Pegging a ticklish boyfriend!!

Hi everyone -

I have never posted on here before, but just wondered if anyone would be able to help me out and give me some advice.

My boyfriend and I have decided that we want to try out me pegging him with a strap on - this is something neither of us has done before. We haven't really experimented with anal play before this and the only time he has been anally penetrated was in a MXMXM threesome by a penis. He says that this was a painful experience.

Our second problem is that he is VERY ticklish on his bum, inner thighs and testicles, to the point where at times he cannot bear them to be touched. This has been improved when I have moved to touch these areas more slowly.

My main questions are:

What products would you recommend for this situation?

How should we go about it?

How could we tackle his ticklishness?

How do we avoid pain?

Thank you so much to anyone who may be able to help,

Ellie.

Hello and Welcome,

I don't know much about pegging, but I know a fair bit about anal sex.

Without proper 'warm-up' - it can be uncomfortable and painful taking anything up the bum. Like any muscle, it needs to be trained.

When first starting out with anal play, it's always a good idea to start out slow and small - so usually a finger or a very small butt plug - to allow the anus to get used to the sensations of being penetrated.

It always requires an intense amount of relaxation - if you are tense/nervous and someone shoves a penis or a dildo up your bum, yes, it is indeed going to be painful!

My first recommendation would be to strip it back and take it slow.

A good set of beginners anal toys could include:

http://www.lovehoney.co.uk/product.cfm?p=16665

http://www.lovehoney.co.uk/product.cfm?p=2041

You also want a good anal lube.

You could also use a de-senstizing lube or gel to numb the area - this will make it more comfortable and could reduce the ticklish sensation - although use with caution - you are more likely to do damage that way if you can't feel what's going on.

General rule of thumb for anal play:

SLOW

RELAX

LUBE

PATIENCE

MORE LUBE

Once you're comfortable, you can then move up a size and then move on to the strap-on. It's not going to happen overnight, but with patience and practice, it will happen.

good advice as always david ,like he said ellie i wouldnt rush into it because if your first try is painful or uncomfortable with a strap on he will be less likely to want to try again and you will be missing out on one of the most enjoyable things.try a butt plug or a prostate massager 1st so he can get used to the new sensations and work your way up. not sure what to do about the ticklishness lol

Forgot to link it in my original post:

http://www.lovehoney.co.uk/product.cfm?p=23982

This was what I used to get my OH interested in Anal play and it worked really well. It's small enough to not be intimidating, but large enough to provide some pleasant sensations - and the vibrations are a nice touch as well.

+1 to the advice above.

just remember, if it hurts you're doing it wrong. play with other toys until you enjoy being penetrated.

As you're more or less complete beginners maybe check out this book? http://www.lovehoney.co.uk/product.cfm?p=1553

I haven't read it personally but I have read the "For Women" version and I found it soooo helpful, and now I'm a complete bum sex convert. Good luck guys :)

DavidB1986 wrote:

When first starting out with anal play, it's always a good idea to start out slow and small - so usually a finger or a very small butt plug - to allow the anus to get used to the sensations of being penetrated.

Not to mention the mind - much easier to relax when it starts of small and gradually gets bigger, than being nervous about taking something big straight away!

Hi there,

Try to get your other half to watch some 'pegging' porn, I for one found it a huge turn on watching it. I spoke to the wife and she was very willing after watching.

Take it nice and slow plenty of oral, start small ease your way into it (pardon the pun).

Thank you so much to everyone for your replies! I have had such a lovely and warm reception from everyone on the Lovehoney forums :) I will definitely take all the advice - me and the partner got quite excited just reading it!

Thanks again,

Ellie

All the advice above is great, I would ad don't go straight in to pegging build it up with fingers a but plugs.

My OH pegs me regulary, we bought the red rider G-spot strap-on as it has a slim dildo for the inexperienced, the angle for g-spot stimulating does a great job on my prostate, as a result it also adds prostate milking as part of the fun.
The other bonus is with this strap-on you can use bigger toys with the more experience your OH gains and also you can change the metal ring on the harness to use bigger and bigger toys, I now have 3 dildos we use with this strap-on, it is also very secure so my OH has a lot of control with it, when she wears it she becomes a totally different person! She loves having a cock and using it, she becomes a masterful Dom which I love!