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.

“Tribute wank” is a term that I was unfamiliar with until this week, making me think I should spend less time wanking myself and more time conversing with other humans.

A tribute wank is, from what I gather, a wank you have about someone in particular, which you send them evidence of later. It could be anything from phoning them to say “hey, I cracked a quality one off over you yesterday when I was thinking about the hot sex we had last week” to sending them an actual physical photograph covered in your own jizz.

The hotness

I once received a fantastic video from a guy which had – as most of my favourite videos do – his cock in it. He stroked vigorously for the requisite few minutes, just enough for me to start salivating a bit, then came nice and hard all over his hand. So far, so traditionally excellent.

But in the background of the video he had his laptop open, with a picture of me comfortably full-screened. He’d used one of the pictures on this blog, downloaded it, opened it in a new window then – most flattering of all – focused on it for the duration of an entire wank.

The not-so-hotness

So having established that I think tribute wanks can be really hot, I’m going to backpedal madly and tell you to think very very carefully before sending your delightful post-wank picture/video/text. Apart from the obvious problems (once it’s out there, it’s out there), you need to be really sure, before you hit the ‘send’ button, that the person at the other end will be pleased to receive it.

Even as a lover of hot pictures and homemade porn, there are certain things that will turn me off quicker than if you’d taped a picture of Jeremy Clarkson to your bellend. For instance, if you demand an immediate response, you might as well put your camera away and just chuck a bucket of cold water over my privates. Equally if you decide to send me something when I’m pissed off with you, I’m unlikely to leap joyously from my seat and shout “my God, what a touching kiss-and-make-up gesture, I must hump this man into a sticky mess immediately.”

So, if you’re tribute wanking over your partner, and you know they’d be keen to see the evidence, my advice would be to time it carefully: try not to send it when they’re in the middle of a conference call, or angry at you because yet again you’ve failed to do the washing up.

The downright awful

This might sound shocking, but many people just don’t want to be sent homemade pornography at any time. They’d rather you kept your dick/tits/arse/that cool trick you’ve just learned with a Hitachi magic wand out of their inbox.

I’d hazard a guess, based mainly on how many cock pictures I (sex blogger but basically a nobody) receive versus the number of cock pictures my friends (nobodies who don’t also happen to run a sex blog) get, that most of the cock pictures flying around the internet are unsolicited. That is to say, they are not sent between two consenting adults, but sent from one consenting adult to another adult they are really hoping will enjoy the picture.

I fully understand why you might find it hot to send your naked self to a stranger, but do you see the problem here? You can hope, you can wish, you can dream, but if you send any part of your anatomy to someone you don’t know, who has never asked you to send anything, you can’t guarantee that they want it.

So here lies my problem with tribute wanks: while some receivers find them amazing and sexy, I know a lot of people who would find them not just undesirable but awkward, horrible and downright terrifying. Others, of course, might enjoy receiving one from a person they really fancied, but wouldn’t extend this enthusiasm to everyone on their contacts list.

We receive spam all the time, and of course it’s easy to hit ‘delete’ or ‘unsubscribe’. But this is different. It’s not the equivalent of a delivery driver shoving some useless local pizza deals into your mailbox, it’s more akin to … well … a photo of an anonymous nob in your mailbox.

So, in conclusion, tribute wanks are like any other sexual act under the sun: some people like it, some people don’t. If you want to do it you need to make sure that the person you’re sending it to is not just ready but eager to receive it.

Note: I used to ask guys to send me pictures. It was amazing and lovely. I’ve since realised that was a bad plan, as I was inundated with pictures, many of which I didn’t have time to reply to and some I didn’t even have time to look at. I’m sorry. I have learned my lesson.

I’ve heard it said that one should never kiss and tell. But I disagree. Naturally. If this were a universal moral truth there’d be no discussion of sex other than as an abstract concept, and certainly no sex blogs for us to get wet and sticky over.

Because I am not a weapons-grade arsehole, I don’t just blunder around writing real-life sex stories without regard for the ethics: I think you can kiss and tell in a way that’s fair. In a way that not only maintains respect for your past partners but also enables you to be open about the more sordid things you’ve done with them.

What the men on the train are saying

“I was slapping her arse and everything, mate.”

As I write this, I’m sitting on a two hour train heading back to London. As on all weekend trains, the token group of obnoxious loud people (in this instance a group of twenty-something guys) have made a beeline for my carriage. On the surface it sounds like they had a pretty hot time this weekend. Yet strangely, if it weren’t for all the guttural guffaws of laughter, if I actually just listened to the words they used, it would be impossible to tell whether they enjoyed themselves or not.

This weekend they either met and shagged some women who fancied them, or made selfish sexual use of some sub-human creatures who made them want to vomit: I cannot tell which.

“She was going at me so hard. I’ve never had so much attention.”

They’re dissecting the sex they had. I believe (although you’ll appreciate I’m relaying this story third hand) that one of them got a blow job.

“I thought there’d be blood, mate, she was so gaggin'”

“You fuckin’ nasty bastard.”

At one point, at least, the two women acquiesced to their request to ‘lez off‘ so they could watch.

“They were going right at each other’s minges, mate. It was fucking disgusting.”

I know that one of these gentlemen believed a certain girl’s exertions to be too much:

“I could smell her tit sweat, man, it was rank.”

And that at least one member of the group had concerns about the effect that their sexual shenanigans might have on his reputation.

“We’re keeping this to ourselves, are we? Because it sounds like you’re telling every cunt.”

Where’s the enjoyment?

Fascinating though this conversation is, I’m hoping it’ll stop soon. Because it makes me want to tear things to shreds.

There’s nothing wrong with having a gang-bang with a few women and a selection of your most obnoxious chums. In fact, I’d say it might be one of my ideal weekends. I imagine I might play the part of the lady who was not only ‘gagging’ but also getting fairly sweaty, because I find sex is a bit more fun if you put your back into it.

But the problem here isn’t that they’re dissecting the hot time they had, it’s the fact that at no point have any of them suggested that it was something they wanted to do. Something that they enjoyed. The braying, raucous laughter hints that it must have been quite fun, but their words imply it was an unpleasant thing that just happened to them. As if, while minding their own loudmouthed business, they were suddenly jumped by a pack of ‘desperate birds’, who they kindly deigned to fuck despite the girls’ ‘grotty tattoos’ and obscene desire to fellate them.

The caricatures that they draw with their tawdry, disdainful words make the girls look awful, desperate, ugly and pathetic. The sex itself sounds miserable and grotesque.

We all have the capacity to be bastards

Of course this isn’t just a male thing. Women don’t always dissect sexual activity with a shy smile and a neutral ‘well, to each his own.’ Each and every one of us is capable of being cruel and dismissive of ex-lovers, of telling tales that paint our past fucks as grotesque and regretful accidents.

“Tiny cock.”
“Crap shag.”
“Didn’t put any effort in.”
“Smelled like a brewer’s arsehole.”

These statements might be true, of course. Not everything is perfect, and to expect all sex to come with roses, romance and volcanoes of orgasmic fluid would be naïve to the point of stupidity.

So, in order to be nice, do we just avoid talking about the bad fucks? Of course not. One of the best ways to let a new partner know that I don’t like it when guys bite me is to tell him about the time a guy kept biting me and it was horrible. Likewise if a guy asks how his cock measures up to previous partners, I’d be a fool to pretend that they were all hung like a stud donkey.

But as everyone’s parents know, and have told us all repeatedly: it’s not what you say, its the way you say it.

How not to be a dick

I know there are a couple of guys (and girls) who will read my blog (or even my book) and cringe in anticipation of a poor review. People I’ve slept with once or twice and then never again, who’ll be hoping that I don’t write something contemptuous on page 73 about their mouse-cock or post-orgasmic sobbing.

I, in turn, hope that no one will read their story and be upset. That although there might be truth spoken, there’ll be no barbs thrown unnecessarily, no casual scorn, and no ill-judged disdain for those who’ve been generous enough to bestow their fuck upon me.

For what it’s worth, I try to follow these rules:

1. Keep them anonymous.

An anonymous lover can always step forward and claim credit if they want it, but once you’ve named someone they can never erase the association.

2. Speak well of them.

You don’t need to lie, or pretend someone rocked your world when they only tickled your funny bone – you just need to treat your past fucks like real people: with emotions and flaws and the capacity to be so pierced with shame that they want to curl up and cry forever.

This second rule is the most important not just so that you can avoid making people unnecessarily miserable, but because it’ll make a big difference to any fucks you might get in the future. If, when you’re telling me about a previous shag, it sounds like you did it with a vague sense of hatred for your hapless partner, then I am spectacularly unlikely to drop my knickers and let you screw me with a similar degree of contempt. Being angry is fine, if they gave you cause to be. Being upset is OK too. But being outright disdainful? Spewing bile because someone had the audacity to have sex with you in a way that either wasn’t as you expected or that you later came to regret? That’s cruel. And it’s not them that looks bad when you do that: it’s you.

I’m a fan of honesty, but you have to be honest about everything. Don’t tell people that so-and-so was an appalling shag without explaining what it was about him that made you want to fuck him in the first place. Don’t tell people some ‘slag’ was ‘gagging’ for your cock and miss out the crucial detail that you asked her to suck it. At the very least, it should be possible for the person you’re telling to understand that the sex was something you did willingly, something you expected to enjoy.

And as for me, I know I’ve had crap sex with some people. I disappoint men on a worryingly regular basis, and I’m more than happy for them to discuss my flaws. Tell people I was lazy. Tell them I was crap. Tell them I make stupid whining noises when I come and that I pull faces like I’m competing in a gurning contest at an ugly convention. But remember that somewhere within all of these truths is a real person with feelings and desires. A person who, once upon a time, you desperately wanted to fuck.