Charlie and the Mrs.

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Oh no please, can I keep it on? I only have silk panties and pantyhose on under this." I was nervous, I didn't want him to see my flat chest, my disappointing body. I didn't want him to think of me as anything but a hot girl from the club, a hot girl that wanted his body.

"Ok, beautiful. You know panties and pantyhose are my favorite accessories for a woman. My girlfriend isn't into pantyhose or silk, she never wears heels either."

"No? You should buy her some, put them in the refrigerator, let her be surprised."

"Yeah? I don't know."

"Maybe, you should say pretty please."

We kissed some more, he whispered, "So this person you are involved with do they like you in pantyhose?" I stopped kissing him, he tasted so good, he was so tall and firm and I was making him hard and firmer. I didn't want to think about my other life, I only wanted to think about what he was going to do to me, how he was going to make me feel. I gave him one more hard kiss, I sucked his tongue, I pulled him down to the bed, and started to unbutton his shirt. I had trouble unbuttoning his pants as he played with my hair, my earrings. I made him forget his question. I felt bad he was still looking for my non-existent boobs.

"Mmm, I'm sorry."

"That's okay, who needs breasts when a woman is as pretty as you and has the most incredible lips and legs."

I giggled, it was the nicest thing anyone has ever said to me. I lay on my back and stretched. Soon he was rubbing my pantyhose, playing with my nude color nylon legs. He had his face on my thighs, my knees and he was soon licking my calves, my body was shivering.

"I was just thinking, can you put on some more lipstick? I love watching a woman apply it, it makes me a little crazy."

"What is your girlfriend's favorite color?"

"I don't know. They are usually shiny but I don't think there is any color at all."

"Ahh, then you can watch me put on..." And I looked for a tube in my bag, I had three of them. I picked one out and held it close to his eyes. "How 'bout this one?" It was bright pink, pinker than the one I had on.

"Mmm, Candy? I can't wait."

***

The waitress poured us some wine, she winked, and went back into the restaurant. Charles was holding my hands, the table was quite clear.

"So what do you consider yourself now? You know what I mean."

I squinted, I felt my lashes flicker, I squished my lips together."Mmm, the tough questions are starting a little early."

"Well, that's what happens when we move to red wine after beer."

I giggled, of course, we were both having fun, our room was literally across the street and up one flight of stairs, the bed a couple of feet from the door. He could carry me if needed.

"I consider myself transgender, I always did, as soon as I learned that word. Though I feel completely female when I am looking so fabulous."

He held my wrist as I wiggled my femme fingers, he played with my bracelet. "Always, even when we first met?" He looked at me a little suspect, I could tell he was teasing. "I remember you introduced yourself as a crossdresser. Your friend Natalie, told me you were a drag queen."

"Well, she's not my friend anymore. I guess I was a CD with Bi tendencies, but that was then. There, now the cosmos know. Well, how 'bout you?"

"Me I'm a metrosexual, that's what Trisha calls me. I mean my SO."

"What is that someone who has sex on trains?" I was trying to be cute, but he gave me a look I recognized. "No way you have had sex on a train?"

"Twice actually, one was the subway, going over the Manhattan Bridge between train cars. With my wife, she used to be more adventurous."

"Like me, Next time we are on the subway together I'm going to wear crotchless pantyhose."

"Yeah like you aren't wearing them now? Ha..."

"Well, I want to be prepared. Plus it's easier maneuvering in the ladies. So tell me how do you view your sexuality? I need to know."

"Well, I think I used to be straight, straight as a fucking arrow."

"Ha, straight as a one-way sign."

"Yes, always, but now I'm not so sure. I have been sleeping with YOU for five years."

"What? What do you mean? You don't view me as a woman?"

"No, no I do, it's just..."

"Just what, that is the meanest thing you have ever said to me." I stood up, I felt a little lightheaded, I walked away from the table, knocking over my wine glass. I felt my eyes mist up.

"Please Sabrina, no, come back." I heard his voice getting lower as I got further away from him, as I turned the corner, past the empty stores, past the kids on bicycles. I knew he would follow me but I wanted to be alone, I wanted to process what he had just told me, process what he has done to my feelings. I slipped into the next door, the next business.

"HAH!

"Okay, Billy your next, HAH!"

Someone was behind me, I was pushed more into this big white room, people were watching me and an awful lot of yelling was going on. Billy was getting reprimanded, or beaten up, or both.

A woman caught my eye, She made me step over, she parted the sea of bodies for me. "What class?

"Excuse me?"

"Are you picking someone up?"

It was so loud, I heard more yelling and some crashes. There was also some music seeping in from somewhere else, mainly bass, I could even feel it. There was a line of chairs and everyone was on their phones, no one was looking at me anymore except the man sitting to my right. His eye line was right to my ass, he had a great view of it.

The woman started talking to me again. "Are you one of the moms for Karate?"

"Mmm, Karate, no I'm sorry I was just looking for a quiet place to think."

"Hah, no thinkin' in here."

The man sitting then grabbed my sleeve, "Miss, right here, take my seat." He sort of pulled me as he stood up, he shifted me onto the plastic seat, I moved it slightly back and banged into the window, my heart racing. "I'll stand here, I will block out some of the noise."

I looked up, he must have been one of the fathers, I was looking directly into his crotch, he was looking directly down into my considerable cleavage. I knew I wasn't wearing a family-friendly outfit today, I dressed for Charles.

The jerk.

I looked around, I put my knees tightly together, the father was inching a little closer.

Tap, tap, tap... I heard a knock on the window. I saw the man look over my head. He pointed to himself and then he pointed down. He was aiming at my breasts.

"I think there is someone for you outside."

***

In my twenty-four years, I had never met a man in a bar and then went someplace just for sex. I was on my side, on my elbow, on a bed, in a messy little room. "Do you really like my lips, or is that something you tell girls you want to sleep with." I smiled I was trying to be sexy, trying to play coy and romantic.

"No, I think it's just something I find hot. Woman's lips, even Drag queens, I don't care."

I moved up further, something happened to the mood, something switched in my brain, somehow it got all foggy. "What? I told you I'm not a drag queen, I may have the body of a, well whatever, but in my head, I am a woman. Don't I look like a woman?" I slipped off the bed, it was easy in these slippery pantyhose, I saw myself shaking as I gazed into the dirty mirror. "I knew this wasn't a good idea." I saw a tear fall.

"No, it's fine, please. I think you are beautiful."

I turned around, I was so disappointed, he was so handsome, he started out being so nice. "Yeah, a beautiful drag queen!"

I walked out the door, I slammed, my effing shoes were glowing like crazy. I made it to the street before he found me, hiding near a tree, blinking pink, cyan, and green, and hailing a non-existent cab. He tried to take my hand, I kept pulling away, I ran across the street back to Butterfly's, there were still some people outside.

"Sabrina please, stay with me, please I'm sorry."

I didn't turn around, I knew how he viewed me, I didn't like it, I want people to see me as I saw myself, maybe I was being difficult, or maybe it was too hard of a concept.

One of the bouncers came out of the club, he saw me, I was crying. "Are you okay? Is someone bothering you?"

I was tempted to point, I was tempted to say yes, of course, yes, look at this dress, men want me, too many of them, I am fighting them off. But I couldn't get it out, my hands went to my eyes, I was so sad, this day was full of ups and down. I just wanted to hide in my room and wait for daylight to come. I was still crying when I felt a hand on my shoulder, I was led away. The bouncer said goodnight, and yell loud if I needed him.

'I'm sorry, let me get you home." We walked back towards the antique store, the door, the stairs to our little room. I covered my eyes again, I felt upset but his voice was so soothing, I remember when he wanted me. I remembered like it was only minutes ago.

"Maybe I could stay, I don't want to go home in this dress, I don't want to go home looking like a drag queen."

***

"Please don't do that anymore it makes me nervous." Charles was quiet until we turned the corner of the busy town, I saw our abandoned table.

"I'm not talking to you, I'm going to my room." I jogged across the Avenue and he followed. "Please, Charles I'm fine." He took my hand, "I'm just going to lie down."

"Well, I want to lie down with you."

We went back to the restaurant and paid the bill, he took the half bottle of Malbec from the table. He held onto my hand tightly, he wasn't going to let me go. I had a history of running away.

We walked up the stairs, I left the door open. He pointed next door. "That one mine?"

"Mmm, you can go in it now, I'm going to take a nap."

He took my waist in his hands. I was looking in the mirror again, I was taking out my hoops. I could see him looking at me in the reflection. "Don't be like that, hey didn't this mirror use to be bigger?"

"Mmm, I miss it."

He kissed my neck, "I missed you, please let me stay. I don't want to end it like this."

I turned around, I let him kiss me but my heart wasn't in it. I let him watch me put on more plum, I didn't even need to look in the mirror, I have been doing it for years. "While you are with me, will you be a straight man or bi?"

He smiled, I saw his teeth, he kissed me. I let him into my mouth, I let him suck my tongue. He was stalling, I wanted an answer. I pulled back, "Well?"

"Sabrina, you will always be a woman to me, you always were. Even when you were in that crazy blue dress at the club, years ago, the day we met."

I put my head on his shoulder, I hugged him, I started to cry. "Really?"

"Yes, really. You know how I feel about you. You DO know don't you?" He moved back, he made me look at him. "You know that there is more about us than sex, or beer, or even running away, don't you? Am I on my own here?"

I looked at him, I closed my eyes, I started to cry again. "Charles I know, I'm sorry, it's just... ahh, I can't even explain. I try so hard, I want to be one thing, C.J. wants me to be something else, you expect me to be different too. I can be everything to everybody, but I still have to face my mirror, you can't lie to yourself." I put my head on his shoulder again, I dreaded him seeing my messy eyes, but I had to look at him, I needed him to see me. "Charles," I looked up, our noses were touching, "I just need everyone on board."

He took the hair out of my eyes, he kissed my nose. "Sabrina? Can I undress you? I can't wait to see you in your crotchless pantyhose?"

***

My heels were done blinking. I let Charles convince me to stay. He was laying down. I was at the end of the bed, trying to get comfortable in this fluffy outfit, my phone rang.

"Hello?" It was Natalie, she didn't ask for an apology, she didn't ask for an explanation. "Bye."

I moved up next to him, I felt so much better with my fake blonde hair on his chest, my leg over his, my heels still glowing like crazy.

His arm went tighter around me, "Is everything okay?"

"I think so, Natalie says her father wants me to be a hostess in his restaurant." I looked at him, and he kissed me. "He wants me to start on Monday. It's the one upstairs from the club."

"Wow, are you excited?"

"I think I am, but I have another career." I shrugged.

"And what's that?" I was now on his body, my long legs around him, my hands on his chest.

"Let's forget about that, let's talk about my lips." He smiled and we kissed, there was no time to talk. He let me stay dressed, he let me keep on my bright, hot 'Pleasers.' I slid down, I pulled off his shoes, then his slacks and black socks. "Charles, I'm going to suck your cock, it's your wedding present, then I want you to remember me as the girl with the pink lips that made you cum."

I waited.

"Deal."

So I slid down his briefs, his member popped out, I didn't hesitate, I licked. It wasn't my first cock, but it WAS attached to a man I knew I couldn't have. It was attached to a man in love with someone else, someone he had a history with. I was more than okay with that. People in love made me happy, made me feel like there was hope for everyone, including me. I let my lips linger on his hard, vibrating manhood, I let my fingers wander, I tickled his balls and watched him smile, watched how he enjoyed himself. Soon I was sucking harder, moving my lips up and down his hard pole, gagging. I was rubbing my silky legs against his bare ones, I was enjoying my night in a rented room with a man in love.

"Sabrina, I'm gonna cum."

"Okay, I'm gonna taste it." And I did, he shot all over my face, all over my smooth chest and cyan dress. I sucked on him again, I swallowed his cum. I let him play with my hair even though it made me nervous. When I was done he made me lay on my side and he slid against me. He played with me, then his fingers entered my clean backside. He kissed my ears and neck as he fingered me, as I moaned. No one had ever done this to me before.

"Mmm, I love how you feel." He whispered, "I love how you taste." He licked my neck, then my back, I felt him rub his face in the folds of my dress. "I'm going to fuck you, baby."

"Oh? Okay." I started getting tense, I turned and watched him put on a condom. We kissed once again, then he held his cock and aimed for my hole, he held my leg up, I felt his hardness at my opening, I felt him slowly push in. I closed my eyes, I imagined I was far away.

"You feel so good, my little girl." He slid in more. It started to hurt. "Relax, baby, relax your pussy, let me in."

I breathed out, I was back, I liked that. I was liking how he was talking to me. Soon I felt his body against me. His cock was completely buried in my bottom. Soon we were actually fucking.

"Charles, I love it, keep pushing." It hurt, it was my first time, I didn't want to say anything, I didn't want to spoil the mood. He made me get up on my knees, he stood on the floor. He pulled my pantyhose down even lower, he pushed my dress up, nothing was dangling, everything looked perfect, I hoped.

He went back in. "Tell me when you are ready to cum, I will try to cum with you." He grabbed my waist, and he thrust into me harder.

"Really?"

"Of course, I want my little girl to cum with me." He pushed and I moved on the bed. He held me tighter, he fucked me harder, I couldn't think straight, I couldn't talk but I was able to scream as my face went into the pillow. "I'm, oh my god, I'm gonna cuuuuuuuum...." I screamed. He moaned as I screamed again. I felt his balls banging against my ass as he filled me up, as I had the most incredible orgasm of my life.

I could never tell him, he would never let me forget it.

***

I was posing in my breastplate, my panties, my high-heeled sandals, and of course my crotchless pantyhose. I played with my hair, I pursed my dark purple lips, I let him enjoy my body. He was naked, he was hard, he wanted me and it made me happy. I almost forgave him.

"Alexa, play something romantic."

I looked at him as something soft, something with strings started to play. "How did you know Alexa was here?"

"Mmm, just a hunch. It didn't really feel like we were alone." He took hold of me and we danced, I let him kiss my neck, I let him love me one more time. I put my lips on him as I pushed my breasts into him and rubbed.

"This is nice, do you still dance with your wife?"

"I do, you told me that once a week I have to sneak up to her and ask her to dance in my secret whisper."

I put my nose to his. "That's nice you are a romantic husband. That is why we all love you."

"Well every romantic idea I have ever had, I got from..." He kissed me quickly, just a peck on the lips. "You."

I felt myself melt, I let him take my panties off, I tried to keep myself hidden. I lay on the bed, my perfect beige legs slightly crossed keeping me tucked, soon his body covered mine. We rolled around on the clean sheets, we held, we kissed. He let me love him again. Soon I was on my back, he had his hands on my wrists, he wouldn't let me move, he licked my lips.

"My Lipstick Queen looks great in any color."

"Do I? Is that a line you use to seduce?" I smiled, I was teasing, I let him enter my plum lips again.

"Did you know that you are the only woman I have ever slept with after I met my wife?"

"Only other woman." I smiled, I loved how he was talking to me, his cock was hard and I felt it press against my belly.

"Technically." And we kissed, he let go of my wrists, and I inched up, my thighs and legs moving up slowly. I felt his cock slide between my cheeks, I felt him enter me, I felt him inch right in. His arms on either side of my hair, my knees on either side of his body. His lips hovered above mine as we lightly kissed, as he slowly pumped his hard manhood into me. We moved like we have been doing this for years. He started moving a little faster and we started to kiss, his tongue investigating my mouth.

"I love this," He whispered, "You feel incredible, you fill me with such warmth.

We cooed in our little non-sentences, our slightly used compliments, our voices so low even Alexa couldn't hear.

We started to moan, we started to make noise, the bed started to squeak, the music changed.

"Mmm, I love this song. On another note, you feel so good inside of me." I giggled, I made him smile. "I'm going to miss this. I'm going to miss you."

He moved up and started thrusting harder, his cock reaching further, hitting a different part of my insides. My heels bounced around his hair. He gripped my thighs, I felt his thumb making me red through the nylon. I suddenly felt him cum, I felt his sperm inside me, I yelled, I wanted it, I tried to bring him closer to me. We made love some more, we rolled around the bed, I was now on top. I was bouncing on his thick hard cock, I scratched his chest with my long nails, my sharper pinkies. My head flew back as I came, as my orgasm took hold and my body was on autopilot.

"Aaaaaaaaaaahhh..." I lost my breath, it took some time until I slowed down, as I caught my breath, and as I regained consciousness. I opened my eyes, his hands on my breasts, fondling, a tear in his eye, a smile on his lips.

I lay on his body looking into his eyes, our lips barely touching.

"Sabrina, I love you. I have always loved you."

I kissed him again, "I love you too Charles, I love being with you, I am going to miss this."

"We will miss making love, but we don't ever have to miss each other." And we kissed some more, kissed like we have been practicing for years, getting ready to say goodbye.

And I lay once again on his hard chest, my silky legs rubbing on his body, wrapped around his legs. I found a good position as he brought the covers around us. We snuggled, it was nice being held. I kissed his chest. I sucked his nipple. His hand massaged my ass.

"Charles when is our reservation?"

"Eight o'clock, we have an hour." We set the clock, we woke up fifteen minutes later, we had to get ready, I had to change my breasts and my dress.