Dear Angels, I was watching TV last night when something came on about prostitution. My girlfriend asked if I’d ever slept with a hooker – I have done a couple of times when I was younger. I said ‘no’, but I hate lying to her. Given it was all in the past and just on stag nights etc, would you be horrified if your boyfriend came clean and told you?
Anon, via e-mail

Angel Jen: Not at all. In fact, I know about various exes’ experiences in this field and have no qualms whatsoever. I’m sure if I was a guy, I would give anything a go once. As long as you were careful so aren’t putting her at any risk, I see no reason why she should be pissed off about this.
Angel Anna: If it’s becoming an issue in your own head, tell her. Just make sure you’ve got a decent answer for the inevitable ‘why?’. Somehow sexual experimentation – “I wanted to see what it would be like” – seems acceptable, while desperation – “I didn’t have a girlfriend” – isn’t. Make sure you’re armed with firm reassurances that you used protection (a given, hopefully), and avoid going into any details.

Dear Angels, I’m worried about how much coke my girlfriend’s doing. It’s not like she’s overdosing or losing her job, it’s more insidious – all Sunday in bed, bad-tempered for half the week etc. Obviously, I like to party as well, but any time I tell her she should calm it down a bit she gets defensive. How can I persuade her?
Anil, via e-mail

Angel Steph: I’d write her a letter. Just a heartfelt page or so telling her calmly how her behaviour is affecting your relationship. Suggest you try doing something different at weekends to break the cycle. If that doesn’t work, you’re going to have to take a harder tack – try staying at your mate’s for a few days. If she still doesn’t change, she’s a selfish cow with issues. Give her the boot.
Angel Jen: When people are prone to this kind of mentality there’s only one person who can tell them what to do: themselves. For you, it’s just going to be a waiting game, until she learns for herself that she’s going too far. Sooner or later, with any luck, she’ll just run out of steam (or money).

Dear Angels, When starting a relationship, at what point should I break out my trump card date – like an ironic trip to the dogs or illuminating wander around the British Museum (ideally followed by meeting an expert who I bribe to let her dress up in Boadicea’s armour)? First date, or does that look a bit desperate? Should I keep it back as a life raft if things look to be turning sour?
Josh, Farringdon

Angel Steph: I wouldn’t advise resorting to novelty dates if things start to wane – that looks even more desperate than whacking out the big guns on the first. go. I’d say, keep date one simple: dinner, drinks and a sensuous kiss (then home for a shag if you’re lucky).
Angel Anna: Don’t make it so hard for yourself. Putting in the effort in the early days is great – flirty text messages, inviting her to yours for dinner, surprise flowers – but an ‘ironic’ trip to the dogs? Boadicea’s armour? The first three or four dates are a bit like the first time you have sex; you’re not going to pull out the love cuffs and nipple clamps straight away are you? So stick to missionary-style vanilla dating – drinks, dinner and beyond – and leave the freaky stuff until you know her a bit better.

Dear Angels, I got on much better with my girlfriend before we lived together. Since she’s moved in, she seems to think that we should spend every moment together while I miss having time to myself and with my mates. She’s a sweet girl but is beginning to get clingy – how can I tell her I’d like to go to the pub without her once in a while?
Alan, Stoke Newington

Angel Eleanor: I fear for your relationship by the way you describe your girlfriend. In my vocabulary, ‘sweet girl’ is just another way of saying ‘remedial’. The times you spend apart are as important as the times you spend together. You absolutely should be able to go to the pub with the lads and should tell her as much. If she has a problem with this she probably isn’t the one for you. And I get the impression you’re beginning to realise this. The earlier you nip this in the bud the less hurt she’ll be in the long run.
Angel Anna: Your tone suggests that you’re already mentally signing out of this one. I think you need to dust off your man-suit and sit her down for a chat. First, explain that in a healthy relationship you both need space/time to yourselves and see if she takes this on board. If so, and the balance is restored, happy days. If not, it might be time to discuss moving back out.

Dear Angels, I’d love my girlfriend to squirt when she orgasms. Is this something that everyone can do, and how the hell do I make it happen?
Anon, via e-mail

Angel Steph: Theoretically, yes. In reality it’s not so straightforward. I wouldn’t normally recommend you get your sex tips from pornos but this is one technique that is best explained visually. First, it helps if she’s nice and wet, then finger her using your third and fourth fingers. Use a ‘come hither’ motion, hooking your fingers downwards. Gradually increase the speed to ‘wanking’ speed, and increase the pressure on her G-spot (on the front wall of her vagina), if you have trouble finding it, ask her to guide you. And then just keep practising – be warned, you may need a brolly when she does let go.
Angel Eleanor: Like finding the G-spot, female ejaculation is a bit of a sexual holy grail. The key is for her to be comfortable with you and to relax. A lot. Because apparently it feels like you’re wetting the bed. Some girls might be too shy to do this. Around half of women are simply unable to squirt. The worst thing you could do to your sex life is make her feel like a failure if she can’t produce something that would put out a forest fire.