A First Time Out free porn video

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I'd always fantasized about going out to a bar or a club, dressed as a woman, and after a few drinks managed to find the courage to do so. By the end of the bottle of wine I was dressed up and ready to go, suspenders, stockings, a corset on so tight it was hard to breathe underneath a loose, knee length skirt and close fitting top. My make up was done, a touch up of lipstick after the long black wig had been smoothed down and the last of the wine polished off.

I'm always told I look gorgeous when I dress up, but I'd never been out before. Before it had just been for other people in private, but that night, well, that night I was going out.

I swear I wasn't expecting anything to happen, it just seemed to. I was so taken aback when she came onto me, her hand snaking up under the skirt, along my thigh and running her fingers over my crotch shamelessly whilst we were still in the bar. She flattered me, whispering in my ear that she loved a guy in woman's clothing and bought me another drink. I couldn't say a thing, my breath caught in my throat as I smiled nervously, my cheeks blushing furiously and found little comfort from her amused gaze at the bottom of the glass. Her fingers lightly trailed up and down my thigh and she took my hand and before I knew it we were back at hers.

She sat me down on the sofa, not letting me touch her, lightly slapping my hands as I went to run them over her gorgeous body but her hands didn't seem to know any boundaries. Despite my pathetic protests, any objections were completely undermined by the way my body responded to her touch and she ended up in between my legs, her fingers pulling my hard cock out of the panties and taking me in her mouth. As I got harder she stopped, stroking my cock with one hand, her nails scratching up and down the length of it as she smiled mischievously at me and asked if I wanted to cum in her mouth. I just nodded, unable to respond beyond that and she smiled in delight. She said my hands wandered too much and that I should keep them to myself. That she would hate to be put off what she was doing so I let her bind my hands behind my back, shuddering as the binding was pulled taut around my wrists. She moved back round after spanking my bottom with a soft laugh and took me in her mouth again. The electrifying sensation of her tongue licking at the head of my cock and balls mixed with the sharp spikes of pain as she used her teeth to nip and bite, quickly making me cum, my entire body shivering with pleasure as I filled her mouth. So lost in the feeling was I, I didn't notice what she was doing until she had straddled me, pushing me down in the seat, my arms still pinned, tied behind my back. She smiled, a sharp fingernail tracing across my cheek and line of my jaw before she leant in to kiss me. I returned it hungrily, enthusiastically until suddenly the salty taste of my own cum filled my mouth as she passed back what I had given her. In shock I tried to pull away from her kiss, but I couldn't escape and almost choked as I tried not to swallow it.

Trying to squirm beneath her just got me forced down harder into the chair, her hands either side of my head to hold it still as she forcibly kissed me, biting at my lips to get me to open my mouth. She laughed in amusement at my discomfort, not letting me move under her and lightly wiped a dribble of the cum from around my mouth, smearing it over my lips, ignoring my discomfort and pushing her fingers in when I open them to complain. She made a comment about how it was a pretty little mouth and how it should be put to use as she smiled and got off me, standing up and slipping out of her dress. She laughed as I shivered, my eyes going went wide at the sight of the cock in her own panties and not for the first time that night I found myself speechless and looking at her with an unsure, embarrassed expression.

She sat down next to me, one hand running along my thigh, up the side of my body and up the back of my neck and into my hair as the other pulled her growing cock out of the tight panties. She tightened her grip on my hair and pulled my head down into her lap roughly, her cock shoved forcibly into my mouth as I squirmed and squealed in pain and tried to get comfortable without falling off the sofa. Up and down she made my head go, making sure to get all of her cock in regardless of my choking, squirming and whimpering. Soon my whimpers were joined by her moaning and I could feel her getting bigger, harder in my mouth. She swapped hands, gripping my hair tightly with the other one as her nails ran along my skin and ended up dug savagely into my bum cheeks. Humiliation and longing washed through me as I realised my squirming suddenly wasn't to get away from probing fingers as they explored and hurt my arse but to move a little to give her better access to whatever she wanted.

I groaned, my lips still wrapped around her cock as she pushed a finger inside me and after a few moments whimpered as she pulled the finger back out and groaned herself, the head of her cock in the back of my throat. Roughly she pulled my head out of her lap and demanded that I kneel on the floor and put my head face down on the sofa seat. I went to say something but the words were cut off by the stinging slap across my face before she stood up looking expectant. After a moment's hesitation, I began to shuffle and sort my self out so I was face down into the sofa, my knees on the carpeted floor and my arse open and exposed. She didn't say anything, merely spread my legs a little with gentle strokes on the insides of my thighs and it's hard to know if my breath was catching due to fear or desire. There was a pair of quick, sharp, stinging blows, one on each of my buttocks and I yelped in surprised pain, only to be pushed back down into the sofa as she laughed and said that was for not moving quick enough.

I started to say something, finally finding my voice and I got as far as just about to start the sentence before it was stolen away again by the unexpected feeling of the head of her cock rubbing against my anus.

"Tell me you want it." she asked, her mischievous smile evident despite her controlling tone of voice. "Tell me you want it in you. Tell me and I'll be gentle."

But I couldn't, all I could manage was some sort of breathless mumbling, brought on by the fear and wanting coursing through every inch of my body. She ran her hands lightly over my bum, spreading my cheeks a little more as she said "Have it your way." before digging her nails into my hips for purchase and forcing her cock inside me. My scream was muffled by the cushion, as was the pathetic pleading, the worthless begging and moans that occasionally came out as she thrust in and out of me viciously. I don't know how long that went on for, it felt like forever but then she murmured "Good girl." in-between her own noises of pleasure and I realised I was thrusting my hips against her instead of trying to get away, to escape, and wanting more of her inside me, wanting her to cum inside me and fill me up, my own cock rock solid.

One hand slipped between my legs, her nails lightly brushing over my balls before her hand wrapped tightly around my cock. And that was it, that simple touch caused me to explode in her hand, and she moaned out loud in pleasure as she came inside me at the same time, her touch like someone pulling the trigger on a gun.

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06.09.2021
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Hi everyone Akshay here, age 23 from Chennai. I’m a reader of ISS for the past 5 years, and it’s high time I shared my experience. This happened a couple of months back. It was with my longtime bestie. Her name is Vaishali. We know each other for around 6 years, starting from our college days. She lives half an hour away from my place. I’m pretty familiar with her parents. We got to know each other from our college days as we were from the same department. She had a sexy shape, which gave me a...

AscentChapter 12 Of Bad Boys Good Girl Scouting

By the next morning any fear the women of the clan had of me was either gone or ignored. They still acted apprehensive but I think it was more because none of their clansmen were around than because of me. I believe that the confidence and self-assurance that my mates displayed was even beginning to rub off on some of them. Some bustled around preparing breakfast, others taking care of babies or youngsters, while still others remained on lookout, but farther outside of camp now that it was...

Heavens Reach Brandon and TracyChapter 3 Riverbend Outpost

The outpost is a thriving and busy place known as Riverbend Outpost. There is a good sized market near the gate, multiple inns and pubs, at least one blacksmithy, and myriad other businesses to be found within its walls. The first order of business, the two agree on is finding food. They’re not starving, but it sure feels like it to them and they have finished the rations they were provided with a day ago. Neither of them has ever had to go any significant length of time without a meal...

The Outpost

My story starts when I was nineteen and joined the army, now I’m not going to say what country but there was always some kind of military action going on. I went through training camp, passed all the requirements and was shipped to small military base. I was given my weapon and was attached to a small five now with me, six man patrol to give me experience. We went on patrol every day for months and the only action I saw was when a farmer’s bull got loose and we helped capture him. I actually...

Letting Them In Chapter 3 Outage

That night, Alexi couldn't sleep no matter what. She had been left unsatisfied and wanting more, yet she was not able to recreate the huge wave of feelings that the brothers brought up to. Her masturbation session didn't relieve her in the slightest and she couldn't figure out if she wanted this to continue or stop. It had been years since the divorce and there hadn't been any interest on Alexi's part in having any sexual partners; her sex toys had served her just fine over the years. But...

Lookout

Do I believe in soulmates? You bet I do, and if you’re destined to meet yours you will, no matter what mountains may be placed in your path. In the case of Evan and me, there was just one mountain and it was an isolated peak of 7200 feet in northwestern Montana. It was called Wolf Mountain and there was a lookout tower on top of it, a fourteen by fourteen foot box perched on stilts above a barren rocky summit, below which stretched sloping meadows of beargrass and dwarf huckleberry interrupted...

I was a wartime TV for the US Army

‘I was a Wartime Transvestite for Uncle Sam! TJ Ryder Chapter 1 Reform School Romance! I couldn’t believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II. I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another old geezer in an assisted care center who if he ever had...

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