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Original poster

Sexy secretary?

22 replies

IckyPop · 10/08/2022 14:40

DP and I have been together for just over a year. We don’t live together but see each other a few times a week.

He’s been working from (his) home a fair bit and last time I stayed over on a weekday we had a little flirty joke in the morning about me being his secretary.

The other day we were messaging back and forth and the boss/secretary thing came up again and some flirty jokes and double entendre’s were flying about, but not sexting as such.

It has got me thinking about surprising him next time I go over to his on a workday, and dressing as a sexy secretary (not a costume but real clothes- tight short skirt, stockings, tight blouse unbuttoned quite low, heels).

The thing is I’m not very confident about dressing up like this and haven’t done it before (with him or anyone else) and I keep thinking I’ll look like an idiot or it will all be embarrassing and not sexy at all.

What do you think?

OP posts:
TobyEsterhase · 10/08/2022 14:53

Am pretty sure that he would be delighted

B1rd · 10/08/2022 17:45

TobyEsterhase · 10/08/2022 14:53

Am pretty sure that he would be delighted

What Toby said!

justabagman · 10/08/2022 17:45

I'd be delighted to unwrap my sexy present , slowly.

go for it and maybe add some crotchless knicks

enjoy x

Original poster
IckyPop · 10/08/2022 18:01

Oh blimey! Thank you Smile Definitely not cringe then? Grin

OP posts:
totallyoutnumbered · 10/08/2022 18:51

Definitely not cringe. Go for it. Maybe just check his calendar out if you're planning a daytime visit. Unless you really wanted to spice up a zoom meeting that is 🤣

Original poster
IckyPop · 10/08/2022 19:03

totallyoutnumbered · 10/08/2022 18:51

Definitely not cringe. Go for it. Maybe just check his calendar out if you're planning a daytime visit. Unless you really wanted to spice up a zoom meeting that is 🤣

Grin I was thinking the end of the working day, just before he's due to finish precisely for that reason. Christ, imagine that Shock

OP posts:
MisterT373 · 10/08/2022 19:49

Checkout the film "The Secretary" with Maggie Gyllenhaal. Might give you some inspiration

totallyoutnumbered · 10/08/2022 20:41

I was thinking the end of the working day, just before he's due to finish precisely for that reason. Christ, imagine that 😂

I can actually 🤪 My DP loves a quick flash when he's on a particularly busy but boring zoom call. WFH has to have some perks 🤷🏼‍♀️

Wandawhochanged · 10/08/2022 21:19

As a change from tight black skirt, try a fuller one so that you can flash your stocking tops if you sit down and cross your legs. Wear pants of contrast colour like scarlet.

They all react well.

Original poster
IckyPop · 11/08/2022 00:46

totallyoutnumbered · 10/08/2022 20:41

I was thinking the end of the working day, just before he's due to finish precisely for that reason. Christ, imagine that 😂

I can actually 🤪 My DP loves a quick flash when he's on a particularly busy but boring zoom call. WFH has to have some perks 🤷🏼‍♀️

You're giving me great ideas, thank you! 😁

OP posts:
Original poster
IckyPop · 11/08/2022 00:47

MisterT373 · 10/08/2022 19:49

Checkout the film "The Secretary" with Maggie Gyllenhaal. Might give you some inspiration

I'll be definitely checking that out, thanks for the tip 😁

OP posts:
Original poster
IckyPop · 11/08/2022 00:48

Wandawhochanged · 10/08/2022 21:19

As a change from tight black skirt, try a fuller one so that you can flash your stocking tops if you sit down and cross your legs. Wear pants of contrast colour like scarlet.

They all react well.

Oh that sounds very saucy, thank you for the tips! 😁

OP posts:
Original poster
IckyPop · 11/08/2022 00:51

Wandawhochanged · 10/08/2022 21:19

As a change from tight black skirt, try a fuller one so that you can flash your stocking tops if you sit down and cross your legs. Wear pants of contrast colour like scarlet.

They all react well.

That sounds quite saucy, I like it! Thank you!

OP posts:
Marieg1990 · 11/08/2022 04:59

I get the "not confident" about dressing up...I think always the fear in the back of my mind was he would laugh and I would feel stupid etc.

When DH and I were dating, I did something similar. Wasn't so much the WFH scenario then but I was going to his house after work. I put on my best work gear but the shorter skirt and put on stockings and suspenders underneath. We were having a drink when I got there and some flirting, bending over a bit more than I needed to pick some stuff up soon got him excited and him partially undressing me...never got to the bedroom..I think the stairs were the nearest we got but he was explicitly talking dirty to me being his Secretary and what he wanted to do to me..........etc......lol

What was good was that when he is aroused, he is more open and he said how he would love me to dress up more for him which was a prelude for trying other outfits, but these were definitely bought for sex and the bedroom.

Good luck..I'm sure neither of you will be disappointed

Wandawhochanged · 11/08/2022 08:24

Hi@IckyPop , I hope it goes well and YOU enjoy the effect (and result).

Original poster
IckyPop · 11/08/2022 17:43

Marieg1990 · 11/08/2022 04:59

I get the "not confident" about dressing up...I think always the fear in the back of my mind was he would laugh and I would feel stupid etc.

When DH and I were dating, I did something similar. Wasn't so much the WFH scenario then but I was going to his house after work. I put on my best work gear but the shorter skirt and put on stockings and suspenders underneath. We were having a drink when I got there and some flirting, bending over a bit more than I needed to pick some stuff up soon got him excited and him partially undressing me...never got to the bedroom..I think the stairs were the nearest we got but he was explicitly talking dirty to me being his Secretary and what he wanted to do to me..........etc......lol

What was good was that when he is aroused, he is more open and he said how he would love me to dress up more for him which was a prelude for trying other outfits, but these were definitely bought for sex and the bedroom.

Good luck..I'm sure neither of you will be disappointed

That sound like a very hot and memorable evening!

OP posts:
Original poster
IckyPop · 11/08/2022 17:46

Wandawhochanged · 11/08/2022 08:24

Hi@IckyPop , I hope it goes well and YOU enjoy the effect (and result).

Thank you! The thought of it is definitely hot for me. And I'm starting to feel a bit more confident about it now.
Circumstances might not allow for a week or two but imagining it is building up the heat very nicely 😁

OP posts:
Marieg1990 · 12/08/2022 06:50

justabagman · 10/08/2022 17:45

I'd be delighted to unwrap my sexy present , slowly.

go for it and maybe add some crotchless knicks

enjoy x

@IckyPop . Certainly agree re the open fronted knix/thong. My DH loves finding me with them on and seeing me through them and being bare below for him

scotsguy1314 · 12/08/2022 14:44

You could set the tease off with your hair up, glasses slightly down the nose and biting the end of a pen. That would make sure he got the reference and was under no illusion as to what the outfit comprised of.

Enjoy!

Original poster
IckyPop · 13/08/2022 10:58

scotsguy1314 · 12/08/2022 14:44

You could set the tease off with your hair up, glasses slightly down the nose and biting the end of a pen. That would make sure he got the reference and was under no illusion as to what the outfit comprised of.

Enjoy!

I had considered the glasses and hair up thing, so I'm glad to hear that would likely add to the fun a little 😁

OP posts:
Original poster
IckyPop · 13/08/2022 11:00

@Marieg1990 I agree they are very saucy and my DP has been very pleasantly surprised finding them on occasion 😁

OP posts:
notlongtoo · 13/08/2022 12:05

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