My First Meeting With Henry - Story 2 free porn video

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Background: Me - Closet bi-crossdresser (Katie) - 48 yo 5'11" 185 fit; smooth all over; office manager. Quite passable except voice, sexy, attractive, submissive and horny. Only wear dresses, no jeans or skirts. Try to be a girly girl. Black lace thigh highs, red and black lace teddy, black lace panties, long auburn wig, black open toe heels, bright pink nails. Him (Henry) - 43yo construction worker 6'1" 195 toned 8 1/2" uncut muscular fat veiny cock groomed naked.

As Henry opened the door to his house, we said hi and I proceeded to walk away across the room, my short black dress, black stockings and lace panties barely hiding my goodies. My long auburn wig flowing, my ass cheeks moving gently as I walked in my open toed 4" heels. "Wow", he said as he eyed me up. A total transformation from last evening at the bar and last week when I first pleasured him.

I turned and asked if he wanted some of this subservient slut ass! I put my hand on one ass cheek and bent over a little, lifting part of my dress to reveal my vibrating butt plug. Henry snapped, "get back over here slut.” He told me last night that he had some fun ideas for today.

I lowered my eyes and walked back to him since he is the boss and man in this sexual relationship.

Then he took my hand and led me to the couch. The same couch where last week I sucked his cock and swallowed his cum. I wrapped my arms around him and gave him a long passionate kiss, my red lipstick transferred to his lips, our tongues intertwined. I unzipped his fly and reached in to feel his stiffening fat cock.

I gently stroked and squeezed his penis as it began to get harder. My heart was beating fast since I was so excited to be dressed for him and felt so sexy and submissive.

He broke the kiss and whispered in my ear, "Now bitch, walk over to the door, get down on your knees and crawl back to me. When you get here, I want you to suck my cock.”

I was excited and did as he commanded, I pulled down his pants and his large mushroom headed hard cock sprang out. His foreskin pulled back. I looked up at him and said that I loved his hard cock! I rubbed his penis all over my face. He was drunk last week and shot in about 5 minutes. Hopefully today he would last longer.

His precum was glistening and I was panting. I grabbed his asscheeks and slowly begin licking his balls, then moved to the underside of his shaft and licked all the way up to the precum. I stuck my tongue in and licked it up.

I opened my mouth and took his head in, then his whole cock slid down my throat. Last week, I could get all but the last inch in. Now it all went down my throat! I had been practicing deepthroat techniques during the week with dildos and it paid off here.

He let out a moan of pleasure and I think I smiled with his cock buried past my tonsils. He put his hand on my throat and felt his penis sliding in and out. He then began face fucking me.

I continued sucking him when he picked up a flexible leather paddle. (His former girlfriend was into bondage so he had some items left from that relationship.) He proceeded to pick up my dress and began paddling my cheeks. His cock was still buried in my throat and with each smack the sucking got stronger. He was ready to cum, but said, "Stop sucking my cock slut.”

He removed my dress to reveal a sexy red and black teddy. He pulled down the cup from each tit and placed clover clamps on my fat nipples. He then grabbed the chain of my nipple clamps and made me stand up and we kissed some more. His hands began caressing and squeezing my asscheeks and I felt his wet, engorged cock against my stomach.

This was heaven I thought. A man with a big cock taking control of my body. Who would have have thought this could happen having only known him for a week, yet I was living it and loving it!

He put me over his knee and began paddling my smooth asscheeks, then he rubbed my reddened cheeks. He told me not to touch his cock until told to do so. I tested him and he spread my legs forcefully and laid out a hard smack on my right ass cheek. His cock was twitching and I felt its heat on my hip.

Then he pulled down my lace girly panties and smacked my balls. He grabbed them, squeezing the sack and gave them the full attention of the leather paddle. I was in painful pleasure and loved it.

My balls were aching from the abuse they had taken and then Henry pulled out some thin rope and secured them tightly. He made me get on my knees and tied the two ends of the rope to the heels of my shoes. The rope was tight and my balls were stretched away from my body. They were one mass of hard flesh and turning purple.

He put weight on the chain of my nipple clamps and makes me crawl across the floor and then crawl back to him. I let out low moans as each knee forward pulled the rope tighter, tugging harder on my balls.

My nipples were burning as the weight swung and tugged my nipples. Henry just laughed and told me to come suck his cock some more. This was my kind of guy.

As I crawled to him sitting on the couch, his cock was standing upright, hard as steel. He told me to crawl faster and I saw a leather riding crop in his hand. My mouth reached out for his cock and licked his pole shamelessly.

Then I felt the sting of the crop land directly on my tight mass of nut meat. Then another smack every few seconds as I licked his balls. I groaned with pleasure and he alternated between smacking each cheek and my bound balls.

I then managed to get his cock in my mouth and deepthroated it again. He held my head there for a few seconds.

He switched back to the leather paddle. The nipple weights were swinging as my mouth bobbed up and down on his stiff cock. He then bent down and we kissed passionately.

He stood up and told me to crawl to the bedroom. As I began the slow crawl, Henry cracked my balls with the paddle. He pulled off his leather belt and swung. He connected with both cheeks and balls with one blow.

He bent down and rubbed my red cheeks where small welts from the belt were forming. He squeezed my balls and whispered in my ear that he was going to stick his hard cock into my slutty pussy when we got into bed.

Meanwhile, my buttplug was still vibrating away.

Once in the bedroom, Henry pulled down my panties and removed the buttplug, got behind me and rubbed his hard cock over my balls and pussy. His cock was so hot and hard that I begged him to fuck me right now.

He just chuckled and proceeded to stick his mushroom head in my hot hole. He pulled out and stuck it back in as I felt his cock sliding over my tight balls. He was teasing me!

Then he put his cock in my mouth and made me suck. At the same time, he untied the rope from my heels.

I stood and as I am attempting to get into bed, he grabbed the end of the rope and pulled. This stopped my momentum and tugged my nuts unmercifully. He laughed, dropped the rope and got in bed with me.

I laid on top of him and we kissed again. He spread my cheeks as we were kissing and stuck one finger, then two fingers in my pussy. I was primed and ready to receive his 8 1/2" of hard meat.

I grabbed his rigid cock and pointed it towards my quivering open pussy hole. Panties were around my knees. I touched his mushroom head to my pussy lips, then pulled it back and placed it inside my butt cheeks and rubbed his hard cock up and down my crack.

The heat from his cock had my pussy hole gaping open and spasming!

My slippery pussy lips glided up and down his shaft from the outside. I anticipated that the moment of getting penetrated would happen soon and had me panting and moaning. We continued our passionate kissing.

Henry then grabbed his cock and pulled it away from my cheeks leaving me humping air while our lips were still locked.

He grabbed my hips and pushed me off him. He then told me, "You slut, it is not time for you to feel my hard cock buried inside of you. You have not earned that yet. You will suck my dick until I splatter my sperm and cum on your face. You can taste what drips off, but I want most of it to dry on your face.”

He had to see the disappointment in my eyes for not having been fucked, but excitement for his plan quickly overtook me. My face would soon have a baptism of jism!

He placed my inflatable buttplug in my pussy and pumped it up until I was moaning from the pressure. He retied the ropes to my heels. He added another rope and tied my hands behind my back and attached it to the rope around my balls.

He made me wiggle off the bed and onto my knees to the floor. Every movement tightened around my balls and was painful. He was enjoying this. So was I.

My balls were pulled outward away from my body and looked like they could be part of my ass. He leaned over behind me, his hard cock and large balls laying on my shoulder and tugged on the ropes causing painful pleasure and laughed at the moans.

He commanded, "Now sissy, back out to the couch to suck my cock.” I slowly turned on my knees, facing the door and saw his hard cock in my face. He said, "open wide" and proceeded to let me suck him for a few seconds before pulling out.

He replaced his cock in my mouth with a penis shaped gag instead of a ball gag. This muffled the moans. He grabbed the crop and commanded me to move. The crop smacked my tortured balls and I proceeded out the bedroom door to the couch.

On the slow knee march to the couch, Henry alternated smacks between each asscheek and balls. In the bedroom, he had also tied a rope from the head of my hardening clit to the hanging, weighted chain of the nipple clamps.

A few times, he pulled the rope as I was moving forward and the abrupt stop caused my balls to burn and the weights and clamps to swing. My sensitive nipples were searing. He just chuckled and said that I was becoming a good cock slave.

Henry stood in front of the couch and asked, "Are you ready for some cockmeat to feed on"? I looked up at him and shook my head and say yes through the gag.

He removed the cock gag and I said, "Please master Henry, I need to feel your hard cock deep in my throat. I need your hot cum to explode on my face and will eat only the cum you allow me to eat.”

He grabbed the back of my head and shoved his cock down my throat. My gag reflex had been trained and he was completely in. My tongue licked his nutsack. He moaned and left it buried for a minute. All the while, my throat and jaw muscles were massaging his organ with passion.

He then began the face fuck again. He felt the urge, but pulled out, grabbed the paddle and cracked my cheeks and nuts. His hard, slimy cock was bouncing in front of my mouth. I managed to get the head and sucked it.

With the other hand, he tugged on the nipple chain. I was writhing in ecstasy and he was not far behind.

Henry couldn't believe sex could be this erotic, kinky and fun!

He sat down and I begin bobbing up and down on his hard cock. Each movement of my head, up and down, tugged on my nipples and squeezed my nuts.

He reached over and lifted my arms, causing my nuts to turn to fire. We were both in constant moan manner. I knew he couldn't last much longer.

He released the rope from my hands, my balls dropped but were still attached to the heels. I began rubbing his balls with one hand and massaging his chest with the other. No hands stroked his cock, only mouth and throat.

He began to feel the bubbling urge.

As his long fat cock slid in and out of my throat, he told me between panting, "You cocksucking bitch, I'm about to cover your face in a puddle of cum". This made me suck even harder.

He stood up and his cock popped out of my mouth. I asked him to let me jerk his load onto my face, but he wanted to direct the load and told me that I could do it next time.

He grabbed his veiny, throbbing, slippery cock with his right hand and placed my head in position with his left. "Don't move bitch,” he commanded.

He began slowly stroking his steel pole and grabbed the nipple chain with his left. He lifted and dropped the nipple chain as he rubbed his cock.

The weights tugged on my tender nipples. He then decided just to hold and tug the chain.

My mouth was wide open hoping to catch whatever sperm he would shoot in. He was stroking faster now, his knees buckling, his heavy nutsack contracting. I rubbed his legs, muscles tensed.

We were both moaning. Then you shouted, "Here it cums bitch and don't swallow it"!

His first spurt was a string of hot, white goo that hit the bridge of my nose and left a trail across my mouth and onto my chin. He aimed the next thicker wad directly in my mouth.

The blast was so powerful as I felt it hit my tongue. This spurt was thick and laid on my tongue.

The next three spurts hit my right cheekbone, eye and forehead. There was so much stringy, thick cum that the right side of my was almost covered in jism. I laid my head back so the heavy spurts wouldn't roll off.

Henry aimed the next four spurts on the left side of my face. The first went up my nostril and the next three plastered my face. The two final shots of cum were in my mouth.

I could taste the nostril shot as it slipped down the back of my throat. He saw the thick load on my tongue and laughed.

Then he stuck his still rigid cock in my mouth and told me, "Yes, cocksucker slut, you can swallow now.” I worked his cock over and sucked every drop out.

Then I rubbed his cock all over my face and picked up whatever cum stuck and licked it off. I got to eat the majority of it and a thin film of cum covered my entire face and would be dried soon.

I continued licking until he was soft. I did so well that he released the air from the buttplug. I fell into his arms and we hugged and kissed for some time.

To be continued as Story 3.

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When I met Henry and Helene

I wanted to share my most wonderful experience. It happened 2 years ago today so once again the memories came flooding back, making me horny and wanting it to happen all over again. I had just broken up with my boyfriend of 4 years. The sex was only ok and there was still no ring on my finger or any prospect of it ever happening. So when I caught him jerking off to a picture of my friend I decided that he was not worth it. Yet, I had been in a relationship for so long that the world outside had...

4 years ago
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When I met Henry and Helene

I wanted to share my most wonderful experience. It happened 2 years ago today so once again the memories came flooding back, making me horny and wanting it to happen all over again.I had just broken up with my boyfriend of 4 years. The sex was only ok and there was still no ring on my finger or any prospect of it ever happening. So when I caught him jerking off to a picture of my friend I decided that he was not worth it.Yet, I had been in a relationship for so long that the world outside had...

3 years ago
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The Angry Whore Book 2Chapter 14 Henry Morgan

21 January, 1687 Afternoon Several of the crew went ashore and they were immediately beset by questioning buccaneers, it was from their very questions that they gathered exactly how matters stood, and they perceived that Port Royal was taking a turn at becoming a more lawful English port. Apparently a good number of upstanding citizens disliked the reputation the city had acquired, and so Henry Morgan, having obtained from the crown several new city defenses, declared that pirates no...

2 years ago
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FantasyPart 2 Richard is to Cat as Henry is to Mouse

"The little present you sent arrived. So you enjoyed seducing my wife. But you told me she was a bitch. Is that what made it so much fun, you fucker? Are you going to cut her loose now that you've had your fun? I want to talk to her. Now, you asshole!" A message to Richard, sent to voice mail again. Words sent out to nowhere. God, he was good. So goddamned good. Jesus fucking Christ. So good. How could a man born of woman turn her in those few minutes on the phone, turn a woman who...

4 years ago
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AmlieChapter 26 My Name Is Henry

[November, 1678] Oxford, Oxfordshire UNBEKNOWNST AT FIRST to her lovers or to Master and Mistress Heathcoate, Sandrine began to make cautious inquiries concerning her son. At Mass, where she was the only African in the congregation, Sandrine was tolerated with a formal courtesy. Nevertheless, she began to speak with the two or three non-white parishioners. Through them she learned of other foreign residents of Oxford, most from England’s colonies. It took weeks, but she heard about an...

4 years ago
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Henry and LnczeChapter 7 Punished again

Three weeks later and I was once again alone. Not that there wasn't plenty of jobs for me to do now that I was more or less healed and indeed I knew I was far stronger than I was before the fall. The regular and rich food ensured that. My prick too was large enough to satisfy L'ncze and we mated regularly each night but I suppose I was getting homesick. Not for the house I lived in, not for my mother but for the world that I had known until that fateful day. I loved my partner and my new...

4 years ago
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Henry and LnczeChapter 5 Lnczes initiation

The following day after our evening meal I felt very much better and Ra'chel declared me fit enough to sit up and have some visitors. "Most days after our main meal, we either sit and make items for ourselves or visit our neighbours or they visit us. We haven't done it since you've been here because you were too ill to take it in and everyone understood that overstressing you could retard your healing. Everyone, of course, wants to check you out — and check that J'cob did a good job on...

3 years ago
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Henry and Bobby Go To The Mall Part 2

Ilene Curtis and her assistant, Felicia, gladly struggled with the loads of clothing and shoes in their arms as they made their way to the nearest checkout register. The lady they were serving was strange, to say the least, but she was shopping with total abandon. That meant a sizable commission for both Ilene, the store manager, and her attractive salesgirl. Upon reaching their destination, the women began ringing up the peculiar shopper's purchases. It took the saleswomen several...

3 years ago
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Henry and LnczeChapter 2 Lncze punished

"Daddy, this is Henry. I found him at the bottom of the old quarry ... I couldn't let him die daddy ... Henry this is J'cob my father," she stuttered. I noticed Ra'chel standing a little behind her husband looking a bit fearful too. I did the only thing I could think of and put out my hand and said, "Good afternoon sir. I do hope I haven't caused you too much trouble." Moving my arm caused me to wince with pain but J'cob's reaction was not what I expected. He didn't shake my hand...

3 years ago
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What I did at Henrys House part 1

Introduction: My names Catharine Im in my second year of college. Up until this summer I was pretty innocent but that was all to change. Since starting college Ive made loads of new friends at both my college and the one where most my secondary school mates went to. This story is about the first of several sexual ventures I had this summer. I was at my friend Henrys house with several other friends as his parents had gone to France for the summer so we pretty much had free range. Other then me...

3 years ago
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Henry and LnczeChapter 4 Lnczes life

L'ncze woke me when she moved to get up in the morning, at least I assumed it was morning. With the low green moss illumination permanently glowing and having no means of looking outside, I really had no idea whether it was day or night. Still my mind said that when one got up after sleeping it was morning and they referred to the first meal of the day as 'breakfast'. She kissed me and said quietly, "Lie still Henry, I'll get a can for you to pee in and then you can have some...

2 years ago
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Nautical DelightsChapter 30 Return To Henry

After they had both satisfied their lusts the Emir rose and spoke to one of the eunuchs, "Fetch Maktum," he ordered, and a eunuch left the room at a run. Several minutes passed and then a tall Arab whom Janice recognised as the Emir's chauffeur came into the room and performed an obeisance before the Emir. ~Are you fit to drive to Mayia Asrag again tonight?~ asked the Emir, speaking in Arabic so that Janice would not understand. ~As the Master pleases, was the routine reply; if his...

4 years ago
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The Orchid The Storyteller

This story is an allegory of a real life relationship that developed in my life. It helped me cope with disappointment, and to perhaps be better able to accept the reality that had crashed upon my infatuated fantasy. I cope with the friendship better now, having decided that staying a part of her life is better than nothing, yet there are times when the attraction is still magnetic. I’m sure there are many of you out there who have experienced such a thing and perhaps this will give you a...

2 years ago
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Henry and LnczeChapter 6 My initiation

As a direct result of the ministrations of L'ncze and Ra'chel, I rapidly regained my strength. By the end of a further two days I could get up and walk around my new home and sit by the fire with them during the evening. None of the open wounds needed poultices or covering but the bruises has started to come out and my body and head was a mass of purple/yellow blotches. They didn't hurt badly unless pressed but looked very unsightly. My cracked ribs still caused me pain but I could now...

2 years ago
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Free Universal Carnal KnowledgeChapter 36 James Henry Ford Walker

The previous evening — that is, the Thursday — instead of visiting Fran's I had gone straight home from work to rendezvous with Wendy and Alicia. We had our stuff already packed (not that we needed much) and set off in high spirits for my weekend party at George's. Kylie wanted to join us but was under strict orders not to miss the following day's school; I consoled her with a nice fuck while Wendy and Alicia got ready. We reached George's at about nine o'clock. Elspeth had already...

2 years ago
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First Time Meeting Charles True Story

Please ignore the grammar, its my first story and wanted to write it like it happened. We’ve been married for 12 years, together for 15 and swinging for 11 of them years. We’ve met so many couples and singles, we couldn’t even count. We had been browsing various swinging websites for a few month, looking for someone regular who we could both trust. One day at work, I was browsing through the website when I had noticed messages between my wife and a black guy, called Charles. I read through the...

2 years ago
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Saturday at Elizabeths Part Three Henrys Perm

Saturday at Elizabeth's Part Three: Henry's Perm and Wives Plans for Upstairs. This week is the final time Henry and Martin will be done in the lower level of Elizabeth's Salon for Men. Their wives, Ashley and Margi, decided early on that both boys were ideal candidates for the extensive and permanent feminization that could only be achieved at the much more exclusive and serious Upstairs Salon. The wives are meeting with Jenna, the salon's advisor assigned to manage both husbands'...

2 years ago
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Storyteller

The world is full of history and great stories. From a very young age I sat and listened to them and let my mind show me. As I grew older and my magic made itself known I wrote the stories down. It did not matter what else I had to learn or do, the stories still took me away. I was eighteen when I had enough of other people telling me what to do and when. I thought long and then created a wagon like the travelers. I made a second wagon that carried a tent and lots of cushions and a huge rug....

2 years ago
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first meeting3

I was divorced and 9 years older than her and she knew me and always wanted to date me. Our first time together was the night we met at a party. She was in my way all night until we introduced ourselves, both got a bit drunk and me being the cad I was led her upstairs to a bedroom where we began to make out hot and heavy. I opened her blouse to reveal some very adorable 36C’s with ½” hard nipples. God I loved sucking on them and she actually came while I was doing it. I was amazed...

2 years ago
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first meeting1

They stroll hand in hand along the path, passing by benches and alcoves bearing statues until they find a small clearing surrounded by trees, dappled by the moonlight from the full moon above. He takes her in his arms for the first kiss that he has been wanting since first seeing her full lips smiling at him in greeting. It is sweet at first, her mouth, lips and tongue meet his eagerly and the kiss deepens and becomes more passionate as they press the lengths of their bodies closely together....

2 years ago
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The shower this is for you Henry84

Epilogue to a short story written for and about me. ---------------------------------------------------------As my lover drove, he reached over to clasp my hand where it rested in my lap causing a soft wave of deep warmth and love to emanate from our joined hands. Our forest lovemaking had brought a sense of peace and unity to us that kept us silently smiling the whole ride home. The light was getting long as we pulled into the drive way and before we left the car and unloaded it his eyes...

3 years ago
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Real Navy Story 1992 USNS HenryJKaiser

I began working as merchant seaman in 1992 on board the Kaiser operating in the Red Sea.Our crew consisted of 122 people with around 40 of them US Navy personnel,all women except for 6 guys.I was the youngest crew member 20yrs. old and since they had no barbershop, cut the some shipmates hair on my off time.One day after dinner RM2 Wilson ask could I trim her hairline,sure no problem I replied come by my stateroom.Surely about an hour later she stopped by,and I began to groom and have a...

3 years ago
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first meeting2

Judy Tsang was in no doubt that she was taking chances by not telling anyone about where she was going. Over the previous two months she had built up a friendship over the internet with a supposedly nice guy. She had felt at ease with John Thompson right from the very start. Even so all trust was just on his word. At the very start it had been an innocent chat as she already had a boyfriend and John knew this. He had in no way tried to undermine her relationship. The fact that the...

2 years ago
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Best of YouChapter 3 Henrys Birthday

The week after Henry’s birthday the gang got together and went to the movies. They had planned to go on the previous week, but Cindy was grounded. Not wanting to be embarrassed again by Alex Henry began following the group but was held back by Cindy. Henry smiled but said, “After the last time, I don’t know.” She kissed him on the cheek and said “Don’t worry, I got it covered.” It was Cindy who led the way this time, but not stopping in the center but making to the far left side of the...

1 year ago
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first meeting0

He had come in her second day working there and couldn't get her out of his mind, he felt like a dirty old man the way he always seemed to think about her and none of his thoughts were ever clean when it came to her. He wanted to see that young girl with out her form fitting uniform on, her red hair let loose from the tight pony tail she always had it in whenever he came into the store. He would always take any extra time he had to to just be able to not have to be rushed through his...

4 years ago
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first meeting4

5' 4" small petite figure with long brown hair and dark eyes, small pert breasts and a small ass. She was surprised to see me, I held out my hand. " Hold on. I want to talk to you." She is alone with me and very uncomfortable. Facing her, no more than two feet from her. I grin, looking her up and down and she gulps nervously. Out of habit, she has clasped her hands behind her back, something she had been taught growing up in Egypt. This had the effect of pulling her shoulders back, and...

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