Sissy's Sleepover, Pt. 01

Dear Reader,

Wouldn't it be wonderful to be 18 years old again and share your female persona with real girls your own age? This story is about a lucky femboy who does that and more.

Sincerely,

Whippet

P. S. This story contains incest.

--

Mother treated me to dinner at a fancy restaurant on my birthday. After we returned home she took my hands into her gentle grasp and made a surprising announcement.

"Jamie," she said with a smile, "I've invited some girls from your school for a sleepover."

"Mommy!" I replied incredulously. "You can't be serious!"

"It'll be fun, Jamie," she countered. "You and the others will wear cute outfits, talk about girlie things and they'll spend the night."

"They won't accept your invitation," I exclaimed as I pulled away from her. "The girls in my class think that I'm a normal guy!"

"Not any more, Sweetie. I told them that you've always wanted to be a girl."

"Mommy! You outted me!" I sulked.

"It's for the best, Jamie," said Mother encouragingly. "They think it's very sweet that you want to be like them and they want to be friends."

I shook my head in despair and tears welled up in my eyes.

"Mommy," I cried. "Please don't make me have a sleepover. It's totally embarrassing."

Mother took me into her soft embrace and drew my face to her pillowy bosom. My little sissy weenie began to tingle as it always does when she holds me.

"It'll be fine, Jamie. You'll see. Come and sleep with Mommy tonight. Then we can talk more about it in the morning."

--

I always rest more peacefully in Mother's bed. The next morning I felt a little better about her plan. Maybe a sleepover would be alright.

Mother hadn't awoken yet. Her shapely body wrapped in a Velrose negligee with its scalloped sweetheart neckline was beguiling. The floral lace embellished bodice of the satiny gown was brimming with her voluptuous breasts.

I was wearing a bridal white baby doll nightie and sheer matching panties with pink rose buds embroidered on the tummy panel. The lovely set belonged to Mother and she had lent it to me last evening. My sissy dickie is always hard when I wear her lingerie and today was no exception. I couldn't resist touching Mother and she stirred when I embraced her from behind.

"Do I feel a stiffy against my thigh, Jamie?" she asked knowingly.

"I'm sorry, Mommy," I said with embarrassment.

"It's alright, Sweetie. Do you want Mommy to help you take care that?"

"Yes please, Mommy!" I squealed with girlish delight.

When Mother sat up in bed, I settled myself in her lap and nestled into her wonderful bosom. She wetted her fingers with natural lubricant from her lilac scented pussy and then sensuously massaged it onto my sissy stick. Mother's soft moist hands felt divine!

My girlie arousal swelled as Mother tenderly stroked me. She pinched my nipple with her free hand which sent chills down my spine. As she pumped my little willie faster, rapturous feminine sensations filled my trembling body. Then I surrendered myself to her control and a tsunami of sissy joy crashed over me. I euphorically climaxed in her panties.

I removed the cum saturated knickers and showed them to Mother. My cream had oozed through the tummy panel and was dripping from the elasticized legs openings.

"Did I do good, Mommy?!" I asked eagerly.

"Yes, you soaked Mommy's panties like a good sissy, Jamie!" she replied enthusiastically.

Then she went in the bathroom to wash her sticky hands. I stayed in bed and savored the delightful afterglow of her ravishment.

When Mother returned she winked at me and said, "Mommy deserves breakfast in bed, Sweetie Pie. Don't you agree?"

"Yes, Mommy!" I replied with a happy smile. "May I borrow a peignoir robe to cover up?"

--

I made bacon, eggs and toast along with coffee for Mother, and I poured a small glass of grapefruit juice for myself. Then I put everything on a silver tray and returned to the bedroom.

Mother teased me when I daintily set the breakfast tray on her lap.

"You'd be a good waitress, Jamie, and I'll bet you'd get big tips."

I was blushing when I slipped under the bed sheet next to her. I sipped my juice while Mother ate breakfast and told me which classmates she had invited.

'Wow!' I thought to myself when I heard their names. These are A-list girls. Kay Warner was the school's head cheerleader. Pamela Reid was our prom queen and Tina Phillips modeled junior fashions!

I adored all three of the young women from afar but had never worked up the courage to speak with any of them. They were way out of my league. I felt panicky and my heart started racing.

"Mommy, I'm scared." I whined. "Won't you please cancel the sleepover?"

Mother kissed me on the cheek and gently ran her fingers through my long flaxen hair.

"Don't worry, Sweetie," she whispered. "Mommy will be with you."

--

I was so nervous on the afternoon of the sleepover that I broke down in a fit of crying. So, Mother gave me a Valium tablet to calm my nerves. Then we sat on the loveseat in her bedroom and she hugged me until I stopped sobbing.

The tablet relaxed me and I began looking forward to spending time with Kay, Pamela and Tina. I also started thinking about what I'd wear and how I'd fix my hair. Mother must have read my mind though.

"We ought to start getting you ready for tonight," she said. "I've already laid out your clothing, and I've decided about your hair and makeup."

"Thank you, Mommy," I said earnestly. I was relieved that I wouldn't have to decide for myself.

Mother led me to the sink in her bathroom. She washed my shoulder length blonde hair with a volumizing shampoo and then dried it until it was just damp. Finally, she combed it out and hot curled the ends. I had an adorable flip hair style that I loved!

Then Mother sat me at her makeup table and pulled up a chair for herself. She applied a base of primer to my face, followed that with foundation and then brushed on powder to set the foundation. Next she added pink blush to my cheeks and painted my lips with a matching gloss. She finished my makeup with mascara, shadow and a liner for my eyes.

"It's lovely, Mommy!" I gushed when I saw the reflection of my girlie self in the mirror.

"You look so pretty, Jamie!" exclaimed Mother. "Now, let's get you dressed."

We went to my bedroom and I looked over the feminine apparel that Mother had laid out on my frilly canopy bed.

"Thank you for choosing my clothes, Mother," I said sincerely. "I can never make up my mind about what to wear."

The lingerie included a Glamour Boutique jiggle bra with breast forms, a satiny Linea Donatella camisole with asymmetrical sequins on the cups and bodice, pink Vanity Fair full-cut knickers and ecru pantyhose from Wolford.

I put on the tights, settled the narrow waistband around my middle and smoothed the sheer material over my calves and thighs. Then I slipped into the nylon panties while Mother clasped the bra behind my back and adjusted the straps. Finally, she helped me put the camisole on over my head and arranged the satiny material over my bust. I felt so wonderfully feminine!

I didn't recognize the dress that Mother had laid out though. So, I asked her.

"Is this yours, Mommy?"

"No, Honey Boy. I bought it specially for tonight."

"It's lovely! Thank you, Mommy!" I said excitedly.

Mother's gift was an adorable Lulus floral jaquard mini dress in fuchsia. The fetching little frock featured a jewel neckline, short puffed sleeves and a tiny flared skirt. I couldn't wait to put it on!

"Can I wear it with a petticoat, Mommy?" I begged.

"Of course, Jamie. That's a wonderful idea!"

I got a short tulle petticoat from my lingerie bureau and tied it around my waist. Then Mother helped me into the lovely dress and zipped it up.

Feminine delight flooded my sissy senses as I gracefully pirouetted in front of the full length mirror.

"I can't wait for my new girlfriends to see me!" I squealed.

--

This story will be continued. I hope that you're enjoying it, and I'd love to hear from you.