I was riding home on the bus and I saw this beautiful woman across from me. The same woman I have been admiring for the last few weeks. She is a tall brunette with shoulder length hair. Not curly but full with a wave. She has blue eyes and a great smile with luscious red lips high cheeks and a sexy nose. She has the sexiest legs, long and toned, yet not too muscular. They seem to run right to her neck. She always has on nice silky hose to accentuate those beautiful legs and 3 inch heels that drive me wild thinking about them. Well today was my lucky day as she sat across from me. She was wearing a very short black skirt and white blouse with black hose. and had her legs crossed. The bus was empty so I had an unobstructed view of her for the whole ride. As usual I kept staring at her, especially the crease caused by her crossed legs. I was just hoping to get a glimpse of something more. Suddenly she uncrossed her legs giving me a perfect shot of her blue panties under her hose. I was mesmerized. My eyes locked onto those luscious panties just imagining what was beneath. I must have stared for minutes until finally she re-crossed her legs, giving a little cough at the same time. Oh no, I was caught. I could feel my face go crimson but I couldn't take my eyes off those perfect legs and lovely shoes. Finally the Bus stopped and I got off. As I was walking to my car I suddenly feel a tap on my shoulder. "Excuse me. Hi my name is Sue. I was wondering if you could give me a ride to my house. I forgot that I didn't drive today?"
Well who am I to refuse. "Yes I will be glad to. Oh my name is Steve" We walked to my car and I opened her door to let her in. As she got in she inadvertently (or maybe not) flashed me again. I almost forgot to close the door. I got in the car and started toward her house, only a few miles away. "By the way I know you have been trying to sneak peeks. Patience does pay off doesn't it"
I almost ran off the road as she said this. "I'm not sure what you mean?" I stammered as I tried to stay on the road.
"I have caught you many times. I know you are looking. It gets pretty obvious when you stare for so long. But that's okay. I'm flattered actually."
"Well I may have looked once or twice. I am really sorry," As my face once again turned crimson.
Finally we arrived at her house. "Would you like to come in for a drink?"
"I'm not sure"
"Come on just one drink."
"OK I guess it couldn't hurt."
We went into her house and I took a seat in the family room on the leather sofa. She offered me a gin and tonic. Once she brought it to me, we sat and talked for a while. Soon, I am on my second and third G&T. Out of the blue Karyn apologizes for being so rude and took me on a tour of the house. After touring the kitchen dining room etc. we are left with just her bedroom and the adjacent office. We went into the bedroom and I couldn't believe my eyes. There was a large 4 post canopy bed with a wonderful down comforter. Neatly laid out on top of it was a sexy black teddy with garters and stockings. I also couldn't help but notice a pair of 4 inch spikes at the foot of the bed. "Oops I forgot I had left that out. I am so embarrassed," she said as she saw me gawking at her sexy lingerie." "I had planned on changing and going out tonight but I guess it is too late now. Although I would hate to waste the opportunity to wear it." Suddenly, out of nowhere she grabbed me and began to french kissed me with passionate abandon. I couldn't believe the force she was using. I began caressing her, feeling her tight ass in my hands as I lifted her to the bed. I dropped her on the bed and we began rolling around like wild animals in heat. I was just pulling up her skirt when suddenly she pulled away. "Let me change first. Why don't you undress as well and relax. I want to make this a night you will never forget."
With that I undressed while she went to the bathroom to change. After a short time, she reappeared like a goddess in that black teddy with stockings, garters and heels. I could hardly believe my eyes. As she approached, I shuddered in anticipation. I had never seen such a sexy sight as she sauntered over to the bed and crawled up onto me. "Just relax let me do the work. Close your eyes and relax."
She took my hands and placed them over my head. Snap! Snap! suddenly I feel cold steel on my wrists and my arms are locked behind me. What's going on. I'm cuffed to the bed. "What are you doing? Let me go."
"I'm just giving you what you deserve. Who gives you the right to visually accost me like that. Do you know how humiliating it is to have that happen to you. No I guess you don't. But you will." She slapped me in the face. "Woman are not just another piece of me for men to devour!."
"I'm sorry, please let me go I wont do it again. I didn't know."
"Sure you didn't know," she said derisively. "You knew what you were doing."
"Really I'm sorry. Let me go please. I'll do anything but just let me go."
"Anything huh? "
"Yes if you promise to let me go."
"Would you wear my panties?" she asked with a nasty smile.
"What, why should I do that (Although secretly the thought turned me on)?"
"Because if you don't I might just keep you here."
"Well if I did would you let me go?"
"Yes I think that would be fair"
"Then I'll do it. Anything just to get out of here," I replied.
With that she went to her drawer and pulled out a pair of black nylon lace panties (And I was hoping for her blue worn ones). "Here you'll wear these."
"OK just untie me and then I'll put them on."
"Oh No not so fast. If I untie you, you might just run away. I'll put them on you." She started placing them over my legs and pulling them up nice and snug over my ass, balls and cock. "Oh I guess you like this don't you"
"What do you mean?"
"Well you cock is growing isn't it? Are you a little sissy boy and just don't want to admit it."
"Let me go that was the deal!!" I protested.
"That was before I realized how much you liked it," as she stroked my cock up and down. "You really like this don't you"
She got up and went to the bathroom, returning with a camera. Click Click Click. She began taking pictures.
"What are you doing?" I nearly shrieked.
"I thought you might like some proof at how much you liked this," she called back to me as she walked down the hall. Finally she came back. "Well now that those are nice and safe I suggest you cooperate if you would like to get the film back."
"What do you have in mind? "
"I don't think you are in any position to ask that are you?" as she cuffed my ankles together. "I think it is time to finish our little tour Steve.
With that she tied my hands together and led me down to the last room. As she opened the door my knees went weak. I saw a dungeon in front of me. She had a rack against the wall with plenty of whips and paddles as well as a gymnastics like horse in the middle of the floor with hooks on the legs. "Go to he horse and bend over it!"
"No!" was my response. I could see that once secured to the horse, I would be completely helpless and vulnerable in way I had never experienced before.
"Then I guess I'll have to distribute those photos with your nice stiff cock showing through"
"You wouldn't"
"Try me sissy boy"
"OK OK" Seeing no alternative, I bent over the horse. She locked my arms and legs to the hooks at the bottom on either side.I am now helpless with my ass up in the air, an open invitation for what was to come.. Whack Whack Whack! "How do you like it now sissy boy? Still think it is fun to look up woman's skirts?"
"I told you I was sorry what more do you want from me?"
"Shut up I'm sick of hearing you apologize. But I can fix that." Suddenly she stuffed my mouth full of something. It tastes funny, like nylon, but with a distinct aroma. It took me very little time to discern that my mouth is filled with the panties from the bus. My cock get even harder at the thought that I am gagged with the same pretty blue panties I had so admired earlier.
"Well if you can't look at them you ought to at least taste them sissy boy. Now a proper punishment would be 20 swats. I want you to count them as they hit. Do you understand?"
"But my mouth is full!! " I mumbled in protest.
"I can't hear you." Whack across my ass. Whack Whack Whack! "I told you to count you little bitch!! I guess I'll have to start over!!" Whack
"One" I mumbled through the panties.
"Good that's a little better. Whack Whack Whack across the ass as I continued to mumble the count. Karyn continued, switching from cheek to cheek, as well as alternating between the fleshy part and the crease between my ass and thigh. Tears welled up in my eyes as I continued to be punished. Finally she stopped. "Well that wasn't so bad was it? Oh your bottom must be so sore. Let me make it feel better." She pulled down my panties and began rubbing lotion all over my cheeks. I sighed in relief as my bottom cooled down and the pain began to subside.
"Oh I need more lotion, stay there for a minute. I'll be right back. I guess you have to stay there don't you," she added with a sinister giggle. In a minute she was back and began massaging my ass all over again. "Oh look," she teased. "Your cock is still hard. See you actually liked it didn't you. You like the humiliation don't you," she added as she began rubbing lotion on my cock and over my ass. She poured what seemed like gallons on and between my cheeks. "We need to take care of this tight little ass don't we" Don't worry I'll take care of it for you."
"AHHHHH!!!!!!!!!!!!!!!!!!" I cried as suddenly there was a sharp pain in my ass. "What's happening?" I cried I could feel the pressure of her thighs on my cheeks as well as her hands on my hips.
"Well if you are going to be my sissy I had better break you in the right way!! A good sissy needs to feel like a woman not just dress like one. There's nothing like a strap on dildo for that purpose."
Of course! She's fucking me. How did this happen? What is going on?
"Don't fight it you know you like it. I can tell by this hard little cock you have" she said as she grabbed my cock and once again thrust deep inside me. Suddenly I realized she was right, I do like it. It feels strange but the pain has gone away and it actually felt quite pleasant. By now, all my nerves were tingling. I was actually meeting her thrusts, pushing back against her until the chains hurt my ankles. I felt like I was going to explode. I could barely take it.
"I told you, you would like this! Did you think I would lie to you?" she asked as she stroked my cock some more. I was trembling and about to explode all over her hand.
"Well it looks like sissy boy is enjoying himself too much. Can't hold out much longer can you? Well I am a little disappointed I had a lot more planned. But I don't want you to make a mess now do I?" She asked as she pulled the panties from my mouth. They were of course, soaked in my saliva but I can still taste her. What a lovely taste it is. Suddenly she began stroking my cock with them. It took ver little before I exploded in a torrent of cum, shooting load after load into her blue panties. "Well you have made a mess haven't you. At least you haven't messed the floor," she added disdainfully. "Although you should clean my panties for me. I wonder how you can do that? Oh I know" As she stuffed them back into my mouth. "You like the taste don't you?"
I couldn't reply because my mouth was full of cum soaked panties. There was no way I could avoid the taste of my own cum. At first I found it repugnant, but after a minute of two I began to enjoy it.
"I thought you would enjoy that. All good sissy's do," she taunted. "Well I guess I should let you go now but first let me give you a little present. " Once again I felt pressure at my nether hole, then once again came a short sensation of pain.
"Now I expect you to wear this home," she said. "All good sissy's wear their buttplugs." With that she untied me from the horse and led me in cuffs back to the bedroom with the blue panties still in my mouth. "Well here is your film," she said as she handed me a roll of 35 milimeter film. "Although you will have to have it developed to know if it is the right roll won't you?" she uncuffed me and pulled the panties from my mouth, putting them on the bed. As she then handed me my clothes, I noticed something was missing. "Where is my underwear?" I asked.
"Don't bother I threw them out. You'll have to wear these home," she said, handing me the used blue panties. "Put them on or do you want your new video tape to hit the street?"
"What are on earth are you talking about?"
"Oh, I guess it slipped my mind. I forgot to tell you that I taped us just in case you gave me trouble."
"Well I guess I have no choice," I replied as I put the wet sticky panties on, secretly liking the thought.
"I see you really don't mind do you?" as she looked at my now hard cock. "Now get dressed and get out of here. I'll see you on the bus tomorrow and you had better be wearing the same panties and plug."