35 yo looking to book older wg for overnight

[smouseuk]

so, i'm a 35yo guy, i am gonna try book this wg who is in her 60's for an overnight meet, i have met her once before back in 2019 so i know she is genuine, my issue is this... i have anxiety and dont really know what to say to people in social situations, i know this wg would be up for an overnight but i was thinking of some advice about things i can talk about. the plan would be to have her come to my place about 8pm and stay the night and have a drink or 4, but im worried i might make things awkward as i have no clue what to talk to her about, it was fine the 1 time i met her as i spent the whole booking enjoying myself and didnt speak more than a handful of words to her, but with this being an overnight thing i would love some tips or advice from you guys who have done an overnight with a wg.

[Watts.E.Dunn]

Simples! Shes a woman, once started, most don't know where to stop talking!...

[teddyking]

If you couldn’t manage a few words for an hour booking, it’s gonna be much much worse for an overnight booking.
Imo, save your money and have a few one hour bookings with her before an overnight.

[southcoastpunter]

So you have seen her before in 2019 but didn't review her - you have been a member here since 2018. Also from your discussions then, you said you were on a budget - and overnights are expensive and you are worried about what you will talk to her about.

If this is all genuine, then why not see a WG more your age  for an hour or maybe two, you will perhaps have more in common to talk about, its cheaper so if you find it difficult to fill the gaps between "action" its not so much lost money.

And whoever you see, do a review. Sharing information with other guys, not just asking for information all the time!

[Percy]

Although I have never done an overnight with a WG, I also suffer a bit from social anxiety so I understand your concern and it is the reason why I haven't and never will do an overnight  - it would get very awkward and I know I would end up wanting her to leave early - I even get a bit agitated when my ex-wife stays over in a separate room! I would test the waters with a shorter booking before jumping into an overnight with her. And also being in my sixties myself I think the age gap could be jarring in an overnight situation and you might not feel that great about it the next day.

[daviemac]

so, i'm a 35yo guy, i am gonna try book this wg who is in her 60's for an overnight meet, i have met her once before back in 2019 so i know she is genuine, my issue is this... i have anxiety and dont really know what to say to people in social situations, i know this wg would be up for an overnight but i was thinking of some advice about things i can talk about. the plan would be to have her come to my place about 8pm and stay the night and have a drink or 4, but im worried i might make things awkward as i have no clue what to talk to her about, it was fine the 1 time i met her as i spent the whole booking enjoying myself and didnt speak more than a handful of words to her, but with this being an overnight thing i would love some tips or advice from you guys who have done an overnight with a wg.

You've been a member for over 3 years, have stated you have seen this escort in 2019 but didn't bother to post a review, now you're asking for advice. Not the way the site works mate, it's give and take on here, not take and take.

From the rules. -

1 Site ethos/mission
This Forum puts the interests of Punters first through the sharing of Reviews. The Forum does not endorse or promote any service provider or any other site. This site is totally independent. No favouritism, no special treatment, no vested interests and no pandering to service providers. Members are expected to post Reviews, although there is no formal quota (see rule 27). General chat relating to Punting is allowed on the appropriate Board.

27 Lurking / Dormant Accounts
Members that do not contribute Reviews or where their accounts become dormant may have their membership revoked.

[smouseuk]

You've been a member for over 3 years, have stated you have seen this escort in 2019 but didn't bother to post a review, now you're asking for advice. Not the way the site works mate, it's give and take on here, not take and take.

From the rules. -

1 Site ethos/mission
This Forum puts the interests of Punters first through the sharing of Reviews. The Forum does not endorse or promote any service provider or any other site. This site is totally independent. No favouritism, no special treatment, no vested interests and no pandering to service providers. Members are expected to post Reviews, although there is no formal quota (see rule 27). General chat relating to Punting is allowed on the appropriate Board.

27 Lurking / Dormant Accounts
Members that do not contribute Reviews or where their accounts become dormant may have their membership revoked.

Yeah i understand what your saying, i should have done a review of her back in 2019 and apologies for not doing so, i understand the rules of the forum and also know its not take and take. Due to my social anxiety i dont have a social life at all, i spend most of my time working or sat at home. since i saw that wg in 2019 i've not visited one since. i worry about seeing a wg closer to my own age as im overweight and even though i am paying them for their time i still have major issues, will she enjoy it, be revolted by me etc, i know i shouldn't care about things like that but try telling my anxiety that, so that's why i want to play it safe and meet this older woman. the booking i want to do won't be for another few weeks yet, (beginning of august) but rest assured i will post a review if it goes ahead. I was just after some advice on things to talk about, but im sorry if i come across as a lurker with not posting.

[daviemac]

Yeah i understand what your saying, i should have done a review of her back in 2019 and apologies for not doing so, i understand the rules of the forum and also know its not take and take. Due to my social anxiety i dont have a social life at all, i spend most of my time working or sat at home. since i saw that wg in 2019 i've not visited one since. i worry about seeing a wg closer to my own age as im overweight and even though i am paying them for their time i still have major issues, will she enjoy it, be revolted by me etc, i know i shouldn't care about things like that but try telling my anxiety that, so that's why i want to play it safe and meet this older woman. the booking i want to do won't be for another few weeks yet, (beginning of august) but rest assured i will post a review if it goes ahead. I was just after some advice on things to talk about, but im sorry if i come across as a lurker with not posting.

You are falling into the same trap a lot of punters in thinking that decent escorts are concerned about your looks, they aren't, they are doing a job and if you turn up on time, clean, with the right amount of cash and don't take liberties then they will provide the service. They will always find a work-round for any issues such as weight.

As far as you question goes nobody can really tell you what to talk about, only you know what interests you have and you will only find out her interests after you meet. Having said that if you are at all concerned about how it will go then don't do an overnight, if it doesn't go well it will make your anxiety worse.

[MissWolf]

You are falling into the same trap a lot of punters in thinking that decent escorts are concerned about your looks, they aren't, they are doing a job and if you turn up on time, clean, with the right amount of cash and don't take liberties then they will provide the service. They will always find a work-round for any issues such as weight.

As far as you question goes nobody can really tell you what to talk about, only you know what interests you have and you will only find out her interests after you meet. Having said that if you are at all concerned about how it will go then don't do an overnight, if it doesn't go well it will make your anxiety worse.

This 100%
One of my favourite clients is about 25 stone, he's one big cuddle fest and sexy with it, we have fun, he's clean, respectful and we find ways to make sex work.

I would agree that with your anxiety it is probably wise to go with a slightly more mature escort,  go with an hours booking first, then up it to 2 hours and 3 hours etc, plan for some food or a little drink break etc

But most importantly talk to the lady you want to book and explain that you have social anxiety and struggle to talk to women, forewarned is forearmed and she will be able to take the lead in the conversations between the sexy bits, with anxiety preparation is key BUT over preparation and too long a lead time is not your friend as it will add to your stress.

Good luck

[tynetunnel]

This 100%
One of my favourite clients is about 25 stone, he's one big cuddle fest and sexy with it, we have fun, he's clean, respectful and we find ways to make sex work.

I would agree that with your anxiety it is probably wise to go with a slightly more mature escort,  go with an hours booking first, then up it to 2 hours and 3 hours etc, plan for some food or a little drink break etc

But most importantly talk to the lady you want to book and explain that you have social anxiety and struggle to talk to women, forewarned is forearmed and she will be able to take the lead in the conversations between the sexy bits, with anxiety preparation is key BUT over preparation and too long a lead time is not your friend as it will add to your stress.

Good luck

This is absolutely great advice and as a fat bloke, makes me feel better too! Thanks Miss Wolf 

[Steely Dan]

I would agree that with your anxiety it is probably wise to go with a slightly more mature escort, 

Appreciate you are trying to help a punter.  Thanks for that. But as an escort, your experience is biased. We lie to each other and 'hold our cards in close' when dealing with escorts.  This myth that mature escorts are better for blah blah blah is made up by mature escorts, or chic lit authors or Hollywood.

A 25 year old escort might have had so many partners that she is experienced (in a good way). A 50 year old might be set in her ways.  Or vice versa.

There are good escorts and bad escorts for all types of punters at any age.  Guys should punt who they fancy.  This guy wants to punt this escort. That is fine.  But he doesn't want to punt a different mature escort.

[tesla]

This 100%
One of my favourite clients is about 25 stone, he's one big cuddle fest and sexy with it, we have fun, he's clean, respectful and we find ways to make sex work.

I would agree that with your anxiety it is probably wise to go with a slightly more mature escort,  go with an hours booking first, then up it to 2 hours and 3 hours etc, plan for some food or a little drink break etc

But most importantly talk to the lady you want to book and explain that you have social anxiety and struggle to talk to women, forewarned is forearmed and she will be able to take the lead in the conversations between the sexy bits, with anxiety preparation is key BUT over preparation and too long a lead time is not your friend as it will add to your stress.

Good luck

outstanding answer, kudos

[Liverpool]

  im overweight

I'm a "chips with everything" guy although not quite at the stage for a channel 5 documentary. I worried right at the start of my punting career, but soon put my hangups to one side and just thought about the really hot girls I was meeting.

The key, I find, is to do your homework and if you've been comfortable with a WG before, and they with you, regardless of your size then you should have a good night. Awkward silences will happen but don't stress as that will put pressure on you to a) fill the gap b) perform sexually. As others have said outline any hangups at the start and if the WG is any good then she should be able to cater for you. Even if the night is a load of shit, don't worry about it. Put it down to experience and when you do another you can learn from your mistakes.

[MissWolf]

Appreciate you are trying to help a punter.  Thanks for that. But as an escort, your experience is biased. We lie to each other and 'hold our cards in close' when dealing with escorts.  This myth that mature escorts are better for blah blah blah is made up by mature escorts, or chic lit authors or Hollywood.

A 25 year old escort might have had so many partners that she is experienced (in a good way). A 50 year old might be set in her ways.  Or vice versa.

There are good escorts and bad escorts for all types of punters at any age.  Guys should punt who they fancy.  This guy wants to punt this escort. That is fine.  But he doesn't want to punt a different mature escort.

I said slightly more mature, nowhere did I say old as I agree not all maturity comes with age.

However in this case he has stated he has social anxiety and it is worse with ladies of his own age range, it would therefore follow that he would feel safer and less judged by an older more mature woman because in his mind they are not someone he wants to see as a potential partner, its quite a complex psychological process when dealing with anxiety for the sufferer.

I also suggested he talk to his perspective escorts about his anxiety issues and that will help him decide which one is right for him, if a 50yo comes back with a less than understanding reply he's going to know not to proceed with that booking and if a 35yo comes back with the right answer and makes him feel confident and safe then bingo he's on.

I'm fully aware there are good and bad escorts of every age, I read enough reviews on here to see what you guys go through so if I can do just a small amount to help the occasional one I'm a happy lady

[stevedave]

This 100%
One of my favourite clients is about 25 stone, he's one big cuddle fest and sexy with it, we have fun, he's clean, respectful and we find ways to make sex work.

I would agree that with your anxiety it is probably wise to go with a slightly more mature escort,  go with an hours booking first, then up it to 2 hours and 3 hours etc, plan for some food or a little drink break etc

But most importantly talk to the lady you want to book and explain that you have social anxiety and struggle to talk to women, forewarned is forearmed and she will be able to take the lead in the conversations between the sexy bits, with anxiety preparation is key BUT over preparation and too long a lead time is not your friend as it will add to your stress.

Good luck

As others have said, this is great advice - OP take heed 

[FiveKnuckles]

OP sorry to read about your anxiety.  Don't be too body conscious the WG is offering her time (and holes) in exchange for some funds.

Forget about an overnight with a 60 year old.  You won't have much in common to talk about IMO.

Book at late 20s or early 30s EE  for 30 minutes and smash it.  Just turn up nice + clean and be respectful. 

Watch some porn 'hot chick fucks (old/fat/ugly/short, etc) guy' and there's a genre out there. 

Go enjoy yourself and let is know how it goes.

[Ali Katt]

so, i'm a 35yo guy, i am gonna try book this wg who is in her 60's for an overnight meet, i have met her once before back in 2019 so i know she is genuine, my issue is this... i have anxiety and dont really know what to say to people in social situations, i know this wg would be up for an overnight but i was thinking of some advice about things i can talk about. the plan would be to have her come to my place about 8pm and stay the night and have a drink or 4, but im worried i might make things awkward as i have no clue what to talk to her about, it was fine the 1 time i met her as i spent the whole booking enjoying myself and didnt speak more than a handful of words to her, but with this being an overnight thing i would love some tips or advice from you guys who have done an overnight with a wg.

It's probably not what you want to hear, but spend your money on some books on social anxiety or something that forces you to socialise like wine tasting club, cinema, cooking I don't know, but that's if it's really severe.

TBH I'm not extroverted, but I've never really had that much issues thinking of stuff to say. Best advice is really not to talk about personal stuff: children, family, religion, politics etc.

[Stevelondon]

Your 35 years old and she is 60......so what.

I've met blokes who are 20 and are far more mature than some of my mates in their sixties.........who will never grow up.

Best advise I can give you. Your 35. Don't let bloody life pass you by. Get on with it.

You asking for advise on here and will get lots of differences its that simple.
If your full of anxiety now then its probably only going to get worse if you don't at least attempt to get over it.


Unless of course you want to come back on here in a years time and blame us lot for giving you crap advise.

[lamboman]

The age gap is surely not going to help,I'd look to over come your anxiety before booking an over night.

[YorkshireLad]

Don’t waste around a grand on an overnight with a 60 year old…get yourself on seeking & you’ll get the same for £150 max!

[PunterNumber69]

I feel your pain as I'm not great around people. I used to be really shy and felt awkward talking to women.  Sometimes I talk too much because I feel nervous.  I now find that I'm less shy as if I can handle getting naked and having sex with random strangers then I can handle sitting and talking to people clothed.

My suggestions are:

- Don't be so hard on yourself
- If the WG has been working for a number of years then she'll be used to getting people to relax around her and may take the lead on conversation
- I'd suggest not doing an overnight and instead doing a booking of a couple of hours and seeing how that goes. I think you might struggle with an overnight as they'll be time spent just chatting and relaxing around one another. If you struggle then the WG may not be happy ending the overnight early and you may lose some or all of your money. Build up to an overnight if you feel you really want to do one.

If one of the reasons you want to do an overnight is because you want to work on your social anxiety then maybe try asking the WG non-personal questions i.e. not about her family, etc.  Maybe ask about if she has a holiday planned, hobbies, her clothes (favourite kind, lingerie), how she spent the lockdowns, etc.

[Ali Katt]

Some sound advice. We need to bear in mind he has met her before so it will be less awkward.

[lillythesavage]

This 100%
One of my favourite clients is about 25 stone, he's one big cuddle fest and sexy with it, we have fun, he's clean, respectful and we find ways to make sex work.

I would agree that with your anxiety it is probably wise to go with a slightly more mature escort,  go with an hours booking first, then up it to 2 hours and 3 hours etc, plan for some food or a little drink break etc

But most importantly talk to the lady you want to book and explain that you have social anxiety and struggle to talk to women, forewarned is forearmed and she will be able to take the lead in the conversations between the sexy bits, with anxiety preparation is key BUT over preparation and too long a lead time is not your friend as it will add to your stress.

Good luck

Best advice the Op will ever get on a male orientated forum.

I have anxiety issues too, but opposite from the Op, I go off on one, yep, on here too, and I am completely the opposite size wise, always have been but long term illness has made things worse.

Op, you had a plan, go for it, any advice here may confuse the issue, just do what you wanted before posting and make the most of it, enjoy, posting here will just confuse the issue and make you more anxious.

Life is too short, enjoy while you can,

[Payyourwaymate]

so, i'm a 35yo guy, i am gonna try book this wg who is in her 60's for an overnight meet, i have met her once before back in 2019 so i know she is genuine, my issue is this... i have anxiety and dont really know what to say to people in social situations, i know this wg would be up for an overnight but i was thinking of some advice about things i can talk about. the plan would be to have her come to my place about 8pm and stay the night and have a drink or 4, but im worried i might make things awkward as i have no clue what to talk to her about, it was fine the 1 time i met her as i spent the whole booking enjoying myself and didnt speak more than a handful of words to her, but with this being an overnight thing i would love some tips or advice from you guys who have done an overnight with a wg.

Spend the money on therapy instead and see a psychologist. Spending an overnight with this WG will not solve your core problems. I'm beat as to why you want to see a 60 year old in the first place as physically I cannot see anything that would be favourable on her part, but horses for courses I guess.

[lillythesavage]

Spend the money on therapy instead and see a psychologist. Spending an overnight with this WG will not solve your core problems. I'm beat as to why you want to see a 60 year old in the first place as physically I cannot see anything that would be favourable on her part, but horses for courses I guess.

Because it makes him feel comfortable and probably turns him on, no therapist is going to shag him and will probably cost more, no guaranteed cure either, the op wants a bunk up not a chat lol, he has problems with that.

Seriously, what ever makes the OP happy and gets his rocks off is what he needs or he would not be here.

[cotton]

We know what the OP is like but without knowing what the SP is like its impossible to say if going for an overnighter with her is a good idea.  Probably better off testing the water with a shorter booking imho 

[Payyourwaymate]

Because it makes him feel comfortable and probably turns him on, no therapist is going to shag him and will probably cost more, no guaranteed cure either, the op wants a bunk up not a chat lol, he has problems with that.

Seriously, what ever makes the OP happy and gets his rocks off is what he needs or he would not be here.

Alright, putting aside the WGs age; him doing that still does not solve his problem of social anxiety. Holding a conversation seems to such a barrier to him which I can empathise with to an extent but the guy is 35. How long will he be like this? His whole life?

No amount of paying for sex will fix that, which is why I think therapy will be better money spent. Or he could get a job in a bar, join a club etc that would force him to sink or swim in terms of socialising and allow him the face his social problems head on, probably not for him but would be a better solution instead of paying for a quick hit and then going back to reality. Fixing his issues will improve his life more than a temp ducktape fuck with a WG and trying to talk to them. Talking to WGs outside of the task at hand most of the time is not worth much to me, you are paying them...more time it will not be genuine. I do not see how this will benefit OP at all.

[FiveKnuckles]

Fixing his issues will improve his life more than a temp ducktape fuck with a WG and trying to talk to them. Talking to WGs outside of the task at hand most of the time is not worth much to me, you are paying them...more time it will not be genuine. I do not see how this will benefit OP at all.

+1.  No amount of overnights will fix the OP's issue and infact he will worry himself silly thinking about what to say to her.

Just book 30min and 1hr punts to blow your load.

Go volunteer at a local food Bank or homeless shelter for a few hours a week.  You can speak to normal people and start building your confidence up.  It's about making that first step to open up and your anxieties should ease.

[petermisc]

My recommendation is not to have an overnight with a WG unless you know her really well, certainly more than just one visit. 

In my experience, many WGs can fake friendship for an hour or two, but things can start getting awkward after much longer.  Book her for an afternoon or evening first, perhaps to go out somewhere where there will be things to stimulate conversation.  Ideally, book her for an hour, and discuss your plans for a longer booking during that meet.  It is much easier to gauge reactions when face-to-face, rather than by text or over the phone.  If she isn't genuinely enthusiastic about meeting you for longer, don't go ahead with it.

Spending an overnight at your home, the things that stimulate conversation will be your personal items around your home ("who's that in that photo?"), which will inevitably lead to discussion about your personal life.  Even if you are happy to open up about private matters with this WG, it might be unwise to divulge too much, which could make conversation stilted and awkward.  Again, unless you know this WG really well, and really trust her, I would recommend spending the overnight at her place, or in a hotel.

And last but not least, remember that she is not your friend, she will only be there because you are paying her to be.  Don't fall into the EAS trap.

[petermisc]

Go volunteer at a local food Bank or homeless shelter for a few hours a week.  You can speak to normal people and start building your confidence up.  It's about making that first step to open up and your anxieties should ease.

Good advice.  If you don't have much in your life, then finding things to talk about will obviously be difficult.  The answer is to start filling your life with things that you can talk about.  Most places have charity shops that are begging for volunteers, just spending a morning or afternoon a week in one of these will give you endless things to talk about.  But you need to make the effort, you can't just buy your way out of your problem by paying someone to spend time with you.

[smouseuk]

Thanks everyone , iv'e read through all of the replies and wanna just clear some things up, i have had anxiety for most of my life, i have tried seeing a counselor and it didn't fix nothing, i have learned to live with it now, although i don't have friends or a social circle i am quite content with my own company, i have a wife who iv'e been with for many years however were in a sexless marriage, getting my rocks off with her once in a blue moon, hence the ever building urge to punt, meeting this particular WG is ok, as i said i did meet her a few years ago, i know if i was to book someone in her 20's i would work myself up to the point where i wouldn't be able to perform, i think that is something i will try to build up to. the reason i wanted to book an overnight is that the WG i wanna book charges £350 for overnight, so if it goes badly i at least know i wont be too much out of pocket as opposed to paying near £1000 with some other WG's. the age gap between me and her would mean that the conversation is something i'm worried about, i have decided that instead of going straight into an overnight booking im gonna do an hour with her first , if that goes well i would then arrange the overnight with her a few days after, at least that way i can test the waters with her and mention that i sometimes dunno what to say and feel awkward. if she is ok with that then ill go ahead with the overnight booking,  once again, thank you to everyone who posted, both guys and girls, i really do apreciate all your info and help. and i will make a review of the punt in august when im planning it for   

[FiveKnuckles]

i have a wife who iv'e been with for many years however were in a sexless marriage, getting my rocks off with her once in a blue moon, hence the ever building urge to punt, meeting this particular WG is ok, as i said i did meet her a few years ago, i know if i was to book someone in her 20's i would work myself up to the point where i wouldn't be able to perform,

End of the day you just want to roll around naked with someone for an hour and blow your nuts.  booking a 60 year old won't be as fulfilling when you can be shagging someone younger.  It sounds like you risk falling in love with the 60 yr old because you met her once a few years back, she could be a different person to the one you met before?

Read the reviews in your region and look for a B2B asian massage for girls that are 30s, 40s.  some girls can't speak English too well so don't expect to say too much.  other girls may have work bangkok RL districts a few years and seen every type of client under the evening moon.
Get your kit off and lie face down and just imagine it as a back rub to get you relaxed and anything further is a treat.  if you can't perform you'll get a BJ/HJ with a happy ending.

[smouseuk]

End of the day you just want to roll around naked with someone for an hour and blow your nuts.  booking a 60 year old won't be as fulfilling when you can be shagging someone younger.  It sounds like you risk falling in love with the 60 yr old because you met her once a few years back, she could be a different person to the one you met before

trust me i dont risk falling in love with anyone  , thats the furthest thing from whats in my mind,   it's a safe bet to book the wg i have already met, yeah she is a lot older than me believe me when i say, im simply booking her to punt, no feelings there what so ever buddy, falling in love , almost made me spit my coffee all over my pc when i read that, 

[petermisc]

Thanks everyone , iv'e read through all of the replies and wanna just clear some things up, i have had anxiety for most of my life, i have tried seeing a counselor and it didn't fix nothing, i have learned to live with it now, although i don't have friends or a social circle i am quite content with my own company, i have a wife who iv'e been with for many years however were in a sexless marriage

And your wife is happy for you to bring this WG to your place for an overnighter? 

Or are you hoping that she won't find out?  Good luck with that, especially if you suffer from anxiety issues!

[petermisc]

the age gap between me and her would mean that the conversation is something i'm worried about,

TBH, I think you're better off booking an older woman from that respect.  Young girls can often struggle to converse if you don't have the same interests, and tastes in music.  Older people, with greater life experiences, can usually find some common ground to get a conversation going.

But I am a bit confused from your responses as to whether you want to see this woman for the sex, or to make conversation.  If you are purely after the sex, why does the conversation matter?  If the idea of holding a conversation makes you so anxious, then go for a punt where it is not necessary.  I have had some great punts with girls who can barely speak English, let alone hold a conversation.  My suggestion would be to find a good Thai or Hungarian (ideally one well reviewed on here - not a cheap imitation Chinese or Romanian) who can give you a nice long sensuous massage to start with, to relax you, followed by "full service".  Barely a word needs be said, and you will come away feeling on cloud 9.