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We are writing many articles for the new rebuild of the site and this is one I have been working on. Any suggestions would be greatly appreciated!

Oz

Hi. Welcome back to the Male Escort Review's guide to everything in the world of gay male escorts. We know that many of you are very experienced with the love that dare not speak its name and with escorts. Lots of you are longtime Friends of Dorothy. But, we also know that lots of you are inexperienced with both men and with male escorts.

That's why we want to help you come to terms with yourself, embrace your cockaholism, get down and dirty and take it like a man.

One of the many reasons that men decide to hire a male escort is because they are inexperienced at gay sex. They may be younger and “curious,” or they may be married and finally coming to terms with whom they want to cum. Sometimes they live in rural communities where there isn't a lot of opportunities to play gay – so they look to find cock when they visit the city. For me, growing up in the deep South, it was hard to find any openly gay men and much less anyone of them I was attracted to.

They may feel uncomfortable going to a gay bar. Lots of times they worry that if they hook up they'll be so inexperienced they'll turn the guy off. Or they may want to simply find out how deep their desire for dick is – without having to spend lots of time cruising around and being disappointed.

For a lot of these guys, hiring a male escort is a great way to get in the game. A professional penis provider can be perfect for a fabulous faggy fuck.

Of course, many of these guys do have some experience with other guys. They may have engaged in mutual masturbation in high school, or even given head “just once” while they were drunk in college.

But, for the most part they haven't “gone all the way” and found out if they like taking it up the ass. Anal sex can be one of the hottest man-for-man experiences in the world, but lots of us were terrified of it before our first time.

This is one of the best – and most common – reasons for hiring a male escort. You have the chance to experiment with anal without having to worry about embarrassing yourself. You also don't have to worry about hooking up with a guy who doesn't know what he's doing and having a less than sexcessful anal adventure.

Still, even if you are going to a pro, you'll want to be able to prepare yourself. Sex is always a two-way street, and there is only so much an escort can do on his own to make your first fucking an amazing anal sexperience.

Therefore, we are now going to spend some time giving you advice on how to handle your first anal adventure! It will make sure you get your money's worth and help you become the bottom boy of a man's wet dreams!

Tell The Guy Upfront That It's Your First Time

It's never fun for a guy to admit that he's a virgin in any way. We all want to come off like super studs who are potential candidates for the sex Olympics. But, anal sex is one time when you really don't want to fake it. Sure, you can probably get away with giving a first time blowjob and pulling it off; but if you have never gotten fucked before, it's going to be obvious and not a great experience if the escort doesn't know about it.

Here's the thing – a professional escort will have helped many guys bottom for the first time. But, he'll also have been with a whole lot of experienced bottom boys – and the way he'll fuck you will be different depending on your experience level.

Guys who've been taking salty sausage up the Hershey Highway for years often want to get pounded like a sorority girl at a frat party. But, if it's your first time that's not what you want. Until you get used to it, anal sex can hurt, particularly if the guy gives it to you hard and fast.

If the escort knows he's plowing virgin territory, he'll go more slowly and gently and take the time to make sure that you are having an amazing anal adjustment.

Clean Yourself Out

The last thing you want is to feel self-conscious when it's time to get down to business. After all, you are going to be nervous anyway since it's your first time. Everything you can do in order to make yourself feel more comfortable is a good thing.

A great way to do this is to buy an enema kit and clean out your asshole about an hour before you meet his meat. This will make you feel fresher inside and you won't be worrying about him getting grossed out if you have anything backed up in there.

Plus, this will open up your ass a bit and make you more comfortable with the coming insertion.

Bring Lots Of Lube With You

In gay porn, cock seems to slip right into ass with barely a kiss and a giggle. In real life, it doesn't work this way. Unless you are a male porn star who has been fucked three times a day for the past year, you are going to need lube.

Your escort will probably have some with him, but bring more. It is impossible to use too much lube, particularly if it is your first time. You'll want to be able to keep using more until you find a level of slippery that works for your dickery.

You should also make sure that your escort uses a lubricated condom. This will not only be less likely to break during your encounter, but it will cut down on the fucking friction.

Yes, many of us fantasize about unprotected anal sex, but you can save that for when you are more sexperienced and know that it's what you really want and in a stable relationship with someone you trust 100 percent and have been tested with.

Even if you are a burly bear, you still need to take baby steps towards the grand anal invasion!

When It Comes To Anal, Bigger Isn't Better

We all love a big dick. There is nothing quite as hot as a giant rock hard piece of man meat. And if you are just going to jerk him off or suck his pole, bigger often is better. But, this is not the case when it comes to anal.

Of course, when you are looking through escort ads you are going to be tempted by the guys with big beautiful dicks. These are not the ones you want for your first time. His cock is going to feel about three times its actual size when it gets into your tight little ass.

Therefore, pick a guy you think is hot, but who seems to have an average to small size cock. Otherwise, your session will end up being a pain in the ass.

Avoid Doggy Style At All Costs

Porn skews reality. In many porn videos and most porn stories, when two guys trip the cock fantastic it's usually done doggy style. This is fine for experienced butt fuckers, but is not the ideal position for naughty newbies.

In fact, many gay men rarely, if ever, fuck doggy style. The angle of penetration from this position makes it much more likely for their to be pain involved and makes it more difficult for his cock to hit your prostrate.

Instead, trying missionary with him on top and your legs in the air, or, if you are confident you can get on top and slowly lower your ass onto him.

Let Him Build Up Slowly To The Main Event

If this is your first time having anal sex, you are going to want to build as much time into the date as possible. Don't simply book for an hour in an attempt to save money. Instead book him for at least two hours and possibly three.

A good escort who knows that it's your first time will very slowly get you ready to take his cock. Many guys say that it's easier to get fucked if they've already had an orgasm, because it relaxes their body – so he may want to give you a blowjob before you get started.

Then, he'll probably want to lick your ass a bit to get it wet. After that he'll use his fingers to get the lube into your body and stretch out your hole. Normally he'll start with one finger, and then build up to two and finally three fingers before he even considers putting his cock near your delicate flower.

Many escorts will also use a dildo or butt plug on you for a little bit before the fucking begins, just to make sure your ass is open and ready to accept his invitation.

All of this can easily take an hour or more, so be patient and let him lead the way. This is not a race to the finish line!

Be Prepared For A Little Bit Of Pain

Anal sex always hurts a little bit at first – even for the most experienced guys. So, just get ready to deal with it. Most guys will tell you that it's a “good pain” - sorta like when a guy twists your nipples or bites your neck.

Plus, the pain won't last forever. As soon as the guy gets the front of his cock into your ass you are going to feel it. If he's experienced – as any rent boy should be – he'll then stop moving and let you get used to feeling his cock in there.

Then, once you have relaxed, he'll start moving it slowly. You may still feel a little bit of pain, but in a minute or two it will go away and soon all you'll feel is the amazing feeling of being taken by a hot man who knows what he's doing.

A lot of guys freak out when they feel the initial penetration pain. Don't be one of those losers! Instead, simply grit your teeth and be prepared for the profound pleasure that prick will personally (and professionally) provide!

Push Out In Order To Help Him Push In!

One of the weirdest things about anal sex is that it doesn't work the way you would think. That's because your ass is designed to open up when you push things out, rather than when things are pushed into it.

Therefore, one of the ways to make your ass open up, and to more easily accommodate your man, is to push out with your anal muscles (like you are trying to take a shit) while he is pushing into your ass.

This will open your ass up and allow you to take more of him into you with less pain and strain – you'll simply get right to the cum stains!

Don't worry that you'll really push him out. An experienced top will know how to work with your ass and keep pushing in as you give him more and more access to your horny hole!

Get Ready For Him To Rock And Roll In Your Butthole!

Ok, my little virgins, closeted cocksuckers and anal amateurs, now you have the basics of how to have beautiful back door action.

All you have to do now is look through the escort reviews and do a little man shopping!

You'll be on your back with your legs up by your ears in no time flat!

Your prostate will thank you!

cc MaleEscortReview.com 2009

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I have to admire fellas who can get fucked and actually enjoy it.I have many friends who treasure getting fucked by a competent stud with a big dick.

I think it is a very freeing expression of sexuality.

Personally I have NEVER enjoyed it-lord knows I did give it the old college try(actually the old 7th grade try-but that is another story)

I tried and I tried-and then came the sad night when I was raped.

Anal sex has never been an option for me since then.I just cannot put myself in the position of doing something that I never really enjoyed in the first place and now has such a nasty string of memory attached to it.

But to those that enjoy it-BRAVO!

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Penetration 101...got to love it right. Can someone say, practice makes perfect? And of course the hygiene part is ever so important, it tends to make or break an experience ;)

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It's one of the reasons I'm thinking about giving up girls and becoming strictly dickly.

Choices, choices. :wacko:

But why choose? Try fucking a girl after first inserting a dildo in yourself. Better yet, have her put it in you and then manipulate it while you do her.

Of course you have to find a girl who is game for such entertainments. And has the arms to reach.

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Yeah, but the thing is it takes a lot more effort to get laid with a girl than with a guy. At some point you have to ask yourself if the reward is worth the cost.

Sorry, I was not clear. I meant a girl you hire.

That takes care of the effort problem. And at least you know the cost up front.

I have a routine with my favorite Asian working girl in NYC. She starts the session by pissing on me, then gets fucked by me while I in turn am being fucked by a big built Dominican guy who gets into this whole scene.

The reward is very much worth the cost.

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What I'd really like is to be topped by a hot TV like Kimber James.

All the fun of boobies, plus hot cock in one package.

I may be alone in this but when it comes to girls I find breasts much more interesting than vaginas.

Sorry, I was not clear. I meant a girl you hire.

That takes care of the effort problem. And at least you know the cost up front.

I have a routine with my favorite Asian working girl in NYC. She starts the session by pissing on me, then gets fucked by me while I in turn am being fucked by a big built Dominican guy who gets into this whole scene.

The reward is very much worth the cost.

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Guest JamesWilson

Hi Oz!

Excellent post! Only a few minor suggestions:

Let Him Build Up Slowly To The Main Event

... A good escort who knows that it's your first time will very slowly get you ready to take his cock. Many guys say that it's easier to get fucked if they've already had an orgasm, because it relaxes their body – so he may want to give you a blowjob before you get started.

Another thing that some guys may find helpful is a massage beforehand, with lots of attention paid to their butt and asshole (obviously), but also their lower back, shoulders, and thighs (given some of the new positions they may find themselves in!).

Be Prepared For A Little Bit Of Pain

... A lot of guys freak out when they feel the initial penetration pain. Don't be one of those losers! Instead, simply grit your teeth and be prepared for the profound pleasure that prick will personally (and professionally) provide!

The word "loser" in this case may be a bit unkind. Some guys just aren't in to getting fucked, or may have anatomical, medical, or experiential conditions that make it hard for them to enjoy the feeling (or at least get into it immediately). For something this intimate, where a person needs to be as comfortable and relaxed as possible, it is probably a good idea to avoid any language that could add the fear that they will be somehow "judged a loser" if they decide that getting fucked is just not for them, or that they need more time to get in to the feeling. To that end, I always say to first-timers that if they feel undue pain at any point to ALWAYS COMMUNICATE THAT so we can either stop completely or slow down and give him more time to adjust.

The way I was taught (and many might not agree), is that the main goal of anal sex is to pleasure the guy on the BOTTOM. Yes, the guy doing the fucking is also enjoying himself, but when I am topping my focus is always on making sure that my partner is enjoying himself. If he is not, then I am not doing things right, and I need to be aware of that and take steps to correct that asap!

Finally, a suggestion - you've covered all the major points about getting the guy ready for insertion as well as what to expect when the fucking picks up. You might want to add a point or two about the end-game (i.e. climaxing). For example, a very good friend of mine is very sensitive after climaxing, to the point where any anal penetration at all is very painful for him (I have to pull out immediately if he comes while I am inside him, which he most often does <grin>.) For first-timers, they might want to be aware of that, and perhaps ask their partner to stop fucking them if they climax while getting fucked (either stay motionless while still inside or pull out completely). They can also try it out for themselves beforehand by experimenting with a dildo or fingers while masturbating, and see how anal stimulation feels to them before, during, and after climaxing.

All in all, a great post! I look forward to reading more of your "missives"! ;-)

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I suspect, given the general tone of the piece, that the word "loser" was being used ironically in this case (as a mock of the way a football coach would motivate his players) and not in the sense of the reader being an actual "loser."

I also suspect that if the escort knows it's the guys first time, he'll know to stop fucking when the guy cums. I took this article as advice for the client, not for the escort himself.

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I suspect, given the general tone of the piece, that the word "loser" was being used ironically in this case (as a mock of the way a football coach would motivate his players) and not in the sense of the reader being an actual "loser."

I also suspect that if the escort knows it's the guys first time, he'll know to stop fucking when the guy cums. I took this article as advice for the client, not for the escort himself.

Actually, it is for both clients and escorts.

I will make a few revisions here and thanks guys for all the input! You are all great!

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The word "loser" in this case may be a bit unkind. Some guys just aren't in to getting fucked, or may have anatomical, medical, or experiential conditions that make it hard for them to enjoy the feeling

Ok now that you mentioned it, I had knew someone who told me they had hemorrhoids, and had told me to be 'gentle'. I didnt like the idea of topping with him, I'd just have visons of something horrible happening. We attempted a couple times but it would just be too uncomfortable for him so we eventually just stuck to 4play.

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Guest StuCotts

I can't help thinking that reading about fucking isn't the best way to learn what to do and how to do it. Nothing has ever worked for me but old-fashioned OJT.

But that's just me. I hope that Oz's idea succeeds in helping some guys over their inhibitions and in opening up new horizons for them.

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I suspect that reading about it will help dudes chill out and enjoy the on the job training more.

I can't help thinking that reading about fucking isn't the best way to learn what to do and how to do it. Nothing has ever worked for me but old-fashioned OJT.

But that's just me. I hope that Oz's idea succeeds in helping some guys over their inhibitions and in opening up new horizons for them.

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