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Discussions: First Time Wife Pegging Me
By drewhenson8 on Monday, January 26, 2026 - 12:05 pm:

My wife is experiencing a sexual awakening in her 60’s and has been horny and opening up. Recently we discussed what pegging was and she agreed to it. We ordered a set up for her and we’ll be trying it soon.

Any first timers want to share their experience from a hubby or wife perspective and how it went?

By krash1959b on Monday, January 26, 2026 - 12:16 pm:

Wish I was talking from experience, Id love to be pegged, but OMG I do envy you and her sexually awakening, hopefully this can lead to more fun. In my fantasy so much of it revolves around the shift in power control and of her giving pleasure as it does the act. For me I love her to be in heels, even you if you want that, clothes can add so much to make a pure sexual moment, sensual. Good luck

By clyde601958 on Monday, January 26, 2026 - 12:17 pm:

I have a lady friend that wants to do it. She loves anal. I have a thought that I will do about anything to please a lady. So far, I’ve been totally out going there and plan on staying that. I hate even the prostate examination thing And I had a female Dr have a crack at it that seemed to enjoy it. It’s not in MY plans This old dog it too old for new, unproven tricks :-)

By drewhenson8 on Monday, January 26, 2026 - 12:19 pm:

Krash- Appreciate your perspective and well wishes. Been a long time fantasy of mine but never asked her previously in our 35+ year marriage. But with her newfound awakening, I asked and she was surprisingly open to it.

She’s posted today in the wife section, would you let her peg you too?

By beggin4peggin on Monday, January 26, 2026 - 12:23 pm:

@drewhenson8 1205, that is awesome! Good for you both to keep things exciting at this stage of your lives.
I'd be happy to provide some insights if you want to email me.
I will just tell you here that pegging does not have to be femdom. If you want the domme/sub roleplay, then that is fun too, but you and your wife can also enjoy sensual, loving pegging.
You say you've ordered a set up, which I presume means a harness and dildo. Don't go too big to start. If you have little to no experience with anal play then you will not be ready for what you see in pegging porn.
If you do this at the right pace and the right way, you will never have a better orgasm. In fact, you might be able to achieve multiples.
HMU for more advice.

By krash1959b on Monday, January 26, 2026 - 12:33 pm:

OMG drewhenson8 she has a gorgous body, wow yes sign me up, she can practice all she wants on me. Wow you are a lucky man.

By beggin4peggin on Monday, January 26, 2026 - 12:50 pm:

@drehenson8, I just saw her pics, she is going to look amazing wearing a strapon. I hope you post pics of her wearing it.

By drewhenson8 on Monday, January 26, 2026 - 1:23 pm:

Thanks guys , yes I agree she’ll look so hot with that strap on!

By doctortits2 on Monday, January 26, 2026 - 2:25 pm:

Give a woman a strap-on and point her toward her man's ass...
And I guarantee, she will show him no quarter...lol

By playful6263 on Monday, January 26, 2026 - 2:37 pm:

Wife loves. Pegging so do I start small and work your way up she's tapping my little ass with 8 inches these days best orgasums ever

By delcouple1 on Monday, January 26, 2026 - 2:41 pm:

Have your wife give you a prostrate massage. Its safer and you will enjoy it more.

By doctortits2 on Monday, January 26, 2026 - 3:18 pm:

yeah...ask her to be gentle, it's your first time...LOL

you poor bastard..

By john6343 on Monday, January 26, 2026 - 4:26 pm:

do you cum while getting peg

By beggin4peggin on Monday, January 26, 2026 - 4:29 pm:

@john6343 at 4:26, I can cum up to 3 times in one session from pegging but only when I am riding it, it doesn't work for me in other positions.
3 is my record so far.

By biformmf on Monday, January 26, 2026 - 6:28 pm:

Solid advice delcouple1. Been there both ways. No interest in pegging for me.

By spanish_lovers on Monday, January 26, 2026 - 6:43 pm:

A few years ago with the beginner size...

They have got bigger of the years, feel free to email and share experiences on this subject.

By beggin4peggin on Monday, January 26, 2026 - 8:50 pm:

@spanish_lovers soooo sexy!

By goodday29 on Tuesday, January 27, 2026 - 5:30 am:

i have bought one...
she is waiting for her right moment to try..

it was brought on my watching an episode of the Hunting Wives.

By iridered2005 on Tuesday, January 27, 2026 - 6:20 am:

Once the head of the dildo POPS that point,you will love it. But that first inch or so HURTs.id have her start out with something smaller and work your way up

By beggin4peggin on Tuesday, January 27, 2026 - 7:10 am:

@goodday29, I love seeing pegging in mainstream tv and movies. There have some great ones. Hunting Wives, you wouldn’t happen to know the season or episode, would you?

@iridered2005, absolutely. Once that head pops in and she slides all the way in, the pleasure begins.
But your message reminds me of great advice. As for getting past that initial resistance and discomfort, I had a female give me some great advice that seems counterintuitive but works. If you’re struggling to get it in, actually push out like you’re trying to . It seems like you should be doing the opposite but pushing out will actually cause your butthole to “suck” in the dildo (or penis, plug, whatever). Push out then release, will make it much easier for entry.

By manaboutstate on Tuesday, January 27, 2026 - 8:30 am:

I have been seeing ads on vicks for prostrate I would like to put some vicks on mine

By beggin4peggin on Tuesday, January 27, 2026 - 8:53 am:

@manaboutstate, to be clear, you mean the Vicks rub for sore muscles etc......? The reason I ask is because you said prostrate (with an R) which is very different than prostate (no R).
Prostrate means lying on the ground face down, possibly from being sore in which case applying Vicks would make sense.

I think it would be a huge mistake to apply it to your prostate and very much doubt that Vicks advertises using it for that.

By dg55 on Tuesday, January 27, 2026 - 9:51 am:

I think a nice water based lubricant would work very nicely! :-)

By lapper752 on Tuesday, January 27, 2026 - 2:44 pm:

Had a FWB who gave me her ass on a regular basis. One night after having had her ass, and she went to the bathroom to clean up. Nothing unusual as we were at her place. When she came out of the bathroom strapped up- “normal” size, and said “fair is fair”, get on your knees.
I did and she proceeded to lube the dildo and my ass, working a finger into it. She was actually very gentle as she worked the dildo into my ass. It wasn’t uncomfortable, but not necessarily that enjoyable for me, but she had her hand inside the harness playing with her pussy as she pumped my ass. She worked herself up to a crashing orgasm, but left the dildo in my ass until she came down.
It wasn’t great for me and was t a regular feature. Usually occurred when she was very drunk or very horny, but for me, having regular access to HER as was fair trade.

By freanne on Wednesday, January 28, 2026 - 1:46 am:

My wife started fingering my ass. It's a start...

By occ11 on Thursday, January 29, 2026 - 9:14 am:

My wife will fuck my ass with fingers but says no to a strap on for now. Begging her to do it. She let me wear her thong as I fucked her the other night doggy & missionary. She said next time she is going to finger fuck me as I wear her red thong like her ex Puerto Rican used to fuck her in her red thong. So hopefully she will get a strapon soon!

By beggin4peggin on Thursday, January 29, 2026 - 12:22 pm:

@freanne, definitely a start! That's how it began for me. In no time at all I was on all fours taking her strapon.

@occ11, is she willing to use a toy on you instead of her fingers? That will help get her to accept the idea of a strapon if you can normalize plugs and dildos.

By lapper752 on Tuesday, February 3, 2026 - 7:03 am:

Had a FWB who gave me her ass on a regular basis. One night after having had her ass, and she went to the bathroom to clean up. Nothing unusual as we were at her place. When she came out of the bathroom strapped up- “normal” size, and said “fair is fair”, get on your knees.
I did and she proceeded to lube the dildo and my ass, working a finger into it. She was actually very gentle as she worked the dildo into my ass. It wasn’t uncomfortable, but not necessarily that enjoyable for me, but she had her hand inside the harness playing with her pussy as she pumped my ass. She worked herself up to a crashing orgasm, but left the dildo in my ass until she came down.
It wasn’t great for me and was t a regular feature. Usually occurred when she was very drunk or very horny, but for me, having regular access to HER as was fair trade.


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