Sightseeing with the Practice Man

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

"Sure if you need company sightseeing."

There was a pause in the conversation, then Marc spoke. "No that's fine, I will wait for Giselle, thank you anyway." He closed the door he was gone. I accidentally knocked over a couple of cans of spray from the desk when I put down my earrings.

Knock, Knock, Knock. "Samuel? Is that you?" I heard my mother three feet away.

Shit, shit, shit. "Um yeah, I just got up I'm going to run in the shower."

I heard her lean on the door. "Okay, we got food."

***

I had to take off all my makeup. It took forty minutes to get on, it took four minutes to come off. My eyes were a little red. I needed to get the pink off my fingernails. My polish remover bottle was empty. Shit, shit, shit.

Marc texted me, he seems disappointed. I texted him back that I hoped he would forgive me. I should have thought this through better.

I took a shower and put on my sweatpants and a sweatshirt. My mother and Kiera were the last people I wanted to see today. And I had to get to my mother's bathroom to remove the nail polish glowing on my fingers. I put a towel around my hands and I walked out my door. The first time today.

Keira saw me first. "I thought you were busy tonight."

"I was, something came up." You came up, I wanted to tell her.

"Well," My mother announced from the kitchen, "Sit down and eat since your home, and alone. I met Keira at the Indian restaurant. We figured you were busy... we would have a late lunch together."

"Mmm-mmm." I wasn't hungry at all.

I stood there with the towel in my hand, I had to tell her I needed something from her bathroom. I couldn't think of anything, I was blank, I'm never blank. "I will be right back." I then snuck into her bathroom. I found the polish remover, she was almost done, I would finish off the bottle.

"Come on we are starting." I heard my mother call from the kitchen. My hands were shaking.

A couple of minutes later, my nails free of the perfect pink, I headed into the kitchen with the women. To think I was a woman less than an hour ago.

My mother looked up, a smile on her face. "I'm going to Leda's later." Leda was her sister, too little too late. "Oh, we met Marc."

***

My mother got ready to go to her sisters, and Kiera got ready to leave. I was in no mood to hang out with either one of them. I wanted to text Marc again.

Keira left, she was a little mad at me for trying to get rid of her, especially since I didn't have a good excuse. My mother cornered me in the kitchen. "The Hammond's son was looking for Giselle." She looked at me, it felt like an hour. "How long will it take for her to get ready?"

"What?"

"How long? I will knock on their door and tell him, he seemed upset he wasn't going to see her today."

I was quiet, I didn't know my mother knew of my crossdressing or did she? "Um, I don't understand."

"Stop, Giselle." She shook her head, "Like I didn't know. You lock all your girlie stuff up but your wastebasket is full of cotton balls and finished mascara and lipstick tubes. I know it's not Kiera's. How long to get beautiful?"

"Forty minutes or so, I guess." I felt a little relieved, but embarrassed.

"I will tell him an hour, next time wash all the mascara off your eyes too." She smiled and left with her bag.

Marc texted me right away, 'five-thirty on the dot, can't wait.'

I started all over again, the makeup, the lingerie, the dress, the painted nails. Slipped on my heels and hat and gave myself a puff of Chanel. I couldn't wait, I couldn't breathe, I was so excited.

***

Knock Knock. I opened the door slow, Marc was in the hall with his arms crossed. "Your Aunt tried to pawn me off with her little friend you know."

"Did she?"

He took my hands as he looked at my pink nails, he moved to my breasts, and then his gaze landed on my eyes. "There is no substitute for a beautiful woman." He then leaned in and kissed me on both cheeks. I froze, and I had a smile frozen on my face. "Let's go, I want to show you off to the world."

***

We got in a town car and headed for the city. If this was a movie, this is where the montage would be.

We started downtown, Twin Towers Memorial, Battery Park, The Staten Island Ferry, a drink on Wall Street. We made it to Soho and Noho and went to visit the shops. Midtown, we passed the Empire State Building, Times Square, 30-Rock, we ended up in an Irish Pub.

They knew Marc here, and they took us to the sixth floor. It was beautiful, quiet, and had a view of bright, busy West 44th Street.

"I love a view," I told him.

"Not much of a view, I know a place." He said while glancing that way.

I smiled, I was easy, I like any view. I especially liked the one on the other side of the table. It was late and I was tired but the view kept me completely interested. He was a wonderful sightseeing partner.

"What would you like?" His British accent was so much thicker around the Irish staff.

"Something you love?" He smiled at me and called over the waiter. He pointed on the menu and the waiter took off.

"This is a pretty authentic pub, I would love to take you to Ireland to experience a real one."

"Whenever you're ready." We laughed as the waiter brought over two pints.

A tall imperial pint with brown creamy liquid was offered in front of me. "You are assuming that I have never had a pint of Guinness?" I smiled and licked my lips.

"Ha, ha, I'm assuming you have never had an authentic pint of Guinness. This is as close to Dublin as it gets.

We picked up our glasses together, I loved the way my pink nails contrasted with the dark liquid. We held them up and clinked. "Sláinte!" I said as he laughed. I watched Food Network I could 'Cheers' in multiple languages.

As the glass went to my lips Marc was watching me intently. I took a big gulp to start, but he wasn't putting down his glass. My eyebrows went down in my 'What the heck' position, he was going to swallow it all, showing off. I kept going as we locked eyes. He finished and put down the glass hard on the table. I finished a couple of seconds later the foam above my lips. He watched me lick it off.

"Ha, you drink just like Luna. Actually, you are very similar to each other. You know her dogs only like her, and now you." We laughed and he ordered more pints and some food. It was a wonderful end to a wonderful night.

We got back in the town car and headed back to New Jersey. I was tired and I leaned into him, he put his arm around me, my hair just touching his cheek. I fell asleep, with my hat in my lap.

I awoke in front of my building. It would be the first time I was dressed as a girl walking through the front doors. I always went up and down the back stairs. Once inside the lobby, we headed to the elevator. We looked great together in the mirrors on the walls. My makeup was still perfect. I held him and took a picture in the elevator. I had been taking pictures all night. Before we got to our floor Marc grabbed me around the waist and pulled me in for a kiss. Our first kiss. I instinctively put my arms around his neck as his tongue entered my mouth. We ended up on the first floor again and had to move out of the way for six people. I just held him and waited for the fourth floor again. This was my favorite part of the night. So far...

***

It was midnight once again like it is every night, but a little bit better. We were standing in front of my door. I didn't want him to leave.

"Will you come in for coffee?" I asked him, falling in love with his eyes.

"I will have to ask my stepmother, she doesn't like me out late with strange women."

"Huh." I made a hurt look on my face, I was loving this. "Tell your mother I'm not strange, I'm quirky." He kissed me again. It took a while before I was able to open the door. We fell in and I put him on the couch.

"I will be right back." I went into my room shaking, washed up, and checked my makeup. I then went to make coffee. He was behind me. "Would you like me to teach you how to make the perfect cup of coffee?" I asked him in my seductive voice, which I have been working on since puberty. He kissed me on the neck and I gave him two empty mugs to take with him back to the couch.

I was getting way too excited knowing there was a man here waiting for me. I didn't really know what I was going to do. If I was all woman I would throw myself at him in just thigh highs and heels. I would have to play it more delicately.

We sat close together on the couch as we drank our coffee. He told me about his venture and idea for a restaurant bar. Everything sounded great, and I loved how his eyes shone as he explained it. He had a couple of more investors he had to convince and then he would be able to hire and open. It would mean more time in the states. He was very excited, I loved that he had a passion for what he was doing.

We put down our cups and he looked at my legs. They were peering through the slit in the dress. He lifted my right leg and placed it over his left one. My heel making me look very sexy. I scooched a little bit closer as he leaned into me. He stopped before he reached my lips, his hand on my cheek, then in my hair. I was hoping my wig wouldn't move. Then he kissed me again. I had never made out so much in my life. Keira wasn't much of a kisser and I couldn't really remember my past girlfriends, all of them failed in comparison to this man.

I closed my eyes again and let him hold me. Our tongues danced, it was wonderful but I was getting extremely excited and so was Marc. I felt his cock harden and start to push against my leg. I decided to slip completely onto his lap. I now felt his hard cock push against my bottom. I loved knowing I was turning him on.

I was rotating on his lap, his manhood rubbing between my soft cheeks through my cotton dress, getting harder with every rotation. I stopped kissing him and took a sigh, I was feeling an orgasm start, and I didn't even touch myself. My lower body was moving and the feel of his cock under me was amazing. My eyes opened wide. "Oh my god, Marc..." I whispered and then I leaned against him as I started cumming. I had never felt like this before. I couldn't believe I was so horny on our first date. I felt his hands go to my breasts as he started kissing my neck, I was moving even more frantic on him. His lips and tongue were all over me.

I was a little embarrassed, my panties soaking wet, as I looked at him. He kissed me again. "Giselle, you taste wonderful..." Then he moaned. I felt his cock pulse, he was cumming. I was making my first man cum. His hands were once again massaging my breasts. My little chicken filets were getting a workout, and I was wishing I had my forms on so he could feel a nipple. He came for so long and I imagined licking him clean. Finally, we both took a big sigh of relief and I fell against him as he leaned back exhausted. I didn't want him to leave.

***

Marc had a couple of more meetings on Saturday morning so I soaked in the bath. I wanted to be smooth and soft against him later. I felt every bit of masculinity wash down the drain with the sudsy water. I tucked myself in and put on my C cup breast forms. I stood in front of the mirror, I felt and looked all female. Having an orgasm with a man completely put me over the edge.

I got a call from Luna asking me to come over for lunch. Both Philip and Marc were out with the investors and she wanted to dish.

I had on tight blue jeans and a white peasant top. It had long billowing sleeves and was quite thin, my bra was very noticeable under it, and so was my tight belly. A thick necklace hid my breast form seam. I put on four-inch sandals to show off my nails again. I put on my long press-on nails this time and I painted them dark purple to contrast with my red lips. I parted my wig on the side, having it fall in front of my face, and put on dark sunglasses to head to Luna's.

Of course, the two Maltese puppies went crazy when I walked in. "You know," She told me. "You are one of the only two people who make the puppies happy, me being one of course. Haha. And well, you know who from 4A." 4A that was my apartment.

I swallowed, "Luna? I have to tell you something."

"Well if it's about your male twin, don't worry about it, the puppies figured it out for me." She came over and hugged me. That was easy, I was thinking I should tell Marc soon. When I was very drunk. When he was very drunk.

"I love your hair," I told her. "It's so long, I want to run my nails through it." She had the most perfect hair. Long and brunette and shiny. It came down to the middle of her back and she did nothing but play with it like I did mine. I wanted to be just like her.

"So how was the big date? Marc did nothing but talk about you this morning." She smiled as we drank more coffee.

"You don't mind me seeing Marc now that you know?"

"What? Who cares, I got so many points from introducing you two."

I almost forgot about her crazy point system. "He is so wonderful. I told her." I wanted to tell her he was my first, but of course, I wouldn't.

"I didn't know you were such a slut. He told me you ended up on the couch together."

I was surprised, "He did, did he."

"He did." She giggled. "You make him very happy."

Do I? I was afraid I would do something wrong, it was totally outside my wheelhouse, and told her. "I was afraid I would screw it up," I laughed. "I'm not an expert on men."

She stood up and walked to her laptop. "Maybe you just need practice." She walked back and sat at the table again. "Okay, done. Practice is coming."

I didn't know what she meant, but I didn't care. We hung around together the rest of the morning into the afternoon. She made me a crazy concoction with orange juice, bitters, and Ouzo it was strong but amazing. As I was about to get ready for my get-together with Marc, she got a call from the front desk.

"Sure, can you bring it up? Okay 4D, right." She hung up and we finished our drinks, then there was a knock at the door. It was the man from the desk downstairs. He smiled when he saw me at the table.

"A package for Giselle Morrison?" he said.

"Yes, here you go, thank you, Ken." She then put the package on the table and pushed it toward me. It had my name on it. "Practice." She laughed and I left with my cardboard box.

***

I had another hour before I would get to see Marc so I opened the package.

"Oh my God," I said to myself as I saw what was inside. "She has got to be kidding me." I pulled out a large cock in clear plastic packaging. It was so real looking, and so hard. I started to laugh again. I sent a text to Luna.

'How much practice do you think I need?'

She sent one back. 'You will know when you are ready.'

She was crazy.

I had to find a razor to cut the plastic open. I couldn't imagine someone buying this in a store. I couldn't imagine being able to get this in minutes, but we did. She must have an account at an adult store, I laughed once again. Once it was out of the plastic and in my hands I was amazed at how realistic and life-like it was. It had a big sticker on the front that claimed 'Nine Inches Perfect For You Or That Someone You Love.' "Ha."

It had a big suction cup on the bottom below the balls and it came with directions. I was going to learn to please a man from a little piece of paper in Spanish, French, and English. I first washed it and put it on the table. I would definitely need to hide this from my mother. The crazy thing was holding it and playing with it in my hands was turning me on. I put my sunglasses on and got close to it with my red lips. I took so many pictures. I looked so sexy, I WAS going to do some practicing with this. Luna was a very sly, smart woman.

The hour flew by and I heard Marc and Philip return. I hid the massive cock and washed myself up. I put on my Chanel and brushed my hair and waited for Marc to come and get me. He was now officially dating a hot blonde with a big ass and red lips, ooh, and a big cock.

***

Another day of sightseeing in my heels. I was very happy wearing my tight jeans and showing off to Marc and other men. My ass and front looked incredibly female.

We stayed mostly in midtown and visited places that he had been to before. I started to realize I was the tourist, he was giving me the tour. He was from England and more familiar with this city six point three miles away from me. We were holding hands the entire time. When we walked through Central Park I kissed him and told him, thank you.

"For what?" He asked.

"Oh, just everything."

***

We made our way downtown again. I didn't want this day to ever end. I was getting texts from Keira, my mother, and Luna, but Luna was the only one I was answering. I sent her so many pictures.

"Do you want to see why I came here to the states?" He asked me, we were heading down Eighth Avenue and stopped in front of a closed storefront. He took out a key, pressed a couple of buttons on a box against the door, and we were in.

"There will be three of these in New York City. I call it The Honeymoon Laundry & Mead, What do you think?"

I looked around, it was quite a large space. I felt so small in it. It was one part bar and another part Laundromat. There were tables set up for a restaurant and then washers and dryers on the whole other side, away from the bar.

"Can you turn on the lights?" I asked him.

Click. It got so much brighter with twinkling fairie lights and neon signs, and even lights in the washing machines. I spun around, it was a beautiful space. "I love it. I could live in here." I told him giggling.

"If you love the look wait 'til you try the mead. That's my main reason for opening this place." He took my hand and brought me to the bar. Everything was set up, it looked like he could have opened in an hour. He sat me at one of the stools, I crossed my legs, put my hands in my lap and he hopped behind the bar. He took out a couple of little glasses and pulled out five bottles of what I figured was mead. He then came around and sat next to me.

While he was filling up the ten little cups he told me a story. "In Wales where my family is originally from, mead was used to toast the bride and groom. Mead is made from honey just like rum is made from sugar cane."

I shook my head, I loved listening to him talk.

"After a wedding, the bride and groom were given enough mead for them to toast each other every night for the next month. They say it's one cycle of the moon, and that's where the term Honeymoon comes from." He shrugged his shoulders and smiled at me and then he pointed at the huge 'Honeymoon' sign behind the bar.

I was taking it all in, I felt so warm inside. I loved a bit of history, especially romantic history. The whole bar resonated with me, it was kitsch but it was all functioning kitsch. He then gave me one of the ornate shot glasses.

"Cheers," I said smiling at his wide grin, I could tell he was enjoying himself. He watched me take the first sip. I closed my eyes and a smile came immediately to my face. "Marc that's so good."

"Out of ten stars, what do you give it, ten is best."

I tasted it again. "Mmm. I like it, a slight taste of honey at the end, just a perfect drink. Ten, definitely ten."

He laughed. "Okay, how 'bout this one, it's hazy, has oats in it." And he poured.

I tasted the next one. I had a look of determination on my face, I wanted him to see I was taking it seriously. I thought for a couple of seconds. "Mmm, ten."

"Ha, ha ten again?" He squeezed my hand and then watched me finish it off. "Marc I love it, and I love the history behind it, knowing that, makes it taste even better."

"It does? Good. Here, this one is a little different it's infused with spices, hibiscus, and some others, might be a little powerful."

I smiled as I watched him pour again. Alcohol was something I loved. And I loved watching a man pour a drink for me. It was dark red, I picked it up and I took a tentative sniff and then sip, then just drank the whole thing, my eyes nice and wide.