Jessstar79Sissy

Mistress/Wife on the Her way out of the hotel suite. Heading to the front desk to see if the hotel has a list of local sights & shops to visit.

Says to you, as you're finishing up with getting ready. "I'll meet you downstairs." She playfully adds, "Oh & Honey, FYI. It's bad luck for a woman to break a nail. On a day when She's looking & feeling sooo dam hot like you do." You answer Her from the bathroom, "I'll be down in a few minutes, Mistress."

48 minutes later. 1 last check in the mirror. Pushing up your C-cup bra & padded boobs. Turning to check the new silk blouse is still tucked in. Highlighting & presenting your overly accentuated & delish looking feminine derrière. Thinking, "Let's go have some fun today. You sexy bitch."

You carefully unlock & slowly open the hotel room door. Taking a peek to the left then to the right. You're relieved the hall is empty.

Taking a deep breath. You make the 1st mind altering step into a very exciting journey of womanhood.

Wearing your 1st pair of Prada heels out into the real world. Looking like feeling like, being a "beautiful woman."

The tight pencil skirt is forcing you to make small delicate steps. The heels are making your calves burn. They look lean & tight with each step. Your boobs are blocking the view. As you look down trying to see to steady your dainty steps. 4 of the 6 garter straps holding up your new stockings. Are pressing against & framing the view of your curvy rear-end as you're approaching the lift.

You feel a little more confident. After seeing the vision of the sexy woman in the reflection on the mirrored doors of the lift.

Remembering what Mistress said. "No bad luck." You use the front of your finger tip. Trying not to break a nail as you press the button. "I do love having long pretty nails."

You hope the lift is empty. The bell dings indicating it has arrived. The doors open, a older tall handsome man in a business suit. Is pleasantly surprised by the attractive woman waiting.

He asks, "Hello Miss, going down?" Causing you to slightly blush. He offers His hand like a true gentleman. To help, so you don't trip as you enter the lift.

Thanking Him, you hold His hand & carefully step in. "Yes Sir, I'm going down"........Realizing how it sounded you add, "To the lobby."

Stepping to the opposite side of the lift from Him. He laughs a little. He is checking out your behind.

"I suppose, I'm going down, too.......to the lobby." He sees a slight smile on you. Knows His flirting is working on you.

He boldly says, "My name is Peter. Are you & your husband staying in the hotel?"

Holding your handbag in front of your skirt. Trying to hid your excited clitty. Just incase it decides to show thru the tight skirt, "No, I'm staying here with my Wif.........GirlFriend."

SUDDENLY The lifts violently STOPS between floors. Causing you to stumble & start to fall toward Peter. Being a true gentleman. He catches & saves you from a very embarrassing unladylike moment. His strong arms are wrapped around you. His left hand has a firm grip of your derrière.

Your handbag is on the floor. Peter smiles because He now knows the type of woman you truly are.

An hour passes after the lift stopped. Mistress is becoming impatient waiting for you. She tries calling your cell. NO ANSWER.

The hotel's Concierge knows Mistress is waiting for Her friend. He informs Her 1 of the lifts has stopped operating. He says the lifts camera was working & it showed a gentleman & a lady stuck in it. Till it went completely black. As if something was cover the lens.

Another hour passes. The lift is finally operating makes it to the bottom floor. The doors open toward the lobby. You step out of the lift. Your hair is array. Mistress knows what you & Peter were doing. After He exits with a satisfied smile on His face.

You approach Her. She's smiling like the Cheshire Cat, "Well, Well looks like you had a fun little adventure."

Peter walking next to you. He introducing Himself to Mistress. She watches as He palms your rear & kisses you passionately. "I'll pick you & your Mistress up at 7pm for dinner & a show."

The young innocent bride of 10 months is holding back tears. "Oh Mother, I don't know what I should do. I came home early from the office 2 weeks ago. To find Jason wearing women's clothes. Mom, he told Me, he has been dressing up as a girl since he was young. His Mother would dress him & treat him as the daughter She always wanted, but never had."

Mother tries to soothe Her daughter's concerns, "Oh dear, I understand how your Mother in-law feels. Not all Mother's are blessed as I was. To be given the special gift to raise a beautiful daughter & a handsome son"

Still holding back tears. "Mom he says he says he's not gay & he loves Me. He then showed Me all the women's clothes he has. Mom, he has enough outfits, lingerie & shoes. He could wear a different outfit every day for 3 weeks."

"Mmm, I see Dear. If I understand what you're telling correctly? He is not cheating on You. With another man or some cheap home wrecking tramp?"

Sniffing & wiping Her nose with a tissue, "No Mom, He is not, but there is more. He also owns a white satin maid's uniform. Since I've found out. He has been wearing it & acting as My maid. Mom, Jason is very convincing as a female (Cups Her mouth to whisper) & is extremely attractive.

The older & wiser woman holds Her daughter hand to comfort Her, "Now Dear, don't go making any harsh assumptions as to why he voluntarily dresses as a sissy maid. You are a very very lucky woman."

A confused look on the young brides face, "Lucky Mother? How is this situation lucky?"

Mistress/Wife orders you to go in Her bedroom & retrieve the plastic garment bag containing Her most sexist LBD.

You know by Mistress wanting to wear it out on Her date. You may finally get to enjoy a very special creamy treat from Her beautiful vagina.

This will be the 1st time Mistress/Wife will be making love to a real manly man. Since you admitted your secret desires of dressing up & serving Her as a blond big breasted sissy maid 6 months ago.

You curtsy, "Yes Mistress. Shall I also pick out a pair of heels for you to wear?"

She likes how you are participating with Her dressing sexy for the gentleman. "That's a wonderful idea. Why don't pick a pair of heels that goes with the dress & says to the gentleman. This body & azz belongs to you tonight."

"Yes Ma'am! I think the new pair of black Pratas. I gave you on your birthday will say that to him, Mistress."

You start to turn to find the Prata shoe box. Turn back to Her, "Mistress? Since you plan on having sex. Er can I.........." A wave of foolish male insecurity hits you. Making it a little difficult to finish your question.

She smiles, "Yes My sweet little sissy maid. Mistress plans on sharing everything with you after She returns home."

"Where do you think you're going?!?!"

"Ah.....I was going to the bedroom to change. I'm suppose to meet the guys at 4pm for a pint & a game of pool."

Mistress/Wife puts Her hands on Her hips, "Oh no you're not! You have not completed all the assigned sissy maid tasks. Turn your sissy hind-end around little lady & march back downstairs."

You remain silent. Staring at Her with a look of surprise & fear. Trying to think of something to say in response.

Mistress/Wife still with Her hands on Her hips yells, "GO BACK DOWNSTAIRS & FINISH EVERY ONE OF YOUR SISSY MAID TASKS! I'M NOT SURPRISED! THAT YOU FEEL THE NEED TO SPEND TIME WITH SOME MEN. THAT'S WHY I INVITED THEM OVER HERE! TO SEE HOW THEIR FRIEND PRETTY LITTLE CROSSDRESSING FRIEND SPENDS HIS TIME!"

You sleeplessly answer, "You wouldn't do that honey. Would you?"

Your Girlfriend left for work. She gave you an hour & half. She parked Her car on the block to the north. She enters the house thru the back door. Slowly & quietly heads to the bedroom.

She places Her ear to the closed door. Listening to hear what you're doing. Thinking She is about to catch you & some whore in Her bed.

She slowly turns the door knob. Opens the door slightly to get a better listen. She hears you say, "Damn you sexy slut."

She violently pushes the door.

Serving food to Mistresses friends at a social event. You reach for 2 plates with a piece of cake on each. You carefully walk on the new heels. Trying not to embarrass Mistress by dropping the plates.

Mistress grabs your elbow, "See that guy over there?"

"Yes Mistress."

"Good, He looks lonely. Go ask Him if he would like an oral hug."

"But Mistress, I was about to serve these pieces of cake to the women over in the corner."

"I see sissy, go serve the ladies their cake. As you serve them. I want you to explain to them. That your Mistress is offering your mouth for oral hugs & ask them if they would enjoy a hug."

"You want me to ask the ladies if they want an oral hug instead of the guy?"

Mistress squeezes your arm, "No, I still want you to ask the man but, in this case. Ladies are always first."