"So what are you guys planning to do today?" my girlfriend Kaylee asked me when I picked up the phone.

"Well, all the guys are going to the ballgame this afternoon," I replied.  "But I'm not going because I want to spend the afternoon with you."

"Oh aren't you the sweetest!" she gushed.  "I've got the best boyfriend ever!"

Deciding to add a little humor to the conversation, I said, "Is he better looking than me?"

"Oh yes, he is so handsome," she said. "Maybe you can meet him someday!"

"Very funny," I replied.  "So what would you like to do today? We could go to the pool.  It's supposed to be hot and sunny today."

"No, I don't think so. I've got a bit of a sunburn from last week at the beach.  Some of the girls are going over to Margo's today.  Let's go over there."

Now there's an invitation I don't want to pass up.  Margo's parents are divorced and her mother works all day, so all the girls often hung out over there. Sometimes some of the guys go over too.  With no parents around, we can get up to all kinds of things over there.  We usually get a hold of some beers and some of the girls like to smoke over there.  But that's not what I had in mind for Kaylee and me today.  A few times she and I have gone back to Margo's room to make out and enjoy each others' bodies a bit.  A few times she even stroked me off while all the others were out in the living room drinking beers.  So today if we go over there, maybe I can get her to go back to Margo's room!

"Yes that's a great idea", I said.

"See if Amy wants to come too," Kaylee said.

Amy is my sister and she is good friends with Kaylee, Margo, and the other girls.  She often hangs out with us.  That is all fine with me.  Amy is cool and she is the one who set up me and Kaylee in the first place.

"Alright, I'll get Amy and we'll meet you over there in twenty.  See you then!"

I hung up the phone and walked across the hall to Amy's room.  "Hey Amy, what have you got planned for this afternoon?"

"Oh hey, Jon.  I'm just going to practice some cheers."

Amy, Kaylee, Margo, and their other friends are cheerleaders.  Amy was dressed in her cheer uniform and was stretching out getting ready to practice her cheers.  Even though she is my sister, I can easily admit that Amy is a real looker.  She is 5'6'', has a slender body, perky tits, and long blond hair. Believe me, she has no trouble attracting the guys.

"Me and Kaylee are going over to Margo's.  Do you want to come along?"

"Oh yeah," she said.  "That sounds like way more fun than practicing cheers.  Let me change clothes and I'll be ready in five."

………

Twenty minutes later, Amy and I arrived at Margo's.  All of our group of friends live in the same two subdivisions and we can walk to anyone's house in twenty or thirty minutes.  Margo and her mom live on a cul-de-sac in a large 2-story brick house.  They are pretty well off, as her mom made a cleaning in the divorce settlement.  Seeing her mom's car was not there, we knew she was indeed away at work, and we were going to be in for a fun afternoon.

I rang the doorbell but didn't wait for an answer.  I opened the door and we both walked in, as we usually do at Margo's when her mom isn't there.  "Someone get me a beer!" I called out.

"What do I look like, your maid?" yelled Margo.  "Get it yourself!"

Expecting an answer like that from Margo, I said, "OK.  Does anyone else want one?"

Amy said she did and Cindy said she was ready for another.

I went to the kitchen and got three beers out of the fridge.  I opened them all and walked back to the living room, giving one to Cindy and one to Amy.

Kaylee and Cindy were sitting on the couch.  Margo was in an easy chair, and Kylie and Megan were sitting on the floor.  Amy sat in the small rocking chair next to the couch.  After giving Cindy her beer I leaned over and gave Kaylee a peck on the lips before asking her to make room for me on the couch.

Kaylee and Cindy moved over to the sides of the couch and I plopped down between them.

"So what are we talking about?" asked Amy.

"Just girl stuff," said Kylie.  "Nothing that would interest your brother."

"Oh don't mind me," I said.  "Tell me about your girl stuff."

"OK, you asked for it," said Margo.  "So I like the Clinique mascara."

"I used to use Clinique, but now I really like the Thrive Liquid Lash," said Megan.

"Oh I use Thrive too," said Kaylee.  "What kind do you use, Jon?"

"Oh I don't even need any mascara," I said.  "My lashes are naturally long and full!"

All the girls laughed at that.  Cindy turned to me and looked closely at my eyes.  She said, "Oh my God, you do have such long, thick lashes.  It's not fair.  Why do the boys always get the naturally long lashes?"

That's sure not the first time I had heard this.  It's true that my lashes are naturally long, dark, and thick.  Girls are always gushing about them.

"I know, right!  I am so jealous of Jon's long lashes.  Obviously, it doesn't run in the family," said Amy.

"Amy, yours look great.  But mine need a lot of work to look right, said Kaylee.  "His long lashes are part of what attracted me to him."

"Aw, isn't that cute," said Megan.

"Well, if mine were that long and full, I wouldn't even need to use mascara at all," said Margo.

"I know," said Cindy.  "But can you imagine what they would look like with a little mascara?"

"Hey, that's a great idea!  Let's put mascara on him!" said Margo.

"You can imagine all you want," I said.  "But you're not putting mascara on me.  No way!"

"Oh come on Jon.  Live a little.  It will be fun," said Cindy.  "What do you say, Kaylee?  Don't you want to see your boyfriend in some mascara?"

"Yeah, Jon.  You can't say no to Kaylee," said Amy.  "I think your eyes will look fab!"

"OK it's settled", said Kaylee.  "You're outvoted, Jon.  We're putting mascara on those lashes.  Margo, go get your mascara."

"Forget about it," I said.  I'm not doing it.  What if one of the other guys comes over.  I won't have one of them seeing me like that."

"They all went to the ballgame, you told me, Jon.  Don't worry, the secret will be safe with us."

Although I still hadn't actually agreed, Margo got up and went back to her room, saying, "his eyes are going to look so good when we get finished with him."

Well, I knew I was defeated, and short of just leaving, there was no way I was getting out of it now.

Margo returned with a little tube of mascara and handed it to Kaylee.

"Oh let me do it," said Cindy.

Kaylee passed the mascara to Cindy.  Cindy got on her knees in front of me and unscrewed the brush.  She moved it in and out a few times to coat the brush with mascara.  As she brought the mascara brush up near my eyes, I instinctively closed my eyes.

Cindy said, "no you need to keep your eyes open, Jon.  I can't apply the mascara if they are closed.  Don't worry, I won't touch your eye."

I opened them and she began with slow gentle brush strokes through my lashes.  She then dipped the brush back into the tube and re-coated the brush, and then resumed applying the mascara to my eye.  Having finished the first eye, she dipped the brush again and did the other eye.

When she finished, all the girls crowded around me to look at my eyes.

"Oh my God, his lashes look so good!" said Megan.

"I can't believe it.  Jon, your lashes are even more beautiful with mascara," said Cindy.

"They could be girl's eyes," said Margo.  "I think you would make a cute girl."

"Well, now I'm curious," I said.  "Let me see them in a mirror."

Kylie said, "no wait, Jon.  Margo, let's put the rest of the eye makeup on him and see how they would really look as a girl."

"No, let's do his whole face.  Then we'll know how he'd look as a girl," said Margo.

"I think this is enough," I said.  "Now let me see what it looks like and then show me how to wash this stuff off."

"Pleeeease honey!" said Kaylee.  "Do it for me, won't you?  I want to see what you look like with your whole face done.  Come on.  It will be fun."

"Oh come on Jon.  A little makeup won't hurt you.  Do it for your girlfriend," said Margo.

All the girls chimed in, "come on Jon.  Do it please!"

"After we're done, we'll wash it all off.  It will be OK, Jon," said Kaylee.

"Oh alright," I said.  "Just hurry up and get it over with."

"Let's go back to my room, where I have all my makeup," said Margo.

Kaylee grabbed one of my hands and Megan the other and they led me back to Margo's bedroom.  All the other girls followed.  They had me sit on her stool, facing the middle of the room away from the mirror, so I could not see myself yet.

Margo pulled up a chair and sat in front of me.  She first picked up a pencil and drew outlines around the edges of my eyes.  All the girls moved in close and watched as she next took some eye shadow and told me to close my eyes.  I could feel her rubbing the little brush across my eyelids applying the eye shadow.  She got another color and applied some more. She told me to open my eyes and they all drew in close and looked at my made-up eyes.

"OK, let me see now," I said.

"Not yet," said Margo.  "I have to do the rest of your face."

She squirted out some sort of brown stuff out of a little tube and used a sponge to rub it into my face.  Next, she used a pinkish stick of stuff and applied it to my cheeks.  She used the sponge again to blend it in.  Then she took some light pink lip gloss and told me to pucker up my lips.  When I did, she used it to first outline my lips and then filled them in with the pink color. And last, she dipped a large brush in some powder and lightly dusted my whole face.

"I think that does it," Margo said.

All the girls looked at me and Cindy said, "Oh my God, he could almost pass for a girl.  Great job, Margo!"

"We still need one more thing to finish his new look," said Margo. 

She went over to her closet and pulled off the top shelf a box.  When she opened it I saw a long blond wig.  She pulled it out and got her hair brush and brushed it out.  Then she brought it up to me and placed it on my head.  She again used the brush to fix the brush the sides and back of the wig and she combed the bangs down to just cover my eyebrows.  As she was brushing it I felt the long hair tickle my neck and ears.  I felt the bangs hanging on my forehead. I had never had long hair, so it felt so foreign, so different.  It felt nice.

Amy took a barrette out of her hair and handed it to Margo.  "Here, use this to hold the side," she said.

Margo took the barrette and brushed the side of my hair back and attached it to my new hair.

The girls just stared at me in amazement.  They could hardly believe what they saw.  Kylie said it first.  "Oh my God, he looks like a girl!"

"He sure does.  And a pretty girl at that," said Megan.

"Actually, he looks a lot like Amy," said Margo.

"Yes he does," said Cindy.

I have to admit, I was anxious to see myself now.  I said, "So let me see myself in the mirror."

I got up and walked over to the mirror on the closet.  When I looked I could hardly believe what I saw.  I most definitely did look like a girl (from the neck up), and yes, I did look like Amy.

"Pretty amazing what a little makeup and a wig can do, huh, Jon," said Kaylee.

As I looked at my newly feminine face and hair in the mirror, I could not help but feel excited and I felt myself starting to get a little hard.  I felt embarrassed that I looked so feminine and even more so that it was exciting me.  I hoped none of the girls would notice the slight bulge that had formed in my pants.  At least none of them said anything about it.

"You know what we need to do now," said Cindy.  "We need to finish what we started and dress him like a girl too."

(End of part 1)