Date 1 – Manly Man

By Kendra Holliday | August 25, 2013

I was about to have an unusual day.



For lunch I had a hot date with Matthew – that’s nothing new. But for dinner I was going to have a date with a sissy boy friend of mine who wanted to do some things I’ve never done before… .

I texted Mattew asking, “Pink or red?”

I was referring to the crotchless panties I recently bought.

He chose pink. I wasn’t surprised. It seems like sub men are more into red.

I got dolled up in my black teddy, sheer thigh-hi stockings, and the pink panties, poured him a drink, and awaited his arrival.

Whenever he enters the room, he brings forth this wave of confidence, testosterone, strong energy, and a fantastic smell – it’s warm, clean, sexy, and faintly spicy. He fills the room, dominates it. I tingle in his presence.

I had the pasta on the stove and wanted to keep an eye on it, but he had other plans of course – appetizer.


He put me up on the table and admired my new undies – pushed my legs together, then opened them up and admired the view, as if my pussy was on stage.  He ran his big rough hands up and down my smooth stockings, then dove in and started eating.

Crotchless panties come in handy

Crotchless panties come in handy

I lay back and let the waves of pleasure overtake me, despite the pasta boiling. He grunted and I gasped as his cell phone rang. Then the mail carried dropped mail off in my door slot. Then Matthew stood up and yanked down his pants and pushed his hard cock in my wet hole.

I protested weakly, saying I had to stir the pasta, but he ignored me and plowed ahead.

Bang, bang, bang went his belt buckle against the table’s edge, and at one thrust his jeans slipped down his thighs and all the coins in his pockets exploded out onto the hard wood floor. They rolled and danced and skittered.

Abruptly he pulled out and slapped my thigh, stepped back and said, “Go check on the stove.”

I gave an exasperated sigh and hopped up to finish making lunch.

I set his plate down right where my ass had just been and we ate. The sauce was delicious.

Then I cleared the plates and we had dessert…we picked right up where we left off and he graciously left his load inside me. He likes getting rid of his cum, and it’s fun deciding where it will go.

After he left, I showered and prepared for my next date. That story will be posted tomorrow.

GOD I love contrast.

(I also found 35 cents on the floor. A tip!)


Anna 2013-08-26 11:29:19

I used to joke that my hubby left me tips when we were dating. Sometimes I would search around and be disappointed – surely I was better than a nickle this time?! Other times I got loonies and twoonies 🙂
Not sure why I hardly get any tips anymore…I must be doing something wrong!


Spewbag 2013-10-04 12:55:44

Thank you, thank you, thank you…….,finally a sexy woman who doesn’t want to look like a prepubescent teen!!!


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