Sissy's Wonderful Day, Pt. 02

Story Info
A pantywaist frolics with his dominant spouse.
1k words
4.3
5.2k
4

Part 2 of the 4 part series

Updated 03/05/2025
Created 03/03/2025
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Dear Reader,

In part 1 sissy Dolly creamed his satin pettipants while watching his wife, Lauren, being boned by a lover. After the stud departed Dolly confided to Lauren that he fantasized about being her and getting balled like her. It made him feel sweetly submissive and deliciously girly inside. I hope you'll enjoy their next adventure.

Sincerely,

Whippet

P.S. There is a sissy fashion tip following the story.

--

Lauren and I had dozed off in bed after her tryst with a boyfriend.

"Gosh, it's so late, Dolly", she said upon waking.

"It's time to get you dressed because we're going bra shopping."

"Oh goodie!" I replied. "What size should I be today?"

"Let's make you a nice buxom DD girl, Dolly."

I was delighted because Lauren seldom allows me to be larger than a B cup. I attached my big bouncy breast forms while Lauren selected pretty lingerie for me to wear.

"Start with these, Dolly," she said, handing me a pair of ecru garter stocking and my Freya suspender belt. Rolling nylons up my silky soft legs makes me feel wonderfully feminine. Attaching them to the clips of the lacy garter belt is pure ecstasy!

Next Lauren chose baby blue sissy panties with ribbon decorations to coordinate with my garter belt. She held them out for me while I slipped my nylon clad feet through the lace trimmed leg openings. Then she drew the lovely knickers up my legs and settled the narrow elastic waistband around my mid-section. The lacy details of the suspender belt showed alluringly through the sheer fabric of my panty.

Lauren stood behind me, wrapped one arm around my narrow waist and softly squeezed my derriere with her free hand. Marvelous sissy feelings coursed through my soft body as we admired my feminine reflection in the full-length mirror.

"What a lovely little minx you are," she said with glee in her voice.

"Thank you, Dearest!" I gushed.

"Now, which bras do you have in DD, Dolly?"

"A Playtex Cross Your Heart and a Bali One Smooth U," I replied.

"Show them to me, Sweetie," she ordered.

I showed Lauren the Playtex first. The big ivory brassiere has a jacquard pattern of delicate rosebuds and a cute little ribbon bow centered between the cups. Then I held up the taupe hued Bali which has a smooth satiny finish and dainty lace trim.

Lauren admired my pretty bras and then said, "I love the rosebuds, Dolly. Hold out your hands, Sweetie."

She put my arms through the straps of the Playtex bra. Then she turned me around, fastened the hooks and adjusted the straps to push up my boobs.

"Now you're a pretty little minx with big zoomers," she teased.

I melt when Lauren compliments me on my figure. I went weak in the knees and Lauren had to hold me up to keep me from falling.

"Let's sit on the bed before you topple over," she said with a laugh.

Then she pushed me onto my back, lay on top of me and peered into my eyes.

"Would you like to thank me for complimenting your looks, Dolly?" she asked with a knowing smile.

"Yes please, Lauren!" I answered with feeling.

Lauren positioned her bottom over my face. I lovingly applied my tongue to her pussy and licked. I savored the taste of jizz from Lauren's earlier encounter along with her own feminine juices. She soon began moaning and when I attended to her clitty she climaxed with a joyful scream.

--

Lauren took me to a local boutique where we browsed the displays of chic brassieres. She selected several that she though would look sexy on me. Just then the owner approached us.

"Hello. I'm Karen," she said warmly. "May I help you ladies?"

"Yes, Karen," answered Lauren. "I picked out these bras for my husband, Dolly. What do you think of them?"

"Oh my! Is that him?" asked Karen looking at me quizzically.

"Yes," answered Lauren. Then she turned to me and said, "Let her see, Dolly."

I happily lifted my skirt because I love showing off my panties. Then Lauren lowered my knickers to reveal my chastity cage.

"That is so precious!" exclaimed Karen. "I'm a big fan of female control. Let's go back to the fitting room and try the bras on him. This will be fun!"

I loved having Lauren and Karen's undivided attention as they fussed over me and commented on how cute I looked in the brassieres. In the end they decided on an adorable Skarlette Blue balconette bra with eyelash lace around the cups.

Then Karen mused, "I wish I had a sissy to play with."

Lauren's reply surprised both Karen and me.

"Would you like to borrow Dolly for a while? I have more shopping to do."

Karen enthusiastically accepted Lauren's offer and thanked her effusively for the key to my chastity. After Lauren departed, Karen latched the dressing room door and lifted my skirt.

"Drop your panties, Sweetheart," she cooed.

I was breathless with excitement when Karen removed my cage. My little weenie sprung to life!

Then she sat me on a stool, removed her own panties and squatted over me. Karen eased herself down, placed her moist pussy lips on my sissy stick and penetrated herself. After just a few strokes I joyfully spurted my seed into her wonderful hoo-ha.

I feared that Karen would scold me for cumming prematurely. Instead she nestled my face to her voluptuous breasts and kissed my cheek.

"Thank you for giving me your spunk, Dolly," she whispered affectionately. "I haven't had jizz in my pussy since yesterday and I've been wanting a good spurt all day."

When Lauren returned, she and Karen gently teased me about my lack of staying power. Then Lauren showed me the bikini panties she had selected to go with my Skarlette Blue bra. The tummy panel was embroidered with cute little daisies and rear side was ruched to add definition. My sexy reflection in the mirror made my sissy heart go pitty-pat!

Karen comped Lauren for the lingerie to thank her for loaning me. Then we had a group hug and both women tenderly fondled my behind. Everyone was happy!

--

Whippet's fashion tip: Sequins are a marvelous decoration on any feminine apparel. I love how they shimmer and add color to dresses, blouses and jackets. Linea Donatella makes a marvelous full-length slip with sequins on the bodice. I wear the lovely confection to bed for a night of sweet feminine bliss.

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Whippet_DarlingWhippet_Darlingabout 1 month agoAuthor

JT - I like old fashioned brands too and I have a Playtex 18-Hour brassiere that I love. It's bridal white and satiny smooth with a pretty jacquard finish. My Playtex resembles your Bali Satin Tracings from what I see pictured on Amazon. I enjoy adjusting my bras too and it makes me feel divinely feminine. The shape that they give me under camisoles and blouses is delightful.

AnonymousAnonymousabout 1 month ago

I love the sound of the old fashioned bra brands, and particularly Playtex. Brings back memories of the first times that I would put on my mother’s bras and how my little clit would bone up..and I just couldn’t stop doing it..Love that Karen lowered herself onto the sissy stick..hot hot hot.

Dreaming of a Playtex Cross Your Heart bra now..

“It lifts and separates..” Leaving men helpless..Adjusting my bra now. (Bali Satin Tracings..) The straps feel so tight…the underwire feels sexy..

Thanks for this wonderful story..

JT

AnonymousAnonymousabout 1 month ago

Would gave been a 5 but to quick and a little short on details

Whippet_DarlingWhippet_Darlingabout 1 month agoAuthor

Thanks, LD. I love everything you write, too!

LazyDiogenesLazyDiogenesabout 1 month ago

Five! Always a five. I love everything you write.

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