Sure, let's get out for the night.

"Sure, let's get out for the night." You answer.

"Great! But first you're gonna need a lesson in makeovers."

"What do you mean?"

"Well for one, you look like you just woke up, and while that bed-head look might be great for the morning after, it's not very good for going out."

You bashfully reach up to run your fingers through your long red hair, noticing the tangles which catch your hand at various places.

"Oh."

"Yeah, and I'm thinking maybe you could try wearing something a little more elegant and less like a Japanese school girl."

A chuckle escapes your lips as you recall your outfit for the day. "Yeah"

"There should be a full wardrobe in the closet. Why don't you get us a couple of drinks while I see what you have."

"Sure." and with that you head into the kitchen and begin looking through the cabinets until finding a small bar setup with an assortment of liquors. You pull out an acceptable bottle of bourbon and pour two fingers into a couple of tumblers. You take the glasses and head back into the bedroom. There you find Samantha rifling through the closet. It's filled with various assortments of clothes and shoes, everything from casual to formal evening wear, and you happen to notice quite a large selection of lingerie as well. You hand her a glass of bourbon and she thanks you as you sip your drink.

Sam downs a short swig. "Whoah! Drinking the hard stuff, eh?" She responds. "Maybe I'll just wait until we get to the bar." And she sets the glass down on one of the dressers. You take another sip of your bourbon and watch as she continues rummaging through the various outfits. It feels odd watching Samantha, knowing that she's looking for the perfect woman's outfit for you. But after a while, and maybe a few more drinks of that bourbon, you find yourself being pulled towards the fancy dresses, even offering up suggestions to her as she looks them over. And finally, she pulls out a black dress. "Here we go. Now this is more like it."

She holds the fabric up before you, wondering what it would look like on your buxom frame. And maybe because you want to try to show off that body, or just to see what it feels like, you decide to go with it. She hands you the dress and tells you to put it on. You step into the bathroom and begin taking off your shoes and socks, the white blouse, and then shimmy out of the tight plaid skirt. Standing there for a moment, wearing nothing, looking once again at your naked form before the mirror, admiring your new-found beauty, and with the last swig of bourbon, you take the dress in hand and pull it over your new body.

After tugging and slinking into the tight dress you inspect yourself in the mirror. Reflected is a stunning redheaded woman in a sexy black cocktail dress ready to pounce. The front hangs loosely revealing ample cleavage from your rack before tightening up to hug your slim waist and pronounced hips. The dress barely extends further than the mini skirt did, revealing plenty of fleshy thigh but still concealing enough to keep it very tempting. All in all you look quite tasty and you spend a little time striking different poses, learning what gestures accentuate the different curves of your body. You emerge from the bathroom for Sam's inspection. She watches as you stand before her, nervous, anxious, unsure of what you're doing in this unfamiliar clothing.

"WOW!" She exclaims. "You're going to turn some heads tonight Jane."

And that was just the right response to make you feel at ease.

"Oh," You remember, "I'm not wearing any underwear." As you reach down and pick up the white lace panties from the floor where you left them earlier. Sam laughs at you as you shimmy them up your long legs and once again you feel that tight binding compression upon your ass as you pull them up to your hips making you even more conscious that they exists. It's different but nice.

Sam walks around you, inspecting and making small adjustments to the dress and the way it falls. You notice her eyes lingered a little longer than expected upon your cleavage. She picks up a brush and runs it through your long red hair. Some of the pulling is quite hard and painful but she insists, "Quick and done is the best way to handle it girl. You'll get used to it soon enough." And soon she's done. She hands you a couple of bracelets and some dangly earrings to add a little shine and accessorize your outfit. She helps you put them on and then, after much debate and about ten minutes of practice, she talks you into wearing some high heeled black strappy shoes. You're by no means a pro at balancing on such precarious footwear but after seeing how well it showed off those calves of yours you just had to figure out a way to make it work.

And with a spark of fun in your eyes and a little **** on your breath, the two of you head out to the bar for some fun.