Pegging for Beginners

Doc Johnson Vac U Lock Lucid Dreams No 14 Strap On

Getting a straight guy to have something inserted into his bottom is never going to be the easiest thing to do, so I’ve put together a guide to pegging for beginners. Pegging is just the phrase coined as an alternative to ‘using a strap on.’

There are lots of strap ons on the market now, so do your research. The reason I chose this particular one is because a) the girth isn’t too scary and b) it’s angled to hit his Prostate and therefore increase his pleasure. Have a look around and see what suits you best, but of course there’s nothing stopping you upgrading to a bigger one, or one with a double dong when you’re more used to pegging.

The strap on I chose comes in three pieces; the harness, the plug and the dong. It’s wise to assemble the toy before the event because if you do it mid-session you might have gone off the idea by the time you’ve put everything together! It’s important to read the instructions, particularly with regards to adding powder lubricant to the inside of the dong. Otherwise you’ll really struggle to get the plug fitted and you need to make sure it’s on correctly – the last thing you need is it coming apart when you’re mid-shag! Another useful tip is to thoroughly clean the dong before using it – the new toy smell can be a little distracting.

Have a little think about position before you put the toy together, too. Will you be doing your man from behind or in the missionary position? From behind is probably easier for you, but don’t forget,  like when you have traditional sex from behind, it aids deeper penetration, so you’ll need to take it easy. When you’ve worked it out, make sure you fit the dong to the plug the right way round so the angled head will hit his g-spot.

Once it’s all assembled, you’re ready to go! Well, almost. Obviously you’ll want to indulge in foreplay, possibly even slipping a digit or two up your man’s back passage in order to get him used to it in preparation for the main event. Everyone is different, of course, but the looser he is ‘back there’ the better it will be when you penetrate him with the dong. After this, it’s probably a good time to slip into the assembled harness.

My next point is going to sound obvious, maybe so much as to be redundant, but I’m going to say it anyway. Use anal lube; lots and lots of lube! Apply it to your fingers and work it liberally around and into your man’s anus, then do it all again. Then apply more lubricant to the length of the dong, paying particular attention to the head and the widest part. This is obviously going to be the part which experiences the most resistance when it invades your man’s sphincter so you’ll want to make it as slippery as possible!

Now you’re ready to go. Get into the position you’ve decided on. Whatever you’ve decided, add another dash of lube and prepare to pop your man’s anal cherry! Play with him a little more if necessary and remember to tell him not to clench. In fact, it helps if he pushes out as you’re entering him. Make sure he breathes deeply too. If he’s tense, it’s more likely to hurt him. Now’s the time when you need to be as gentle and caring as you possibly can.

Let him guide you. Tell him to let you know when he wants more, or whether he wants you to stop. If you’ve lubed up sufficiently, once the thickest part of the head has penetrated his sphincter, it should be pretty plain sailing from there. Naturally, I’m not proposing you should now go at it like a bullet train, but he’ll be feeling more comfortable now and starting to feel the pleasure build, especially when the angled head of the dong starts knocking against his Prostate.

Having said all this, it’s important to be firm. Getting the head inside him will be the trickiest part, so try and hold firm and keep pushing gently at this point. If you pause for too long when he’s spread around it, he could be put off for life. So just be patient, but firm. Tell him that the worst part will be the widest part and once that’s over, he’ll soon start enjoying himself.

And hey, if you stroke his crown jewels at the same time… he’ll be just fine!

Also – don’t forget the lube!

 

– Guest Writer