Nathan's Journey Part 11

It became apparent to Nathan that Jenn's life was that of a party girl.  She really didn't work for money, yet seemed to always have more than enough.  She really knew how to get guys attention and she made the most of it.  Her's was a life of good times.  She made her way from party to party, always being the center of attraction.

That night Nathan and Jenn went to yet another party.  There were a lot of people there, none of which he knew.  He was introduced as Natalie and being too embarrassed to say anything he tried to just hide out.  Jenn made sure everyone noticed the sissy though, grabbing her little wrists and dragging hur around the party showing hur off.  There were some cute guys there and they soon took notice of Natalie.

After a few drinks Natalie was feeling a little tipsy so s/he went to sit on the couch.  S/he wasn't alone for long though.  Ian sat down right next to hur and smiled as he handed hur another drink.

You looked like you could use some company.  Jenn tells me you like to party.

Oh, um it's OK I guess.

I like your hair, very pretty.

Thank you!  Natalie said demurly.

You've got nice lips too, I bet they'd be nice to kiss.

Ian leaned in and kissed Natalie on the lips lightly.  It felt so good.  S/he tilted hur head back and he started kissing hur neck and running his fingers through hur hair.  Natalie was loving this, it felt so good.  Sensing s/he liked it, Ian's hands made there way down hur body, stroking hur back and around hur waist.  Then after a few minutes, he made his way up to hur tits.

Natalie felt shocked, and looked around to see that a few people had gathered nearby them and were watching.

Ian, stop.  People are watching us.

That's OK baby.  I want everyone to see.

Nathan's Journey Part 10

Nathan couldn't believe what Jenn had just told him.  How could she make him do that?  He felt sick, but strangely turned on too.

Put my panties back on and you go on home Natalie.  I want you to think about your evening.

Nathan still kneeling slipped Jenn's panties back up as she stood over him.

Be back here early tomorrow.  I have a few ideas I want to try on you.

Nathan couldn't sleep that night.  Why was he so turned on by what had happened.  He could still taste Tommy's cum in his mouth and he liked it.

The next day he went back to Jenn's.

Jenn made him put on his own makeup and do his own hair.  He was getting better at it and much faster too.

Jenn examined his work.  Very good Natalie, you look so cute.  Maybe just one more thing to make you look even more feminine.

She reached over and grabbed a bow and gently clipped it in Natalie's hair.

There, now you look even cuter.

Natalie looked in the mirror.  S/he felt so proud and turned on.

The boys are going to be going crazy for you!

Nathan's Journey Part 9

Get down on your knees.

Nathan knelt down.

Now crawl over here.

Nathan walked on all fours over to where Jenn was sitting on the edge of the bed with her legs spread open.

Put your face in it.

He moved forward taking in her scent before rubbing his face on her panty covered crotch.

Mmm, you like that don't you sissy?  Yes, you want to taste that pussy.  Tell me.

Yes, I want your pussy so bad.

Beg for it.

Please, may I taste your pussy?!

I suppose you can have a taste.  Jenn said as she slowly pulled her panties to the side exposing her wetness.

Nathan almost came at the sight of her pussy, but he held it together.

You may lick it.

Nathan leaned in and began licking Jenn's pussy.

Does that taste good?  You like that don't you?

Yes, tastes so good.

Nathan was still rubbing his cock as he licked.  Jenn sensed he was going to cum and she leaned back and rubbed his cock with the sole of her foot.  Nathan let out a scream as his cock pulsated, spurting it's cum on her soft foot.

Jenn held her foot against his cock while he came, then rubbed it a little after while Nathan was still coming down from the orgasm.  Then she put the top of her foot under his shrunken balls and rubbed her toes under them.

Now clean my foot.

Nathan started to get up to grab a towel but Jenn stopped him.

Where are you going?

I was gonna get a...

Clean it up!  Now!

But...

Clean that cum with your mouth!  Now!

Nathan looked at her with a pathetic face and began to lick the cum from her toes and foot.

Good gurl.  Get every drop.  You should like the taste by now.  I mean you really seemed to like the taste of Tommy's cum when you cleaned my pussy.

Nathan's Journey Part 8

In the car Jenn kept prodding Nathan about the party.

Did you have fun?  I know you did, I could tell.  I was watching you.  You liked it when the guys gave you all that attention, didn't you.

Nathan didn't answer, he was too embarrassed.

Jenn kept stroking his hair, running her fingers through it as he drove along.  She leaned over and whispered in his ear.  Did it feel good when Tommy whispered in your ear like this?

Nathan felt so confused and turned on.  It really had felt good and it was turning him on now, both because Jenn was doing it, but also because of the thought that he'd turned on Tommy.

When they got to Jenn's, she invited Nathan inside to relax a bit.  They went to Jenn's bedroom and she sat on her bed.

I know you're turned on Nathan.  I am too.  It's normal to feel hot after you get so much attention like that.  Do you feel a little high?

Jenn stood up and turned around.  Can you unzip me hun?

Nathan did as he was told, then like a doting servant carefully helped her out of her dress and hung it up neatly on a hanger.

Thank you Nathan.  Would you like to take your dress off too?

Nathan stood there, not knowing what to do.

Why don't you do a little striptease for me.  Take it off slowly.

Nathan clumsily began to strip causing Jenn to giggle at him.

You look so silly!  I love that you do what I say.  So obedient.  You can just take the dress off.

Nathan took it off and found a hanger to put it on.

Now I want you to show me how turned on you were.  Play with yourself in your bra and panties.

Nathan pulled his panties down and began to masturbate in front of Jenn again.  He took his cock in his hand and began to stroke it.

No, not like that.  Jenn scolded.

Nathan stopped, confused.  He was masturbating the wrong way?

Flatten your hand, nice and stiff like a paddle.

He held his hand flat.

Now gently rub yourself with the palm of your hand.  Slide your palm up and down.  Now when you get your finger tips gently make little circles under your clit head.

Nathan did as he was told as Jenn watched, smiling at his obedience.

Now rub your nipples through your bra.  Mmm, isn't that nice?  Slip your finger tips into your bra and gently rub your sissy titties.

Nathan was really turned on now.  The feeling of real female breasts under his fingers was such a turn on.  He loved having tits now.

Jenn walked up behind him and began running her hands over his body.  Gently sliding over his tummy and thighs.  She unhooked his bra and slipped it down over his narrow shoulders.  Then she began to fondle his breasts, gently rolling his nipples between her finger tips.

Nathan began to moan loudly at the sensations.

Does this turn you on Natalie? 

Mmm, yes, uh, feel, feels s good...

That's it, enjoy it Natalie.

Yes, enjoying so much.

Think about the party Natalie.  Think about all those guys there lusting for you.   Mmm, you made them so horny.  Doesn't that turn you on?

Why did it turn him on?  He couldn't worry about that right then, all he knew was that he was being overcome with wave after wave of pleasure.

Yes, imagine those hard cocks, all for you.  She whispered in his ear.  It's OK to be turned on, I am.  In fact my pussy is so wet right now.

Jenn went and sat on the edge of the bed and spread her legs revealing a wet spot on the crotch of her panties.

See how wet I am Natalie?  I bet you'd like to taste that pussy wouldn't you?