Sissy and the Divorcee, Pt. 02

Dear Reader,

In part 1, Lois introduced her divorced friend, Tracy, to her T-girl son, April. The cute pantywaist worked his charms on Tracy and now she's become obsessed with him. This story is written from the woman's perspective. I hope that you enjoy it.

Sincerely,

Whippet

P. S. I've included a sissy fashion tip at the end.

--

I was in a tizzy driving home after my encounter with pretty April and I sideswiped a parked car. So, I stopped at a cocktail lounge to steady my nerves with a stiff drink. A handsome man offered me another and I accepted. Then I took him to the ladies room to feel his hot rod in my pussy. It didn't satisfy me though, I wanted April. At home, I continued drinking until I fell asleep.

The next morning I was hungover and miserable. I phoned Lois and told her that I couldn't live without April.

"We're at the hair salon, Tracy," she replied over background noise, "April likes you too, but you sound terrible, Dear. What's wrong?"

I told her about my reckless driving and my drunkenness but left out the part about being balled by a stranger.

"Let's talk after class tomorrow when you've gotten a grip on yourself," she said.

I went through the motions during our yoga class the next evening. Then Lois and I walked to our favorite coffee shop. She'd broken down in tears there revealing to me that her son was a ninny. This time I was the nervous wreck.

"I'm crazy about April, Lois," I confessed as tears welled up in my eyes. "May I see him again, please?"

"Of course you may, Tracy. I don't want April to become romantically involved just yet though. He isn't ready."

"But he is ready, Lois. April showed me his stiffy!" I exclaimed, perhaps a bit too loudly.

"Oh God!" she replied. "I didn't know!"

"It's true Lois and I want him so badly that I could scream!"

"I understand, Dear," she said. "Let me talk with April again and I'll phone you tomorrow."

I spent a sleepless night twisting and turning in bed. I tried jilling off to fantasies of men screwing me but without any satisfaction. Then I pictured sweet April laying beneath me in a baby doll nightie while I pumped his willy with my hooha. I climaxed splendidly and drifted off to sleep just before sunrise.

I woke up when Lois's called a few hours later.

"April wants to see you, Tracy. He said something about you and he wearing the same outfits?"

"Yes, Lois. I can get us matching dresses. May I come over tonight, please!"

Lois agreed. So, I called in sick for work and went clothes shopping. After visiting several stores I found one that had adorable miniskirt sailor suits with petticoats. I purchased a size 6 for myself and a 4 which would fit April. I also bought two pairs of white kitten heel shoes with pretty bows on their vamps.

Then I went to a lingerie boutique and found nylon bikini panties with daisies embroidered on their tummy panels. I bought two pairs of the knickers along with lacy white garter belts and sheer ecru nylons for both of us.

After returning home I went to bed for some beauty rest. When I awoke late in the afternoon I felt refreshed. I enjoyed a scented bubble bath, fixed my hair in a French twist and applied my makeup. Then I put on my new lingerie and the sailor suit. I was not accustomed to petticoats and garter belts but I discovered that they made me feel wonderfully sexy!

When I phoned Lois, she said that April was ready to see me. So, I put his clothing in a gift bag and drove over. This time April answered the door himself and hugged me enthusiastically.

He eyed me up and down and asked, "Did you bring me an outfit like yours?"

"I did, Sweetie Pie!" I replied happily. "It's called a sailor suit."

"Mommy!" April cried to Lois, "I'm getting a sailor suit!"

"That's nice, Darling," replied her mother pleasantly. "Are you ready to try it on?"

"Oh yes, Mommy!" squealed April.

We three went to April's girlie bedroom. I eagerly helped him out of the cute party dress and frothy petticoats he was wearing. He looked like a little angel standing there smiling at me shyly in just his undies. The white cotton panties and matching training bra featured lollipop prints.

I wanted to throw sweet April on the bed and unleash my passion on him. Instead I removed his sailor suit from my the gift bag along with his lingerie and placed it on the duvet.

April's sparkling eyes glanced happily over the navy blue outfit. Then he focused on the garter belt and nylons.

"Mommy said that I could wear a garter belt when I grew to be a big girl," he said to me.

"Am I a big girl now, Mommy?" he asked Lois.

"What do you think, April?" she replied.

"Yes, I think so Mommy," said April glancing back and forth between me and his mother.

"Shall I leave you alone with Miss Tracy?"

"Yes, Mommy. I want Miss Tracy to dress me."

Before leaving, Lois looked me straight in the eyes and said, "Remember that he's my child."

--

I excitedly removed April's cotton panties. Then I held out the nylon bikini knickers and he put his feet through the leg openings. I pulled the panties up April's legs and settled the narrow elastic bands around his waist and thighs. His wonderful dickie began to stiffen.

"I love my big girl panties, Miss Tracy!" he gushed. "They're so soft and smooth!"

"I think you'll like the garter belt and nylons, too, April," I said encouragingly.

I showed April how to wrap the garter belt around his trim waist, fasten it in front and then rotate the clasps around to his back.

"Is that how big girls, do it?" he asked naively.

"Yes, April. Now I'll show you how to roll stockings up your legs and fasten them to your garters."

By the time we finished with his nylons, April's sissy stick was fully erect and protruding above the waistband of his panties. I stared at it in awe, wishing that it was inside me. My knickers were already wet with pussy juice, and my lustful concentration was only interrupted by April's voice.

"What about my sailor suit?" he asked.

"Of course, Dear. I almost forget." I replied rather incoherently.

I held out April's petticoat and he stepped into it. Then I helped him with his sailor suit and buttoned it in back. Finally, I surprised him with the kitten heel shoes.

April stood before his full length mirror, fluffed up his petticoats and admired himself.

"I love being a big girl, Miss Tracy!" he squeaked happily. "Let's show Mommy!"

Lois was happy to see that her son was still smiling, and she knew at once that I had not molested him.

"Look, Mommy!" said April as he pirouetted before Lois. "I'm a big girl now and I'm ready to do big girl things."

My passion was still unrequited but I savored the precious moments I had shared with the sissy of my dreams.

--

This story will be continued.

--

Whippet's Fashion Tip

I discovered side support brassieres a few years ago and I love them. These bras have extra panels that extend high under the arms. The panels prevent 'side spillage' which is the term bra makers use for the soft flesh that squeezes out of a regular bra. Side support bras will give you a smoother profile and you'll look more attractive in form-fitting blouses. My favorite part about side support bras though is how I appear without a top. The side spillage is gone and I look much prettier in my bra.