First Time With Leo free porn video

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For a long time now I have had a crush on a guy I work with. I described him to my husband as the male version of the deepest, darkest me. I know he likes me. We talk a lot. We joke. Sometimes we will smile at each other with these big grins, and I wonder . . . could there be more there?

Only one problem. He is twenty years younger than me. I am not young, skinny, or beautiful but I am curvy. I don't see myself as beautiful, and I don’t see how any of my fantasies could ever become real. My husband says, you never know.

One day I was at work, and Leo asked if I could give him a ride home after work. He lives locally, and his girlfriend had taken his car out of town for the weekend. I said yes. Any time spent with Leo is good time spent, and I’d finally get to see where he lived.

So I came back, picked him up at 8pm, and drove him home. We chatted on the way home. He was in a good mood, talkative. It wasn’t far to his house. When we got there, he invited me in for a drink. See the inside of his house, hell yeah! Drink with him, hell yeah! We went in. He said he had beer, or Rum and Coke. I took the rum and coke. He had a beer.

We sat at his dining room table and talked. We talked about work, about a TV series he had finished that I was watching. I was working up the courage to tell him about a recent adventure I had with my husband. I had told him before that my husband and I were planning a threesome with another guy. We finally had it, and I wanted to gauge his reaction.

So I told him all about it. He was very quiet while I spoke. As I finished, I explained that until that day, I had never been with anyone else.

He asked, “So you liked being with someone else?”

“Yes, I loved it,” I replied.

“Would you do it again?”

I explained, “Yes, but I am not sure it will be with the same guy. It was hot, but he and I didn’t really connect all that well. He doesn’t talk much, and it is hard to read him. I am not secure with myself enough to spend a lot of time with someone I can't read.”

“Problem is, I don’t know how or where to find someone else. Not a lot of experience picking up guys,” I continued.

He just looked at me for a long time not saying anything. It looked like he was thinking pretty hard. It worried me. Maybe I shouldn’t have told him. I got up, afraid to sit still and went to the sink to wash out my glass. Fear put me momentarily in my own world.

Moments later I came back to myself to find him standing behind me, one hand on the sink on each side of me. He wasn’t touching me, but damn close.

He leaned in to my ear and whispered fiercely, “ Fuck me!”

My heart froze in my chest, then exploded. My skin turned to ice, then flaming heat. Breathless, I respond by leaning back into him, because words wouldn't come. His body was warm on my back, and the bulge in his pants drove my mind further from me.

He inhaled deeply, nose to my neck and then he nuzzled it, his lips and teeth playing a trail from my ear to my shoulder. He took his hands off the sink and ran them down my sides to my hips, pressing himself harder against me. I reached one hand behind me to touch his head, gripping the sink firmly with the other hand for fear of falling.

“Leo!” I whisper.

He groans, and gently turns me around to face him, pressing me against the sink. He cups my face with both of his hands and says, “You're so beautiful!”

Then he rubs his lips against mine, followed by his tongue. Growing impatient with the torture, I press a passionate kiss to his lips. As hot at we both already were, things again exploded. Kissing as if we would both die without the taste of the other, our hand roamed each others bodies. My head was spinning with desire. Soon he lifted my shirt over my head to reveal my bra and ample cleavage beneath. His hand cupped my breasts, thumbs finding my nipples.

“Oh, God,” I groaned.

He slipped the straps of my bra down and nuzzled my shoulder that was revealed beneath. He reached around me to undo the clasp, pushing my bra off completely.

He moved a little bit away from me so he could watch my face while he rubbed and gently pinched both of my nipples. My pussy was wet, and I wanted his his fingers there. I promised myself then that I would do something similar to him later, touching him while watching the passion on his face. He still had his shirt on, and I wanted it off. I wanted my skin on his. After pulling off his shirt, I put my arms over his shoulders and pressed myself against his chest, kissing him.

Too many clothes. I need to get rid of these fucking clothes. So I did, mine at least. He stood back and looked at me, head tipped to the side. Then he looks at me in the eye, and smiles this wicked, seductive smile.

He sits back down at the table, and tells me to sit on the table, lean back, and put my feet on either side of him on the chair. I have an idea of where this was going, and gave him a wicked smile back as I complied. I hope he likes wet pussy, because I am ready for more than just a good licking.

He fingered my clit with one hand, gentle teasing it. He took his time, slowly driving me mad. When he thought he had pushed me far enough, he added a finger inside my pussy. He teased my hole with his finger, pleasuring, but not filling, still teasing my clit. I was in an agony of pleasure. I began to beg.

“Please, Leo”

“Please, What?” he asked.

“Please stop teasing.”

“You seem like you are enjoying it,” he replied, smug.

“More! More fingers! I need More!”

“Ahh! I see,” He said, like he didn't know what I meant.

Then he stuck two fingers in, moving them in and out. “More?” he asked.

“More, Faster!”

He put three fingers inside pushing them fast and hard. Soon my world shattered.

“Now you are ready,” He said, looking at me with hunger.

I thought at this point that he meant to finally fuck me, but that is not what he meant. He leaned his face into my pussy, flicking my clit with his tongue, sucking it gentle.

“I am going to taste you now, the real you. Confession time. I’ve been wanting to taste you for a while now.”

My mind was blown. He has been wanting me too!

He moved back in and started licking up all the juices he had helped me produce. He groaned and said, “You taste as good as I’d dreamed.”

He licked some more, thrusting his tongue inside me as far as he could. I loved it. It was amazing, but I was ready for him. All of him.

“Leo?”

“Hmmm?” He pops his head up from between my legs. It was quite the picture. His face was wet with my juices.

“I want you to fuck me, please.”

His face changes to a look of passionate desire. He helps me up off the table, and we stand facing each other.

“I want to watch your face while I’m inside you, watch the pleasure on your face,” he says.

He still has his pants on at this point. I look down at them, then back up at him.

“Want to help me with these?” He asks.

I don’t answer, but start undoing his belt buckle. I undo the button, undo the zipper, tug down his jeans. I revealed a pair of wickedly tented boxers. I looked up at him.

He said, “Keep going, Baby. Unwrap your present.”

Smug, amused look on his face. The package he presented me was generous. I had to touch it. I had to taste it.

I got on my knees in front of him, and cupped his balls with one hand and held his cock in my other hand. I ran my tongue over the tip of his cock and he moaned. I stuck the head of his cock in my mouth and he groaned. I started moving my mouth up and down his shaft until I fit the whole thing down my throat.

“Oh My God,” he said, putting his hands on my head and pushed, me away.

“You need to be careful if you want me to cum in your pussy and not your throat. I want to cum inside you.”

We moved to the bedroom then. We stood at the end on the bed staring at each other, like we had so many times before, minus our clothes and the dumb smiles. I knew in that moment what the smiles had meant, what the look had meant. It meant that we had both wanted this from the beginning.

He pushed me back onto the corner of the bed, his eyes never leaving my face. I laid back and spread my legs for him. He moved closer rubbing his cock against me, seeking entrance, eyes never leaving my face. I lifted my legs, spreading them further.

A groan escaped him as he entered me for the very first time. He buried himself inside me, still with eyes on my face. It is hard for me to describe what I saw in his face as he entered me. Pleasure, yes. concentration, yes. But something more that I can't quite find a name for. It was intense and made everything else that much more intense.

He moved in and out slowly, patiently, letting sensations build. He felt so good inside me. I wanted it to last for ever. Somehow, he knew just when to pick up the pace. He slid in and out harder, faster. We were still looking at each other.

I was getting close to cumming when he whispered, “So beautiful,” as if to himself.

That was it for me. My world shattered again, longer this time, more intense. Passion forced my eyes closed but I opened them just in time to watch the most beautiful expression of pleasure wash over his face. I had fantasized that expression on him many times, but the real thing was more breathtaking than even I could imagine.

When he was done with the aftermath of his pleasure, we moved fully onto the bed and held each other for a long time.

He stirred, and said, “That was more amazing than I had imagined.”

“Me, too,”

We rolled onto our sides, facing each other.

I said, “What are we going to do? How are we going to act normal after this?”

“I don’t know. The best we can, I guess. One thing I do know is I want to do this again. Can We?” He asked

“I would like that, too. We’ll have to work out a code or something, so we can talk in front of people.”

“Yes, We’ll have to do that.” He said.

We stared at each other with stupid smiles on our faces.

THE END

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I go to a club on a bi night most weeks Last week I was joined by my handsome friend from London, tall, blonde, good looking, we have met several times before. He met me at a local restaurant and he wined and dined me, all the while we had a good giggle but the sexual tension was evident. He loves munching my clit and fingering me until I cum all over him. And even more he liked to fuck me and join in whilst I fuck others. We left the restaurant and entered the club. I slipped into a sexy...

2 years ago
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The Wait by isleofmiguel

[/i]I couldn’t wait any longer. He said he’d be here by 4:00, so I left the door unlocked on this blustery winter day. And as I walked through the house to the base of the staircase. I looked out the windows and watched the snow swirl around and make small drifts in the street. I head up the stairs and take off my clothes as I enter my room. I turn on the water and it doesn’t take long for the steam of the shower to fog up the windows and mirrors. I step over the edge of the tub and absorb...

2 years ago
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Un nuevo empleo

Un nuevo Empleo Esta es tan solo una fantas?a que se me ha ocurrido, el producto quiz? de una noche desvelada, pero a pesar de ello me he excitado mucho al escribirla e imaginar las situaciones que en ella describo. Perm?teme sin embargo hacer una breve introducci?n y contarte como fue que se me ocuri? esta situaci?n. Estaba yo un d?a viajando en el colectivo, cuando sube a el una mujer ya madura, aunque sin embargo sumamente atractiva, ten?a puesto un traje sastre de color bordeaux con una pollera que...

2 years ago
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Napoleons

We were in Napoleons. I don't know if you know it. Its a corner bar in the village tricked out like a seventies disco bar. Im sure if you saw it in daylight hours it wouldnt amount to much, cheap decor with lots of mirrors and low ceilings. Expenditure calculated to a tee against income. We had discussed my costume that evening, pantyhose and a very short lurex dress. Something as cheap as the venue. The idea was some would pity me and some would envy me the latter camp being the dumbest...

4 years ago
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Bi men and me at Chameleons

I go to a club on a bi night most weeksLast week I was joined by my handsome friend from London, tall, blonde, good looking, we have met several times before.He met me at a local restaurant and he wined and dined me, all the while we had a good giggle but the sexual tension was evident. He loves munching my clit and fingering me until I cum all over him. And even more he liked to fuck me and join in whilst I fuck others.We left the restaurant and entered the club.I slipped into a sexy little...

1 year ago
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Ameleon

The mass world of Ameleon, a world of fantasy. Please note there can be technology from medieval to futuristic, and for the sake of mmo even. Weapons beyond musket are very very rare and often cosmetic. But cybernetics and such are allowed. Recently Ameleon's development brought in a flux of people as the betas ended and the game launched players flooded the game, being an extremely massive open world of a multitude of continents players could own small territories, these restrictions to size...

Fantasy
1 year ago
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LeoList

Sweet, sweet Canadian pussy at Leo List! There is nothing quite like it. No matter how much porn you watch, how many asses you fuck, how many times you get blown, nothing will ever compare. I don’t need to tell you this, though, you filthy porn addict. I’m sure you are well aware of this fact, seeing as the last time you got laid was the summer of ‘92. Well, my friend, you are in luck. You may just be able to end your dry spell once and for all. If you can afford it, that is.We live in a golden...

Escort Sites
1 year ago
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LeoVegas

I thought Leo Vegas was going to be some sleazy guy in a tracksuit and a big gold chain, macking on cigarette-smoking grandmas while they pump token after token into the slot machines of some casino. It turns out I was totally wrong about the website, but the guy I’m thinking of might be a regular visitor. You can’t really entice the old ladies at an online casino, but you ain’t going to get pepper-sprayed either. Hey, you win some, you lose some. That’s kind of the whole point of gambling,...

Betting Sites
3 years ago
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Eagle in the Sunset 2019Chapter 29 Summertime for Us All

October 17th, 1995, 7:30 AM PT, Metro Plaza Hotel, Los Angeles, CA Miriam had been tossing and turning all night; she spent time just sitting in the chair in the corner of the room to try and let Baruch sleep. She was so upset she was oblivious to the fact that Baruch couldn’t sleep either, which was not in her nature. She was usually fully aware of what was going on with her husband. They thought together almost telepathically, and yesterday had been one of the first times in decades when...

3 years ago
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Timeless Beauty

TIMELESS BEAUTY BY PAUL G. JUTRAS Sam walked in the dorm house, looked at the lock and then in the dorm mistress's room. The plus size woman was dress in a black blouse and flats, black with white palm tree design jacket and skirt with dark brown nylons. She new there was only a half hour before she made her rounds and called lights out. Upstairs, roommates Chris and Alex waited on their beds. Like their friend Sam, both guys were petite and lovely looking. Being transsexuals who...

3 years ago
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First Time Sex With My Longtime Bestie

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...

2 years ago
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Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
3 years ago
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Master of All Timelines

Your name is Edward Richardson. You're 20 and you've been fascinated by history ever since you're 11. You're also good at making inventions as well. As you're growing up, you usually found that at various points in history of each country, things always turned ugly at many points. And you wanted to change that. You decided to use your intelligence you create the device called the T.O.S, abbreviated for Timeline Opener and Stopper, that can make you travel back in time and alter the histories...

Mind Control
2 years ago
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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...

4 years ago
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Wartime France

The funeral was a gloomy affair as funerals go. I am somewhat irreverent and remember clearly my twin brother and I giggling all through my Uncle’s funeral because his widow had the price ticket still dangling from the back of her hat. John and I shared a sense of mischief and humour. At our Grandfather’s funeral, we’d been unable to look at each other during the hymn ‘Praise my soul the king of heaven,’ because John had written an alternative verse that was utterly filthy and we both knew what...

Lesbian
2 years ago
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Wartime Passion

A few years ago, my wife was having a midlife crisis while I was away serving in Iraq. She was both lonely and horny. She had been without me for nearly 8 months and I still had four more months to go on my tour of duty. Char is an attractive 40 year old woman, 5'8" tall with blonde hair and green eyes. She keeps herself in great shape and still has a body to prove it, 36-30-36. Our sex life is absolutely wonderful when I am there, and I would not change a thing. She is a Hottie and we are...

1 year ago
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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 hisfavorite 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 oldgeezer in an assisted care center who if he ever had anythinghad...

Crossdressing
4 years ago
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Summertime Fun0

Summertime Fun After my divorce I got my daughter every other weekend and for the entire summer. Now that she was fourteen and developing quite nicely I was enjoying her even more. I also indulged her desire for sexy revealing clothing, since her mother wouldn’t. Holly was pleased that I had purchased a summer home alone the beach. We used to go to the ocean when we were still a family. Another thing that I did to piss my wife off after the divorce. It was a very nice place and I...

1 year ago
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Summertime Chapter One

Summertime: Chapter 1 By Tommie Summertime, and the living was easy. I had just graduated college and I was home for the summer. My parents were on vacation and I had the house to myself. I had settled into a relaxed routine. Up late, lazy breakfast, a little bit of work on the computer to keep my hand in for the programmer's job I was starting in the fall. Then, as often as not, a lazy afternoon reading in the back yard before soccer training in the evening. Soccer had paid my...

2 years ago
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Facetime Accident With Mother In Law

Facetime Accident With Mother In LawIt was the usual time me and my girlfriend would facetiming but I felt a little risky this time so I was already naked. I gave her number a ring and had the camera straight at my junk trying to throw a little surprise there for her. I was swaying it back and forth and I still didn't get a reply. All I heard was.. “Uhm... Hello...” Next thing I noticed it was my girlfriends mom. I said oh shit and struggled trying to hang up while she said “No no... don't hang...

1 year ago
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Capitol BeatChapter 6 A Chameleon

Zoe POV: My knight in shining armor had just arrived or so I thought. The reality was they were in cohorts and I was about to have a very tough time. I had already gone through fifteen minutes of torturous hell, but it looked like they both had more in store for me. The fact was Congressman Underwood, my Frank. However, he was betraying me. He was a chameleon and I was the punch line in the joke. Speaking of punch that was just what Claire Underwood planned to do to my ass, literally. What...

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