My New Life Ch. 02

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Doing all of the things to be ready to please a boyfriend.
1.1k words
4.15
28.4k
4

Part 2 of the 3 part series

Updated 09/22/2022
Created 01/30/2013
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My head was buzzing, I could hardly think, let alone feel and sort through all that was going on in my mind. Had I really just played with and sucked a dick? Waives of shock passed through me, am I gay? What the heck is going on?

In a short time it all turned into laughter. What does it matter? I'm a grown-assed, hairy-legged man, totally lacking in adult supervision, what do I care who does what with who's penis, I reasoned. I really enjoyed my encounter and set out to prepare for the next one.

The very next day I went to Kmart and bought a pair of women's shoes. Not just any shoes, mind you, but huge heeled, wedge-shaped, platform shoes. How awesome! Having never purchased women's shoes before, I was a nervous wreck going into the store. I felt like everyone was staring at me. I was very quick to slip off my Sperry's and slide into the heels, hoping to draw no attention to myself. I got in and out of the store without incident and treated myself to a burger at Sonic.

While munching my sandwich I mustered enough courage to go back for the other items I would need. In fact, I didn't even finish eating and tossed my half eaten burger into the trash.

This time, I entered Kmart with a bit more confidence. Knowing the lay-of-the-land was empowering. Additionally, I felt safe because I really did not expect to see anyone that I knew. I walked slowly through the ladies department and actually touched a few items, how I love the silky things. I found some pink lace bikini panties with a matching bra in a 2X. Boldly I held them up to me and guessed they will probably fit. Next I found a matched set of yellow polka dot panties and bra, now who doesn't like polka dots?

I was giggling to myself and totally absorbed in my shopping when a young, plump female employee inquired, "Can I help you, Sir?"

"No, Maam." I said quickly, turning my face to hide the impending embarrassment that I could feel rushing to my face and quickly walked away.

Thinking that I should take my newly found treasures and leave, I was a bit rattled by the attention of the salesgirl. My heart began to race and I was felling quite warm when I spotted the display of nylons. I said to myself, "Grab a hold of yourself...some nice stockings will certainly feel nice...no one is watching...just get what you need..." So I stopped and checked out the nylons. Slim pickings. Apparently, most women wear pantyhose. Not my cup of tea. Nonetheless, I kept searching until I found some thigh-high pull-ups, awesome! Skin tone, very sexy! I studied the size chart and fumbled through the packs until I found one pair that I hoped would be big enough. Now, off to the checkout counter.

In line, surrounded by women, with a cart full of lacey underwear, well, I couldn't help but blush. When it was my turn to check out I was mortified when the checker giggled and held my pink panties up for all to see. I thought I would faint! She whispered, "They'll look good on you, Sweetie." And I almost collapsed. Without word and without eye contact I swiped my card and finished the transaction. My face was hot enough to cook an egg, I could barely breathe but I finished.

Back home was a different story. How exciting to try on my new things! So much fun to wear silky, lacey things. Slowly pulling them up to cover my naked flesh, I tingled all over. I pranced about the house in my heels, stockings, panties and bra -- I was in heaven!

Keeping on my pink panties and bra and went out to a wig store to buy some hair. I was struck by an affordable, shoulder-length blonde wig with long bangs. If I'm going to be whatever I want, I want to be a blonde! The ladies in the store were kind and helpful, what a relief!

I rushed home and hurried to put back on the stockings, heels and wig. I practiced walking around, prancing really, and poured myself a glass of wine. Boldly, I stepped out into the cool evening air. My nipples became hard immediately as I cruised the isolated and safe space of my patio. I don't ever remember having so much fun by myself as the cool air breezed theough the lace and across my goose bumps. I relaxed on the chase lounge and ultimately fell asleep in the back yard.

In the morning, still dressed in my new treasures, I made some coffee and began to enjoy my day off. My Droid beeped with an email announcing that my new 'boyfriend,' Brad, would be over at 3 PM. He demanded that I be fully dressed and ready for him. I immediately responded with a long email about all of the wonderful things that I bought. He didn't believe me and demanded that I take pictures of every item on and send them to him. Well I couldn't wait to show him and hustled into the bathroom and put my Droid to work, snapping pic after pic. Pink panties, polka dot outfit...one after the other. I giggled and laughed like a school girl. I sent the pix and assured him that I would be ready.

His response stunned me, "Get rid of all of that hair! Every strand that is not an eyebrow. Shave, wax, whatever it takes. I want you smooth at 3 o'clock."

I stared at the message and meekly typed, "OK."

Actually, I'm glad he made me do it. Hairless, I felt every little breeze. I can't properly describe how wonderful lace tingles on the way up a hairless leg. It was a good thing.

3 o'clock came quickly. Trembling with excitement, I opened the door. My tall friend looked down at me sternly, then softened to a warm smile as he entered. Taking a step back he commanded, "Turn slowly, let me see all of you." Silently he stared as I twirled around for him. "Nice, very nice." He said softly. "Here, I brought a present for you," handing me a small bag. I opened it to find some bright red lip gloss. I giggled and blushed in my long, curly blonde wig, heels, stockings and pink panty/bra set.

"Will the red clash with the pink? You do like the pink don't you?" Obviously fishing for a compliment.

"Sluts always wear red lipstick," he responded matter-of-factly. Not quite the response I was looking for.

"Oh." I mumbled softly, not knowing how to respond. I guess I should have expected that since I was dressed more like Lady Gaga than Jackie O. Anyway, I sure felt feminine and sexy.

"Thank you for being ready," he said smiling. "Now on your knees and suck, my slut."

Giggling, I did exactly as he asked.

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3 Comments
AnonymousAnonymousover 10 years ago
Excellent

Keep going this is building into a great story

AnonymousAnonymousover 10 years ago
Love it...

Just remember--

You GOT NO CLASS

Without a DICK UP YOUR ASS!

AnonymousAnonymousover 10 years ago
Well done!

Very sexy description of the excitement caused by dressing up!! Thanks!

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READ MORE OF THIS SERIES

My New Life Previous Part
My New Life Series Info

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