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My "Uncle" Caught Me in Pantyhose! Pt. 01

By: JHouston



"Rick, why are you wearing your mother's pantyhose?" Uncle Roberto asked me with a shocked expression on his face. I did not know he was in the house, I thought I was alone!

It was morning on the second week of my summer vacation after graduating high school. My parents were both at work. My dad was a salesperson and traveled a lot. My mother was a school teacher. My little sister was away at camp for the summer. No one was supposed to be at home.

What the hell was Uncle Roberto doing in our house? I wondered. I remember my parents talking about Uncle Roberto and Aunt Rosa, how they were fighting a lot and might be getting a divorce. Roberto is my dad's best friend since childhood and I call him my "uncle". He is a handsome tall olive-complexion latino in his late 40s. He has always been a charmer with the ladies and keeps himself in great shape.

Uncle Roberto must have gotten into a big fight with his wife, again, and she probably kicked him out. He works the graveyard shift at a 24-hour diner, so that explains why he is at our house this morning. He must have crashed late last night while I was asleep. 

I have heard my parents talking about how he cheats on his wife. My dad defends him, arguing to my mother that uncle Roberto cheats because aunt Rosa is a frigid woman that doesn't take care of his sexual needs. But, my mother argues back that aunt Rosa cannot have sex with uncle Roberto as often as he wants it, because uncle Roberto has a monster-sized dick, and to make matters worst, he is very rough in bed. I heard my mother say that aunt Rosa is sore and bruised for days after sex with uncle Roberto and needs time to heal.

"Rick? Are you a closet queer?" Uncle Roberto asked me. I am frozen. I was naked except for my mother's dark lurex shimery pantyhose, and I had been walking around the living room like that, not knowing he was lying down on the couch watching me.

Oh, shit! Shit! Shit! Shit!

I could not answer him. I finally just ran to my room closed my door, and locked it. I collapsed on the bed and sobbed.

My dirty secret was discovered! He would tell my parents, I was sure of it! My life is over at 18!

This dark secret of mine started a few years ago. Pantyhose have always had a strange effect on me. I love to see women in pantyhose, it is the sexiest thing in the world that a woman can wear.

One day, my mother left her pantyhose in the bathroom floor. I picked it up, looked at it, touched it, and felt the nylon on my skin. I got so horny that I took my clothes off and masturbated while I touched my body all over with the nylon. 

Then, I felt an intense desire to try the pantyhose on. It was the logical next step. A part of me said, "No! Pantyhose are for women, you freak!" But, another voice inside me said, "Put them on, right now! Just do it! This is so exciting!" 

The second voice beat out the first, and I put them on. This awakened in me something new. It was like discovering masturbation all over again.

Wearing pantyhose felt amazing, and if I looked in the mirror from my waist down, and hid my penis between my legs, my reflection in the mirror was like looking at a woman. 

I was quite flattered by how sexy my legs looked. It was like being both a boy and girl at the same time, and the boy part of me could masturbate checking out the part of me with the sexy girly legs. It was weird, I know, but, I could not help myself. In my head, I knew this was very wrong and that it would be a very bad shock and disappointment to my parents if they ever found out.

But, the urge was overwhelming. I became hooked on wearing pantyhose ever since the first time I tried them on. I stole a few pantyhoses and tights from my mother and my sister and put them on whenever I had the opportunity to be alone.

But, I was not alone today!

"Rick, it's okay! Hey, get dressed and come out so we can chat. Don't worry, I'm not going to tell anyone. Just relax, okay, buddy. Everything is cool!" Uncle Roberto said right outside my door. I was sobbing uncontrollably and he must have heard me sobbing.

Could I really trust him not to tell my parents?

I wiped my tears and got dressed in jeans and a t-shirt. I hesitated for about 10 minutes, but, I finally came out of my room with my head down.

He towered over me. He was at least a eight inches taller than me. "You have nothing to be ashamed of, buddy. Trust me okay. I was 18 once, too. Your hormones are raging, and, with still being a virgin with no girlfriend to put your dick into, it's natural to do crazy experiments." He said. I guess it was obvious to everybody that I was still a virgin.

I looked up at him, "Really, I'm not a sick freak? Did you wear pantyhose to get off when you were my age?" I asked him.

"No, nothing queer like that, but, I did other things. We all have particular tastes and fetishes." He said.

"You think I am a queer?" I asked.

"No, no, that's not what I meant. Look, you can experiment with queer things, like dressing in ladies' clothes, and it does not mean you are a queer. Doing queer things to get your kicks is not the same as actually being a queer. But hey, even if you are a complete queer, that is cool, too. Don't worry about it." He said.

Then, he added, "You know, you can be yourself around me. Don't let me interfere with your fun. I'm going to spend the next week or two here. Don't mind me at all. Heck, I can even help you out."

"Help me out, uncle? How?" I asked.

"Well, if you are going to experiment cross dressing, go all the way with it! Don't stop at just pantyhose! Experiment with different girly clothes! And, don't be ashamed of anything, you have every right to explore your own sexuality. Don't ever let anyone judge you on that."

What uncle Roberto said made me feel better. I do not think any other adult would have been so encouraging.

"But, I am afraid that I'll get caught if I borrow more clothes from my mom and sister." I explained.

"Yeah, it would be risky to borrow their clothes. You could leave a stain on something or forget to put it back where it was, the same way it was." He agreed.

Soon, the conversation shifted to another things like school and work and I told him about a girl I was beginning to date, Karen, but, had not gotten to first base with yet.

The next morning, uncle Roberto woke me up and said he had a surprise for me. He had a few boxes that he said were for me. 

One box had a few mini skirts and tank tops. Another box had panties, bra and lingerie. A third box had white platform high heels and a black thigh high boot. The last box had a long blond wig and a short black wig. I blushed red, but, I really wanted to try these things on.

"Just consider this my early Christmas present." He said. "I can keep this safe in my room while I stay here, but, you will need to find a safe place to keep this stuff when I am gone. And, if you ever get caught with this, you must absolutely swear never to tell anyone I bought this for you, you swear?"

"I swear it uncle." I said.

I had never planned to cross dress beyond wearing pantyhose. But, presented with this gift of sexy girly clothes, I felt a strong urge to try them on. I felt my dick twitch just from thinking about wearing them.

Uncle Roberto was right. What harm could come from just experimenting with girly clothes. I am not queer. I like girls. I have been hanging out with this girl, Betty, and I am very attracted to her. I get nervous around her and I get a boner just thinking about her. So, I am definitely straight, right? - I convinced myself.

Maybe I just wanted to see a hot chick in the mirror, so that I could imagine banging her. Yes, that was it! I was just creating a reflection that I could use for masturbation; a picture of a girl in the mirror that I could masturbate to. I could make this girl bend over, spread her legs, anything, because I controlled her!

Uncle Roberto said, "Go on try something on, let's see how you look." This statement from uncle Roberto caught me by surprise. Why did he want to see me dressed like a girl? Was he just being supportive?

In the bathroom, I picked a red bra and panty set. I stuffed the bra with tissue paper. Next, I put on a black fishnet pantyhose. Next, I put on a vinyl black mini skirt and a black low-cut tank top. I tried on the black thigh high boots. Finally, I put on the short black wig. I could not believe the mirror! There was the reflection of a really hot chick that I wanted to bang! 

I pulled out my dick and started to masturbate imagining myself fucking the chick in the mirror. 

But, then, I nearly slipped and killed myself, because, I did not know how to walk or even stand in high heels.

Uncle Roberto heard the noise and came running to the bathroom, "Is everything all right?" He asked outside the bathroom.

"Yes, uncle, I almost slipped wearing these thigh high boots you got me." I said on the other side of the bathroom door.

He chuckled, "Let me see!"

"No!" I said. "I am embarrassed!"

"Let me see!" He insisted.

"No, I look completely like a girl!" I said.

"Damn it, Rick! Open the fucking door, now!" He said, and his voice was cross and demanding.

I unlocked the door and he opened it.

I was afraid of him because of his harsh tone. But, his frown turned into a warm smile quickly.

"Woo, baby! You look hot!" He said smiling.

I blushed.

He walked over to me, and for a minute, I thought he was coming over to kiss me. But, instead, he patted me on the shoulder.

"It feels great doesn't it? Eliminate the shame and self-loathing and just do whatever turns you on." He said.

His hand rested on my shoulder and then moved up to the back of my neck. He rubbed the back of my neck and my eyes closed on their own.

Something was happening to my body. Dressing sexy like this, being this excited, and being touched on the back of my neck was a powerful combination, and I was feeling light-headed.

Uncle Roberto rubbed the back of my neck for a couple of minutes, then suddenly, he stopped. I looked up into his eyes and he gazed back at me. I felt a sudden charge of electricity.

"I'll give you some privacy now." he said and walked away. Now he decides to leave and give me my privacy? - I complained to myself. For some reason, I wanted him to stay and tell me more about how hot I looked. But, why did I want this? I wasn't sure. 

Had I actually wanted him to kiss me? Oh my God, what the hell was happening to me? Was I attracted to him? No doubt that he is a very handsome older man, but, most of all, I like how kind, supportive and nonjudgmental he is with me. 

I started masturbating by thinking about banging the hot chick in the mirror. But, this fantasy started to fade as another fantasy was forming in my head. I fantasized Roberto kissing me and caressing my legs, my sides and my chest.

I am not gay! I told myself, trying to shake free from this stupid queer fantasy. 

But, this fantasy took a hold of me. It kept coming back despite my best efforts. Finally, I relented, telling myself - It is just a fantasy in my head. No one knows what I am thinking, and besides, it would never happen in real life. There is no harm just jerking off to this weird queer fantasy.

For the next week he was there, uncle Roberto gave me space to dress up and walk around the house in my new girly clothes. I learned how to walk in platform high heels and thigh-high boots. 

He stayed mostly in his room to give me privacy. But, When he came out of his room to see me sitting on the couch watching TV in my girly clothes, he would flatter me with cat calls. 

One time he told me I looked like a hot girl that he could bang for hours, and he said that he would pop my cherry when I became legal. I took all this in jest. He can say crazy shit just to be funny! 

Except for patting me on the shoulder and rubbing the back of my neck in the bathroom, Roberto did not touch me while he was at my house.

He returned home to his wife after a week, and, part of me felt jealous that he was back with her. 

Roberto had been very supportive and kind to me, and I wished he had spent more time with me.

When I dressed up in the clothes he bought me, I always ended up masturbating to the fantasy of Roberto kissing me and caressing my body with his big strong hands. There was no sex in these fantasies, just a lot of kissing and sensual touching. My orgasms from these fantasies left me breathless, dizzy and light-headed. I had to lie down in bed for a while after cumming. Why were these fantasies so intense? 

I still continued to have normal fantasies about banging girls in my class, but, these orgasms were not as powerful as the orgasms I had when I was wearing girly clothes and fantasizing about kissing Roberto.

In the middle of the summer, Roberto said he had a special surprise for me. My dad was supposed to take me camping, fishing, kayaking and white water rafting near Big Bend, but, he had been really busy with work. Roberto asked my parents if he could take me, instead.

Both of my parents were delighted. They thanked him very much for being so thoughtful. I prepared all my camping equipment and I was very excited to go camping and fishing with Roberto.

When Roberto came over to pick me up, he whispered in my ear that he had something else planned besides the camping and fishing activities, and he told me that he had bought me four new boxes of clothes and that we were bringing along on the trip.

I did not know exactly what he had in mind, but, I was excited to open the boxes and find out what sexy girly clothes he had bought me.

About that weekend: So many things happened! I really need to write another part to this story that describes all the events that changed my life completely. There were times that I was terrified!

I discovered that Roberto had a very rough and dark side to him. He likes to dominate, humiliate and inflict some pain. But, he is not a bad person. This is just his game, his thing, like I have my thing. He let me be me, so, I let him be him. We discovered that we played well together, we complemented each other.

Once I was able to adapt to the pain of his roughness, I learned to enjoy Roberto's games. I let him do to me what he needed to do. In one weekend, I went from being a clueless virgin to being tested and pushed to my extreme limits in a way that few people ever get to experience. Though there was a lot of pain and fear involved, there were also many rewards. I had to admit things about myself that I was reluctant to admit, but, this opened up a new world for me. Roberto helped me discover levels of pleasure that were beyond anything I could have ever imagined. 

I will write part 2 to describe all these things that happened over that weekend. 

Also, it did not end with the weekend. I saved Roberto's marriage by being there for him whenever he needed an outlet for his dark rough side. And, I needed to be with him as badly as he needed to be with me. We were very smart and discreet and no one ever suspected a thing. I finally starting having sex with Karen, and it was great, but, it could never be as thrilling or intense as when I become "Raquel" and spend time with my Roberto. We are perfect when we are together.

My "Uncle" Caught Me in Pantyhose! Pt. 02



This story continues from: My "Uncle" Caught Me in Pantyhose! Pt. 01

https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-01

I was excited at the idea of spending some time with Roberto and when the day finally came for him to pick me up, I was giddy with excitement.

As I sat on my chair in my room on the second floor, and looking out the window, I wondered - Will Roberto and I talk about my secret? Should I bring some things to wear, would he mind?

Roberto was the only person in the world (beside me, obviously) who knew my secret.

If you read Part 1, you know that he was staying over my house one day. I did not know he was there, and no one else was supposed to be home, so I put on my mom's pantyhose and walked around the house like that.

He caught me, and I was terrified that he would tell my parents and my life would end. But, instead of that, he was very supportive and even bought me sexy women's clothes so I could further explore my secret fantasy. 

Roberto knows what it is like to have a kinky side that some people do not understand. I do not know exactly what his unique fantasies are, but, I think they have to do with getting rough and dominant in bed. I guess he has some sadistic tendencies, which is strange, because he is generally a sweet gentle man.

I love the things he bought me! Everything fit me so well, even the thigh high boots! He worked in retail in department stores at the mall when he was a teenager, so he is very knowledgeable about clothes and sizes.

It was summer. I had the house to myself in the mornings and afternoons, since my mother was teaching summer school, and, my father was a travelling salesman.

I would dress in my beautiful clothes that Roberto bought for me, and I spent hours looking in the mirror.

I love pantyhose! They feel amazing on my skin, and make my legs look so feminine and sexy! I even love the rustling noise they made when I walk.

Pantyhose had been my "gateway drug". I started by wearing nothing but pantyhose and staring at my sexy feminine legs.

Then, Roberto gave me gifts of other womanly things, and my addiction expanded. 

My silky thong panties made me feel so naughty, and I loved the feeling of silky material. 

My short tight skirts looked great over my pantyhose. They covered up my private areas, but, revealed plenty of my legs and thigh.

My tight, plunging shirts were sexy, even though I do not have any boobs to show off.

My high heels took some getting used to, but, I have mastered the art of walking in them. I am a short guy, so, adding five inches in height was great!

My thigh high boots made me feel like a woman in control, like a real strong sexy bitch!

My long blonde wig added a nice touch to the ensemble.

Make up and some fake boobs were the only thing missing in my toy chest.

I spent hours posing in front of the mirror, trying different poses and loving how pretty I looked.

But, back to today - Robert was going to pick me up to take me camping. It was Saturday morning, on a bright and sunny day. 

Roberto finally arrived in his blue Ford Explorer, and we loaded it with all my camping gear.

It had been several weeks since he was at my house and discovered my secret. I wondered if we would talk about that on this trip.

I asked him nervously, in a low voice that no one else could hear, "Is it alright if I bring my secret clothes that you bought me?"

"No leave them at home." He said abruptly.

"Okay." I said, and my tone must have revealed my level of disappointment and humiliation.

He looked at me and smiled, "Don't worry,... I've got a few new gifts for you." He said and winked.

We had a very long drive to Big Bend National Park, but, he said we were going to stop in Dallas and spend the night there.

I asked him what for, but, he only said it was a surprise.

We talked for a few hours about school, family, sports and other things, and then, we arrived in Dallas. He drove to a big store that turned out to be a mega store of adult novelties and a boutique store.

He asked me to pick out an ensemble from the boxes and to bring them with me.

"What? I am not dressing girly in public! No way!" I protested. But, he told me to grab some things and to trust him.

I looked through the new boxes. There were very pretty outfits in the boxes. They were more classy than the first set of clothes he bought me, but, still very sexy.

I picked opaque tights, 4-inch high heels, sequin skirt, Victoria Secret panties and bra, a tank top and a new short black wig.

I did not know why I was bringing these items into a store, and I was nervous. What was his plan?

Inside the store, there was an entire wall of dildos and vibrators, and there were all kinds of sex toys, lotions, lubes, etc.

I followed Roberto and he took me down the stairs to the basement.

There was a woman down there at a counter who greeted us warmly and introduced herself as Amanda. She was white, blond, about 5' 8" and very pretty, but, with just a little too much make-up.

Apparently, Roberto had talked to her and made some kind of appointment, but I had no clue what was going on.

"Hey baby, I am going to totally transform you into a beauty queen!" She said to me.

"What?" I asked.

I finally put two and two together. Amanda was a crossdresser and this basement was a place for guys like me, with crossdressing fantasies, to be, "transformed". There were wigs, make-up and flashy outfits everywhere.

Amanda led me to a booth and told me to get dressed. I nervously did as I was told, and then, walked back out sheepishly.

"Hun, you are beautiful! You are a natural! Just need makeup, and,... we'll find you some boobs that suit you, nothing too wild, a b-cup will be perfect on you." Amanda said.

Amanda took me to a chair and started working on my face. 

Who knew that applying make-up could take so damn long! An hour and a half later, I was getting very restless and impatient. Finally, she stopped and said, "We're done!"

"Just need the boobs now." She said and went to get something. She came back with a padded thing that looks like boobs when strapped and placed under a bra. She showed me how to put it on.

Amanda helped me up off the chair and led me to a large mirror.

"Holy shit!" I blurted. "Is that... me?" I was stunned! I was the hottest girl I had ever seen!

I turned around to look at my back, and turned on my sides. I wanted to see myself from every angle. Damn, I was hot!

Roberto had left us to go browse upstairs, but, he came back down and nearly tripped when he saw me. He was stunned. His jaw dropped and he was speechless.

Finally, he said "Daaaaaaamn!" He scanned me up and down.

I giggled.

Amanda looked at me, then at Roberto, then back at me, and back at him. "Now, you be a proper gentleman with this young woman tonight, understand?" Amanda said to Roberto.

"Honey, if this fool doesn't treat you right, you come back and tell me, okay darling?" She said giving him a threatening look. 

I looked at both of them confused, not knowing what they were talking about.

Amanda and I gave each other a big Texas bear hug. She gave me her card with her number and told me to call her anytime with any questions.

I went back up with Roberto and he headed for the door. I stopped and froze.

"Roberto, I can't go out like this!" I said.

"Are you kidding? I have an entire day planned for us in Dallas! You do not need to worry Raquel, you are 100% passable as a girl!" He said.

"Raquel? Who is Raquel?" I asked.

"You are Raquel. I cannot call you Rick anymore, you look too damn pretty to have a name like Raquel."

He grabbed my hand and pulled me out the door.

"But,.. but,... but,..." I tried to complain. But, it was useless.

I was extremely paranoid for the next few hours! I expected someone to point at me and say something like, "Look everyone, this dude is trying to pass off as a chick!" 

But, soon I realized I had nothing to worry about. Men looked at me only because I was a gorgeous young woman. I was very flattered by all the attention. I had never before been the object of other people's lust. 

For the next few hours, Roberto and Raquel had the best time. We went to the Dallas Museum, the World Aquarium, and checked out the specialty stores at Deep Ellum.

It got dark and Roberto said it was time to go dancing. 

"Dancing?"

We drove to a dance club on a busy Dallas street.

I am not really a dance club person. The few times I have gone to a club, I just end up holding a wall all night with another loser friend.

I did not want to go to a club, but, Roberto seemed very excited about it. Oh great - I thought. Roberto would surely start chatting up some hotties and leave me alone feeling awkward.

But, that is not what happened.

Roberto gave me his undivided attention all night! He made me dance with him, and we danced, and danced, and danced!

Oh my God, was this a date? - I wondered.

Men were looking at me. They were scanning my legs and ass and my fake tits. I loved the attention! Roberto was the envy of these men! A 40-something guy even passed by us and whispered in his ear, "You lucky son-of-a-bitch!"

We also drank a lot of alcohol. And, we laughed, and laughed, and laughed!

Roberto and I were both tipsy.

That is when it happened. We were both laughing at some lame joke one of us made, and, suddenly, his lips were on mine.

Oh shit! - I thought, what to do? 

I have never kissed a girl, even though I have wanted too for so long. Why not kiss Roberto? I was Raquel tonight, and Raquel wants to be kissed!

Before I knew it, I was passionately kissing Roberto. The kiss was so hot! It was crazy! My whole body was getting so warm and excited!

Oh my God! That is Roberto's tongue wrestling with my tongue! It was nuts! So surreal!

Then, I noticed Roberto's hands exploring my body, moving up my legs and towards my crotch! 

I had to pull away.

Roberto got up and said, "Okay, too much display of affection in public! I called ahead to reserve a room at the motel down the street!"

"Roberto!" I said. "We're not going to, you know,.. do stuff! I like to dress like a girl, but, that's it!" I explained.

"And what about that kiss, Raquel?" He asked.

"I don't know! I was just having so much fun tonight! But, I am straight." I told Roberto.

We walked for 10 minutes to our hotel room. We held hands. I thought that it was a harmless thing to do.

We checked in and once inside the room, Roberto put his arms around me and started kissing me again.

Damn it, I should have stopped him! But, the fact is that Roberto is a great kisser! I locked lips with him and we kissed passionately for maybe,... ten minutes?... or twenty minutes?

Roberto started with gentle kisses, but, as he got more excited, he became more aggressive and forceful. He pushed me against the wall and pinned me there while we made out.

Suddenly, I felt his strong hands pushing me down on the floor, on my knees. He held me down with his big strong left hand, and he used his right hand to unzip his zipper. Before I knew it, his cock popped out of his pants.

Oh my God! It was ridiculously thick and long. I starred at it in shock! 

"No Roberto!... I am not doing that!" I protested. I did not want to become a cocksucker! Isn't that the worst thing someone can call you?

But, Roberto was gone. His arousal had transported him. He had been so sweet and tender when we started kissing, but, the lust burning inside him had transformed him into a sex beast.

His long hard cock starred straight at me and moved toward my mouth. At the same time, he pushed my head forward to meet his cock. It slapped my cheeks and my lips, but, I refused to part my lips for it. I could smell the musty odor of his cock and I felt his sticky pre-cum on my lips and face. 

My heart was pounding. I was about to be violated! Tears began to spill out of my eyes. I was scared out of my mind!

"Roberto!" I yelled in a loud voice. "Stop it! Please! Stop! Stop!" 

This last plea finally caught his attention and he released his hold on my head and helped me back on my feet. 

"Oh my God, Raquel! Oh my God! I'm sorry! I thought we both wanted to do this. All that hot kissing, it was the logical next step... I thought you wanted to... I'm sorry! I'm really sorry!" He said this with sincerity.

He packed his cock back in his pants, which took some effort, and he closed his zipper, while he continued apologizing.

"Its okay." I said. "You really scared me!" I wiped my tears.

Roberto kissed my hands and continued apologizing. 

"It's fine. I'm fine!" I said and tried to give him a smile.

We were both embarrassed and exhausted. We laid down on the bed still holding hands, and we quickly fell asleep, without even removing our clothes.

THE NEXT MORNING:

I awoke face down on the bed to the pleasurable feeling of Roberto's big hand gently stroking the back of my neck.

Ah, this felt so good!

I realized that I had morning wood! I was embarrassed to let Roberto see my morning wood. I did not want him to see how small my cock was compared to his, so I just stayed on my stomach.

"Morning, Roberto." I said in a voice that sounded very feminine.

"Morning Raquel. Again, very sorry about last night. It was the alcohol. I'll make it up to you with a neck rub and back massage." He said.

"Well, okay." I said.

I closed my eyes and enjoyed his touch. It felt so good, it made me want to purr like a cat.

After about 5 minutes of massaging my neck, his hand move up to my scalp. This also felt wonderful.

Then, after another 5 minutes, his hand crawled down my back, and to my thigh and legs. He did this on top of my clothes, because we still had on the clothes from last night.

I wondered to myself - Is it okay for him to touch my ass? Is he trying to get sexual with me again? But, it felt so damn good! As long as his cock stayed in his pants, I was safe!

I felt my cock stiffening.

Then, Roberto teased me with soft light circles with his index finger right below my ass cheeks. 

This erotic massage was getting me worked up, but, I am not going to fuck him! - I thought.

"Roberto, this feels really good, but, I am not going to let you fuck me! Okay?" I said gently, but firmly.

His reply was, "Shhhh! I know. This is only for you, Raquel. I expect nothing in return, just enjoy my touch."

I had to believe him, because, I did not want him to stop.

I felt his hands go under my skirt and massage my ass. The feeling of his warm hand on top of my tights covering my ass was so sensual.

I felt that I should protest Roberto's hand under my skirt, he was getting fresh again. But, damn! I was loving it! I felt my hard dick leaking precum.

Then, I felt Roberto trying to tear through my tights with his fingers. I was about to ask him why he was doing that, but before I had the chance, he tore my tights, and the sound of this was very sexy.

I felt his middle finger entering through the tear of my tights and pushing into my crack, moving my panties out of the way, until his finger finally made its way to my little hole, my asshole.

He touched me there and this electrified me. Oh, that feels so nice!

Again, I wanted to protest, but, it felt so wonderful!

Then, Roberto reached into my tight and below my asshole to grab my dick and balls. He squeezed them a little and precum leaked out of the head of my dick. It was my precum that he was after. He took some of my own precum and spread it around my asshole.

Before I could complain or stop him, he poked his middle finger inside me!

"Ah fuck!", I said in pain. His middle finger was big and my asshole was tight and virgin. It hurt a lot as he penetrated me deeper and deeper with his middle finger. But, the pain and discomfort gave way to pleasure and I was trapped by my own curiosity. I had never touched myself there and Roberto's touch was making me become aware of hidden pleasure zones in my body.

"Stop." I said, but my voice was not convincing. I was not fooling anyone.

Oh my God! What was he doing with his finger? Was he curling his finger inside me? I'm not sure what he was doing, but, his finger was probing and touching places in there that sent waves of electrifying pleasure all over my body. I realized that my body was responding automatically to his touch. My back was arching, and my legs and feet were spreading apart to allow deeper penetration.

Roberto started slow, but, his pace steadily progressed, probing every inch he could reach inside me.

Then, he started finger fucking me! Oh my God! I was getting finger fucked by Roberto! His big middle finger slid all the way inside me, then, he pulled it out and pop it out, then, he poked me again and pushed it in all the way, again.

He started with slow gentle thrusts, but, Roberto gradually increased the speed.

"Oh my God!" I said, sensed an orgasm building, and it was like nothing I had ever experienced before. The best way to describe it is to use an analogy of ocean waves and surfing. When I regularly masturbated, my normal orgasms reached to a level of a 2-foot wave, and when this wave breaks, I came, and its over. 

But, Roberto was creating a wave that was already about five times bigger than the size of my regular waves. I had never ridden a wave this big and had no idea what to do!

Roberto's middle finger was fucking me deep, hard and fast now. I heard myself moaning and knew that before long I would have to climax and explode!

Oh my God! The wave had grown to a 20-foot mammoth wave, and I was not sure my body could handle reaching a climax on a wave so big. 

My body started shaking and I became really scared. "Oh my God! Oh my God! Oh my God! I think.. I am going to cum!" I exclaimed.

Roberto used his free hand to reach under me to cup my dick and balls, and that is when I completely lost it! I felt like I wiped out on a giant wave and fell deep under water! I felt like I was struggling to get back up to the surface! I could not breath! I might pass out!

I heard myself moaning in orgasmic ecstacy and felt my entire body convulsing. My dick shot loads of cum, and I felt my ass spasming. I was cuming in my ass, too?

I slowly regained my senses, but, I was still cumming, and also, crying! 

My orgasm lasted longer than any orgasm I have ever had in my life! 

Finally, I was done, but, I was dizzy, and still working on catching my breath.

"Are you alright?" Roberto asked me. I was facing away from him. I was very embarrassed.

I tried to sound normal, "Yeah, sure, I'm fine... I'm great... Thanks!"

I actually told him - "Thanks!"

I turned to look up at Roberto's face. He had the look of pleasant surpise. Of course, I had just cum like the horniest little bitch he's ever seen in his life! 

But, he also had the expression of desperately needing something, like he was in pain and need some kind of relief. Oh, of course. But, what can I do for him? - I wondered.

"Roberto, I am not going to suck your cock, and, I can't let you fuck me with that thing! Do you want me to jerk you off?"

He paused to think about my offer, then, he replied, "How about you sit on my lap? I just want to feel my cock between your ass cheeks. I promise not to try to poke your hole, okay? Please?"

How could I say no after what he had just done for me. I nodded.

He removed his pants and boxers and sat on a chair, with his stiff cock waiting anxiously. I pulled down my tights and panties to my ankles and lifted my skirt.

I slowly sat on Roberto's lap facing away from him. My ass pushed down Roberto's cock, and it fit right between my butt cheeks. I could feel the pressure of his big cock trying to rise back up. 

Wow! This huge thing could go right through me! - I thought.




My "Uncle" Caught Me in Pantyhose! Pt. 02



We both started moving a little, so his cock could rub on my butt cheeks, and we got a rhythm going.

In a few minutes, Roberto and I were moving fast to create a lot of friction and he was squeezing my ass cheeks tight around his cock to maximize the friction and tightness. Roberto moaned, and I knew this was enough to satisfy him for now.

Then, Roberto put his hand around the front of my neck and pulled me back to his chest. He whispered in my ear that he was going to cum.

I bounced up and down to crush his cock between my butt cheeks. "Oh Raquel!" He screamed! He held me very tightly and I sensed every little tremble of his body.

He moaned and convulsed like a beast, and his cock exploded violently shooting cum everywhere! It was all over my ass and there were puddles on the chair and on the floor. When he was done, he kissed me behind my right ear.

We were dirty, sweaty, sticky, and exhausted. 

He got up from the chair and collapsed in the bed. But, my ass was wet and sticky, and dripping with his cum. I had to take a shower.

I turned to look back at him before closing the bathroom door. He was already sleeping, again. He is such a handsome older man! Why was I just now noticing that for the first time?

This story will continue in Part 3 - Roberto Completes His Seduction of Raquel.



My "Uncle" Caught Me in Pantyhose! Pt. 03



This story continues from: My "Uncle" Caught Me in Pantyhose! Pt. 02

https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-02

*****

I came out of the shower and Roberto was still sleeping.

It was about 11:30am My insides were sore from being finger-fucked this morning, but, I was in bliss. I had just experienced the most powerful orgasm of my life! And, it came from a place I would have never guessed, my ass and rectum!

I don't know what to call the relationship I now had with Roberto. Oh God, we kissed so much last night! I felt all the warm feelings a woman gets when she is passionately kissed. It is pure bliss!

Rick has never french kissed a girl, but, Raquel became a kissing expert last night. Roberto makes me feel so attractive! 

Am I gay? - I wondered. When this weekend is over, and I am back in Rick's clothes checking out young hotties at the mall, I am back to being a regular guy. But, my feminine sensuality bubbles to the surface when I wrap my legs in nylon and wear racy Victoria Secrets lingerie. Oh well, I have a lot of time to sort all this out later, let me just enjoy this moment as Raquel! - I thought.

I looked at Roberto lying asleep in the bed. He was about 40, more than twice my age, but, so hot! He worked out at the gym and had a toned upper body. He was an amazing kisser! I wondered - If one of his fingers can make me cum so hard, what about his big cock? 

I had to stop these thoughts - No, Raquel! Absolutely not! His finger hurt a lot at first. My asshole could barely stretch enough to accommodate his one finger penetrating me. There is no way in hell that my asshole can stretch wide enough to allow penetration by his monster-sized cock! Something would tear, like when fabric is pulled too far apart! God, how awful would it be to have to go to the ER room because Roberto's cock tore up my asshole!

Yet, I couldn't help thinking how wonderful it would be to have Roberto inside me - to give myself to him entirely,... to lose my virginity to him!

No, no, Raquel! I have to stop thinking about this!

Yesterday was the most fun I've had all my life! We spent all day out in Dallas, going to museums, restaurants and other fun places, and we spent the night in a nightclub dancing. Absolute, best day ever!

And, I loved to look at myself in the mirror, after the job Amanda did with make-up on my face. My face looked so pretty, like a model!

Yesterday, I opaque black tights, 4-inch stilleto high heels, tight sequin mini skirt, Victoria Secret panties and bra, a tank top and a new short black wig. My fake boobs were medium size and perky, not too big nor too small, just perfect! 

So many guys were checked me out yesterday! I have never had so much attention focused on me! It was all so flattering, I loved it!

I want another fun day like that, I hope Roberto takes me out, again today.

I thought about making myself pretty for him. I had my own make-up kit now and Amanda had taught me how to use it.

I put on a white Victoria Secret thong and White sheer pantyhose to feel sexy,... and nothing else, but the robe I found in the closet.

I took my make-up kit back into the bathroom and got to work, hoping I could do at least half as good a job as Amanda did yesterday. I stood in front of the mirror and got down to serious work.

I had spent about 40 minutes applying my makeup, when I heard Roberto, "Hey Rick, come on man, we have to go, we have a long drive to Big Bend!"

"Rick is not here, baby, only me, Raquel." I answered him playfully.

I asked him, "Baby, I am having a wonderful time in Dallas, can we stay another day, please."

He suddenly appeared behind me. "Oh shit, Rick!" he said, after seeing me applying my make-up on. This was not at all the reaction I expected!

"Rick,... okay,... We've had a lot of fun,... but,..." He was obviously having trouble saying whatever he was trying to say. 

He continued, "Look Rick, I am an asshole... I have taken advantage of you, and I cannot continue to do that... Damn!... I am your dad's best friend!" He said with a tone of regret.

I tried to change his attitude, "No baby, you have released me! You have led me on a path of self-discovery and I have loved every minute of this! I need to let Raquel come out. But, I did not even know Raquel existed until you helped me find her."

But, he was unfazed by this. "No, you're just a horny teenager, like any other horny teenager!" He said. He continued, "Look, I discovered that you like to dress up as a girl,... and I used this,... I molded and twisted you so that I could use you."

He added, "But, it's over. You can keep everything I've bought for you,.. and,... if you must,... you can continue experimenting with your sexuality with kids your age."

He looked down at the floor, "I am a douche bag for letting things get this far. I'm just thankful to God that I have not fucked you!" 

Part of me wanted to cry and part of me wanted to yell, and to smash his face with my small fist. 

I was attacked by emotions. I guess these are the feminine emotions. I never felt anything so painful when I am Rick, but, Raquel became full of emotions. I was sad and angry to the point of doing something completely irrational and stupid! 

I've heard it said that - Hell has no fury like a woman scorned! - Now, I understood what that means!

I felt the anger and the tears swelling up, and I bursted out, "Bullshit Roberto! You son of a bitch! You coward! You bastard!"

I wanted to hit him, but instead, I resorted to threatening him, "You dump me now, and I will tell everyone about us! I don't care what happens to me anymore! But, I swear it, I will tell everyone!"

I started weeping. I felt the worst part of being a woman.

Roberto seemed confused, he did not know whether to get angry at me for threatening him, or whether to hold me and console me. 

He finally said, "Look Rick,... Raquel,... be a grown up about this, what did you expect would come out of this?" He added, "This could only be a short fling. And, it must come to an end. Did you think you would become my girlfriend? Are you fucking insane?" 

I burst out in a fit of rage, "Fuck you, asshole!... My dad will kill you!... Your wife will leave you, and take everything you have!"

I was sorry that I said that the minute the last word came out of my mouth. I had really gone too far with this threat. Any tenderness Roberto had for me before was gone, now. He seemed to be swelling up with anger.

"You little bitch! Don't you fucking threaten me like that ever again, fucking cunt!" He said enraged.

He grabbed me and pushed forward to the wall. He was very rough in the way he grabbed and pulled me, and it hurt. He pinned me to the wall, with his body behind mine, and I could tell by his breathing and his grip that he was really mad.

"You want to be my bitch? I've been nothing but nice to you! I should have just told your dad that he had a queer son, instead of being so kind to you!" He said.

He pulled me hard toward him, then, pushed me hard up against the wall.

I was scared to death, but oddly, I was also getting aroused by Roberto's aggression.

I could tell he was also getting aroused, because, when he pulled me toward him, I could feel the big bulge in his pants. 

"You fucking cunt! You want me to be your boyfriend? Fuck you!" He said.

He continued, "I'm going to fuck you right now, and I'm going to leave you so messed up and banged up, and, in so much pain, that you won't ever want to be my girlfriend again! Bitch!"

Oh God! - I thought. Is he only trying to scare the shit out of me, or, is he really serious? 

He pulled my robe away from me and threw it on the floor. I instinctively tried to cover my boobs, even though I did not have any boobs.

Is this really happening? - I asked myself. It was surreal! He positioned me in front of the sink and pushed my head forward until it touched the mirror.

I was struck with fear. My heart beat so fast that I thought it would explode. I felt tears start trickling down from my eyes.

Roberto ripped my pantyhose where he planned on penetrating me.

He lathered his right hand with soap and then lathered my ass. It felt wet and slippery back there.

He removed his pants with his left hand, while his big right hand kept me pinned against the wall.

He moved back, I guess to give his cock room to stretch out, and he had to give it a lot of room!

Oh no! I was really terrified! More tears flowed down from my eyes.

"Roberto, please! Don't force it in, if it doesn't fit! Please, don't hurt me!" I made my last plea.

I felt Roberto position his cock to invade my ass and he proceeded to make his first attempt to penetrate me.

"Ahh, damn! That fucking hurts!" I yelled. Roberto covered my mouth with his right hand. "Shhhh!" He commanded.

His cock was too big! It tried to penetrate my asshole and stretched it wide, but, not wide enough to pass through. This was an impossible task! I'm going to end up in the ER! I cried and trembled in fear.

"Relax, bitch! It's going to hurt twice as much if you put up a fight! Relax your rectum muscles, damn it!" He commanded.

Roberto tried again to force his cock inside me.

Oh my God, the pain almost knocked me unconscious!

"Roberto, stop! It doesn't fit! Can't you see that? You can't do it!" I tried to yell at him with his hand covering my mouth.

"Almost there, Raquel. I will force it in on this third try, but, its going to hurt like a bitch. Relax your muscles. Now!" He ordered.

I did not know how to relax the muscles in my ass, but, I tried.

Roberto made a third attempt and this time, he kept pushing, harder and harder, until at last, the big head of his cock violently forced its way through my tiny crack!

"Oh my God!" I screamed! I felt the most intense pain of my life! Roberto's big hand muffled most of my scream. I trembled and cried. I felt like my ass would split open!

"The worst is over. Now, you just have to get used to my cock being inside you. Your ass will adjust." Roberto said calmly.

I wept and tried to make myself numb to the pain.

"Come on, baby, if you want to be my bitch, you have to learn to love my cock! You will get it very often!" Roberto said.

What did he mean by that? Was he agreeing to continue our - whatever it was that we had? If he agreed to be my boyfriend, or whatever, that was a light at the end of this horrible tunnel. 

"Oh fuck!" I realized Roberto was now pushing more of his cock inside me. "No, no more!" I tried to plead, with Roberto's hand still covering my mouth.

But, I had to come to terms with reality.

I felt Roberto's cock penetrating me slowly and steady. I did not know how much of him was inside me already, nor how much was still to come.

There were a few split seconds where something inside me felt a hint of pleasure, but this was fleeting, and then, I felt full and stretched to the max, and my insides would burn in in pain.

It seemed like he was penetrating me deeper and deeper and deeper still. This lasted for what seemed like 10 minutes, and every time I though he had reached the full depth of my anal cavity, it was like another door inside me suddenly opened for him, and gave him space to reach in deeper.

I tried to yell and complain, but, it was no use. This was hell!

Finally, he said, "I have bottomed out. All 8 inches of my thick meat is stuffed in your pussy!" He laughed in an evil twisted way.

But, how? How was it possible that his entire cock fit inside me?

I breathed a sigh of relief, my deflowering was finally over. It was brutal, but, at least I was still conscious!

The worst was finally over!... Or, so I thought,... until he started pulling it all out again.

"Ahh! Fuck! Shit!" I tried to yell.

He pulled all of his cock outside of me and then started pushing it all back in. The pain was brutal, but, just a bit less than before.

In the midst of this terrible ordeal, his cock hit some interior part of me at a certain angle, and there were little splashes of pleasurable sensation in some areas inside me.

"Tell me when it hurts less, so, I can really start fucking you!" Roberto told me.

What the fuck? - I thought. I am barely staying conscious with this excruciating pain, and he wants to start pounding my ass? Is he fucking crazy?

I closed my eyes and tried to think of something else that would take me far away; make me forget this excruciating pain. But, a minute later, Roberto said, "If you don't tell me when, I'm going to start fucking you hard in the next minute."

I had to say something, "No please, Roberto, give me at least five more minutes, it still hurts a lot. Please! It hurts too much!"

He did not answer, but, only looked at his watch.

I moaned in pain with each thrust. My ass burned like hell. At least, Roberto's cock was no longer forcing itself in and out of me. It seemed that my anal cavity walls had expanded and that Roberto's pre-cum had added much-needed lubrication to them. His cock was sliding in and out now.

It had taken about 15 minutes of hell, but, I was finally beginning to climb out of the worst part of this. I realized that I even had a hard on. I was not sure whether it was caused by some tiny bit of pleasure in this, or, whether it was due to my excitement about finally becoming Roberto's lover.

My five minutes were almost up, so, I reached my right hand to touch Roberto's neck affectionately and I told him, "Okay baby, you can fuck me now." He sprung into action. His hands came down to grip my hips. He picked me up about 6 inches off the floor while his thrusting quickly escalated in pace to hard pounding action!

"Ahh! Shit! Ahh! No!!" I yelled, unprepared for this level of aggressiveness. Roberto was really fucking me now! Our skins made loud smacking noises. Oh my God, Roberto was really fucking me!

Despite the excruciating pain, I was beginning to get excited. My moans of the ordeal of horrific pain were gradually transformed to moans of pleasure. I loved the feel of Roberto's body smashing into mine, and his skin rubbing up against mine.

Then, it happened, suddenly! It was like a floodgate finally opened and a massive water torrent poured out and overwhelmed me! Oh my God! This feels incredibly,... wonderful!

I did not understand how this transformation occurred. It was like a switch had been flipped on! Roberto's heavy pounding action was triggering pleasure explosions that were mind blowing! Tears poured down my eyes, but, they were tears of joy! 

Roberto, sensing something strange happening to me, asked me, "Raquel, am I being too rough with you?"

I giggled euphorically, "No baby! You can be as rough with me as you want to. I can handle it!" But, Roberto did not seem to appreciate my new attitude. I guess he wanted to play the role of brutal prison rapist, and I was supposed to play the role of a victim. He shook me violently and spread my legs to the point where I thought they would rip apart. He slammed his cock harder and deeper into me!

Fuck! I think his cock actually hit a bone! It struck something inside me and send waves of excruciating throbbing pain! "Roberto! You are really hurting me!" I complained.

But, he just got back to pounding my ass.

I was terrified, again, and my body was trembling. So, why was my cock so hard and dripping pre-cum? 

I was sexually responding to his brutality. I must be turned on by being abused this way! The more terrified I was, the more sexually excited I became. Whatever sexual kink Roberto had that drove him to act this way, I had the opposite kink, so I was the ying to his yang. We were meant to do this together.

The terrible pain subsided, and I started to feel euphoric pleasure again! Oh my God, the pleasure intensified quickly. It was like when Roberto finger-fucked me, but, many times stronger and better! 

"Oh my God, Roberto, I am going to cum! Fuck me harder!" I yelled in my insane state of excitement. What did I just say? How could I be so stupid? Roberto could kill me if he fucked me any harder! 

On hearing me say this, Roberto suddenly paused. "I will break you, bitch!" He said in an aggressive prison rapist tone.

He squeezed my cock and balls with his right hand until I squealed and he said, "You are not allowed to cum, until I cum, and I am not even close! Understand?"

He pulled me, and pushed me into the shower stall. Then, he stripped me of all my clothes and turned on the freezing cold water! "Fuck Roberto! This water is freezing cold!" I cursed at him. It seemed this water was the coldest water I have ever felt on my body!

"You are a bitch in heat, you need some cooling off." He said mocking me and laughing. I started to tremble! God, it was so cold!

When I lost all of my boner, Roberto adjusted the water temperature and made it warm. Then, he got in the shower with me.

He pushed me down on my knees, like he had the night before.

"I'm going to let you wash your nasty ass smell off of my cock, and then, you are going to suck my cock until I cum in your mouth."

So much can change in 24-hours! Last night, I refused to become a cocksucker, even for him. But, today, I was not going to put up any resistance. I WANTED to be Roberto's cocksucker!

I started to carefully wash his long hard shaft and his heavy nut sacks.

"Roberto, I was very close to cuming in my ass! Are you going to fuck me again, so I can cum?" I asked him like a child begging for candy.

"No, not today. But, tomorrow,... maybe. We'll have to see." He said matter-of-factly.

I looked at him, not able to hide my disappointed expression.

He explained, "Raquel, don't ever TELL ME you are going to cum. You have to BEG me to LET YOU CUM. If you and me are going to fuck, you must learn to be my submissive." He said.

"Submissive? What does that mean?" I asked him.

"It means you are my bitch! My slave! You do whatever I say, no questions asked, ever!" He explained.

He added, "I set all the rules and I cum every time. But, you only cum if I believe you have earned this privilege."

He continued, "I will put a collar on you and pull you on a leash. I will spank your ass, if you behave insolently, or,... if I just feel like it!"

This did not sound fair to me, yet, the thought of being Roberto's sex slave, and being allowed to worship him, gave me a profound thrill.

I answered, "If you train me, I will do everything and anything you say."

I really had no other option. I wanted Roberto to be my lover and I was already hooked on sex with him. Even though my ass was throbbing and burning from Roberto's abuse, I was aching more from not having him inside me. 

Roberto spoke again, "The first thing you need to work on is getting a job while you go to community college, so that you can get your own apartment. You need an apartment where I can drop by any minute for a quick fuck or blowjob, without this getting anyone's attention."

I answered him, "Yes, I will get my own place. Will you visit me often?"

Roberto replied, "I might come by every day!" This made me very happy!

I finished washing his cock, It was clean and smelled nice, like the scent on the soap. I brought Roberto's cock close to my lips and stuck out my tongue to lick the tip of his cock head. I circled my tongue around the tip of his cock, until he started moaning and oozing pre-cum.

Then, I put my lips on his cock head and tried to suck hard the pre-cum out his dick hole, as if it there were delicious candy trapped inside. I heard Roberto moaning. 

Then, I took as much of Roberto's cock as I could in my mouth, which was not even half. God, it was so big! I had to open my mouth big and wide to allow his penetration, and his cock stretch my lips, mouth and throat to accommodate it. 

I held Roberto's cock in my mouth and twirled my tongue, teasing the head and shaft. Roberto moaned.




My "Uncle" Caught Me in Pantyhose! Pt. 04



Continued from:

https://www.literotica.com/s/my-uncle-caught-me-in-pantyhose-pt-03

 I was left in the shower alone to contemplated everything that had just happened. This was surreal. I just lost my virginity! The experience had been a strange mix of horror, pain, eroticism and pleasure.

 My insides and my jaw were sore. I had bruises on my hips where Roberto had grabbed me.

 I was confused by my own feelings. I wanted Roberto to be my lover, but, he was not gentle nor affectionate, like when we kissed. He was brutal! He terrified me. I cried!

 Yet,... I had also been extremely aroused and there were moments I felt torrents of pleasure and almost exploded in a mega-insane-orgasm.

 Should I be happy? Should I hate him? Should I feel humiliation? How SHOULD I feel at this moment? How do I ACTUALLY feel? I think I am in love with him! 

 I got out of the shower and dried myself with a towel. "Ouch!" My ass was so sore! 

 I heard the TV on and I had to fight the urge to run to him. I wasn't sure if he was mad.

 I spent the next forty minutes selecting my clothes and re-doing my make-up. When I first tried Victoria Secret thongs, I thought they were extremely uncomfortable. But, I was beginning to get used to them and even enjoy how they feel. I picked the white thong. I picked white sheer pantyhose that had a fishnet design on it. Then, I put on my fake boobs and my white lacy Victoria Secret bra over my boobs. On top of my white lingerie, I decided to go with a black cotton tank top and a red spandex mini skirt. I picked black 4-inch pumps. 

 Rick hated the fact that he was so short, but, Raquel loved being petite. I could be a cute petite girl, or, I could put on sky-high heels and almost be as tall as Roberto. Raquel could be any height she wanted to be!

 Lastly, I put on my short black wig. I stood in front of the mirror and took my time putting on my make-up. My favorite thing was putting on my red lipstick... There,... all pretty again! I love how I look! The high heels make my booty stick out and I look so sexy. I feel like I could seduce any man!

 Now, I have to go out and face Roberto. After the sex we just had, I was more than a little nervous and intimidated by him. I walked out to bedroom. "Hey." I said sheepishly.

 "Hey", he replied. He seemed happy to see me. He was not mad. "Come, sit next to me." He said. I slowly and cautiously walked over to him. He was sitting in bed and pulled me over to him and sat me, between his legs, with my back towards him.

 "Ow!" My ass hurt when it hit the bed.

 He put his hands on my shoulders and kissed me gently on the back of my neck. This felt very nice! "Are you okay, Raquel?" He asked sounding really concerned.

 "You were very rough with me." I said, feeling the soreness and pain that ran deep in my body. "But, I'm fine." I added.

 He was silent for a minute. Then he said, "Yeah, I got a bit rough. I hope you don't hate me for it. It's my thing." He added, "I wanted to end things, before it got... to that level... You shouldn't have threatened me like you did. You should have let me end things when I tried to." I did not respond. I did not want to reveal to him the depth of my emotions and my dependence on him.

 He continued talking, "I tend to get rough. I'm a sadist." I did not say anything. He continued, "It's my thing. We each have our thing in bed. It wouldn't be so bad if I had an average-sized cock. But, with the size of my cock, I cause pain... I have scared women away after fucking them once! My wife says she can only handle fucking me once a week. That's not enough for me."

 I asked him, "But, how does getting rough and hurting someone you love be your thing?" He rubbed my shoulders and answered, "Look, you have your fetish, which is becoming Raquel. I support and encourage this. My fetish is domination and sadism. I get a little rough, it's not that serious. I'm not going to really hurt you."

 I moved my head from side to side as Roberto massaged my neck. I said, "I do, I get it, Roberto... It's alright... I'm fine... I can handle it."

 "Was I too rough? Did I hurt you?" He asked with genuine concern. 

 "At first, I was really scared of you." I said honestly. "I thought you were really angry with me, and was going to hurt me... But, I have to admit... I also became very turned on by your aggression... I guess I was both terrified and aroused by it at the same time. Maybe, I am a masochist." I added.

 He nibbled on my ear and said, "I'm glad it turned you on... That's perfect! We're going to have a lot of fun together!" He was silent for another minute, then added, "You impressed me, Raquel. You can really take a lot of abuse. I pounded you hard,... harder than any woman I've ever fucked!... My wife would never let me get that aggressive with her. She won't even let me shove all my cock in her pussy! Half of my cock is all her pussy can handle."

 "I understand her." I said, adding, "I thought I was going to die when you stuck your cock inside me all the way in. Now, I feel so sore and throbbing pain when I sit." 

 "Roberto, I wished you had let me cum." I told him with some disappointment.

 "Depriving you of an orgasm was part of your training." He said, and explained, "You must learn that, as my submissive, your attention must be devoted to me first and foremost, at all times... When you start to think like a true submissive, you will be able to suspend your orgasm until I am completely finished... Then, your orgasm will be compounded with the joy of knowing your master is very pleased with you."

 It seemed silly for him to call himself my 'master', but, I tried not to giggle. I actually got a warm feeling from the idea of Roberto being my lover and master. It is true, he owned me at this point.

 Roberto added, "I have to caution you, you will get spankings, canings, floggings and other means of physical punishment." He explained, "I get extremely aroused spanking a woman hard and watching her anguish. You need to cry for me and tell me how much it hurts." I paused to try to process this, "Really, are you serious right now?" I asked.

 "Hey, I did not ask for this fetish anymore than you asked for a crossdressing fetish." He said defensively, adding, "Fetishes are gifts." 

 "Okay, but, if I tell you that the pain is too much, will you stop?" I asked.

 "If you beg me to stop, it will only encourage me to spank you harder. Only the safety word will get me to stop." He said.

 "What is the safety word." I asked.

 "Let's use 'pantyhose', since that's a word neither of us will ever forget." He said smiling. I giggled remembering how everything started when he caught me wearing my mom's pantyhose. "You will never use it, though." He said.

 "What? Why not?" I asked.

 "Because, if you do, it means I have miscalculated. It means I have failed as your master, and,... I will be extremely disappointed in myself." He explained, adding, "I know how much you can take. I will push you to limits of pain that you can endure. You will want to use the safety word, but, you won't."

 "I'm scared. What have I gotten myself into?" I asked. He said, "You will learn to love it!" He bit my neck and it hurt, but, it was also very pleasurable. Then, he said, "There is beauty and euphoria in pain. Kids your age turn to drugs to get high. You will get a natural high from what I will do to you."

 I asked, "When we are not doing it,... will you be tender with me, like you are being with me now?" "Of course." He said in a warm tone.

 He continued biting my neck. It felt wonderful! Then, I turned my head around and we kissed. It was one of those beautiful kisses that seemed to go on forever. Roberto penetrated my mouth with his tongue and his kisses were intense and passionate. I became very aroused. I wanted to scream, "Please Roberto! Take me! Fuck me!" But, I kept quiet. He must want it for it to happen.

 Roberto's hands stayed on my face while he continued kissing me passionately. Before I knew it, I felt an orgasm building up. But, how? - I wondered. Just from kissing?

 I did not orgasm when we had sex before, so the sexual tension was still trapped in my body. Roberto's kisses are stirring them up again. The sore spots on my body tingled. I arched my back. "Oh my God, Roberto, I'm cumming!" I cried out between kisses.

 Roberto did not stop kissing me. His tongue became more aggressive in my mouth while I exploded.

 "Roberto, oh my God! You have so much power over me! You can make me cum by just kissing me!" I cried out. I tried to stroke my cock while I was climaxing, but, Roberto pushed me down and pinned me on the bed and did not let me touch myself. He continued to kiss me passionately. Being deprived of the opportunity to stroke myself was even more powerful than being allowed to masturbate. I spasmed with my orgasm. It was a long, slow and lazy orgasm. It was profoundly spiritual, like it was coming from my heart or soul, and not my sexual body parts.

 Roberto held me firmly on the bed and continued kissing me passionately until my orgasm subsided. Then, he finally released me. "Oh my God, I need to breath!" I said. I felt deprived of oxygen and dizzy. 

 When I had caught my breath, I asked him, "Roberto, how did you make me cum with kisses alone?" He replied chuckling, "There is no magic in it. You were a keg of dynamite, because I did not let you orgasm before."

 Roberto and I laid in bed together and watched TV for about half an hour and my eyelids suddenly became heavy. "You look tired, baby." He said, noticing my heavy eyelids. "Take a nap, and, when you wake up. I'm going to take you to my favorite Dallas restaurant. Then, we are going to spend another night bar hopping and clubbing." He said. My eyes closed and I fell into a profound and blissful sleep.

 At night, I cleaned myself up and we went to an amazing pizza place. It was the best pizza restaurant I had ever eaten at. Then, we went to a part of town called Deep Ellum, where the streets lined with bars and nightclubs.

 We went inside a small, but classy bar. We sat on stools at the bar and Roberto bought me several glasses of margaritas and we talked about music bands we liked. Surprisingly, I knew some of the old bands he listened to as a kid - U2, Depeche Mode, The Cure, Nine Inch Nails, etc. 

 When we were both very tipsy, he said, "I dare you to give me a blowjob in this bar." I stared at him incredulously, "You can't be serious!" But, I started to look around to see if there were any dark corners. I spotted one! There was a booth in a dark corner and I thought it was possible to get under the table without being noticed.

 I got up from the stool, and took Roberto's hand. "Come on." I said pulling him to the booth. I don't know what possessed me to be so brave! I made Roberto sit down on the seat. I quickly glanced around, did not see anyone nearby or looking at us, and I crawled under the table.

 I grabbed Roberto's legs from under the table and pulled them towards me and spread them wide. Like a starving maniac, I used both hands to unzip Roberto's zipper and pull out the monster between his legs. Oh, my God! I can't believe I had this entire thing inside me! - I marveled looking at it.

 I put both my hands around it and felt it stiffen and grow even larger! The musty smell made my mouth water. I pushed his dick head into my mouth and twirled my tongue to savor each every spot of his head. "Ohhh!" I heard him moan. But, he was being too loud! I pulled my mouth away from him and tapped him on the knee to signal to him that he was being too loud.

 But, his hands reached under the table and he pulled my head to suck his cock some more. I opened my lips and took in my mouth all of his cock that would fit, which was less than half. 

 "Ohhhhh!" Roberto moaned again. He was being too loud, again! I decided I better make him cum quickly or we would get caught! Again, I took as much of his cock as I could in my mouth, and squeezed my lips to give him a tight pussy feel. I bobbed my head up and down his shaft at a rapid rate to give him a fast thrusting sensation.

 "Ohhhh!!! Ohhhh!!! Ohhhh!!!" He moaned, even louder than before! Damn it! - I thought. Okay, I better get this over with really fast. - I resolved.

 I bobbed my head up and down faster and faster, while I squeezed my lips tighter and sucked all the air between us to create the most pressure. His pre-cum was oozing out of his head and dripping from my mouth. I blew him faster,... and faster, ... and faster, enough to make me dizzy! 

 Then, he erupted!... And, he was not discreet at all! "Oh, fuck!... Yea!... Yea!... Yea!... Ohhhhh!" He moaned and grunted while squirting his load in my mouth. I had to swallow five times to get it all down my throat.

 I glanced out from under the table praying that no one had heard him... Oh, no! There were about a dozen or more people standing around our booth! I froze! What the fuck do I do now?

 Then, I heard our audience erupt into applause. My face turned beat red. I did not want to come out from under the table, but, they were not going to leave. I actually heard more people coming this way to find out what they were missing.

 I heard Roberto talking. He sounded embarrassed. He was explaining that his girlfriend had taken him up on a dare. He said he had not expect her to actually do it. I couldn't take this humiliation anymore! I darted from under the table and grabbed Roberto's hand. I pulled him with all my might and we bolted to the exit.

 I hear our audience applauding and erupting in laughter, but, thank God, they moved out of the way for us and did not follow us. Once we were two blocks away, I stopped running to catch my breath. My heart was beating like mad! "Oh my God! That was the most embarrassing experience of my life!" I cried out. Roberto was roaring with laughter. 

 "You asshole!" I said and shoved him playfully. I started laughing, too. When our laughter subsided, he grabbed my face and started kissing me passionately. I kissed him back with all full affection.

 Suddenly, he stopped and looked around. He grabbed my arm, started walking briskly and pulling me along. "Where are we going?" I asked him.

 "You'll see." He said.

 (To be continued in Part 5.)



My "Uncle" Caught Me in Pantyhose! Pt. 05



After our escape from the bar, we paused for a while to catch our breath. Then, we walked on the streets looking at the windows on the little shops.

I loved to watch my reflection. Except for my lipstick, most of my makeup was still on, even after sucking Roberto's monster cock. 

I put on more lipstick,... and there,... perfect! I looked fucking hot! My short black bob wig was beautiful! My fake tits were just the perfect size and shape under my blouse! I had a small waist and a girly ass that stuck out, because I was walking in 6-inch platform black stripper heels that made my ass stick out, and made me tall enough to kiss Roberto, who was about 5'10". My slender legs were covered in a opaque black and metallic pantyhose with seams in the back. Very sexy! I was any man's dream girl,... except for my cock. 

Robert suddenly grabbed me by my wrist and started pulling me and walking at a brisk pace. "Slow down, Roberto, my feet are killing me!" I said. Running in high heels was not easy, and now my feet were punishing me.

"Where are we going?" I asked. He did not answer, but, kept pulling me.

By the way he was grabbing my wrist and pulling me, I detected that nice sweet Roberto had transformed into sadistic Roberto, again. I better not ask any questions, and act like his little submissive slave.

He appeared to be looking for an alley. Oh my God, I hope he is not thinking about taking me to a dark alley to fuck me! I don't want to end up in jail, or worst, gang banged and beaten up by thugs!

And, how could he be thinking about sex? He just came in my mouth like 10 minutes ago!

We came to an alley that was very dark, and seemed to be very long.

"Roberto, I am not going down that alley. This is dangerous! You don't know what we'll find down that alley!" I said. "Let's go back to the hotel, please!" I pleaded with him.

Roberto pulled me into the alley, and pushed me back, slamming me against the wall! I was not hurt too bad, but, I was stunned. He grabbed my face. "You do as I say!" He said in a soft, but, menacing voice.

He pulled me deeper down the dark alley. It was dark, dirty and smelly. My heart was beating fast. I was scared, Roberto liked to push boundaries. I did not know what he was going to do to me.

There was trash around and some discarded items from the nearby stores. Roberto looked around rummaging through things. When he found a rope. He looked at me with an evil grin.

With a part of the rope, he tied my wrists in front of me. They were tight and I could not set myself free. 

"Roberto, what if the police come or someone sees us. I will not be able to run away if my hands are tied!" He did not bother to answer.

Then, he picked me up and sat me down on an old metal desk. The cold steel felt like ice on my skin. 

Roberto spread my legs, and, ripped my pantyhose. Oh, no!... I loved these pantyhose. They were very sexy. 

Then, he grabbed my panties. He pulled hard on them and tore them off my body. "Fuck!" I said, feeling sharp pain from the fabric being torn off my body.

Now, I felt the cold steel of the desk on my ass.

Roberto put my panties in my mouth and told me to bite on them when things get too painful for me. He said I had to stay quiet no matter how much I wanted to scream!

Roberto grabbed my ankles and, in two quick pulls, he pulled them up all the way, and then, pulled them back all the way. This caused me to drop my back on the cold desk. 

My ankles were touching my ears. Roberto used the rest of the rope to tie me up in this position. My ass was open wide for his invasion! I was very uncomfortable, but, there would be no use in complaining. 

Roberto unzipped his pants and pulled them down. His one-eyed monster popped out of his pants looking enormous and menacing.

I had taken that cobra in my mouth about 20 minutes ago and my jaws were still sore. But, it was not through with me, yet! How could it still be so alive? 

Roberto spat on his hands and rubbed his spit on my crack.

My heart was racing. I remembered how much it hurt to be pounded by him!

When Roberto's cock started to penetrate me, I bit hard into the panties in my mouth, and I shed a few tears. Oh God! It hurt so much! It was worst than I remembered. The position I was in, with my ankles rubbing my ears, made his cock feel twice its monster size! 

Roberto heard my muffled cry, but he just pushed harder and penetrated deeper and deeper into me. 

He looked straight into my eyes. He was taking delight in my pain. Motherfucking sadist! I wanted to punch him in the face.

"Tell me it hurts! Tell me my cock is so big and it is tearing up your insides!" He said in his sadistic voice. I just nodded and let my tears speak for me.

How does that gigantic thing fit inside me? When half of it was inside me, I felt so full that it was impossible to fit another any more inside me. But, he pushed hard and harder, and my insides yielded to him. 

I felt his balls on my ass. His entire shaft was buried inside me!

He pulled out slowly, and then, slowly pushed back back in. But, this was just the beginning,... he picked up the pace... Ahhhhh, fuck!

Then, he put his hands around my throat like he wanted to kill me, and he started really pounding me, like he would get a prize for breaking me in half.

I tried to yell at him to stop, but, the panties in my mouth muffled my voice.

I felt Roberto's balls slapping up against my ass with every violent thrust inside me. 

He is such a beast! Why do I let him do this to me? What is wrong with me!

Yet, while my body was taking this terrible abuse, I detected a pleasurable sensation in some spot deep inside me. It only started with a just a little pleasure, definitely not worth all the pain. But, the pleasure grew and grew in intensity. Roberto's cock was rubbing,... or more like slamming,... some strangely placed pleasure zone inside me.

I felt my cock stiffen. I looked at it. Even at its hardest, it felt so small compared to Roberto's long and thick cobra. 

Oh!... How can something so painful feel so good at the same time? The pleasure was definitely intense now. "Mmmmmmmmm!" Without meaning to, I moaned in pleasure.

Roberto heard my moan and he paused. "You better not cum without my permission." He said in a stern voice.

I tried to speak, but, only muffled sounds came out.

"You want to say something to me?" He asked and pulled the panties out of my mouth.

"Please Roberto!... I sucked your cock less than an hour ago,... and I am in so much pain from your pounding... But, it is finally starting to feel good for me! Please Roberto! Let me cum!!" I had never begged so much for anything in my life! 

"Well,... you have been a good submissive today. So okay!" He replied. I was giddy with joy! I wanted so much to experience an anal orgasm!

Roberto resumed fucking me hard and rough. It was still very painful, but, the pleasure was just as intense. I gazed at Roberto's beautiful brown eyes and we gazed into each other's eyes while he impaled me with his gigantic cock.

Tears kept trickling down my eyes and I could not tell if they were from pain or pleasure.

I moaned and Roberto moaned. Oh my God! We were going to cum together.

"Oh Roberto! I am so close!" I uttered excitedly. 

"Yes, me too!" He uttered.

"You fuck so hard!" I said between moans.

This made him beam with pride.

"But, it is not enough!... Fuck me harder, Roberto!" I yelled at him. Both of us froze when I said this. We were both shocked by what I had just yelled out. What the fuck had possessed me?

"I don't know why I said that, Roberto!... I can't take it any harder!" I confessed. Am I fucking crazy? Do I want to be fucked to death?

But Roberto was not going to let me get away with it. "Okay, if that is what you want!" He said with an evil grin.

Fuck harder he did. Way harder! Roberto was now ramming his cock inside me so hard and furious that I think I had an out-of-body experience. 

I felt like I was out of my body, watching myself getting fucked to death by Roberto.

Then, I was back in my body... We moaned... I cried from the intensity of both pain and pleasure!... I think he was crying, too!

Our bodies were making loud slapping sex noises while we moaned and grunted like savage animals in crazy heat! 

Then, I thought I was about to reach my climax, but instead,... I reached higher and higher states of arousal,... beyond anything I thought was possible.

I felt as if I would faint... and then,... something inside me exploded!... Waves and waves of intense pleasure drowned me... I couldn't breath!...

My body convulsed and I felt my ass and the tunnel inside squeezing and contacting. I also felt Roberto's cock spasming inside me. I bucked my hips and trembled uncontrollably. 

Both of us could only express what we were feeling with primal grunts and moans and stupid utterances like, "Ohhhh!", "Mmmm!", "Ahhhhh!", "Ehhhhh!"

Oh my God! Every orgasm I had ever had before was like lighting a match, and this anal orgasm was like lightning coming down from the sky with the roar of thunder!

Roberto pulled out of me leaking his cum all over me and he collapsed right next to me. I felt like I was going to pass out,... and I did.

I woke up some time later. I had no idea how much time had passed. It was still dark, but, it looked like dawn was getting close.

I saw Roberto still passed out on top of the desk.

"Roberto! Get up! Untie me!" I yelled at him! "It's going to be morning soon! Damn it, Roberto! Please, get up!" Finally, he woke up. 

As he was untying me, he said, "You know, I've never fucked anyone like that!.. You can take some real hard core raw punishment!... Even I am sore and in pain!" He was really impressed with me.

When I was untied, I realized I could not move without wild pain throbbing inside me and shooting up my leg and all over my body.

Roberto had to pick me up and carry me to the hotel. I prayed that no one would see us like this. We were a mess and my pantyhose was torn all over.

Roberto carried me for about 15 minutes, all the way to our hotel room, and then, all the way to the shower. Then, he took my clothes off, and washed me. I loved it! We kissed in the shower, but not for long, we needed to sleep.

Is something wrong with me for loving a man that can get so rough and sadistic during sex? Is something wrong with my body, because it finds the most intense pleasure in the roughest kind of sex? I was too exhausted to seek answers to these questions right now.

Roberto and I lied down in bed. I rolled up next to him and put my arm around his strong muscular chest. He smiled and took my hand in his hand. We fell into a deep blissful sleep.