Mom Dragging Me Around Shopping Finally Pays Off

At 15 and a half, during summer vacation, I went through a growth spurt, as dad called it, nothing fit plus we had to do the ‘dreaded back to school crap’. I DESPISED going shopping with my mother. She was so nit-picky, insisted that everything was tried on, and critiqued everything. Plus, the word SALE was like a drug to her. I knew beforehand that the entire day would be spent marching around behind her, going from one huge department store to the next. She also drew all the old bag saleswomen, the ones with gray or white hair and a tape measure around their neck. I would secretly laugh at the ones that used so much rouge they looked like clowns.

Saturday August 11th was forecast to be the hottest day of the year and we set out. I was so tuned out I just went with the flow while daydreaming of seeing Penny again. I loved Penny even if she did not know it. When she sat in front of me, she smelled wonderful, Her blond hair as halfway down her back. On warm days she had it in a ponytail and I could make out her bra straps. One, two, or three hooks, I was always sure to check. I dreamt of holding the beautiful breasts they contained.

She always smiled at me coming to homeroom with the perfect white teeth… “Ted, Ted…Well what do you think of those trousers? If you like them, I guess we will buy them.  No, I think the other ones at Macy’s fit better, let’s go back there after lunch.” That is how the day was going. I would not see Penny after homeroom because she was in advanced classes and rode a different bus as well. All summer I had been masturbating to the girls in my Tiger Beat magazines or Marsha on the Brady Bunch, or any number of girls on TV. 

After dragging me around some more to buy shoes, athletic shoes, ties, … I am in love with a cute Marsha look alike at the lunch counter. She had huge boobs and deep cleavage. She gave me a semi just looking at her. My mother informed me that it is impolite to stare at a woman. My arms are weak from carrying all the bags, so at least getting back to the car I will be able to unload.

Back across town to Macy’s. Oh no “A hot sale on swimwear” sign was being unfurled in the window. “Ted we will need to check that out after we get your trousers, I need a new swimsuit.”

CRAP.

I hated going to the lingerie department worst of all. Women would see me, their eyes would bug out, and they would practically run away like I had the plague or something. My mother seemed oblivious to this.

She found two that were acceptable and of course she had to try them on, leaving me to stand alone like a fool. That is when it happened, I was idly walking around when I turned the corner and ended up facing one of those three-piece mirrors. There she was. Penny, my Penny in white short shorts, and a yellow tube top. She was holding up a bright red Bikini top and bottom. She noticed me gawking and said, “Hey Ted, do you like it?” She gave her hips a little shimmy and turned to face me.

All my brain could muster was, “Ah-ha.”
“Well, I think I like it too.” And with that she sped into the fitting room… Into the fitting room to get naked… more naked than she was…”Sir, are you ok? Can I help you with something?"
“Restroom,” I squeaked in an alto voice.
“Men’s, over in the men’s department, just women’s here. You look desperate son, follow me." The old bat checked the ladies’ room and let me in. “I will stand guard for you,” she said as I entered a stall. 

Sensory overload. A quick jerk and a first ejaculation that seemed to go on forever. It went all over the place. I was dazed for a few minutes, but snapped out of it as she was knocking on the door. I put it away and said, “Thank you,” on my way out the door. 

“Ted, Ted, wherever have you been?”

“To the restroom.”

“I don’t like either one of them. Let’s check at Sears.”

Penny was in line at the cashiers, she smiled at me…I love you Penny, now more than ever.