Should I go?

A few days ago a friend of mine asked me if I would like to go on holiday with him and his family in August this year, but the thing is that I’m not really that close to him at all so I find the whole notion of him asking very strange. He’s part of my group of friends at school, which encompasses about twenty of us, but I’m sure that he’s much better friends with some of the boys in our group than he is with me. He’s not very popular and I do always go out of my way to be nice and start a conversation, but even so, I’ve only really known him for about a year. The holiday is only for a week but it’s LA and we’d be staying in the Disney Grand Californian Hotel which is a gorgeous 5* hotel! His family are ridiculously rich and he said that I would have to pay for literally nothing. It sounds so nice and I do really want to go, but I’m worried that it will be awkward, and I also don’t really understand why he invited me in the first place either! I’d have to share a room with him, which I’m not really okay with, but we’d obviously have separate beds so maybe it wouldn’t be too bad. I said I’d get back to him about my decision, but if I do now turn around and say that I can’t go I don’t know how to tell him without hurting him or sounding rude.

So... should I go or not?

I see your predicament. But despite the seperate beds, you're still gonna be close to him for a lot of the time and I'm sure that the opportunity to make your intentions know will arise soon enough. Don't forget though, the sooner you and him realise your aspirations and inclinations, the sooner you can get it on in that stylish hotel

Wish you the best of luck (PS: lubricate the first time else you ain't gonna wanna do it again for a looong time )

Hi Chaste, my names Stephen. Listen, even if this guy ain't your type of bloke you have a moral duty as a friend to help him feel accepted. So, go to Alton Towers with him and just play it cool - if he does put the moves on you then try and be sensitive to allay the many fears he must be having about coming out the chest of drawers.

Hopefully you know that chaste is in fact an adjective - not a name - and that it is derived from the noun chastity (meaning to refrain from sex outside marriage)... but just in case you didn't, you do now.

Hahaha. Humour bypass.

Fleece will you marry me? Or at least take date me?

I'm not too sure what 'take date' is but I'll think about it

Hmmn... Awkward one this!! Holiday of a lifetime but the drawbacks being spending the week with a bloke you don't know all that well who may well fancy you.

If it were me, I'd probably say "no", because I wouldn't want to end up feeling uncomfortable all week, or making him feel uncomfortable.

And how to not hurt his feelings, tell him you've talked it over with your parents and they won't let you go. Just make sure that if you do that, your parents know too, so that should he or his parents bump into your parents they can back you up.

Well I originally said no on account of my mum. She doesn't earn very much and so I said that I couldn't afford it, but then he said that he didn't intend that I would have to pay for anything (he'll pay for flights, accommodation, food, dinner shows, theme parks, etc). I'm worried that it might be a little obvious that I just don't want to go if I now turn around and say that my mum has other objections too.

it was going to be 'take me out on a date' but I thought that may be a bit too cheeky So changed it, but obviously forgot to take the take out the date!