The following story contains blackmail, bi sexual activity, cross dressing, and sex with minors. if any of the above bothers you please do not read.
I hope you enjoy.....
JASMINE GETS CAUGHT
CHAPTER 01
My name is Randy, actually it was Randolph Duncan. I am a 35 years old, married to a beautiful woman, had two kids, a son 8 and a daughter 5. I am small in stature, I am 5'7" 150 pounds, short blonde hair, blue eyes.
Now I will let you in on a secret. I became a cross dresser when I was 15. I was home alone one day and was bored, I explored my parents bedroom and discovered my Moms lingerie drawer. First all I did was rub her underwear over my cock.
I am not well endowed 5 inches when hard. It did not take long until I had started wearing her panties, then I progressed to wearing pantyhose and stockings. In time I was dressing completely when ever I had the chance.
Their were some close calls, but as far as I knew, Jasmine, My feminine side, remained my secret.
In college I met Tonya, the girl who would become my wife. One night we were fooling around and I thought I would see how she would react, so I put on her panties and one of her nighties.
When she seen me she freaked. She said if she ever seen me like that again we were through. I apologized several times and never tried it again. I kept dressing in private but when we got married I decided I did not want to chance her catching me so I stopped. It was hard, really hard.
I tried to live my out my fetish through Tonya, I bought her sexy lingerie every chance I could. She rarely wore what I bought. After we got married she would usually just wear panties and a T-shirt to bed.
After we had kids, she went to wearing flannel pajamas. All that lingerie packed in boxes in the back of our closet, what a waste.
Here is the story of how my life changed over a two week period in June.
CHAPTER 02
We had planned this vacation for six months ago. We were going to take my wife's parents and our two kids and spend 10 days at a posh beach resort in Florida.
We were to leave on a Wednesday. The Monday before we were suppose to leave my Boss called me into his office and said that he knew that I was suppose to start my vacation but we had just landed a big contract and we had to start production right away.
he was blunt, if I did not stay and do this, he would be disappointed and he would look for a "team" player to replace me. In the current economy I knew it would be almost impossible to find another job, especially in the small town we lived in.
I had no choice so I called my wife and gave her the bad news. She was mad, mad at my boss and mad at me for not standing up to him. That evening when I arrived home she would barely talk to me. When she did it was be some sort of snide remark about not being a real man.
Our relationship was on shaky ground as it was. We had not had sex in weeks. Not long ago she had even said maybe we should try a trial separation. I was hoping that a family vacation would help us work out some of our problems.
To say things were tense by the time Tonya took the kids and left on Wednesday morning would have been an understatement. I was glad that we would have some time apart.
I was working 10 to 12 hours a day to get the new production line started and by Friday I was exhausted. I managed to leave work early and when I got home around 2 that afternoon, I checked the messages and Tonya had called and left a message saying how much fun everyone was having. I was tired and depressed.
I poured a glass of scotch and downed it in one gulp. I turned on the computer intending to work on some small details with the project but found I was having trouble concentrated.
I decided to deal with work later and clicked on a web site I had recently discovered. Nifty.org had lots of stories about cross dressers. After reading several, I poured another glass of scotch and drank it. Now I was tired, depressed, and horny.
I decided to take a long hot shower. I felt better as I entered the bedroom. When I opened my drawer to get a fresh pair of underwear it dawned on me that I had the house to myself all weekend.
What would it hurt if I wore a pair of panties just this once. My hands were shaking as I open the drawer where my wife kept her panties and hose.
I looked through the drawer and noticed that she had took most of her sexiest underwear with her. I thought about all the lingerie I had bought Tonya and how it was still in the boxes in the closet.
Before I knew what I was doing I was rummaging around looking through the boxes. I found a lacy black and purple teddy that had a snap crotch and garters attached.
I took the box and laid it on the bed. I went back to the drawer where my wife keeps her sexy things and found a pair of black stockings.
I took off my towel and picked up the teddy. My heart was pounding as I stepped into the lingerie. I adjusted the shoulder straps and smoothed out the material. I sit on the edge of the bed and pulled the stockings up my legs.
Thank God I had very little body hair so the stockings were smooth on my legs. I stood up and attache the stocking tops to the garters. Oh my I was hard as a rock and ready to cum right then.
I decided to wait because this would probably be my one and only chance to do this and I wanted to do it right. I went back to the closet and hunted the wig my wife wore at Halloween.
Tonya had dressed as a witch for the kids Halloween party so she had bought a long red wig. She made a sexy witch, and to my surprised it looked pretty good on me.
I sat down at my wife's vanity table and did my makeup. It all came back to me and I think I did a pretty good job. When I had finished coating my lips with bright red lipstick I looked into the mirror and seen a pretty red head looking back at me.
I found some black 2 inch heels. They were very tight but with hose on I could squeeze my feet into them. I stood in front of the full length mirror admiring my work. It even looked like I had small breasts.
I took small steps as I made my way back down stairs. I needed another drink. I usually do not have more than one drink so by the time I finished my third drink I was feeling a good buzz.
I sat on the couch and crossed my legs. I felt so feminine with my heel dangling from my foot. I decided it was time it take care of my hard throbbing cock. I had put it off as long as I could.
I laid back on the couch and started rubbing my lace covered cock. I freed my cock from its lacy confines and started working my hand up and down my cock. It did not take long until I was shooting a large load of cum. I caught some in my hand, the rest ran down my legs.
I looked for a tissue and there was none close by so I decided what the hell and licked my cum from my hand. I always loved the taste of my own cum and had always wondered what other guys would taste like.
I closed my eyes and was sleeping soundly in minutes.
CHAPTER 03
I woke to the sound of laughter and to find Megan and Sam standing over me. Megan was snapping pictures of me with her cell phone. I had a headache and my mouth was dry.
Megan is a cute 17 yr old.. 5'3" 110 pounds, long legs, brown hair, brown eyes. Sam is her 15 year old brother, he is 5'8" a little over weight, blonde hair, blue eyes, kind of dorky, the dungeons and dragons type.
"What the hell are you doing here and how did you get in?" I shouted.
Megan gave me a mean look and said that Tonya had given her a key and asked if she would water the plants while we were gone.
"Does she know what you do when she is away?" She asked.
The fog was starting to lift from my brain and I realized what I must look like. Laying on the couch in lingerie, full make up, a wig, and I had traces of dried cum on my thighs and lips. I tried to stand and run to my bedroom, all I did was trip on my heels and fall to all fours on the floor in front of them.
I heard Sam say "Just wait until I tell uncle Frank about this."
Oh god Frank was my boss. Sam and Megan were his niece and nephew.
"Please don't tell anyone. Please!!!" I all but begged, if this got out I would lose my wife and my job. "I will give you money......"
Sam laughed and said ok, go get your wallet and hurry back down here. I raced up the stairs hoping to get this over with as soon as possible. I looked at the clock and it was just 6:30. I could not have been asleep for more than an hour.
When I returned to the living room, Megan had helped herself to the bottle of vodka from the bar.
Sam had come back from the kitchen with two glasses and a container of orange juice.
"OK so how much do we get?' Megan asked.
I handed each two hundred dollars each. It was all I had on me. They took the money and started sipping their drinks.
I do not know why I asked for permission but I asked, "Can I go change now?"
Megan laughed and said not yet. "We came here to water the plants. Why don't you do that while we watch." As I went about the house watering plants, Megan stayed on the couch drinking while Sam was following me taking more pictures.
Megan asked me what name I went by when I was dressed up because I did not look like a Randy.
The only thing I could think of was what I called myself when I used to dress up so I blurted out Jasmine.
When I had finished watering the plants, Sam and I returned to find Megan on the phone, she was telling someone she would see them in about 15 minutes.
Sam asked her who she was talking to. Megan told him it was her boyfriend Steve. He was picking her up here instead of at their house.
I panicked, "You can't let him come here, please."
"Why not? He has already seen your picture LOL I just sent it to him."
"Oh god no..." I mumbled as the I felt the blood drain from my face.
Megan told me to take her to our bedroom. Sam asked her what she was up to. She told him that she wanted me to fix my makeup and to put a something on, she did not want my whore ass showing with her boyfriend around.
As I was redoing my makeup, Megan was looking through the closet. She found a short skirt and a see through white blouse. When she was satisfied with my makeup she had me squeeze into the skirt. It was tight and I had trouble breathing.
It was also so short you could see my garters and stocking tops. I buttoned up the blouse and looked in the mirror, I looked hot but slutty.
CHAPTER 04
Sam and Megan were on their second drink when the door bell rang.
Megan looked at me and said "Answer the door slut."
I tried to refuse until Megan reminded me of the pictures and how I did not want her uncle or my wife to know about it.
So I took small painful steps toward the door. I looked out and seen who must be Steve, Megan's boyfriend. He was over 6' tall, muscular blonde hair and I later found out he was 22 and a senior in college.
After I let him in Megan introduced me as Jasmine and asked Steve if he wanted a drink. Steve said sure and told me to pour him a whiskey.
I went to the bar and fixed his drink while Steve went to Megan and kissed her, he was also groping her breasts and ass. Sam was getting a little drunk and was watching and laughing at them.
Steve was saying something about he would not have believed it if he had not seen the pictures or seen me in person. Megan was snuggling against Steve and she was telling him how I had given them money to keep quiet.
Steve asked how much and Megan told him $200 each. Steve looked at me and asked where his cut was. I started mumbling about how I had already given them all the money I had. Steve leered at me and said if he did not have a girlfriend he knew of a way I could buy his silence. Megan punched him.
Sam chose this time to contribute to the conversation and mentioned that there was an ATM machine about a 1/2 mile away, in the parking lot of the grocery store.
They all thought it was a great idea. Steve told me to get my debit card and my car keys.
Hoping this was a way out for me I said "Ok just let me change real quick." I should have known better.
Steve slapped me across the face, "You will not do anything that we do not order you to do. Got it bitch?"
I was rubbing my cheek and reaching for my wallet laying on the table where I had left it. I took out my debit card and handed it to Steve. Then I got my keys to my car and handed them to him.
Steve and Megan started for the door Steve told me to come along. I had never went outside dressed up. I asked them to please let me stay here I would give them my pin number.
They said no they wanted me to get it and for me to hurry it was getting late and they had a party to go to. Steve grabbed my arm and started leading me out the door and to the car.
Steve got behind the wheel and Megan got in the front passenger seat. That left Sam and myself in the back. I hear Sam ask Megan, does she really have to do what we say?
Steve laughed and said yes SHE does. With that I felt Sam's hand on my stocking clad leg. He started running it up and down my leg slowly. Messaging my leg.
Sam reached over and took my hand and placed it on his crotch. "Rub it" he told me. I pulled it away but Megan, who was sitting sideway in her seat watching us, told me I had better do what Sam told me to do or everyone would see the pictures.
Sam took my hand and place it back on his crotch and I starting rubbing him. Oh God this was the first time I had even touched another guy, sure I had thought about it when I was younger and dressed but it had been a long time since I even fantasized about it. I was still rubbing it when I felt the car stop.
Steve started to park the car but Megan told him to pull several rows away from the ATM machine. He turned to me and told me to get out and get as much money as I was allowed to withdrawal.
I was so scared I was shaking as I walked across the parking lot. My heels sounded like thunder to me as they were clicking on the pavement. I knew everyone was looking at me and laughing.
Finally I made it to the ATM machine. I withdrew $400 and started back to the car. A group of boy drove pass me and I heard whistles and laughter. One even yelled that I had nice legs.
I was so glad to get back to the care without being harassed or arrested. I tried the door but it was locked. Megan rolled her window down and held out her hand. I gave her the money I had withdrawn.
I stood there and watched Steve count the money and I heard him say "I guess it will have to do" and he unlocked the door and I all but jumped in the back seat.
As we pulled away Sam told me that I knew what to do and as I reached my hand over to his crotched I noticed he had unbuttoned his jeans. I started rubbing his hard cock through his boxers.
He muttered something under his breath and pushed my hand away. He lifted his hips and slide down his boxers exposing his cock.
"Oh Sam you pervert put that thing away" Megan said through laughter.
Instead he took my hand and put it back on his cock. I was touching his bare cock. It was hard and felt hot and smooth as he still had my hand covered with his. I was not sure but I guessed it to be about 6 inches long.
He started working my hand up and down his cock slowly. After I had done it a few times he removed his had and I continued to work my hand up and down his shaft.
Megan had her phone out again snapping pictures again. Steve pulled into my driveway and parked. I started to get out but Steve told me to finish what I was doing first.
I returned to giving Sam a hand job. He was breathing heavy and his cock was throbbing so I started working my hand faster and faster. Soon he started shooting cum everywhere. When he finally stopped Steve and Megan were laughing hard.
Steve told me I had better do something quick or I was going to have cum stains all over the seats. I did the only thing I could think of, I took my blouse off and started wiping it up. When I was done I realized that my wife's blouse was ruined. I guess it was better then ruining the seat covers.
CHAPTER 05
I was so happy to be home and back in the house that it did not bother me that The top of my teddy was visible for all to see. When we entered, Steve went behind the bar an got a few bottles of alcohol. He told Megan that they now had something to take to the party and share with their friends.
Steve said they still had a few minutes, then he turned to me and told me to take off my skirt. I did not want to but figured what was the use in fighting.
I slide my skirt down and off and stood in front of him in just my teddy, stockings and heels. Steve told me to turn around slowly. I heard him say something about my ass being hot.
Steve started kissing Megan and whispered something in her ear. She slapped his arm and laughed.
"Oh No, Jasmine did that to you, why don't you get her to help you like she did with Sam."
Steve sat down on the couch and patted the spot beside him. "Come here Jasmine, I need your help."
"No please...."
Steve said, "you did it for Sam, you can damn well do it for me. Now get your ass over here."
I walked over to the couch and sat down beside of Steve. He told me to unzip his jeans. After I unbuttoned and then undid his zipper, he lifted his hips and let me pull his jeans and underwear down.
He was semi hard but when I touched it and started working my hand up and down it got hard in a hurry. Hard it was about 7 1/2 inches. It had a big purple head on the tip. It was already leaking pre cum.
Megan and Sam were both watching and as I was giving my second hand job in less than an hour, Steve reached out and put his hand behind my head. he started pulling it down toward his cock.
I jerked back. Steve slapped me. He slapped me a second time, harder than the first. My face was stinging and I was tearing up. Steve pulled his arm back to slap me a third time and I quickly told him I would do it, just don't hit me again.
I took a deep breath and leaned over. I heard Sam say "oh man, he's going to do it."
I kissed the tip of Steve's cock and felt it jump. I then took just the head into my mouth and sucked lightly. I had flash backs to the fantasies I had growing up. I slowly started working my mouth up and down his shaft, taking more and more each time.
I started to gag several times but I would pull back and get my gag reflex under control. I heard Steve tell me to kiss and suck his balls. I let his cock slip from my lips and I kissed one ball then the other, then taking them into my mouth and sucking.
Steve was moaning and his cock was hard and pulsating. I took it back into my mouth and started working my mouth up and down again. Just when I though it was not really that bad, Steve put his hand on the back of my head and held it in place and he started filling my mouth with his cum.
I had two choices either swallow or choke. I swallowed as fast as I could but still some dripped out of the corners of my mouth.
Steve made me lick him clean then he pulled his underwear and jeans up. He told Megan it was time to head out to the party.
I blushed when Steve thanked me for a great blow job and said that maybe we could do it again some time.
I was blushing even more when Megan told Steve that my wife would be gone for another week so she was sure they would see me again, probably some time tomorrow.
Sam waved bye to them as he was fixing himself another drink. we sat in awkward silence while he sipped his drink. Finally I asked Sam if I could go change.
"Not just yet. Was that the first time you gave a blow job?"
I looked down at the floor and whispered,"Yes."
"Did you like it?"
I did not answer him.
"I asked you if you like sucking Steve's dick?"
"No it was terrible, can I go change now?"
Sam was laughing and said I could go after I did for him what I had did for Steve.
"No please....haven't you done enough to me?"
Sam stood up and I watched him take off his pants and underwear and sat back down spreading his legs.
His cock was already hard again. I was resigned to my fate and decided to just get it over. I fell to my knees in front of Sam. I took the length of his cock into my mouth with one motion.
Sam had his head back and his eyes closed and he was already moaning as I sucked his cock. I wanted to get it over with as fast as I could. I was swirling my tongue around the head of Sam's cock, then bobbing my head up and down the shaft.
Sam was saying Oh Jasmine, Oh God, Oh Jasmine, Oh God, over and over again. he had already came once and he was in no hurry to cum again.
Sam was running his hands through my hair as I was sucking his cock. With my right hand I reach out and started squeezing Sam's balls.
I could feel his cock start to get even harder and bigger, He was breathing hard and I had a feeling it would not be long. I wrapped my hand around the base of his cock and while I sucked the head I would work my hand up and down.
Finally all my hard work paid off and Sam started cumming. Instead of making me swallow his cum, Sam pulled his cock out of my mouth and started shooting all over my face.
It splattered all over my face and I had cum running down and dripping off of my chin.
"Oh man that was awesome. Jasmine you are a natural cock sucker."
I did not know how to take that comment. I guess I could be proud for doing a good job, but i was also embarrassed and disgusted with what I have had to do.
I was washing the cum off of my face when Sam came to the bathroom I was using. He had dressed and was telling me that he had to get home and he was leaving now. He also told me that he would be back early tomorrow morning and that I had better be all dolled up when he arrived or I would have hell to pay.
After I had showered I looked through my wife's stuff and picked out a conservative Yellow nightie and panties set. I put them on and crawled under the sheets. I did not sleep well. I had dreams of being dressed as a slut and being used like a common whore by many, many men. ____________________________________________________________
I would appreciate any and all feedback. Should Jasmine have further adventures? Let me know. Thanks.