Mom's Unique Punishment - Part 18

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As I mentally debated my options I knew I had to make a decision. And even though I was well aware that I was still a boy, I so wanted to go out on a real date and have some dating experiences. Even though I still found some girls attractive I was too afraid to even think about trying to romance another girl. But on the other hand, I couldn't imagine going all through high school without having a chance to date. So, even if it meant dating another boy, it had to be better than being totally alone for my entire high school experience.

"Sure, Kyle. That will be great. I'll check with my mom later just to make sure it's okay with her too." I lied. I figured that would buy me some time and a little wiggle room if I chickened out later. I also knew that I really did want to talk to my mom about the situation and get her input.

After supper that evening, I went up to my mom's room. "Mom, do you have a few minutes to talk?" I asked nervously.

"Sure, honey. What's up?"

"Well, I have some news."

Is it about school? Is everything okay, honey? Don't keep me in suspense.

What is it?"

"Everything is okay at school. It's not that. It's about a boy. He's on the Saint Benedict's football team and he was at the cheerleading tryouts a few weeks ago. And he kind of started talking to me, you know and we've been talking on the phone and stuff lately."

"So that's who you've been chatting with on the phone. That's wonderful, honey. I always knew some boy would be interested in you. I just wasn't sure how you would react," Mom said.

"Well yeah, I kind of knew it too, I guess. But this boy, Kyle's his name, asked me out on a date for Saturday night. He asked me to go to the movies and then stop somewhere for something to eat. I wasn't sure what to do but I told him yes anyway. But I said I would have to check with you first. Do you think I should go, mom? I'm really scared."

"I know honey. It's a big step for any girl. I still remember my first boyfriend. And believe you and me I was nervous too. I was almost sick to my stomach that day if my memory serves me well. And I know this is even a bigger step for you in lots of ways due to your unique situation. It really depends on how you feel and what you want to do, so what do you think about it?"

"I'm not sure. I mean I'm nervous and scared. I don't really know what to expect from a boy on a date?" I said as I sat down on her bed.

"I've never been on a date with a girl or a boy. What should I do if he puts his arm around me in the movies? Suppose he tries to kiss me? Should I let him? A lot of my friends at school talk about having sex and stuff already but I certainly can't do any of that. I just don't know, Mom. I just don't know. I mean I'm a boy too and that would be weird."

"Well first of all, you can't worry about everything all at once. And yes, you are still a boy in some small physical ways but if you really think about it, you're more girl than boy. I mean you're in a girls' school and you even made the cheerleading squad so don't sell yourself short. You're a very feminine and pretty young girl."

"Yeah. I guess I am. But mom, I'm still a boy down below."

"Well, yes, that's true. But that's your little secret and it can remain so, honey. I mean we both know that you are more of a girl than ever. I mean just look at yourself. And you know that going out on a date with a boy doesn't mean you're going to reveal your secret to him. So, you just need to make sure you date nice, respectful young men. Is he a nice boy, honey? Does he talk respectfully to you?"

"Yes mom. He is very nice and he's really polite and stuff."

"Well that's always a good sign. Believe me, most boys still take their cues from the girl so if you act ladylike and set the limits, nice boys will always respect that. So you just have to remember that you're in charge of your body and you make the rules. But honey this is your first date so you don't have to worry yourself about any of this. I'm sure your young man will be very nice and respectful. And besides, you may not even like him that much. You never know until you spend some time with him."

"Yeah! You're right but I think I will like him. I mean he seems really nice on the phone. Sandi likes him too."

"Well, that's a good sign too. Sandi seems like a pretty good judge of character.

"So do you think I should go, mom? Should I go out on a date with a boy?"

"Well if it were you, I would go but it's really your decision, honey and I know it's not an easy one for you. But the only way to know for sure how you feel is to give it a try and see what happens. Even if you go and you hate it, it's only one night. But my guess it that you will find out that you will enjoy yourself more than you think."

"Yes, I guess that's true. Or at least I hope so. Okay, that settles it. I'm going to go out with him."

"Oh honey, that's wonderful. I'm so excited. I think I'm going to be more excited and nervous than you are. We'll have to make sure you look your prettiest for your date. What will you wear?"

"I'm not sure. I was thinking jeans but I have so many cute skirts that maybe I'll wear one of those."

"Yes, I'd definitely wear a skirt for my first date if I were you. And we can set your hair that day to give your hair some extra curl and body. Boys appreciate it when girls go to extra trouble to look pretty for them on a date."

"Thanks mom for your help. I'm going to call Sandi now and tell her Kyle asked me out."

Naturally Sandi was all excited when I told her the news. She told me to wear the skimpiest little skirt and top I had so I would drive him wild with desire. She said she just loves to tease guys by being as sexy as possible.

"In fact I have the perfect skirt for you to wear. I just bought it last week but its perfect. I even have a great top too. I'll bring them to school tomorrow."

When she showed me the skirt and top the next day, I had to agree that they were really adorable. I knew they would look so cute on me.

"You don't think the skirt is too short?" I asked her hesitantly.

"Nah. I wore it last week and my panties didn't even show so you'll be fine unless you want them to show." Sandi laughingly replied.

"Sandi! I certainly don't want Kyle seeing my panties, especially on the first date. Remember, I'm the nice girl," I said, knowing that I sure didn't' want Kyle to see my panties or what was hiding in them.

Naturally my Mom loved the outfit when I showed it to her and held the skirt up to my waist.

"Dani, that outfit is simply darling. It's perfect even though it is a bit on the short side but you young girls can get away with that. Plus you have such a cute little figure. I'm sure Kyle will really like it too, unless he's blind."

"Mom!" I pouted as we both laughed at her little joke.

I was pretty nervous when Saturday rolled around. I still didn't say a word to my brother about my date. I was praying that he would not be around when Kyle picked me up. I just didn't want him to know since I still felt a little embarrassed about dating a boy. Even though Mikey had seen me in many feminine situations, somehow going out on a date was by far the most feminine thing I've ever done. Even I had to admit it was taking my masquerade to a whole new level.

We had cheerleading practice that morning so I rushed right home as soon as it ended so I would have ample time to get ready for my date. Later that afternoon, Mom helped set my hair in hot rollers so my hair would have some curl to it. After she finished, I decided to take a nice hot bath to help me relax. As I soaked I carefully shaved my legs since I hated to see any stubble on my knees and shins. The sight of that just grossed me out. Taking a bubble bath and shaving my legs always made me feel extremely feminine. There was just something about it that had an effect on me. Taking my legs out of the water and lathering them with shaving cream always struck me as so girly. As the razor glided slowly and carefully up my lathered legs, it removed every last vestige of hair and stubble leaving my legs silky smooth. As I finished shaving my other leg, I couldn't help but think that in an hour or so Kyle would be sitting next to me. I knew he would see a lot of my smooth, cleanly shaven legs since I would be wearing such a short skirt. Even my toenails looked pretty since I did a French pedicure last night on them. I wondered what Kyle would think of them.

"Honey, you better hurry up. It's getting late. I thought you said Kyle was picking you up at 7 pm?"

"Yes, he is."

The next voice I heard was my brothers as he shouted from his bedroom.

"Who's Kyle?"

Oh shit! Now he'll know about my date. This is just what I need. Oh well, not much I could do about it now, I thought as I wrapped a towel around my torso.

"Who's Kyle?" I again heard my brother asking from his room.

"Your sister has a date tonight with a boy from Saint Benedict's Prep," Mom answered. I couldn't believe my ears. How could she be so stupid and tell him I had a date? Why did she have to ask me what time he was picking me up? Now I have to deal with my stupid brother.

With that comment, Mikey opened his bedroom door at exactly the same time as I opened the door to the bathroom. Looking at me, he asked the obvious question.

"Tell me mom is kidding. Please tell me you don't really have a date with a guy tonight. You've got to be kidding me. How can you go out on a date with a guy? Isn't that being a bit unfair?" he said incredulously.

"No I'm not kidding you and yes I have a date with a guy tonight. It's not such a big deal. If you must know, we're just friends. Besides, I don't need your approval if I want to go out on a date. Now if you'll excuse me I have to get ready for my date," I said in a huffy manner as I walked into my room, closing the door behind me.

I could hear my brother still mumbling to my mother as I sat down at my vanity. Absentmindedly, I opened a jar of aloe skin lotion and began to liberally lotion my cleanly shaven legs as I wondered if he was right. How could I be going out on a date with a guy? Was I really being unfair to Kyle? I guess I was in many ways but after all he was the one who asked me out. I didn't flirt with him or anything. I just said yes, that was all. But shouldn't I really be dating girls and not boys? I knew it wasn't normal for me to date a boy but dressing the way I was made it even harder to date a girl. And how would I even approach a girl to ask her out. Besides not too many girls would want to have a boyfriend who is as pretty as they are. And I couldn't imagine any girl wanting to date a boy who is a cheerleader on an all girl squad. But I also knew there was no turning back from my date with Kyle. It was now a little past six and Kyle would be here in less than an hour so I was going out on a date. It was simple as that. I dropped my towel and applied lotion to the rest of my body. My skin glistened as my body absorbed the fragrant lotion. After I finished with my lotion application, I grabbed my robe from the back of my door and wrapped it around me. As I sat back down at my vanity and looked at my reflection in the mirror, I saw Danielle. Even with my hair in rollers and without any makeup on my face, I still looked like any other teenage girl. Even I had to admit that I was pretty in a very natural way. Makeup only enhanced my natural beauty.

Knowing it was getting late I started to do my makeup. Even though I didn't' wear makeup every day, I wore it often enough that I was fairly skilled in its application. I always started my beauty routine with some vitamin e lotion. I next dabbed a bit of foundation in little dots around my face, gently blending it in with a cosmetic sponge to give my face a nice smooth base. I had a nice complexion so I didn't often wear foundation but tonight was special. After I was satisfied with my foundation coverage, I moved to my eyes. Usually I just wore a little mascara but tonight was different. I wanted my eyes to look more glamorous and exotic. I applied some eyeliner to both my upper lid and right below my lower lash. It was a very pretty blue shade, kind of in between a baby blue and a darker shade. It really accented my pretty blue eyes. I next applied my eye shadow in stages. I first put on a slightly darker shade in my eye crease and then applied some lighter tones both above and below the crease, giving my eyes some drama and depth. I finished them off with three coats of black mascara being careful not to get any clumps. As I sat there at my vanity, I applied a little subtle pink blush to my cheekbones and some lip-gloss to my lips and then finished and set my entire look with an application of face powder.

Satisfied with my look, I decided to dress first and then worry about styling my hair. I decided a few days ago that I wanted to be very secure down below so I planned to wear a very tight spandex pair of thong panties. Over those, I selected a pair of very pretty pale beige panties that complemented my bra. After donning my panties I removed my robe to slip on my matching beige and very pale pink bra. I grabbed my skirt and gingerly stepped into it, pulling it up into place before slipping on the borrowed top as well. I had my shoes laid out by the bed but decided to do my hair first.

I was just getting ready to start on my hair when mom knocked on the door.

"Can I come in?"

"Sure. I just finished dressing." As the door opened I stood up and turned towards her and asked her how I looked.

"So what do you think? Do you like it? Is the skirt too short, mom?"

"You look absolutely perfect. That outfit is so sweet. I just love it. It's short but it will be fine. Just be careful, that's all. Let's get those curlers out so you can do your hair. It's getting late. Kyle should be here in a few minutes. Are you nervous?"

I sat down and one by one carefully removed the rollers.

"Yes, a little but not as much as I thought, at least so far," I said as I admired all the curl my hair now had. Those steam type rollers are great. They give you so much body in such a short time. After I had them all removed, I leaned over and really shook out my hair and gave it a gentle brushing before starting to style it. My hair had really grown a lot since last summer and it had such a nice texture. As I combed out my hair, I asked Mom if Mikey said anything about me.

"Oh honey, you know how brothers are. They never think their sisters are pretty. I remember when I was your age your uncle Jack never thought any boy would be crazy enough to date me. Brothers never think their sisters are cute enough for some boy to want to date them. So I think its natural for your brother to be a bit surprised by all this. That's all."

"I hope so," I said as I continued to fuss with my hair. After a few minutes of using a hot iron and my dryer, my hair started to take some shape allowing me to comb it out and style it. I finally gave it a little holding spray and then stepped into my open toed wedgies and turned to examine myself in my full-length mirror.

Mom gave me her final stamp of approval and a big hug.

"Honey, you look precious. That Kyle is a lucky boy."

"Thanks mom," I said as she left. I hoped she was right.

As I looked at my reflection I thought the skirt and top looked really good. Mom was right. The skirt was so pretty. It was a very short, ruffled skirt in beige and pink; it was in a very muted color scheme. The skirt had tiny beige flowers sewn into the ruffles, giving it a lot of texture while still being extremely feminine and cute. The beige top was sleeveless with lacy, spaghetti straps. It was a little on the low cute side, just a hint of cleavage showed which helped me feel a bit more girlish and confident. This was definitely the most feminine outfit I ever wore. I know I looked totally feminine from the waist up and I was very comfortable with my perky breasts. My legs looked so soft, smooth and silky. The picture of femininity was completed by my nice pedicure. I looked cute and sexy but still polished and classy. I stood there for a

few minutes checking myself from all angles and then gave my makeup a final check. I reapplied some lip-gloss and sprayed myself amply with my favorite perfume. Finally I checked my purse, making sure I had some money, my lipstick and perfume and mom's cell phone that she leant me for the evening. She promised me of my own on my 16th birthday. I hated that I still didn't have one since all my friends did.

I heard the doorbell ring and I could feel my stomach drop. Oh my God, Kyle is here. I'm really going out on a date with a boy. I must be crazy doing this. As I looked at myself in the mirror, I realized I forgot my earrings so I grabbed a long dangly pair and slipped them through the hole in my earlobe and then slipped on a few bangle bracelets, just as mom called to let me know that Kyle arrived. It was now or never.