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How To Select An Escort For The First Time

Sex Ed

How To Select An Escort For The First Time

I tend to meet a lot of first-timers. That is, gentlemen who have never been with a companion before. I’m always incredibly honoured not only because they chose me for their first date, but that I have the opportunity to introduce them to this wild, wonderful, and complex world.

Nerves is almost always an issue, but it’s not always exclusive to first timer gentlemen. It’s relatively often that when I’m meeting my date for the first time, it’s apparent that he has spent a lot of time anticipating, imagining, and sometimes stressing about our encounter.

Is It Normal For First Timers To Feel Nervous?

Absolutely, first date jitters is completely normal. Given the nature of our encounter, I understand the source. Not only are you meeting someone that you’ve likely admired from afar for months (which is nerve-racking in itself), the stakes are high!

There’s a significant investment on the client’s part, which I try not to take for granted. He’s investing his capital, of course, but also a chunk of his time that’s irreplaceable. In addition to both of these things – there’s also the anxiety provoking stereotypes about escorts that first timer’s sometimes have in the back of their mind. Is she enjoying herself? Is she here because she wants to be?

I encourage my clients to remember that these thoughts are normal and valid. You’re about to enter completely new territory, and your body is reacting, physiologically speaking, in a normal and expected way. It’d be amiss if I didn’t mention that If something feels off, acknowledge that. If there are red flags, take note of them. We should both be doing this in the days leading up to our encounter.

That being said, don’t underestimate the importance of research, and ultimately, trusting your provider. You’re in good hands.

Importance Of Choosing A Good Escort For Your First Time

Researching your provider, and the industry that you’re about to dabble in is important, and comes in various formats.

Firstly, you can peruse various advertising platforms. It’s not just about photos. I always advise reading numerous provider’s copy – their website, and bios. What resonates with you? Who leaves you curious, and wanting more?

Does this provider have social media? Do they promote themselves in a way that’s attractive to you? Do you have similar interests – is your intrigue mounting? Furthermore, do you sense a level of professionalism? Does she appear to have a verifiable reputation?

I think it’s necessary to remember that while physical attractiveness is of course important (and subjective), try not to neglect emotional attractiveness. A name and a photo won’t give you clues about the kind of person you’re meeting, and the experience you’ll have.

My best clients are the ones that paid attention, and did their homework. They read my website in its entirety, took note of my likes and dislikes, followed me on social media, and eventually got to the point where their gut instinct was: “we’re going to get along.”

How A Good Escort Can Calm A Clients’ Nerves

I think a good escort is somebody who has a high level of EQ, and a high sensitivity for empathy. Most of us in this business got into it in the first place because we adore fostering connections. She’s here because she understands people, and all the idiosyncrasies that come along with them, nerves included.

Chances are, we already know you’re nervous.

The beauty of this business is that all of us, while similar in some ways, operate in a completely different fashion. My approach when meeting a nerve ridden client is to somewhat ignore the problem. I personally find that hyper focusing and dwelling on nervousness isn’t the most effective.

Also – I treat my dates like any other first date. We’re here to get to know each other, and we’re both a little nervous. I try to be authentic, transparent, and give genuine compliments if they’re due. I’ll ask thoughtful questions and give you my honest opinions.

As the night progresses, your shoulders might lower, your jaw might unclench, and we might find ourselves laughing and flirting. Usually before the evening’s over, we’ve found a way to connect in a real and sincere way, and all of a sudden, the nerves that we both felt at the beginning are no longer an issue.

Last Tips For First Timer Clients

My biggest tip: trust her.

Nerves are normal, and totally ok. However, that chemistry you’re feeling? It’s very real and palpable.

Try your best not to let anxiousness, self-doubt, and internal worries override the experience you’re having… because it just might turn into something wonderful.


Madison Winter – Madison Winter, Canada’s self-proclaimed ‘girl next door’ is a high-end companion who lives and works out of Toronto, ON.

She’s left a career in finance to become a provider, and now specializes in long engagements and relationship-based dates. In her spare time, she’s usually collecting passport stamps, or at home with her two dogs jamming out to 80’s rock.

Follow Madison Winter on

Website: https://madisonwinterto.com/

Twitter: https://twitter.com/madisonwinterto


Images courtesy of Madison Winter

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Madison Winter

Madison Winter, Canada's self-proclaimed 'girl next door' is a high-end companion who lives and works out of Toronto, ON. She's left a career in finance to become a provider, and now specializes in long engagements and relationship-based dates. In her spare time, she's usually collecting passport stamps, or at home with her two dogs jamming out to 80's rock.

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