Sometimes guys ask me for my advice. Stop laughing at the back.

Although I’m as incompetent as the next person, feeling my way through sex and relationships like a horny blindfolded girl groping for the light switch, people occasionally email me and ask for help with their problems. The following predicament concerns a guy who wants to make his fantasy come true, and it struck me that there’s a theme which runs through most emails I get about this subject: whether it’s throatfucking, swinging, threesomes, or something beautifully sweet and simple like the one below, quite a few ‘how do I achieve my sexual fantasy?’ emails share a common theme. So, to try and kill a few extra birds with my stone of shoddy advice, I asked the guy for his permission to post the question, and my response.

Please chip in your own advice in the comments – I’m not an expert, and I am frequently wrong about things.

The problem: how do I make my sexual fantasy come true?

I am obsessed with girls and especially the female body. I absolutely love the female body and how it reacts to sexual stimulation.

I am 19, male and I haven’t had actual sex yet. I have been masturbating and fantasizing for several years now and really want to finally have some sexual action with a hot/cute girl. I don’t want full sex with her but I really really want to make out and pleasure her. I am very curious about how it feels for a girl and how close sexual stimulation feels with her body and words.

So as you can tell I am absolutely mullered by the fantasy of making out with and pleasuring a hot/cute girl who’s OK with not having actual sex.

The thing is: I live in a Christian community and I’m not really attractive or athletic and I don’t have a girl friend. I’m extremely introverted and so I think it’ll be while I’m in my mid or later 20s when I ‘d find a girl friend.

And my parents would wonder what I’d be doing (and against it) if I just went into town to hook up with a girl for a bit. I can’t be openly driving to people’s houses or strip clubs or whatever with my parent’s car.

So I think the best bet would be that I take a walk and have the girl pick me up while I’m doing that and us make out in the car or something like that.

But so far I haven’t found a legitimate website that I can find actual local girls to hook up with for free. I live [location redacted – somewhere rural in the US]. Do you know of any legit and free sites that will allow me to possibly find a girl willing to do this with me?

So far all I have found are scam sites and ones that I need to dumb paid membership for. And for me, I really can’t afford that risk atm. I’ve tried CraigsList but that’s all a bunch of scams..

Oh what am I to do?!?

Answer:

The good news (OK, the fantastic news) here is that what you want isn’t in any way unusual. There are lots of people who want to make out – they want the awesome touching, horny kissing, etc, but not necessarily the sex. Perhaps because they’re not ready for sex, or just because they don’t enjoy sex as much as the other parts. But I assure you, there are many people who want this. So you’re in a good position.

However, there’s a really big problem with your exact situation, and that is that you seem to want a very specific thing, and you don’t seem willing to do anything even vaguely out of your comfort zone in order to achieve it: you can’t drive anywhere, you won’t pay money, you won’t use free sites because of scams, you won’t speak to women because you’re shy. In short: your easily achievable fantasy becomes almost impossible because you need it to land directly in your lap with very little compromise or effort on your part.

If I knew what the effortless solution to your problem was, I would have bottled it, sold it, and be typing this on a gold plated laptop right now.

I don’t blame you at all – this is not my way of calling you a wanker. It seems that you are worried about so many things that all seem insurmountable. Instead of trying to overcome one, or all of these issues, you have made them conditions of your fantasy and I think that’s why you’re struggling to achieve what you want.

To sum it up, your ideal fantasy is one in which you kiss, touch, and generally have sexy fun with a girl without having penetrative sex. Big tick in that box: loads of people like doing it, so your pool of potential partners is huge. But you don’t want to have to speak to a woman much, or develop a relationship with her, because you’re shy (totally understandable, by the way: some of the guys I’ve been hottest for have been shy). You don’t want to pay for membership of a dating site (and who does? They’re pricey!). You can’t use a free site because you might end up getting scammed. You don’t want to have to drive and pick her up in case your parents find out (again, understandable, if you think that the consequences of that would be horrible for you). Basically you want all of your ideal conditions met. And that makes giving you advice almost impossible, because any advice I give would mean compromising on one of your conditions.

So, bearing that in mind, here are three advice options:

• Keep trying with free sites (I am a big fan of OKCupid, and I think you have that in the States, but if anyone else has suggestions please leave them in the comments!), and trying to weed out possible scammers wherever possible. Accept, though, that you will meet people on it who are either scamming you, who want something slightly different, who might want a relationship before makeouts, or who don’t have their own car: that’s just how humans work, and it’s impossible to recommend a site which can deliver you someone guaranteed to fill every aspect of your fantasy.
• Go pro. When I read the first half of your email it occurred to me that if you really want this specific thing, but without having to develop a relationship, then speaking to a sex worker could be ideal. Find someone in your area (on Twitter I see adultwork mentioned often by sex workers, so I’d recommend heading there first, unless any sex workers have better suggestions that they can leave in the comments, pretty please!) who you can have this experience with. This involves compromising on your ‘free’ rule, but it’s one of the simplest ways to guarantee that you can have what you’re looking for.
• If you don’t like the above ideas, then the only thing I can recommend is to compromise on the ‘shy’. Which I know I know I know is hard to do. Speak to women, and try to develop a relationship with one who would like to do this with you. You don’t necessarily have to be boyfriend and girlfriend if that’s tricky for you, it might just be a girl you get along well with who also wants to have a go at making out and touching: it’s fine. I know this is scary if you’re shy: incredibly so. But it won’t get any easier if you never do it, and if you don’t manage to find a girl who’s willing to do this with you, you may still have met some nice people and had fun with them.

And that’s it, I’m afraid: I don’t have any magic bullets. As I said originally, I’ve been asked similar questions quite a few times, and I struggle to give advice because often I think what the guy wants is for his fantasy to just happen. You’re luckier than others in that usually their fantasies are things that are a bit more niche or kinky, so their original pool of potential partners is limited by the fact that only a small slice of the population would be up for the act itself. But either way I’ve seen lots of variations of “I need X but I have to get it without doing A, B or C”. As with you, they’re all usually legitimate concerns, and understandable problems. The trouble is, when you add them all up, the only way the fantasy is actually going to happen is if a passing woman just happens to fancy making out with the stranger she’s driving past, and has the confidence to shout out of her car window and ask for it.

So, to summarise, my advice would be that you need to pick one of your conditions and either compromise on it or make some effort to overcome it, or you need to cross your fingers and hope really hard that the very unlikely happens, and do a hell of a lot of wanking in the meantime.

Oh, and worry about the car situation when you get to it.

Communication: it’s bloody hard, right? You just never know what’s going to offend people and whether your words will be hurled back at you in a storm of rage and misery, leaving you cowering in a corner nursing your hurt feelings.

The above is only semi-tongue-in-cheek: I know that words – while they’re sometimes our friends, are often crude tools with which we dig ourselves a massive hole into which we accidentally spew things that we probably shouldn’t have said. Hence: communication’s important, but we all get it wrong sometimes.

It’s hard to give advice to people on the right things to say – although plenty of Pick-Up Artists will try, and tell you that there are specific rules and lines that are scientifically proven to impress strangers. However, usually the only thing anyone can advise is to try and be empathetic, listen to the other person, and for the love of God don’t say anything awful like this. To cover this last category, I’m handing over to the excellent @halfabear, who has some very strong and hilarious opinions on the questions people ask about her sex life.

Sexual questions

Since becoming paraplegic I’ve become very used to being asked questions about my health; friends asking how I’m getting on and if I’m in pain, strangers gently prying and trying to find out what’s wrong and how it happened. Nosey but innocuous questions that I generally don’t mind answering, providing that it’s not done insultingly and they understand I won’t answer if a line is crossed. I’ve been quite endeared over the years by the sensitivity that people have approached the subject with.

Well, most of the time.

There is one subject where it appears that all boundaries and sensitivity go out of the window in a heartbeat. Be it friend or stranger, it’s a subject which arouses such curiosity that no answer is simply not good enough, and there really is no way to tread carefully. Sex.

Read about awkward sexual questions, and the hilarious answers she gives people, over on her own blog…

As I might have already explained, I’m deeply impatient. So impatient, in fact, that if foreplay lasts longer than ten minutes I am liable to cry. I was once mocked by a guy, who was far keener on build-up than I was, because apparently the only thing I ever said in bed was “pleasepleasepleaseplease.” I don’t know what he was upset about – it’s certainly better than “mehmehmehmeh.”

Anyway, because I love guest blogs, and particularly guest blogs from people who have a different perspective to me, the following excellent post by Helz captures perfectly her delight in making someone wait. And wait. And then…

Antici….pation

Okay, yes, I did steal this title from a Rocky Horror lyric. Shoot me. It’s very apt though.

What is almost better than a conquest is the magnetism, the frission, leading up to it. It’s something organic between two people that can’t be forced, you both have to want to rip the clothes off and melt into each other so badly and you both know it. No one has made the first move yet and all you have is heavily layered conversation where you can barely focus on the words because even talking to each other makes you wet, and you’re zoned in on her mouth, her lips…her skin and her eyes, boring into yours and you both know that you’re going to see a lot more than each other’s eyes later on… but not yet. That anticipation, that mutual magnetism, is pretty rare yet so delicious. The excitement, and the wonder that you might be mistaken, that she might not want you and it’s all in your head and the electricity that zaps right down through you at the thought of her is what makes the whole exchange magical.

I like to, whilst making out with someone, draw back. Make them wait for our lips to meet and shrink away from their touch. Soften my gaze and my body, make it look completely touchable, mutely draw them in with my eyes, then refuse them. When your lips are centimeters away from mine and you can actually feel my warmth, but you’re unable to touch me because I keep drawing away… I know that you really want me. I like making you want me. The frantic, hot, hard kisses and touches you give me after that after being denied for so long show how much you crave this, crave me…

Before I eat out a girl I like to make her anticipate it for a very long time. I love the downy inner thigh which leads up to your cunt, and I love to linger on it for as long as I possibly can, giving your butterfly butterfly kisses and softly kissing, licking and stroking your thighs, occasionally giving your lower lips some very, very light touches or kisses, and I do this until I know that you are biting your lip to mask your croaks and moans, so hard that it could draw blood, until you’re dripping with ladyjuice and until you’re rolling your eyes upwards, as if you’re praying to some Sapphic goddess. I know you’re tingling with desire all over and I kiss your lower self harder and harder and slloooowwwly work my way to your cunt and start very gently, just when you think you’ll get some form of release I stop and kiss your pelvis and your stomach, then work my way down again until you quiver and your knees buck…

You like the anticipation, sometimes, more than you like the actual sex act, and the fact that you want it, me, so much makes me horny as hell and gives me almost as much satisfaction as if you were giving it to me.

Then it’s my turn.