My First Time With Older Man free porn video

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I used to work in a theatre, selling programmes, drinks, ice creams and helping out with whatever needed doing around the place. After every the final show of every run there was a ‘last night party’, the bar stayed open and the drinks flowed. In one particular show there was an older gay man in one of the roles. He was in his early sixties I guess and rather portly with a large belly and double chin. He was good fun and I'd got to know him a little bit during the run, telling him often that he was barking up the wrong tree when he’d flirt with me.

The night of the party he’d been at it again, telling me how good looking I was, and what a shame it was that I was straight. I’d laughed along but given him no encouragement, but the more I had to drink, the more my thoughts turned to what I could do with him given the right opportunity. I'd been wanking about gay sex, looking at porn and experimenting with my girlfriends sex toy, I’d had teenage fumbles with a friend but I’d never even touched another penis never mind tried anything else. Now here I was, thinking about the chance I had a trying something for real with this much older man. After a few more drinks I had convinced myself to try and initiate something if the chance arose, he was older and would understand it would have to be a secret and besides, he was leaving that night and I was unlikely to ever have to see him again. I left my girlfriend talking to friends and wandered around the party in a state of some arousal trying to find him and hoping to lure him outside for a smoke if possible. Anyway,he’d disappeared, couldn’t see him anywhere - how frustrating!

A little later a taxi arrived for him at the box office and when the driver called out his name I heard someone say he might be backstage. No one seemed to go for him so I took my chance and slipped off and made my way through the empty auditorium. I had butterflies in my stomach and was semi erect as I walked down to the dressing rooms.

There was no one about as it was pretty late and those who weren’t partying in the bar had already gone. The door to the dressing room was open and I could see him packing his stuff. I walked in, closing the door behind me and told him his taxi was here, and it was time to say goodbye. He opened his arms and told me to give him a hug, said it had been lovely working with me. I moved in to hug him, a normal kind of manly hug, but the hug lasted a little too long, I didn’t break it and neither did he. I could feel his hand stroking my back and I leaned back, looking him in the eye. Then I just leant in and kissed him on the lips, I couldn’t believe I was doing it but he responded straight away with a deep tonguey kiss and before I knew it we were full on snogging. He was moaning into my mouth, really pushing his tongue in and his hand cupped my bum cheek, pulling me against him.

I could feel myself getting really hard, moreover, he could feel it, and see it, bulging in my jeans. He stopped snogging me and laughed, saying it looked like I was enjoying things!

His hand moved to the front of my jeans, rubbing my bulge, making me moan as my swollen cock grew under his hand. ‘Hmmm yes, I like you very much’ he said as he started to undo my jeans. He kissed me again as he pushed his hand inside my boxers, fiddling with my stiff cock with his hand. He stroked me gently, his palm sliding up and down, my hard young cock leaking precum as he fondled me. I gasped as his hand slipped further down, sliding under my balls and between my legs, his finger finding my hole.’Hmmmmm do you like that you horny young boy?’ he asked as his finger teased my tight hole. I couldn’t help but moan and felt his finger push a little further as he pulled me to him, his tongue slipping into my mouth again, searching out mine with hot wet kisses.

I felt this had gone further than I ever expected and half of me wanted to get out of this situation. Apart from the worry about being caught with this old actor in his dressing room, I was a bit worried where it was all leading.

I pulled his hand from between my legs and stood back, telling him he needed to go and get his taxi. ‘Fuck the taxi!’ was his response and he grabbed my hand and pulled me closer to him. ‘Why didn’t you do this two weeks ago?’ he asked but I just shrugged and mumbled something about ‘complicated’, and ‘girlfriend’. He led me by the hand, further into the dressing room and turned to face me again, his mouth on mine. I kissed him back, slower this time, my tongue darting into his mouth as he held me, his big belly pushing against mine. He took my hand and placed it on the front of his trousers. I could feel his cock pressing against the material and I ran my hand over his length, feeling it throb and hearing him moan as I squeezed it.

I felt his hands on my shoulders, pushing me down in front of him and as I sank to my knees, knowing what he wanted me to do. I remember thinking ‘fuck, this is it!’ as I knelt in front of him. My hands were shaking as I fumbled to get his trousers undone, he had to reach down and undo them for me, letting them fall around his ankles. I looked up and could see him looking down on me over his belly, his hand stroking the side of my head as he directed me to where he wanted me to go. I could see the outline of his cock in his briefs, see where his precum had leaked, and I remember him moaning deeply as I stroked my hand up his shaft before peeling his briefs down, revealing his bare cock, It was about the same length as mine, but thicker, and his grey pubes were curly and trimmed.

I held his shaft in my hand and slipped my mouth over the end, tasting a man for the first time. My lips slid down his shaft and I felt his cock touching the inside of my mouth. I tried my best to suck him as I would like, making him all wet with my lips and tongue, my head bobbing up and down on him. I could feel his hand on the back of my head and could hear him urging me on, telling me how good it felt. My hand caressed his heavy balls and he pushed my head down to lick them. His cock looked really hard and thick as I licked and sucked on this old man’s balls. I could feel him grinding himself against me, telling me he wanted my hot mouth back on his dick.

He sat down in the chair behind us and spread his legs, beckoning me forward. I crawled over to him, my jeans and boxers round my ankles and knelt between his legs, He held his thick shaft, and wanked himself as I moved forward and tried to take him in my mouth again. He held my head gently and rubbed his cock over my lips, urging me to take him in my hot young mouth. I opened my mouth and di as he told me, my lips sliding down the shaft till I gagged on him. He was leaning back, his hand pushing my head back down onto his cock, all wet with my saliva. I tried a few more times to take him and gagged each time, and each time his hands pushed me back down to his glistening cock. I held the base of his cock and sucked and licked on the end until he was writhing about on the chair, trying to push up into my mouth as I wanked him. I held that thick shaft and bobbed up and down on the end, I could hear him panting and warning me I was going to make him cum. I continued sucking him till I felt his cock spasm and the first spurts of cum come out, then I rubbed my lips up and down his erect shaft as the rest of his cum landed on my face.

He lay back in the chair panting as I tried my best to wipe his seed from my face. I had done what I came to do and was feeling a bit shocked by myself and thought it best to leave as quick as poss. He stood up and pulled a tissue from nowhere. Wiping his cum from my cheek he told me how much he had enjoyed that and how he thought I had enjoyed it too! With that his hand slipped down to my cock again. It had gone soft and I moaned as he cupped my small, soft cock and balls in his hand. ‘You did like it though didn’t you?’ he whispered as his hand gently fondled my cock. His lips pressed against my neck and I could feel myself getting harder as his tongue pushed into my ear. His other hand snaked round to grope my bum cheeks, kneading them and squeezing each one in turn as his sweaty palm gently wanked me. He slowed his pace as he pushed his finger between my bum cheeks, pressing it against my hole. My knees started to buckle as he whispered in my ear, ‘do you like that Alex?’
I said nothing but gasped as I felt him applying more pressure with his finger, my virgin hole opening up as that finger wiggled around, probing my tight anus.

My cock was throbbing in his hand as he fingered me, ‘Ooh yes, I can tell you like that, you’re very hard young man’ he whispered as his finger pushed deeper inside me, making me gasp out loud as I felt it wiggling inside my bottom. Kissing my neck he was urging me to cum for him, his right hand wanking my stiff cock, his left hand fingering my virgin bottom. Crying out I started to spunk, feeling my hole twitch and spasm on his finger as my cock throbbed and unloaded in his hand.

He continued to hold me as I grew soft in his hand, my cock all slippery and spunky. His finger slid out of my bottom and I felt my hole close as the tip slid out. ‘Now that was horny, I knew you would be, if I got the chance’ he whispered in my ear as he started to stroke his dick again. I laughed and told him he needed to get his taxi. I pulled my jeans up and cheekily gave him a peck on the cheek before dashing out of the dressing room door to find my girlfriend, the taste of that old actors seed still on my tongue.

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Ok, I admit it. I had found the perfect chick magnet. So what if it was just a CAT, yes a kitty cat. Well, not just any old cat. My cat loved walking on a leash. And it’s extremely friendly. It will let anyone pet it and would hop into your lap without a second thought. It was a very handsome chocolate point Siamese male. Today, I’m sitting at a shady picnic table at a nearby park. Right in line for the parade of young women headed for the beach. “Oh! Cute kitty! What’s its name?” as the...

2 years ago
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The Terrible Fate of the English Nobleman

         The Terrible Fate of the English Nobleman                        By Dr. Phil This is the story of an 18th century English nobleman living in the Caribbean. He is hated by a local pirate governor. The Englishman refuses to sell a small piece of land to the governor who has wanted it for a long time. The Englishman has been protected by his friendship with the captain of one of the pirate ships. Even the governor fears this ruthless captain. One day the pirate ship arrives in port with...

3 years ago
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Older Weman

As some people of Ukex know, i adore the more mature lady. I have a great sex life with my wife , but have to say that even though she was happy to do most things, she isn't a patch on some of the older ladies I have had sex with in the past few years.One of my lovers is a divorcee named Jean who is 64, and is a work colleague. Jean worked in the office, (still does in fact).We first had sex when I had been dropping her off home for a few weeks, and as a thank you she said that, if i didnt...

2 years ago
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My Pleasure Moments With Suman

By : Delhibiz Hi, this is Gautam from Delhi. I like the most the stories of ISS and reading them from long time. I am 28 years now and this story is 3 years back with one of my exclusive friend. However, she is not with me now and married to someone. Her name is Suman (name changed). We are of same age and worked in different firms in Delhi. During my official tour to Mumbai, we met each other and the story begun. Let me describe her about her physique.She is quite fair with some extra pounds...

2 years ago
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first time was with an older man

i was only new into the cruising scene and very inexprienced as well but i had urges to feel what it was like to have a hard cock in my mouth so i jumped on line.i wasnt to sure what to expect on these sites but from the first moment i saw how many guys were floating about i knew i was hooked for life, i viewed alot of profiles not exactly sure what i was looking for but i knew one thing i like older men, maybe because they know what they are doing or maybe just because i like to please....

1 year ago
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Seducing a telephone repairman

I’ve had fantasies about the cable guy that I had once seduced. Jimmy and I unfortunately didn’t have video of it but he was able to take pictures of me taking his big black cock. I’ve recently had to go back to that picture set and loudly reminisce about it as Jimmy fucked me in bed one night. Ironically, a day came when we had trouble with our phone line and finally Jimmy placed a repair request order to fix the problem. When we were finally told what day the telephone repairman was coming to...

Erotic
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...

1 year ago
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Robin and the Catwoman

“Oh my head.” Robin whispered as he stirred awake. It took a few moments for him to fully regain consciousness. His last memory was of chasing someone across the Gotham rooftops, now he was in someone’s apartment. “I’ve been captured!” He screamed in his mind as he suddenly realized he was under restraints. Taking a deep breath, he willed himself to think calmly, just as Batman as taught him. Take stock of the situation, then form a plan of action. The room was in semi-darkness, illuminated...

3 years ago
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In Praise of Older Women Part 5 Emancipation

Meg’s Tale      Both my lovers, Jack and Kate, had returned to their normal lives. My decisions now were made. I had decided to sell my house in the suburbs and move downtown into a condo.This would be another life change for me. Meg the suburbanite had resolved to become Meg the follower of new lifestyles which could not occur in the suburbs. I had spent my marriage in this house and the years where I had rebuilt myself into a new woman here. I was now ready to face the world and new...

MILF
4 years ago
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Ek Main Aur Ek Manu

Hello ma crazy reader my name z Siraz, siraz sidaqi. I was also a reader of ISS lyk you. Actually still I am while reading ol d stories on ISS. I used to thought about se fun in ma like and humesa hi mauke ki talash me rhta tha bt aisa lgta tha ki jaise upper wale ne ek mere hi liye koi mauka banaya hi nahin, isi tadap me aur us parwar digar se narajgi me meri jindagi bit rahi thi bt wo khte hai na, ki dhundho to khuda v mil Jata hai to baki ki kya majal bs usi tarz pe wakai wo din aa hi gaya...

4 years ago
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The Keyholder Pt 2

What was she doing playing chastity games with a twenty something guy? She knew it was crazy, yet Amy was smiling to herself as she stepped off the bus and walked quickly to the address that Ben had given her, a two bedroom apartment in an upmarket development. She hadn’t seen Ben since they’d made love at the hotel a week ago, but she could still remember the feel of his body and his freshly unlocked cock. She hadn’t belted him when they parted the next morning. This wasn’t because Ben didn’t...

BDSM
2 years ago
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The Keyholder

“Just that please,” Ben mumbled as he nervously placed the steel chastity cage and padlock on the counter. He was on his way back from drinks with the football team and the elation of winning combined with the alcohol had given him the courage to finally indulge one of his fantasies. Careful not to make too much eye contact, he glanced briefly at the woman behind the counter, who smiled kindly as she wrapped the cage for him and took the cash. He was now really starting to feel embarrassed,...

BDSM
3 years ago
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The Airman

The Airman?.. It?s strange how the mind can recall certain events with such clarity yet blot out others. It was as if my life began during the years of World War Two. I don?t recall much of anything prior. Of course, being raised and educated in an orphanage doesn?t highlight much. I do remember enlisting into the military at the earliest possible age, to be on my own. As a young airman in the Army Air Corp, I remember my last bombing mission and the ensuing events...

4 years ago
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How Do You Solve A Problem LikeMiss Manson

After her meeting with Ms. Storey that lunchtime and on hearing that the strict young deputy headmistress was going to allow Rebecca Mulligan to carry out her plan to deal with Miss Manson, the head of Music at St Katherine’s School did not hang around for long after the end of the school day. Once she had taken the full school orchestra for their after-school practice she returned to the Music office, packed her bag and hurried to her car. She arrived home just after 5 pm and decided that she...

Spanking
2 years ago
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Crazy Sexperience In Manali

I am Niki and I am back with my second sex story. This was my first one – https://www.indiansexstories2.net/couple/kritis-crazy-sex-story/ This happened a few years back when my four friends and I were on our way to Manali from Delhi. We were thrilled to take a few days off to enjoy the lovely spring in Manali. It was three girls including me and two guys. One of the guys had taken his brother’s Innova car for the trip to drive down. Basically, amongst the 5 of us, we had a couple, two single...

3 years ago
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TV Repairman

TV REPAIRMAN by kimmie oh The doorbell rang, and Billy padded barefoot over the hardwood floor of his apartment. He quickly checked his reflection in the mirror one last time. Then he took a deep breath, smiled, and opened the door. He felt a blast of January cold on his rather scantily clad body. In the vestibule stood a tall, good-looking older man in worn work clothes. The man gave Billy a quick once-over and Billy held his breath. He wondered if he had gone too far: the...

4 years ago
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The Horseman

Once upon a time there was a princess. She was feeling very trapped in her kingdom so she wanted to take a ride. She summoned her horseman to take her on this ride. He was a loyal man and was willing to do anything her royalness asked of him. Because deep down inside he had serious feelings for her, But was afraid to show this because he was afraid that she did not feel the same way about him considering their positions in the social order as they were. He brought the horse around and helped...

4 years ago
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The Legend of the Dickless Horseman

 It was a dark and stormy night. I was reminded of that fact by a beagle glaring down at me, hunched over like a vulture, perched on the porch of my destination. I pulled my raspberry beret down snugly for protection from the bitter New York wind.I glanced at the decaying house before me. The years had not been kind. Whereas it once stood majestically on a hill radiating beauty now it was an eyesore; the real estate equivalent of Kathleen Turner. Still, it was precious to me. Full of wonderful...

Fantasy & Sci-Fi
4 years ago
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My First Time with an Older Man

I was working at a factory in my hometown over the summer. I was a19-year-old college student at the time and I needed the money. The workwasn't hard, just boring. Worse yet, my hometown was a fairly small andun-interesting place as well. My mind wandered a lot during the day and italways ended up wandering to the same thing. Ever since I had discoveredpornography on the internet, I have been obsessed.I didn't have my own computer in college so I always had to use someoneelse's. During...

1 year ago
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My Friend Suman

Hi friends mai bhaut dino se iss ko padathe arahu to maine socha ki maine bhi apni ek real stori post karu. kya malum apko pasand aye or na ahe thik hai. ok my name is joy and i from mumbai.any girl or any woman want relationship with me to contact my email id.. ok maine abhi meri stori pe aata hu. aap ise fake samse ya true its on you but its my true story in my life. ok. Main Mumbai me ek chawl me rahata hu. me us time 12 stands me tha main dikhane itna handsome nahi hu. esiliye main...

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