I'll echo what others have said but also answer your questions.
Preamble - Life advice (Skip this if you don't care)
Now is the best time of your life to get rejected. And I mean that.
Forget trying to get laid. Go out into the world and do things that make you happy. Go discover what fulfills you as a person. Whether that's sports or art or science or reading or writing or playing guitar or whatever. Just go do stuff, even doing it badly, to grow as a person. That way you'll be more fully yourself, radiate confidence and joy, and so become more attractive to the women who are into exactly what you're into. Then befriend them, getting women friends is a HUGE chick magnet because it demonstrates to other women that you're safe to be around. But ask some of them out. Take each No as a good thing, because it saves you from wasting your time dating someone who doesn't want you anyway. Rack up those No's like a goddamn champ. So when you find a Yes it'll mean something. Banging her will be better than some random chick from the bar. And when she breaks your heart, take it like a champ, mourn the loss, learn how to process sadness in a healthy way, and move on. That's LIFE, baby!! You'll be better for it. You'll be stronger for it. And you'll have much, much better sex because of it.
And escorts will always be there to fill the gap between relationships.
Brief list of escorts I recommend:
Anyway. In the meantime, here are some escorts in the Burlington/Hamilton area good for a 24 year old first timer! Only putting their name and last four digits of their phone number. You can search those digits for reviews using the search field in the top right corner of this website. I'd recommend many, many more... but here's a brief list:
Kaylee 2841 - Busty blonde bombshell sweetheart. Typically Oakville/Mississauga but I think she sometimes hosts near the Oakville/Burlington border?
Kennedy King 4811 - Another gorgeous sweetheart. I believe she often hosts in Burlington and Stoney Creek?
Jessica Fox aka Jessie 8742 - I've never met but she's high on my list to meet with tons of stellar reviews. Hosts in Burlington.
Brooklyn 5800 - MILF I've never met but
highly reviewed. A busty older woman might be perfect for a young guy's first time
How to book:
Read their ads here on TERB or on Leolist. Read the entire thing. And if they have a website (like a Tryst or .com or .ca or whatever) visit it and read
the entire thing. They will know whether you did and they will appreciate it when you show them the respect of demonstrating that you know what they offer and can follow their instructions.
Reach out to them in whatever way they've asked for.
Perhaps an online booking form. Or a simple text message.
Include everything in your first message:
Name, age, duration of appointment you're interested in, date/time range you're interested in, and usually ethnicity. (Don't start the whole ethnicity debate. Just accept that it's needed.) For example:
"Hi Kaylee, I'm Bob, a 24 year old white guy. I saw your ad on Leolist and am eager to meet for an hour today any time after 5pm, if you're available for an incall."
They might not respond right away. You wouldn't want them answering text messages while banging you, so they won't reply to you while they're with someone else, or driving, or sleeping, or eating, etc. And because they don't know if you're using your real phone or not, the best escorts will not reply to messages at all if more than 2 hours or more have elapsed. Don't get upset if they never respond. It may be to protect you from an embarrassing message. Try them again the next day you're interested in meeting.
When they reply, be honest and let them know what you're looking for:
"It's my first time and I'm a bit nervous. Are you comfortable guiding me through my first time?"
Your appointment is not confirmed until they
confirm.
Don't send them a million texts. In fact, send as few as possible to book your appointment. They're busy. And to be honest, they don't know if you're a real person or someone who's messing with them and won't show up, which actually happens. So, respect their time by taking up as little of it as possible over text message.
How to prepare:
Shower before you go. Wash your damn ass. Yes, between your ass cheeks. Get up inside the crack with soap and water. (Don't take offense to this comment. Far too many escorts report dudes who don't and it smells like poop when they lean their face down to suck dick.)
Brush your teeth and use mouthwash before you go.
Do not wear cologne or strong scented body spray.
Dress nicely. As if you're going on a date (because you are, in a way) but not your best suit. Be yourself unless you're a slob lol
Plan to arrive a few minutes early at their hotel/condo/location.
Text them when you arrive saying you've arrived.
They'll reply with their room number when they're ready for you to come in.
DO NOT ENTER THE HOTEL/CONDO BEFORE THEY TELL YOU THE ROOM NUMBER.
Accept that sometimes life happens and they might be running late. Be patient if that happens. Its okay.
Walk into the hotel like you belong there.
No one knows whether you're a customer, a family member of a customer, or anyone else.
If hotel staff harass you (they won't) be honest: You're meeting your friend in their room. Just keep walking. Escorts know to pick "escort-friendly" hotels who don't bother customers.
When you get to the room, knock quietly and smile standing a little back so they can see you through the door peephole to confirm it's you. They'll let you in. If they don't, knock again.
What to expect:
Expect an absolute babe to answer the door. Likely she'll hide behind the door while opening it so no one in the hall can see her.
Say hi, introduce yourself, and hand over the cash immediately without being asked for it, preferably in a blank, unsealed envelope that you prepared before you arrived.
Expect to take a shower right away. I know, I know, you just had one. Doesn't matter. Make yourself FRESH. Wash your damn dick, your face, your hands, YOUR ASS, your whole body.
After your shower, use the mouthwash provided, assuming there is some.
Now go hang out with that hot chick who's waiting for you.
They'll take care of you.
Likely you'll talk for a bit first to get comfortable and relax.
Expect each escort to have their own preferences and restrictions. Accept them, whatever they are. For example, some don't kiss with tongue. Some do but don't want you to shove your tongue down their throat. Others do. Some won't suck your dick without a condom on it. Some will. Don't argue, don't whine, just accept whatever makes them comfortable, because 1) they're human, so respect them, and 2) it will make them more eager to please you when you respect their boundaries.
Expect to leave before your time is up.
If you've booked an hour, try to leave before the hour is up.
Because it'll take time to wash your hands, get dressed, say goodbye, double check you didn't forget your keys, etc... so leave time for this
within your allotted appointment time. You can't be balls deep in warm, wet pussy at the 59 minute and 30 second mark, bust a nut, and expect to leave on time. So wrap up early to respect them and their time.
Expect that it might not be perfect.
You might be too nervous to bust a nut. That's okay.
You might bust a nut too early! That's also okay.
You might meet a highly reviewed escort but you two don't click, personality-wise. That's okay.
You might feel on top of goddamn world after.
But then you might feel embarrassed or guilty later because of social stigma around sex work. Or you might not at all! Either way, it's okay.
You might get addicted to this and want to visit escorts all the time. Be careful with your budget. This can be incredibly addictive. If you spend a lot of money, LOL hell yeah brother. But if you spend more money than is responsible because you get addicted... I say this with sincere honesty and conviction: It's important to get professional addiction help if you do get addicted. You probably won't. But it's important to say it just so it's said.
You might get a crush on an escort. That's (somewhat) normal. Just accept that it's your hormones and don't fool yourself into thinking you have a chance to date them. Most escorts have a
"never date clients" policy for good reason.
But most importantly, expect to have fun meeting someone new who knows exactly how to help you with this new experience. This is supposed to be fun! It's okay to be nervous about it. You're doing something new. But they're literally professionals at this. This is exactly what they're practiced at doing: Helping guys have a fun distraction for a brief time. They have met tons of guys in your exact situation and know how to help you through it. What's that phrase?
"Get comfortable being uncomfortable."
You've got this, champ.
Let us know how it goes.
