldest... We’re in the kitchen of a neat and tidy little cottage in South Wales. Infront of us, a very respectable looking older lady – shoulder length blonde hair turning to grey, with a few wrinkles around her gleaming blue eyes. She’s in good shape – apparently healthy and not unattractive. Her neatly put together outfit, white blouse tucked into black skirt, suggests that she’s quite trim....

2 years ago
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Absinthe Seduction

from my supernatural~romantic novel set in Regency England from the diary of Betsy Corning, Darlington, England, September 1815 ~~~~~~~~~~~~~~~~~ I am undone! I have given into temptation and trod the left-hand path. I did not tarry there long, I yet have a semblance of a conscience. But little good will it do me – I will be punished for it sooner or later. But oh, should any ladies read this, perhaps you, at least, will understand what provocation I had endured and grant me some...

2 years ago
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The Amazing Mr Mortimer

THE AMAZING MR. MORTIMER My girlfriend Rachel and I had decided to take a two week vacation to PuertoRico. I had first come across the girl on the streets of San Juan. She cameup to me and begged me for some money. At first I was going to say no. ThenI noticed how beautiful this young girl was and I was intrigued. I startedto reach into my purse to get her something, and she smiled at me. She hada very beautiful smile. It was in fact an entrancing smile. I kept her close to me with small bribes...

4 years ago
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EstherChapter 3

When we entered the dining salon, all conversation stopped. I had changed from my travel clothes earlier, but was still in black. Esther was in a peach colored evening gown. As I said before, she was ravishing. Martha and Hatty walked behind us in their evening gowns. It was plain that everyone wondered who this girl was with the Royal Executioner and the Guild Master for companions. Certainly most of the apprentices and the other Guild members had not met, or been introduced to Esther. None...

2 years ago
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EstherChapter 2

“Are the statements, that the Lord Executioner made, true?” the Village Chief demanded sternly. “Yes, Un ... Uncle,” the young man finally answered very quietly. “A week in the stocks,” the Village Chief pronounced, “and the same for those two friends of yours.” The Village Chief then turned to me to apologize. “I am sorry I doubted you, Lord Executioner. It would appear that I need to pay closer attention to what is going on with the workers in the fields.” “An excellent idea,” I replied,...

1 year ago
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Theresas Deportment

"Language Theresa!" "But Mrs. Bradshaw, I only said..." "Hush Theresa, I will not have such rude vernacular spoken in my boarding house! Also, kindly remove your elbows from the tabletop. More over, the fork was placed on the left side of your plate for a specific reason." Theresa blushed as she looked around at the other five girls, some of them putting on airs. "I never ate before with my left hand Mrs. Bradshaw." "You are a student now in the most prestigious Ladies College in...

3 years ago
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Life After Margot

I hadn’t seen my ex-wife, Margot, since the divorce over three years ago. We’d gotten married fresh out of high school, and it took me just over a year to realize what a huge mistake I’d made. I’d been the star quarterback, and she was the head cheerleader. Neither of us had been especially mature, nor ready to really settle down. I caught her in bed with a former friend, whupped on him a little, and filed for divorce. It was an especially nasty break-up. She’d made her boyfriend file assault...

2 years ago
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Esther III

Esther III ? by: TamarainRubber Even though we knew we were going to be late for Lisa's party, we couldn't keep our hands off each other. For the next hour or so we grabbed each other like wild cats in heat. Her breasts heaving and her lungs gasping for oxygen, Esther still found the energy to warn me not to cum. At some point she did pull my cock out from behind my rubber bloomers and shoved every inch into her mouth. The clothes she had dressed me in only made me harder and,...

4 years ago
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Little Arab Buttercup part four

These are the tales of my little Arab buttercup. My Aisha, now Annie. Having brought her out of Africa, so to speak, we had settled into American life. Working in Silicon Valley was good work for me. And with my well paid job my buttercup could spend her days writing and learning to be a good American. She loved it here. She also loved me. More than anything in the world. I had rescued her from a life she had hated and never wanted to think of again. Now we had moved on in our relationship. I...

BDSM
3 years ago
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Katherines Style Part Two

The next day I was in full Katherine mode from the moment I unlocked her door. I greeted Sunshine just like Katherine did, using the same tone of voice and gestures. Of course Sunshine reacted just she would with her female owner. As soon as I took her for a short walk and fed her, I went straight to my bedroom, well after the prior day I felt so much more comfortable there, I wanted it to be my bedroom. I took a shower and shaved everything again. I didn't know how I was going to...

2 years ago
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Esther IV

Hope you like Esther's latest installment! ESTHER FOUR By TamarainRubber I obediently followed Esther down the long narrow hallway that led into an enormous room filled with the sounds of clinking glasses, soft whispers and a bevy of leather-clad women and men dolled up as maids, rubber babies, and crossdressing sluts like me. Strangely enough (and very much to my pleasure), there was little if any evidence of the S&M parties I had only read about, but never...

3 years ago
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Katherines Style Part 3

The front door opened and again Frank came in, a little less dramatically than the day before but no less intimidating to me as I felt timid and weak dressed in my mother-in-laws things. Frank was half expecting me to be dressed as my normal slouchy male self, ready to put a stop to all this, but he was happy when he saw I didn't have the fortitude to do that. He actually smiled at me, "There's my little wife. That dress looks nice on you." I smiled back not knowing what to do, it...

4 years ago
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Absinthe makes the heart grow fonder

Caroline dumped her books so loudly on the table that it caused Mike to look up momentarily from his laptop.“Hi, Caroline, I take it the tutorial didn’t go so well?”Caroline slumped onto the chair opposite him.“The pompous bitch basically told me to start again.”“Look I know nothing about art, I don’t even know what I like, but I do know that you know your stuff. Why don’t I get you a drink and we can talk about something else.”As Mike placed the two pints of beer down on the table, Caroline...

Fantasy & Sci-Fi
2 years ago
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Wie ich zu Gott Fand 2

Dann wartete ich.Um viertel nach acht checkte ich mein Handy, dann fing ich doch an, die Wohnung ein wenig aufzuräumen, das Geschirr wenigstens in die Spülmaschine zu räumen und die leeren Pizzakartons in die grüne Tonne. Um halb neun ein erneuter Blick auf das Handy, dann hatte ich das Bett gemacht, und fing an, noch schnell den gröbsten Dreck aufzusaugen.Um neun öffnete ich ein Bier, ließ mich in meinen Herumhäng-Sessel fallen, warf einen resignierten Blick auf das Handy und drehte den...

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