Pegging Your Man part 2

Pegging your man for the first time – Part 2

A Gentle fusion scenario for a first pegging

 

In part 1 of this “Pegging your man for the first time” series we looked at the basic equipment needed for an exciting and safe strapon adventure for you and your male partner.

In this second part we will explore the crutial first steps that can make his first pegging a great experience for both of you. In this article I will assume that both you and your man are first timers.

Today we look at a first scenario for a first pegging;
The gentle fusion pegging
Another way of making love but with you doing the penetration. It will be smooth and will bring both of you to climax in an “almost” natural way.

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– Step 1 – Cleaning up

Unless you are ready to deal with some messy stuff it is always a good idea to do a good rectal cleanup before any kind of anal sex. Use your favorite type of anal douche or enema product.
This is better done in private by each partner.
(If you don’t already have one at home you can get a good and affordable anal douche here)

– Step 2 Dressing for the part

Twist & Shout selfie  Laloue_AllAmerican10   Sexy Jessie and her strapon

 

As with many sexual game, dressing up for the part is both exciting and a very good way to get your mind in the mood for all the fun to come.

Select some sexy lingerie that will make you feel really horny and will turn on your partner. Dress the way you would if you where planning to seduce him tonight.
For your man I would recommend to keep it very simple. My favorite for him is a pair of boxer with a bathrobe over it. Of course, if you both enjoy a long mutual stripping session feel free to indulge and add a few layer to peel…

 

– Step 3 final check list

As your man is getting ready in the bathroom,
do a last check to make sure that you have all the required equipment  nearby.
– The strapon harness and dildo are clean and sitting on the bedside table
– The lube bottle is nearby with some latex gloves and toys, if you plan on using them.
– The phone is off
– Doors and windows are not going to cause problem. (Think unannounced visitors)

– Step 4 foreplay

This is where you, and your partner, get things going.

Guide him to the bed and do what ever you have to make him feel your desire. Kiss, cuddle, caress etc. Whisper in his ear how much you love him and how excited you are by this new experience you are going to live together.
When you feel that the time has come to move on; slowly remove his bathrobe and start caressing his cock, that must be getting quite hard, in the boxer. It is very likely that he will also be exploring your body and you should welcome him to do so.

foreplay

Take the time to fully enjoy each other. Let your fingers and mouth do the talking for a while…

 

After a few minutes reach out for the strapon and show it to him. Explain how excited you are by the prospect of using it on him. Some woman like to demonstrate the dildo by using it on their pussy as their lover watch them.

Showing her new strapon

At that point you should let him handle the dildo while you remove his boxer and take is sex in your mouth. Don’t make him come but get him really close…
(make sure to keep the lube bottle nearby, you will need it soon)

-Step 5 Opening his ass

Prior to attempting penetration with a strap-on you will need to help him relax and to prepare his anus by enlarging it. This can be achieved by penetration with fingers and/or a small toy.

As you keep working on his cock with your mouth, push gently to make him lie back on the bed. Spread some lube on your middle finger and slide it between is cheeks. Don’t push it in yet, just massage the rim of his anus with your fingertip. You will feel him get tense for a moment but the smooth massage movement should relax him again quickly.

 

Have him lift his legs and guide his feet so they rest on the edge of the bed.
Ask him if he feels ready for some butt probing by your finger.
Add a generous amount of lube on you finger and slowly push it in his anus. At first you will feel a good resistance since the ass muscles will tighten to resist the intrusion. Just move your finger slowly in small circle as you push it in and you will soon pass the resistance point.

With your finger now deep in his ass, give him time to get use to this new sensation. Give a few lick to his balls and cock to distract him a little 😉

Start moving your finger in a gentle pumping motion until you feel that he his now comfortable and that he start enjoying the probing.

Slowly remove your finger. Add some more lube and go back in but with two fingers this time…..

If you intend to use a toy to further open him before the strapon, now would be a good time to reach for it.

Once you both feel that he his ready for the next step it is time to get the main course on the table…

-Step 6 Prep the strapon

At this stage, you got him excited and ready for your dildo. For a first experience you should try to move on quickly to preserve the mood. In the future you may both enjoy a little more foreplay where he will help you step into the harness and get the dildo ready by covering it with lube. Since this will distract both of you I strongly recommend to skip it for the first few pegging sessions.

lube for pegging

Slip into your strapon harness. Make sure that it is properly ajusted. Cover the dildo with a generous amount of lube. And don’t forget to keep stimulating his cock to keep him hard and excited….

– Step 7 first penetration

Doggy style is going to be the most natural and comfortable position for a first pegging. The downside to this position is that it makes emotional intimacy between partners a little difficult to achieve.
Missionary position can solve that issue. You may need some pillows to adjust your height upwards.

Get him in position and start gently rubbing the rim of his anus with the tip of your dildo. You will see him get tense and probably quite nervous to feel your toy getting closer. Give him time to get use to it.

Communication, at this stage, is a crucial element. Talk to him. Make sure to keep him aware of everything you are doing …. and don’t forget to tell him how much you like doing it.

 

Start pushing slowly to insert the head of the dildo in his anus. You will feel some resistance and may have to “insist” a little to enter.

Once the head is pass the anal muscle ring of the anus, gently push it deeper by a few inch and then start a slow pumping movement that bring the dildo almost out and then back in with a little bit of additional length going in with every turn. Soon you will feel your lover’s butt on your belly as your dildo gets all the way in.

Keep your dildo deep in his ass and reach out with your hand to feel his cock. Do not be surprise if you find he has gone a little soft. Anal stimulation will often cause the man to loose his erection. This is not a sign that he is not excited by it. It is a normal body reaction where most of the blood flow gets redirected to the most stimulated area. A gentle and regular handjob, during the strapon fucking, will usually bring it back.

With your lover’s ass now openned and relax you can start moving your dildo in and out at an increasing pace. You are now fucking him in the butt with your strapon.

A first pegging can be a little demanding as you will have many things to keep in mind but it is worth all the efforts. You will both discover one of the most exciting way to have sex and, as you experiment further, you will open up great new area of erotic pleasures to share with each other.

– Step 8 plan for the future

Here’s just a few ideas for your future pegging sessions:

– Have him impale himself by “sitting on your cock”
– Take him while standing in the shower
– Get him to use a strapon to give you a nice Double penetration
– Some bigger dildo are available with a hollow core to let him use it to pleasure you even after loosing his erection… because you made him cum while fucking him with the same toy !

– If you are into swinging; try adding your strapon to a threesome…

Note of caution:
If you intend to use your toy on multiple partners or in your pussy as well as your partner asshole, you should always cover it with a condom to prevent the risk of infections.

 

 

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