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A quiet hotel bar. An attractive woman and a handsome man will wit each other for the prize of each other. I think you mean attempt to outwit or outsmart each other for the ultimate prize...
No need for 'quiet hotel'.
Having read the script however, it's more that she propositions him and he beats her at her own game.
She's dressed in a sexy short, off the shoulder, red dress. Red high-heels. She sits prim in posture. Back straight, one leg crossed provocatively over the other... we add seductive with attractive. The kind of woman we stay away from in bar's... Unless we inebriated in confidence.
This is too much of a shopping list for wardrobe. It needs condensing and it's too studied. Prim in posture but provocative?
Suggestion: ...dressed in a figure-hugging dress, bare tanned legs, Try and give us an image in the least amount of words. You don't need the straight back, legs crossed bit.
Walking up from behind her, to come sit at the bar, not to far from her, is MIKE. He's in his late 20's, tall, dark, athletic. Well-tailored black pants, shoes and a white shirt with its sleeves rolled up just past the wrist. HANDSOME, in a strong manly manner - A real woman's man.
Again, simplify. Mark, late 20s, tall, dark, athletic build, dressed in tailored suit (give us some character here, again, not a shopping list) - perhaps: designer-labelled threads, meticulously groomed, takes a seat at the bar beside her. He oozes confidence and sex appeal.
Btw, on your title page: No need for Revised draft or your phone number or an alt email. It looks cluttered to me and you don't want to give out those details. One email contact is enough.
Insert a colon after you FADE IN:
Bar tender is one word. Maybe just call him Barman or if a she, Barmaid. ...walks off back to his glasses. Just, walks off. Typo: quite where is should be quiet.
he catches into Sandra looking at him with seductive eyes. He gives her a nod of acknowledgment.
Suggest something like: He catches Sandra eyeing him up and down. He winks at her. Sure is quite, should be: Sure is quiet.
(Short-off. Not looking at her) I've no idea what this wrylie indicates? It's not even needed imho.
It's 11pm. Suggestion: It's Eleven o'clock. Or just: It's late.
(Annoyed) And you asked... Can this woman just shut the fuck-up! I'm really not convinced this way of using V.O. is working for you.
And you in..? And you're in...? Or: And your line of business is...?
(Turns his head to her) You don't need all these wrylies.
Entertainment. I like to please... Sounds awkward. I'm in the entertainment business (might sound more natural)
(Provocative) Another wrylie that's not needed imh. Her hand on his leg should do the trick, or equivalent action.
Considering its late, (should be: it's late - insert apostrophe.
Two Hundred..? There should be three periods e.g. ...?
I should not have asked. I'm not a man that pays for it. Use the contraction to make it sound more natural: ' I shouldn't have asked. Sorry, I've never had to pay for it, and, as lovely as you are, I'm not about to start now.
of his leg. (Should be: off his leg
false smile Maybe: insincere smile
There are big gaps in some of your formatting of paragraphs in both dialogue and action. Weird gaps.
a passion SIGH. A passionate sign.
Sandra melts - her tense body relaxes as he removes his hand from her back.. and her leg. (BEAT) She straightens
These (beats) look odd the way you're formatting them, and they're a bit retro.
She gives him an EXHAUSTED - blush look...
Face flushed, or: She throws her head back with exhausted satisfaction.
dumb-found - gasp look. dumbfounded look.
Okedoke, I'll stop there. Hope it's helpful.
The story, while a little clichéd is nice with a humorous twist but it's needs streamlining imho, and all the typos etc., cleaned up.