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A question for the men about clothing

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If you were to book a mature lady (say late 30s - 40s), would you want her to come to the door in an outfit that made her look younger or older?

 

Say...a schoolgirl skirt and tank & hair down VS. glasses, hair up, and a business jacket with only a bra underneath?

 

Really eager to hear your opinions.

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I would prefer the second look.

I find it really sexy when a woman has the sophisticated look.

Also not sure if the schoolgirl look would come off as trying too hard.

JMO

 

H

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Guest N***he**Ont**y

For some reason I am attracted to the business suit look. Nothing like a woman wearing a tight business like skirt and a nice blouse with a lot of buttons to undo.

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As a woman who just reached 40, I agree with the above poster Heneryporter.

I feel a women in her 40's is really prime age to show of our sophistication in a way I never could have pulled off in my late 20's or even early 30's.

 

I love to wear my elegant one pieces, business suites, and when I feel young at heart a will do my cut of jeans and halters and heels too:)

 

Wear what you feel sexy in, and it will radiate :)

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I think that would come down to the personal taste of the person seeing you. I would rather you wear what makes you feel the most attractive and sexy at the time.

 

If it were up to the 2 options you described I prefer the professional look, always loved a girl with her hair up and glasses :) but that would go for any age just not just mature (I don't consider 30s-40s mature btw maybe because i'm in that age group :P). That being said if someone dressed younger it wouldn't bother me either. I don't think it's a deal breaker.

 

My way of thinking is whatever you wear, it's all good as long as you feel attractive and sexy in it.

 

One lovely lady I see regularly would always greet me in Lingerie, then on our last date she asked me if i wanted her to wear anything special and I told her whatever made her feel comfortable. She greeted me with Jeans and a nice blouse and I found she looked beautiful, it's what she felt best in at the time.

 

Like Lady Sophia said, it will radiate and it does :)

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I would prefer the second outfit over the first

The schoolgirl look, to me that's a woman trying to dress like a girl, doesn't appeal to me.

The second outfit can be very becoming and sexy...and yes, men do make passes at women who wear glasses. ;-)

But most important for me is no matter what the lady chooses to wear, she is comfortable. I've even had encounters with one lady who wore sweats...and made it work. She did it to be low key. Walking through a hotel lobby no one would suspect she is a professional companion

Anyhow, a rambling

 

RG

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If I want to meet a young girl I would book one.

If I want to meet a more mature woman then a mature woman is who I'd book.

There's lots of variety out there already. No need to get one and pretend it is the other. Just get the real thing.

 

 

And the ladies who come to my house are pretty discreet. I don't want the neighbours seeing girls in Sailor Moon outfits coming and going.

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Agreed. 30+ wearing school girl just not do it. May be it is just me that not that into school uniform :-)

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Really interesting replies...made me think about what makes me feel sexy, actually. The lingerie I'm wearing in the photo definitely makes me feel that way. It looks a little dom, and I can definitely be that if the occasion calls for it.

I do like power suit jackets with nothing underneath. THAT makes me feel sexy. I realized that the thongs have to go. I've never liked them. In fact, I haven't been wearing underwear at all for a little while...that, to me, is sexier than a thong. I've also been trying to find a pair of 50s style panties with ruffles on the bum...not much success so far, but I haven't done a thorough search on ebay.

I like wearing glasses sometimes, because there's something erotic about taking them off before you get down to it...basically, I want to look like a cross between Courtney Love and Jackie O., if that makes sense.

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Really interesting replies...made me think about what makes me feel sexy, actually. The lingerie I'm wearing in the photo definitely makes me feel that way. It looks a little dom, and I can definitely be that if the occasion calls for it.

I do like power suit jackets with nothing underneath. THAT makes me feel sexy. I realized that the thongs have to go. I've never liked them. In fact, I haven't been wearing underwear at all for a little while...that, to me, is sexier than a thong. I've also been trying to find a pair of 50s style panties with ruffles on the bum...not much success so far, but I haven't done a thorough search on ebay.

I like wearing glasses sometimes, because there's something erotic about taking them off before you get down to it...basically, I want to look like a cross between Courtney Love and Jackie O., if that makes sense.

 

It's all about fantasy, so have fun with it. If a client makes a request and you are comfortable with it then wear that. As it's been said, any other time be you, wear what makes you feel the best. I have panites with ruffles on the bottom, I believe I got them either at Victoria's secret or La senza, would have ben a while ago though. Check their online sites:) I love wearing lingerie and getting dolled up it makes me feel sexy and it's something I don't do in my personal life. It's good to have fun with different looks:)

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To me when I book with a mature woman I like seeing her in normal, casual clothes but with sexy lingerie under it that I can remove myself and have a chance to feel her entire body from her neck to her toes.

I will remember for a long time when I have met the gorgeous Zoe D in a hotel in Ottawa, she had a beautiful evening dress with sheer material around her cleavage and we both removed each others clothing very sexually and slowly. Needless to say when she was around my belt and zipper area I was already at attention and it needed to come out and see what was going on.

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Hi Janice

 

You posed an interesting question. Being a late-forties fella, I much prefer the business attire to the school girl look. But whatever a woman chooses, she'll make it work ten-fold if she's comfortable and confident in her own skin. The makeup and clothes (or lack thereof) is secondary. Confidence exudes sexy... and that comes through whether the woman is wearing a pair of sweat pants or is in a business suit.

 

While there is 'eye candy' (perhaps) with younger women, I much prefer the company of women in their forties or older as they have life experience, and seem much more grounded and confident than younger ladies who might rely on fancy makeup or clothes to make 'sexy' happen.

 

CM

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This is so much personal preference and to some extent the ladies personal style. For me personally I always like the lady to just wear whatever makes her feel sexy and good about herself.

 

Let's face it if the school girl outfit feels like a stretch to the lady it will most likely be less then successful.

 

Who better to know what makes her feel sexy... then the lady herself.

 

Just my Opinion

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You know, the schoolgirl skirt was something I felt comfortable in because I have a punk streak in me from back in the day. However, I was worried that it might look like I was trying too hard to be younger, which wasn't the case.

 

As I said before though, I would rather go commando than wear a thong, and I've decided to retire my tall silver heels for a pair of 50s kitten heels. There's no way in heaven or hell that I'd wear those silver shoes outdoors, but the kitten heels...yes. Definitely.

 

Going a little off topic, I also love the look of very dramatic dark red lipstick, but it's a problem because I also like to kiss. I've tried many of the 'stay put' varieties, including Hourglass (expensive), but it doesn't last if you really get into it. One of the golden rules is not to leave any evidence, so I'd appreciate any recommendations from the girls.

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I remember once I was told by a man that women are like seafood, the fresher the better. Of course that was his own opinion. I certainly prefer mature men for myself, young men... I don't know, you guys are cute, but ... hmmm... just not as sophisticated emotionally. Aah, sorry, a little bit off the topic :tongue:

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In my opinion, it all depends on the individual. There are some more mature women who could totally rock the school girl look, but they would have to look extremely young for their age, or it might look disjointed and a little strange. Generally I would go for the sexy secretary, librarian, lawyer or business woman look. But as always, it depends on the woman and what makes HER feel sexy, as that feeling is what makes the experience. That feeling can make ANY clothes sexy.

Edited by O'Cahla
Typo~LOL~
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Getting a young guy can be good because they're extremely enthusiastic, but older men are generally more sensual. And let's face it - they're WAY better at oral! I definitely prefer older men too. To take it a bit further, I think I'd rather have sex with myself at this age than when I was in my 20s. Once I hit 35, I kind of came into my own sexually - the rumors are true.

 

I remember once I was told by a man that women are like seafood, the fresher the better. Of course that was his own opinion. I certainly prefer mature men for myself, young men... I don't know, you guys are cute, but ... hmmm... just not as sophisticated emotionally. Aah, sorry, a little bit off the topic :tongue:
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I've also been trying to find a pair of 50s style panties with ruffles on the bum...not much success so far, but I haven't done a thorough search on ebay.

Victoria's Secret! I don't know if they still have them, but I bought a pair of cute polka dot high-waisted undies with ruffles on the bum from there. I think there's a full photo of them in my first album of selfies, and I'm also wearing them in my most recent album. Check online, they may still have them and they're super comfy!

 

I find a lot of men comment on that my picture of me in my glasses is what ultimately made them want to see me, but I find I rarely get requests to actually wear them.

As everyone said before, dress is any way that makes you feel sexy, and every day that can be different! I know some days I just want to wear some nice lingerie, others I'm feeling a formal dress, and with this lovely weather sometimes all I want to put on is a cute summer dress and not much else!

 

I haven't really heard many complaints about outfits. Unless the gentleman has a very specific fantasy, then they will probably just be happy to have a beautiful, smiling women greet them, and won't even notice what she's wearing :)

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If you were to book a mature lady (say late 30s - 40s), would you want her to come to the door in an outfit that made her look younger or older?

 

Say...a schoolgirl skirt and tank & hair down VS. glasses, hair up, and a business jacket with only a bra underneath?

 

Really eager to hear your opinions.

 

If I have chosen to meet mature Lady, then I want to see sophisticated elegant mature lady and not a school girl.

For me personally, small cocktail dress without anything under would be good. Or outfit from your signature would work too :-)

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Interesting topic. I've never worn the school girl outfit because I'm in my thirties and even though I have somewhat of a younger look, I wouldn't feel comfortable and no one has ever requested it anyways. I did a have a cop uniform at one point. My escort friend I work with always laughs when I walk in the door with an authoritative looking bun in my hair and the aviator sunglasses. I'm told I look like a cop. Lol. The naughty maid outfit was a hit as well until someone actually stole the outfit. It had no back to it just a little pick apron you could tie up. Sexy librarian was another good age appropriate attire. That's just me. I just couldn't picture myself in the school girl uniform.

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If you were to book a mature lady (say late 30s - 40s), would you want her to come to the door in an outfit that made her look younger or older?

 

Say...a schoolgirl skirt and tank & hair down VS. glasses, hair up, and a business jacket with only a bra underneath?

 

Really eager to hear your opinions.

 

I've always thought that schoolgirl outfits look silly on anyone who's not young enough to pass for a schoolgirl. And even on quite a few bona fide schoolgirls, come to that. But that's just my opinion...

 

I remember once I was told by a man that women are like seafood, the fresher the better.

 

Both are best dripping... the one fresh from the ocean, the other fresh from the shower (preferably taken with me). That *was* what he meant, right?

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You know, there is really something wonderful about being who you are, and enjoying that, for both women and men!

 

Fantasy is beautiful, and so is reality!

 

I love being who I am and I love women who love being who they are, and who love to have some fun with fantasy, as I do ;)

 

bellafan

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I prefer older women to look sexy and classy, business woman and secretary or librarian works for me . How about a Sexy Nurse outfit :)

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