The Reluctant sissyboi, Becoming Caroline's Gurl

The Reluctant sissyboi, Becoming Caroline's Gurl

Shy, wimpy little Bradley Aimes meets the sensually adventurous Caroline during his freshman year in college. He fantasizes about making love to the beautiful thirty-something woman who picks him up by telling him he has beautiful blonde hair. When she takes him back to her condo, Caroline tells Bradley she wants to see what he would look like in her bra and heels. He admits he used to sneak into his motherâ€™s closet and wear her dresses and bras, heels and panties. So Caroline begins dressing Bradley, telling him he is an effeminate sissyboi and forcing him to face the gurl buried deep inside his psyche.

It begins innocently, but when Bradley asks to spend time with his seductive girlfriend simply as his male persona, Caroline refuses. If he wants to be with her, if he wants her to satisfy his young, urgent sexual needs, Caroline will only comply if Bradley wears heels and bra. After the first encounters, his guilt and humiliation overcome Bradley and he breaks off his relationship with Caroline, but she plays voice recordings of him admitting he is a sissyboi who enjoys dressing as a girl. When she threatens to send the recordings to his mother, their relationship takes on another turn altogether â€¦

Excerpt:

â€œCarolineâ€™s sissyboi Bradley wants her to stroke my stiff little peenie beneath my skirt â€¦â€
â€œShit!â€ She recorded me!
â€œWhen you were shaving your legs, I took down mommyâ€™s number from your cell phone, baby,â€ she said. â€œNow, you can either come into the salon with me, or Iâ€™ll send this off to mommy.â€
â€œI cannot believe youâ€™re doing this to me!â€ I was enraged, but what could I do?
My hands were sweating and my heart was racing when we entered the lobby of The Mane Event. She leaned down and kissed me softly. â€œGloria is waiting for us! Letâ€™s get you styled!â€ Caroline put her arm around me and led me to an office in the back. She closed the door, then took out a black bra from her purse. It was much smaller than the other bras Iâ€™d worn, barely creating cups at all.
â€œYou need to wear this for me today,â€ she said.
â€œCaroline! Weâ€™re in public! You canâ€™t be serious!â€
â€œIâ€™m serious about having a frank discussion with mommy,â€ she said. â€œPut it on, baby.â€
I felt like I wanted to cry as I took the bra from her red-nailed fingers and put it on beneath my red silk shirt. I felt like such a sissy!
â€œYou look great,â€ she smiled, then took my hand, opened the office door, and led me to a booth in the rear. A voluptuous redhead smiled as we approached.
â€œGloria, this is my special friend I told you about. Baby, this is Gloria, my best stylist.â€
Gloria motioned for me to sit in the chair, and I did, cringing at the thought of what she was about to do to me.
â€œSo youâ€™re Carolineâ€™s new friend,â€ she said, running her fingers through my hair. â€œShe said you were a pretty thing, and she wasnâ€™t exaggerating. If things donâ€™t work out with her, you need to give me a call, sweetie. Youâ€™re a doll!â€
â€œPlease donâ€™t give me an outrageous cut,â€ I pleaded as Gloria studied my hair, dropping it around my cheeks, then pulling it back.
â€œIâ€™m going to make you gorgeous, donâ€™t you worry,â€ Gloria replied. â€œI have strict orders from the boss.â€
â€œThe boss?â€
â€œYes, the owner, Caroline.â€
â€œCaroline? She owns the salon?â€
â€œI can see there are a lot of things Caroline hasnâ€™t told you,â€ Gloria giggled. â€œWell, all in due time, sweetie.â€
For the next three hours, I cringed and quaked at what Gloria was doing to me, feeling my heart flutter in anticipation of what my hair would look like when she finished. Gloria began by coloring my hair, making it even blonder, almost golden, and putting streaks of platinum through it. When Gloria began cutting and styling, she wouldnâ€™t turn me in front of the mirror, telling me it would be a wonderful surprise, once she finished. When she began putting curlers into my hair, I knew I was in deep, deep trouble.
Country USA
Author Jamie Lavender
Binding Kindle Edition
Format Kindle eBook
IsAdultProduct
NumberOfPages 105
PublicationDate 2013-09-19
ReleaseDate 2013-09-19

Country	USA
Author	Jamie Lavender
Binding	Kindle Edition
Format	Kindle eBook
IsAdultProduct
NumberOfPages	105
PublicationDate	2013-09-19
ReleaseDate	2013-09-19

The Reluctant sissyboi, Becoming Caroline's Gurl

You might also like...