Pickering Angels

overnight

Aug 1, 2006
382
4
18
It's all about the experience so it's not for guys who are looking for sog value. For the record, most SPs don't sleep during the encounter unless she trusts the guest she's with. I can count on my fingers the number of sleep overs I've actually slept during so it does make for a long visit. The key is finding someone that you genuinely connect with and clearly communicate before the encounter what you expect. I have very different considerations for guests who only want one play session in the evening and one in the morning as opposed to those that want to spend the entire evening in bed then another couple of hours between the sheets in the morning...

cat
 

Born2Star

Active member
Dec 2, 2004
760
80
28
That's a sad story.

I only did an overnight once. I have been seeing a MA for a long time, like 4 years steady at that point. One weekend my SO was out of town, I was at her spa getting my usual Fri Rub and Tug and casually mentioned that it would be fun to take her on an overnight trip to Montreal. I was surprised but she agreed immediately. So we finished our session, I went home and packed a few things and picked her up 3 hrs later when her shift was over. We stopped by her apartment for her to grab a few things too (literally took her 5 mins while I waited in my car). She was really excited, especially since it was her first time riding in my car (an Italian exotic). We called a hotel while enroute and booked a room at the downtown Hyatt and got there by dinner time. The drive there was pleasant. I learned a lot about her, more than I ever cared to know (home life, ex, personal problems etc) by she tried to keep me from getting too bored lol. Dinner was awesome, the. Back to the room where we had out first FS ever. Amazing time. Went out for a nightcap downstairs at the bar, upstairs for more sex, woke up to a BBBJ at 2am, and another at 10am. Thought I was in heaven. Went shopping on St. Catherine's street and bought her a eew trinkets and headed back to Ottawa after lunch. The fun part was the road head I got and the entire trip home she decided to remove her skirt and panties and masturbate for me.

It's wasn't by any means a professional overnighter, in fact it cost me nothing except the clothing and makeup products I picked up for her at Olgivies. Felt like an actual couple, loved the attention since she was so hot and obviously younger.
Wow, that's a dream come true. I'm sure 99% of the guys here have a dream like this. It's perfect !

You said you only did it once... I'm surprised you didn't "repeat" ;-)
 

wellhungone

Well-known member
Nov 17, 2009
1,604
244
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Toronto
It's all about the experience so it's not for guys who are looking for sog value. For the record, most SPs don't sleep during the encounter unless she trusts the guest she's with. I can count on my fingers the number of sleep overs I've actually slept during so it does make for a long visit. The key is finding someone that you genuinely connect with and clearly communicate before the encounter what you expect. I have very different considerations for guests who only want one play session in the evening and one in the morning as opposed to those that want to spend the entire evening in bed then another couple of hours between the sheets in the morning...

cat
I totally agree with you. I would be nervous as well. If you don't trust the person it can make for a very long night and not very enjoyable.
 

SimonHunter

Banned
Oct 7, 2013
97
0
0
It's all about the experience so it's not for guys who are looking for sog value. For the record, most SPs don't sleep during the encounter unless she trusts the guest she's with. I can count on my fingers the number of sleep overs I've actually slept during so it does make for a long visit. The key is finding someone that you genuinely connect with and clearly communicate before the encounter what you expect. I have very different considerations for guests who only want one play session in the evening and one in the morning as opposed to those that want to spend the entire evening in bed then another couple of hours between the sheets in the morning...

cat
Extremely good and useful insights. Thank you
 

SimonHunter

Banned
Oct 7, 2013
97
0
0
Exactly. I am usually sound asleep and wake up to a gorgeous perfect body and face. The best part is when she opens her mouth it's not to bitch about x,y,z... It's a more normal "did you sleep well babe?" This to me is priceless and frankly kind of sad I don't get this at home.
Hmmmmm I guess I need to get 2 connecting rooms :)
 

pablice

Banned
May 13, 2011
2,051
4
0
Exactly. I am usually sound asleep and wake up to a gorgeous perfect body and face. The best part is when she opens her mouth it's not to bitch about x,y,z... It's a more normal "did you sleep well babe?" This to me is priceless and frankly kind of sad I don't get this at home.
Sweetest girl! Then she turns to you and says where my money at...:p
The industry women are refined fine women like fine vine that know what we need and when. This is why civie women are of little interest to me now. I really don't care that they see all these men...they are so much fun and so addicting!
 

wellhungone

Well-known member
Nov 17, 2009
1,604
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So I guess my luck continues ! A couple of weeks ago I was at a business function, I knew that I would be having a couple of drinks so I planned ahead to stay at the hotel were the function was being held. Through out the evening, I was eyeing of the pretty ladies at the functions thing that I might be able to hook up that night. Unfortunately, that didn't happen but did get her number and did set up a date.

So, as the evening was whining down I decided to call an SP that I had seen before and new that she would be working in the area. A couple of quick exchanges and we were in business. I suggested that she come to my hotel. I have a feeling that she was in the same one but she wouldn't tell me. We scheduled for a midnight appointment. I went back to my room and waited. She arrived 10 mins early, which was fine. The way she was dressed she could have been at the function, very discrete and looking classy.

She enters and we chat over a drink. We have a great session, I was thinking of the lady that I meet early that night which just added to the experience. No rush from her to leave, we had a great session, MSOG and erotic massage to cap it off.

As we were laying in bed, her head on my chest we must of fallen asleep. I was awaken by loud snoring which freaked me out. It wasn't me ! she is lying there fast a sleep snoring away. I look at the time and it is about 3:30am. I decided to let her sleep. Well, about 30 mins after I decide this she is snoring louder. I am thinking that I have a 7am meeting to attend and I needed my beauty sleep.

So I wake her up and she is so tried that she can't get up. So here I am thinking, this is not good. After about an hour of trying to wake her, she finally wakes up. Apologizes for sleeping saying she was exhausted. I was thinking "dam I good" but she said she had a long day, lack of food and sleep. So my ego got a little crushed - lol.

She gets up and gets dressed, her hair was a mess. I asked if I could call her a cab and she declined and said she had a short distance to go. An elevator ride away.

We settled up the tab, I was ready for battle on the time but nothing was said. She apologized for falling asleep and was embarrassed about it. I felt bad for pushing her out, but I wasn't sure what I would be getting into if I let her stay.

Great night with a little sense of remorse about kicking her out. But I will definitely be seeing her again as she sent me a text that morning apologizing and making fun of the situations.

No SP name will be mentioned as I owe her that, but if she is reading this "bacon, eggs and lots of coffee"! :p
 

Jasmina

Well-known member
Jun 11, 2013
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I am assuming these are regulars you see often, otherwise pay at the start so the poor girl is not secretly worrying you are gonna stiff her (in the unpleasant way)! Also, if it is a weekend trip away paying her upfront gives her some pocket spending cash, just an insight you may want to consider in the future.

It's interesting those nights I was thinking of, when I am extremely tired or drunk I tend to snore. My real sig other would probably have forcibly woken me up to get me to stop snoring. But this escort, she put up with it for the whole night, didn't say a word and we snuggled in bed all morning.

I rewarded her in kind with first row VIP tickets to her dream show ;) tickets unattainable by any pleb.

Even with every sp I travelled with not a single one asked me to pay them at any point during the trip. I pay them at the end :).

I wouldn't take them if there wasn't mutual trust and respect.
 

shack

Nitpicker Extraordinaire
Oct 2, 2001
50,304
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Great night with a little sense of remorse about kicking her out.
Since all she had to do was get in an elevator to her own room and bed there should be zero remorse.
 

diehard

_\|/_
Aug 6, 2006
2,987
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I am a huge fan of overnights. It is my preferred mode but only with girls (usually strippers) I know well - never with first timers.

Starts usually with one SOG and we hit the night for dinner, hanging out and returning for another SOG. Then wrap the young babe around me and go to sleep. Wake up and take a Jacuzzi bath and another SOG if in the mood. 1K maximum.
LOL! I agree with you!
 

Titalian

No Regrets
Nov 27, 2012
8,500
9
0
Everywhere
I did a couple of over nighters when I was on business in Mtl. These were strippers actually, from my buddy's club. Enjoyed it a lot, it was nice sleeping against a sexy naked body!!! Which I wasn't getting at home anymore. One of them, woke me up in the morning with a bbbjcimsw jess! What a way to wakeup!!! Wasn't bad one charged 300 and the other 450. I also had supper with them as well. I am in search, for a local sp that offers overnighters, but that I would feel comfortable with as well.
 
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justfor

Banned
Mar 11, 2012
1,111
0
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I remember my first overnight sleepover was in Bangkok many years ago. I was on a business trip and my younger brother came along. The moment we set foot outside the hotel, we were swamped with guys trying to get you to visit their massage parlors or to see their shows. We followed one guy who took us to a massage place where there were at least 30 girls all sitting up on a stand and all looking pretty. We chose one each and the guy drove us back to the hotel for the night. We were young and with not much money, we rented only one room which was a fair size, and with two beds. We hung a bedsheet between the two beds for privacy. We had so much fun with the two young pretty girls who chatted and giggled with each other in their own language. In the morning, before they left, we gave them each a good tip which made them so happy. It was a very memorable time!

Fast forward to 2014, I had had a few overnight sessions with my ATF. We are very comfortable with each other since we know each other for quite a while. I must add that I would not think of entertaining a SP overnight or for extended period of time if I have not seen her many times before. With my ATF, I wasn't looking for many sog's, I simply enjoyed and wanted to spend time with her and treat her like my girl friend and be treated like her boy friend. We would cook and enjoy our meals with some wine, skinny dip in the indoor swimming pool, then relax in the hottub during which we would enjoy exploring each other bodies and lots of oral pleasures. The last time, she also gave me a wonderful massage, a bodyslide and we had a reverse massage. Like I mentioned earlier, I wasn't looking for many sog's; but she was always very accomondating and she would try very hard to please me anytime. At night, I would give her a hug and a kiss, say good night and I would give her a chance for a good night sleep.

We have great trust in each other; the first thing when she arrives, I will hand over an envelop with the agreed upon donation - without fail. This problably helps a lot in gaining her trust and make her comfortable.
 
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Jasmina

Well-known member
Jun 11, 2013
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Don't take this personally but... do you go to the movies and then pay after? How about a concert? Or when you jump on the bus, do you expect the driver to trust that you'll pay when you get to your destination? I hate to say but this job is FILLED with people who will take advantage, both sides, so I think it is just a great sign of character for the gentleman to pay up front, without her having to ask. It will just ease her comfort and make her all the better a host/guest for it. I am absolutely shocked you have only ever had one girl ask... in all honesty if you told me you'd pay after, I'd walk.

I would never invite someone for someone like this wherein the trust AND respect wasn't 100% mutual. I've had only one escort ask me to pay up front in my entire hobby career and she was just starting out.

Hopefully you don't take offence to this as I say this in the nicest possible way: I'll share an insight with you, I am very unlikely to repeat if the attitude of the escort is to mistrust everyone. That denotes an inability to be a good judge of character and inability to connect.
 

Jasmina

Well-known member
Jun 11, 2013
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I am new. But I also work daily with other indie SP's and they alllllll say the same thing. Hence my surprise. Naturally, if it is someone I have seen several times before I would not even think to ask. But someone new, I would hate to ask but if they did not produce upfront I would ask... I do not understand how you take offense to that given what us Ladies go through daily (fake bookings, no shows, etc). Either you are not talking to the women or you are purposely being naive.

Well I would personally take offence if someone asked me to pay up front, the only reasons I didn't the one time it happened, the girl was just newly an Indy.

I think your judging every client as a potential asshole / fraud ahead of time and this is probably killing your chance to develop any chemistry with any johns. I wouldn't see someone who has deep seated prejudices. Who knows what other preconceived notions you may have. Escorts who can figure out who to trust and not to trust are much more likely to develop chemistry and get offered the niceties of this hobby.
 

Jasmina

Well-known member
Jun 11, 2013
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My point was that it is not about trust, it is about etiquette. And regardless of there being examples on both sides, I believe my point was made.

Fast food and greasy spoon restaurants ask you to pay up-front. The better restaurants bring you a bill at the end. Analogies only go so far.
 

MadonnaLove

Banned
Dec 1, 2012
1,976
11
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I agree with Jasmina always collect up front…..Most gentleman respect that ……the ones that don't well thats their loss
 

Jasmina

Well-known member
Jun 11, 2013
2,187
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You are putting words in my mouth now. I never judge or assume that a person is out to rip me off. I give the benefit of the doubt whenever I can, but I also have some common and acceptable practices in my line of work to protect both me AND my clients.
I never said that every line of business is pay up front, I gave a few examples of when that is the case to demonstrate that it is a common practice in many businesses. Nothing falsely logical about it.
I wont even start to defend my character based on the rest of your comment as, frankly, you do not know me, assume what you want based on my posts. You are certainly entitled to do so.

So in summary, based on a few negative experiences you see every new client as a potential for negative experience without independently assessing the situation based on the merits of that particular client or case.

You also used the false logic that everything is paid up front when in fact this is NOT the case.

Anecdotally, I've seen sps who've had some pretty shitty and crazy experiences yet they were still able to recognize I wasn't someone who was crazy or rip them off. I immediately got the sense they were truly open minded and were forward thinkers.

This is why I critically pay attention to how an sp conducts herself on terb and how she writes in her ads or websites to get a better idea of what she's like. I don't book with anyone who comes off full of herself, judgemental or immature. There were a few ladies who were 100% my type physically but their posts on here made them appear entitled and frankly immature.
 
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