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Pegging and Photo Advice

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By (user no longer on site) OP   
over a year ago

On Saturday while Holly had me tied up and giving me a good caning she had another one of her ideas!

She wants to add pegging the hell out of me to her ticklist.

I am an anal virgin and the thought of the large strap she has ordered going into my small bumhole has me in a cold sweat, I actually had a nightmare last night!!

Holly has told me it’s going to be good and wants to photograph the experience for posterity and add it to our profile pictures.

I know it’s best not to argue when she is in boss mode and she has been kind enough to get a ball gag to bite down on which I thought was very sweet of her.

If anyone has any advice, tips or something that may ease my fears which could help this experience pass as painlessly as possible and I could get some enjoyment out of it

LJ

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By *wansfeetCouple
over a year ago

Guisborough

Honestly don’t start with a big dildo, start small and work up slowly. Stretch with plenty of lube and take your time

Kiki x

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By *uzukiNo1Woman
over a year ago

Rhyl

Even I winched at the thought of a massive strap on, and I've pegged.....start small and work up....it should be pleasurable for you to OP so slowly does it....

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By (user no longer on site)
over a year ago

It's nice to experiment and to give pleasure... You may even want the real thing...

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By (user no longer on site)
over a year ago

Start small and work your way up, stay relaxed and dont clench up

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By *eviationMan
over a year ago

Brynamman

Go slow loads of lube average size one and you'll be pushing back saying "harder"in no time

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By (user no longer on site)
over a year ago

I'll swap with you, lucky!

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By *r MoriartyMan
over a year ago

The Land that time forgot (Norfolk)

Start small and start slow. I enjoy it but was nervous the first time, now I can take a bigger one but there's still a limit. Butt plugs are good to start with as you can get used to the feeling of being stretched without the thrusting, one thing at a time.

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By (user no longer on site)
over a year ago

I like it when you're fearful.....

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By (user no longer on site)
over a year ago

Oh and for putting up this post, I'm ordering a horse sized strap on for you instead, now

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By (user no longer on site) OP   
over a year ago


"I like it when you're fearful..... "

Oh no you have gone to your single profile to answer!!

You are going to ignore the softly softly advice and go hard on me again!!

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By *ilth500Man
over a year ago

Merseyside

i love this

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By *ornybobBuilderMan
over a year ago

Sheffield


"Oh and for putting up this post, I'm ordering a horse sized strap on for you instead, now "
she a keeper there pal

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By (user no longer on site)
over a year ago


"Oh and for putting up this post, I'm ordering a horse sized strap on for you instead, now she a keeper there pal"

That's what I keep telling him

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By *wisted999Man
over a year ago

North Bucks

If you are in the hands of someone who has done it before you’ll be ok mate. All about the prep work.

Key is to relax and enjoy it.

It releases delicious mind fuck feelings.

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By (user no longer on site)
over a year ago


"If you are in the hands of someone who has done it before you’ll be ok mate. All about the prep work.

Key is to relax and enjoy it.

It releases delicious mind fuck feelings. "

Relax??? Don't be telling him that! The key is to be terrified and on edge

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By (user no longer on site) OP   
over a year ago


"If you are in the hands of someone who has done it before you’ll be ok mate. All about the prep work.

Key is to relax and enjoy it.

It releases delicious mind fuck feelings.

Relax??? Don't be telling him that! The key is to be terrified and on edge "

I have been told to change my request for advice to what is the most humiliating and fearful way to peg your man!!!

She is a tough taskmaster but very fair

LJ

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