Sibling Rivalry: LeeAnn's Story 2

Sibling Rivalry: LeeAnn's Story 2
by RogerGirl

  I wake up the next morning and get ready for my day.  I decide to hit the gym and put on my new workout outfit.  As I'm about to leave, I'm interrupted by a knock on the door.  I open it and see Daryl standing there.

"LeeAnn," he says, "Can we talk?"

"Sure," I respond.

"I know you'd rather be with Victoria," he says, "and you know I'd rather be with Jeff.  For now though I don't see any way of us switching places, so I have an idea."

"What's that?" I ask.

"Maybe if mom and dad thought we were enjoying our switched roles and saw us getting along," he continues, "then they might let us switch back before the cruise is over."

"What are you suggesting?" I ask curiously.

"I think we should act like you're really into Jeff and that I'm into Victoria," he responds, "Maybe it won't be so bad seeing things from the other side."

  I tell him I'll think about it and head to the gym.  Luckily, most people have gone on shore so I have the gym to myself.  I put on my iPod and begin my feminine workout.  Suddenly, I notice I'm not alone.  I turn and see Jeff smiling at me.  I turn off the music as he comes over to me.

"Kind of hard going on shore when you can't show your passport," he says.

"What do you mean?" I ask nervously.

"Don't worry," he responds calming me down, "I saw you with your family when you came on the ship, except you were a boy then.  While the rest of my group was setting up in their cabins, I was walking around the deck.  I was a little surprised when I saw you at lunch later as a girl."

"I can explain," I say, "My parents came up with this punishment to get me and my sister to stop fighting.  I don't normally dress like a girl and I'm not gay."

"I know," he replies, "I can tell by the way you look at Victoria.  I could also tell Daryl is more into me.  I won't tell anyone your real identities, but I think I know a way you can get a little time with Victoria."

"Really?" I ask happily.

"Yes," he says, "but I also think you look pretty hot as a girl.  If you don't mind, I'd like to help you have some fun.  This is your graduation cruise after all."

"Fun?" I inquire hesitantly.

"Don't worry," he answers, "I don't mean sex or anything, just some dance classes, activities on the ship, a little kissing if you're up for it.  I want to give you the full Jeff's girlfriend experience."

"OK," I say, "Daryl suggested earlier we pretend to have fun.  I don't know about the kissing, but the rest sounds OK."

  After our workout, we head back to our cabins to shower and change.  I'm not sure what he has planned for our day, so I put on a short denim skirt, a tank top, and wedged heels, with one of my swimsuits underneath.  I grab my purse after doing my hair and makeup and head downstairs to where he is waiting.  While this all still feels pretty weird, I decide to forget I'm really a boy and try to think like a girl.  

"Wow," he says as I walk over to him, "You look amazing."

"Thanks," I say confidently, "So, what do you have planned for us?"

"Oh, it's a surprise," he answers.

  We begin by heading to the dining area to get some lunch.  As we eat, we tell each other about ourselves and by the end of lunch we're laughing and joking like old friends.  As we talk, I learn he is going to college not far from where I will be and that he has long wanted to try dressing as a girl, but has been afraid of getting caught and is afraid that because of his size and muscular build he won't look very good.  I tell him that I will let him try some makeup later, but that my clothes are all too small for him.  I begin to realize that this is one of the reasons he was so interested in me the day before.  I also find out that we will both be turning eighteen while on the cruise.  His birthday is today and mine is in two days.   

  We finish our lunch and play a few games of mini golf.  I can tell that he is letting me win when he misses some easy shots.  On the final game I tell him not to hold back and the score is much closer, but I end up winning by a couple points.  After golf, we head to the rock wall and then get some ice cream.  We finish our ice cream and walk around the deck holding hands.  After our walk, we lounge by the pool for a while until it's time to go change for dinner.  At one point Jeff gets up to get us some sodas and the woman next to us smiles at me.

"You two make a cute couple," she says as she packs her stuff, "I wish I had a boyfriend like that."

"Thank you," I say without attempting to correct her.

  The woman gets up to go to her room before Jeff gets back.  He returns with the sodas and we sit by the pool a little longer.  Soon it is time to go change, and he tells me to wear something sexy because we are going to a dance class after dinner.  I go to my cabin and spend a lot of time looking for the right dress.  I finally decide on a black dress that is short enough to be sexy, but long enough to wear to dinner.  I know today is Jeff's birthday, and even though I'm not a real girl I want him to have a fun birthday.  

  I join my family for dinner and we tell each other about our day.  I decide to leave Jeff out of the story for now.  I glance across the room and see Jeff's friends and family celebrating his birthday at their table.  Even though I'd still rather be spending time with Victoria, it's nice to have someone who knows my secret and treats me like a friend.  Had it been anyone else, he or she would have probably told everyone about me and made fun of me for being stuck as a girl.  After dinner, I say goodbye to my family and walk with Jeff to the dance class.      

  Inside the class are many couples.  Some are older couples enjoying their retirement, others are middle-aged on vacation with their families or celebrating their anniversary, some are newlyweds on their honeymoon, and others are just dating.  In order to keep things simple, we pretend to be boyfriend and girlfriend.  The instructor teaches us some basic dance moves to begin the class and more complicated ones as the class continues.  While I spend most of the class dancing with Jeff, for a few dances the instructor has us switch partners.  On one dance I find myself dancing with a nice old man that reminds me of my grandpa.  He's a pretty good dancer and surprisingly light on his feet.  The middle-aged guy I'm paired with on another dance is not as graceful and constantly apologizes for stepping on my feet.  Luckily he's wearing loafers and my heels aren't open-toed.  Jeff, to my surprise, is a pretty good dancer and the instructor compliments us on how well we dance together.  At the end of the class, he asks us to dance for the rest of the class.  

"Is it OK if I kiss you?" Jeff asks me in a whisper as we are about to complete the dance.

"OK," I respond realizing that it would be good for our act as a couple, "but no tongue."

  As we finish our dance, Jeff leans in and kisses me softly on the lips.  We break the kiss as the other couples clap.  As I look at Jeff, I realize I still feel exactly the same as I did before.  The kiss hadn't made me suddenly become gay like you might read in a lot of stories on the internet.  I still like girls, but I have to admit the kiss wasn't as bad as I was expecting it to be.  After the class finishes, we say goodbye to the other couples and head over to the teen center.  I go inside to find the other girls and to my surprise, Daryl is on a couch making out with Victoria.  He is really committed to pretending he is enjoying being a guy.  Finding the rest of the girls with the guys they met the night before, I go back to Jeff.

"Since it's your birthday," I say, "I'd like you to come to my cabin to give you your present."

  Now, before you get any ideas, it's not the kind of present you're probably expecting.  I take him inside and have him sit down on a chair.  I take out my makeup and begin to make up his face.  If you remember, I did promise him I'd give him a makeover.  As I put the makeup on him, I notice he looks kind of pretty.  His body is still very manly, but his face is soft and somewhat feminine.  I remember I packed a wig just in case I wanted to try a different style.  I get the wig and brush it out and put it on his head.  Surprisingly, from the neck up he looks like a pretty cute girl.  

"Are you ready to see how you look?" I ask.

"Yes," he replies nervously.

"OK," I say, "Turn around."

"Wow," he exclaims, "I look pretty hot.  I just wish my body was more feminine like yours."

  We spend the night laughing and joking around until it is late.  I help him remove the wig and makeup and thank him for a fun day.  I hand him his jacket he loaned me the day before as he leaves.  After he leaves I change into my pajamas and go to bed.  Jeff had promised he will try to find a way for me to get some time with Victoria tomorrow and I am eagerly looking forward to it.  Even though I had fun with Jeff, my mind was still on Victoria.  I have to admit I was a little jealous watching her make out with Daryl, but hopefully I can be in Daryl's place soon.