My first encounter with crossdressing, bondage and a man was in a somewhat controlled situation. Chris was known to my fellow playmates. Although I had been left alone and helpless with him, it was at a friends home and Julianne would be back. There was safety in that. Safety was good but it did temper the excitement of the situation. I wanted more. To that end, I decided to put Larkin out there.
I researched on the internet and found several clubs in town that catered the to gay/lesbian/trans-sexual community. One Saturday night I made a tour of three of them but not as Larkin. Two were predominately gay bars. I was hit on by guys in both clubs but that wasn’t what I was looking for. I was looking for a man who wanted a woman.
The third club was a mixture of sexual orientations. There were two men dancing with girls like me. I watched them for a long time and saw that the men were treating their dance partners like women. They were being polite and gentlemanly while, at the same time, obviously being sexually attracted to them. I saw one slowly moving his hands over his partner, feeling all the feminine curves of her body. The other held his girl tightly with her breasts pressing against his chest and their hips moving together in rhythm. This was the place, I decided. I even liked the name – “Something Different”.
If I was really going to do this, I needed something special to wear. I searched the internet and found this really cute dress. It was black, and had an empire waist and a lace bodice. The hem came to about 4″ about my knees. Short enough to be sexy but long enough that I didn’t look like a slut, even though that was what I was planning on being.
I had also bought a new wig. I was medium length and auburn color. I chose the color because I had noticed that there were a lot of blondes and brunettes but few redheads. It seemed to be that men were attracted to girls with a fiery look.
The planned night finally arrived. I spent considerable time shaving my legs, arms, chest and face smooth. I then applied my makeup, using all the tricks that I had learned over the years. As the final touch, I applied a bright red lip stick. This color can sometimes be a no-no for redheads but I felt that it enhanced my blue eyes.
I slipped on my manhood hiding gaff, bottom enhancing garment; lacy, high rise thong, corset, and a pair of taupe panty hose. I pulled my dress over my head and down over my breasts and bottom. I loved the way it hugged my figure and the empire waist accentuated my 40C breasts. As the final step, I put on my wig and 5″ strappy, black heels.
I looked in the mirror and was somewhat aghast at the woman I had become. I liked the way I looked and hoped that the right man would too. It was only then that I realized that I had forgotten something special.
Two days before, I had been in an adult shop and spotted a pair of handcuff earrings. I thought it would be awkward to bring the subject of bondage up with a man and felt that these might be the perfect way for him to bring the subject up. I put them on and loved the way they dangled about 2″ from the lobes of my ears. I shivered at the prospect that I might be wearing real ones before the end of the evening.
It was about 9:30 when I got to the club. Although I had become pretty adept at walking like a girl in my heels, I was happy to see an empty parking space not far from the front door. As I entered, I was glad to see that the place was pretty busy already. Nobody would notice another patron coming in the door. This was the first time that I had really been out in public as Larkin.
I took a seat at an empty high top table near the dance floor. Promptly a server came over and asked if I would like a drink. To be somewhat daring, I ordered a “blow job”. He simply smiled at me and left.
I sat there sipping my drink and watching the couples dancing. My eyes made contact with those of a man sitting two tables down from mine. He nodded and smiled and I returned the gestures. I returned to watching the dancers when a hand presented itself in front of me. I looked up and it was the man that had smiled at me.
“Would you like to dance?” he asked.
He was a man of probably fifty five, 6’2″ or so tall, athletic build and graying hair. I was caught off guard and almost declined his invitation.
“Thank you,” I said and took his hand. He led me to the dance floor. The song that the band was playing was sort of a slow, soft jazzy tune. It felt nice when he put his hand on the small of my back. He pulled me close but not too close.
“My name is Jim,” he said.
“Hi, my name is Larkin. Thanks for the dance invitation.”
“Well, it is my pleasure and I love your red hair. You are very cute.”
It was then that I felt him pull me a little closer to himself. He did it with firmness and confidence. I didn’t object. When the tune ended, he continued to hold me for a few seconds. He pulled his head back slightly and looked me in the eyes.
“Oh, God,” I thought. “Looking at me from this distance, he is bound to notice that I am not the girl he thought I was.”
If he did, he didn’t let on.
“May I join you at your table?” he asked.
“Hmmm,” I thought to myself. “Is this man really interested in me?”
When we got to the table, he pulled my chair back for me and then seated himself.
“Thank you for the dance,” he said. “I hope we can have more.”
“I would like that,” I replied somewhat coyly.
He began by telling me a little about himself. He had sold his construction business and retired early, at least for now. He was looking for some other opportunity but in no hurry. He had gotten divorced about three years earlier.
I looked at him while he was speaking to see if there was any hint in his eyes that he was uncertain about me. I didn’t see that. He went on to tell me that he had been dating several women but none seriously.
“So, he isn’t gay. Maybe bisexual,” I thought to myself. “Does he know who I am?”
The music began again and he reached across the table and took my hand.
“Let’s dance, Beautiful,” he said.
This time he held me closer. I felt my breasts against his chest. His hands slowly moved down so that they were on my bottom. It felt good.
“Cute figure,” he whispered in my ear. “You are very attractive.”
I felt his cheek against mine and then he gave me a small kiss on my cheek.
As we danced, he began to tell me more about himself.
When he said that, I looked him in the eyes and smiled.
“Well, maybe I am that special woman,” I said, discarding all pretense of being hard to get.
I watched as his lips came closer to mine. He gave me a short, sweet kiss.
“I know you are special,” he said. “Maybe that is what I am needing.”
“He knows,” I thought. I was glad, as I didn’t want to shock him if he was not aware that I was a “special woman”.
A longer kiss followed. His hands pulled my bottom closer until our hips touched and moved together with the music.
We returned to our table and this time he pulled his chair next to mine. This time instead of holding my hand, he rested his hand on my bare leg just below my skirt. I put my hand on his leg high enough, but not too high.
“I couldn’t help but notice,” he said, “but you have interesting earrings. Do you have interests other than dancing?”
I flushed a bit and wondered how I was going to answer this question.
“Oh, I have a lot of interests, Jim. Maybe we have some in common,” I said, smiling.
“Maybe so,” he said. “Why don’t we go back to my place and find out?”
“Now is the moment of truth,” I thought. “Do I agree? He is attractive. He appears to be strong and confident. Isn’t this why I came here?”
“Why don’t we?” I said.
Jim offered to drive me and bring me back to my car, but I wasn’t still unsure about the situation so I told him that I would follow him in my car. He lived pretty close and in about fifteen minutes we pulled up in front of this large, brick house. I met him at the front door and he ushered me inside. It was sort of dimly lit with some candles glowing. I could tell that he was planning on bringing someone back here but probably not me.
“How about a drink?” he offered. “Maybe a blow job?”
I guess he saw the shocked look on my face.
“I over heard your drink order at the club,” he laughed. “Maybe some wine?”
I smiled back and said, “A blow job sounds good.”
He returned quickly from the wet bar in the living room with a glass of wine for himself and a blow job for me. He sat down on the sofa and I sat down beside him. He put his hand on my leg again but this time raised the hem of my dress a bit as he did. His fingers wrapped around so that they were touching my inner thigh. A chill ran through me.
“I think this man knows who I am and still wants me,” I thought.
“So, what mutual interest do you think we might have?” he asked. “Do your earrings have any significance?”
“Now what do I say?” I thought.
Before I could answer, he ordered, “Put your wrists behind you.”
For whatever reason, I immediately, and without question, complied. As I did, I noticed that the position caused my breasts to protrude even further. I liked the way I looked.
“You look very sexy that way,” he said as he leaned over and kissed me. This time it was a deep, long kiss.
I closed my eyes as I felt his tongue enter my mouth. I kept my wrists behind me.
“You follow instructions well, Honey,” he said. ” “Let’s see if that continues.”
Jim got up from the couch and returned with a pair of real handcuffs.
“Here, put these on yourself,” he ordered. “No, no. Behind your back.”
I took a deep breath and followed his order. I felt the cool steel and listened to the clicks as the cuffs closed around my wrists. His demeanor suddenly changed. He was not evil sounding but rather very much in control.
“Now my little sissy slut, how does this feel? It does appear that we have interests in common. Let’s see how much of a woman you really are.”
Jim grabbed me under the arms and lifted me off the couch. He pushed me down this long hallway and into what was obviously his bedroom.
Without saying a word, he pushed me face down onto his bed.
“Okay, Honey, I think I am going to get what I want and you are going to get what you have been fantasizing about. I haven’t seen you around the club before, so I imagine this is your first time. I have done this with several girls but none like you.”
He must have been prepared because, before I realized what he was doing, he had taken some type of straps from under his bed, attached them to my ankles and pulled my legs apart. Next, he grabbed my forehead and pulled my head up. This caused my mouth to open. He quickly inserted a ball gag into it and strapped it tightly behind my head.
I found myself with my wrist handcuffed behind me, my legs tied wide open and my mouth gagged.
I felt my dress being lifted up over my bottom. I tried to say something but all that came out was a “mmmfff”.
I was the damsel in distress that I had fantasized about. How had I let myself get into the situation? What was going to happen to me next?
“Now, let’s get some of these other things off of that cute little butt. Sorry, but these scissors are going to ruin them.”
I could hear the scissors cutting through my undergarments. I felt the cool air on my now bare bottom. I felt my breasts pressing against his bed.
“Oh my, you do have a cute little ass, Honey. It looks so nice and tight. Let’s get it nice and lubricated.”
I jerked as I felt the cool gel touch my ass pussy. I tightened it as I felt his finger begin to probe me. It was a sensation that I had never felt before. My body was being entered like a woman.
Jim climbed on top of me and I could feel his hard cock touch my ass opening. I could feel him pumping his hardness and each time going a little further inside me. I was helpless to stop him. Finally, my opening relaxed and I felt him fully enter me. The fullness of him inside me was beyond belief.
“Now my little sissy cunt, you are going to get fucked like the little girl you are,” he said.
I felt his cock going in and out of me. It seemed to go deeper inside me with each pump. I head him moan as the rhythm of his penetrations got faster and faster. Over and over I thought about being a woman getting fucked. I was that woman.
Finally, I felt and heard him climax. He collapsed on top of me. After a minute I felt his pull his penis out of me. I didn’t want him to. I did want the feeling of him inside me to stop.
Jim untied me and without either of us saying much, he drove me back to my car. When we got there, he didn’t say anything. I just opened the door and got out. I watched as he drove away. I realized that I had just been used as a fuck toy. I knew that it would not be the last time.