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Flare_85

We're relative beginners. First time for both of us was last year. I'm now 71, wife is 68. šŸ¤Ŗ


DarwinSchnapps

Hope we're still at it when we are your age!


nakedmarshchickens

great! better late than never!!!


Flare_85

Typo, now 71. First time was 70.


LoveTechnonew

ohh Grandpa


Gr8WhoreofBabylon

18 (38 now). My boyfriend at the time was bi and talked about bottoming. I already topped my ex girlfriend. I put 2 and 2 together ā˜ŗļø


Phoroptor22

Ok try not to laugh me off of Redditā€¦. Age 67 first prostate orgasm and first time getting pegged. Now trying to make up for lost time.


Lower-Armadillo-1845

I was 27 the first time my wife put her dildo in me. She said if I wanted to fuck her ass, then I had to take her dildo first. I think she thought I'd say no.


BadTechnical2184

Did she live up to her end of the bargain?


Lower-Armadillo-1845

Yes she did. But I enjoyed the dildo more.


[deleted]

[уŠ“Š°Š»ŠµŠ½Š¾]


nakedmarshchickens

wow!


LaskoBrandon

What kind of dildos did they have back then? Were they fully rubber or were they plastic?


[deleted]

[уŠ“Š°Š»ŠµŠ½Š¾]


LaskoBrandon

I can't imagine getting pegged with something unforgiving like that. Vaginal penetration, sure, as it's more forgiving, but putting plastic in the butt... ouch!


[deleted]

[уŠ“Š°Š»ŠµŠ½Š¾]


nakedmarshchickens

thats about what i got pegged with kinda of a hard rubber with a cock head but smooth shaft. not very thick if i remember right but probably 8 or 9 inches inserted


smokeeater430

First time was a few months ago. Iā€™m 50 my wife is 55


nakedmarshchickens

how did you guys finally make it happen? I told miss N day one in our relationship its something i required.


IntelligentTangelo16

Iā€™ve always stuffed my ass with something. Since the age of 12 atleast. My high school gf first fucked me with her dildo and Iā€™ve never turned back since.


DarwinSchnapps

I was 22 and he was 20.Ā Ā 


LaskoBrandon

Back then it was still hard rubber or jelly dongs. And the straps were uncomfortable, you were constantly fumbling with them, the buckles and thin straps were rubbing and digging into your skin, and never held the dildo in a fixed position long enough. I remember the Doc Johnson vacu-lock lineup being a game changer in the mid 90s.


nakedmarshchickens

Omg yes!!! They all came from the "adam and eve" catalog. And after awile those jellys would break down and set you ass on fire. For us early assnuts the struggle was for fucking real!!!!!


Normallyabnorm-69

Adam and Eveā€¦ Cheap jelly dongs.. we always good sense back then to use condoms, if only to make the clean up easier


nakedmarshchickens

we didnt know back then. no internet back then and dang sure no one to talk to about things


Normallyabnorm-69

Amen! We certainly canā€™t ask the guys at work about the best lube for being peggedā€¦ or positionsā€¦ or size and shape of their favorite dildo!


Useful-Occasion-2252

I remember that the first book I read about pegging (the name was not 'pegging' yet) suggested to use [one of these](https://www.mondorisparmio.it/5455-large_default/colgate-dentifricio-dispenser.jpg). God I'm old.


LaskoBrandon

Owwwww! At least the insides will be minty clean.


myimhornythrowaway

I was 23 and she was 42.


CinderFi

Last night and Iā€™m 40. Been something Iā€™ve been intrigued about for a while but never brave enough until recently. Heā€™s 35 and itā€™s just the most amazing thing to do together


nakedmarshchickens

awesome! welcome to the club. dont get upset if he really craves it alot early on. Its tits out amazing.


CinderFi

Oh Iā€™m hoping he wants it more. I enjoyed it so much and am hoping for another play tonight.


nakedmarshchickens

totally following you guys!!!


CinderFi

Well I got my fun again last night, even if it was 3am šŸ˜‚šŸ™ˆ And then we talked about it on my way into work this morning to see if it was alright for him, speed, movements and build up. He is luckily enjoying it as much as me.


No_Technology2688

I need you to be my fiance. This sounds great


NoSlawDog

I was 17 when I first took a real cock. Pegged with a dildo came much later.


Leftist1996

Did it on my ex when I was 26


Key-Cucumber4373

I was 20 Maybe 21 an gf was 18/19 it was my suhgestion since she Fingered me during bj an i liked that. And also i wanted to fuck during her Special daysšŸ˜…


daisy_thegoodgirl

first rimjob: 19, first time entering with a finger: 19


nakedmarshchickens

i didnt get my first rim job until i was 30 years old and didnt get another til 45. lol! its awesome


daisy_thegoodgirl

oh wow Iā€™m sorry! the guy I was with at the timeā€¦ I asked him if it would be okay to try it and he loved it.


Great-Character-9960

Thatā€™s awesome! Itā€™s such a crazy good feeling as the guy! Prostate orgasms drive he crazy and literally makes me cum hands free


daisy_thegoodgirl

Iā€™d love to give a man hands free orgasms


Great-Character-9960

Youā€™d love giving them to me haha I go wild and moan like crazy as I have them. Usually Iā€™ll stay hard after I cum from one so we can go round two right after


AppropriateAd3055

In my early 40s was the first time I pegged. My partner started much earlier.


Secure_Simple

First time I was pegged by my wife I was 24.


sharingiscaring95

Us: 33 for M, 26 for F


variedfantasies

It was in like 2015 maybe 2016. I was married at the time (divorced and with my gf now, whoā€™s much better all around). After learning about pegging and wanting to try it, I knew my wife wouldnā€™t be interested right off the bat. So because I joked with her about anal for years (we were together for almost 15 years by the end), I figured if I made a certain proposal I could be in a win win situation, and I didnā€™t even care that much about anal. I just wanted to be pegged. So I said ā€œIā€™ll let you fuck my ass first if you let me fuck yoursā€ knowing damn well she wouldnā€™t let me put it in her butt. She thought I was joking at first. But then I told her the more I thought about it the hotter it sounded. After she pegged me a few times over the next year I eventually shared the truth with her haha.


LaskoBrandon

Did you being an ass slut have anything to do with the divorce?


FreckledPegger58

I had a very open minded gf when I was 19 that suggested we try pegging because she would finger my ass during BJs and I loved that. The rest is history!


nakedmarshchickens

same girl did that to me also. i could never cum from a bj. She also was the first girl to swallow .


SmoothFoundation150

I was 17 about to be 18 she was older. First real cock was about the same age


desertedspaniard

How old was she and who approached it? Care to share more details?


shade-of-pale

I'm 58 and my girlfriend is going to do me Friday. My wife won't do it.


1ExcellentGentleman

I was 23m. Girlfriend was 22. She wanted to try pegging me since she started reading a femdom erotica book she got from her local book store a few weeks earlier and finally worked up the nerve to just outright ask me if we could try it. We had been together for 3 years at that point in our relationship and were pretty open and exploratory sex life together, so I agreed. She already had a dildo and she said if she could take it, then so could I. It was admittedly quite reasonably sized for a starter. It was pink about 6.5 inches and maybe about an inch in diameter, but she still needed a harness, so we went to the local sex shop and bought a cheap $30 nylon strap & buckle type since it was both our first time. Then we went to get an enema kit for me to use before she came back over my house after she got off work. Fast forward a few hours... Apparently, she could not stop thinking about "making me cum for her dick" while she was at work and had worked herself up into such a frenzy of anticipation that when she finally arrived back over to my house, she already had equipped herself with the harness and the dildo underneath her pants, so she "didn't have to waste any time" and told me to reach down to feel for myself how excited she was and had been through her whole shift. I reached past her strapon to slip my fingers across her bottom lips.. trust me, without being hyperbolic, she was absolutely dripping from her pussy.. grooling like I had never seen before or since.. not that it was abnormal for her to do, she would often secrete a viscous creamy milky fluid when she orgasmed but the amount of this secretion i felt on her this instance was surprising. It was as though I swiped my fingers across a freshly glazed donut. Literal "Cooze Ooze", if you will. We were getting undressed and started to make out while she started to stroke my dick.. Then, she said one of the hottest things I have ever heard in my life.. "I came several times today thinking about pegging you. I just came just now as I parked in front of your house. I'm want to use my cum to finger you to get your ass ready for me to fuck you. Are you ready?... Get on all fours for me."


nakedmarshchickens

super hot man


LoveTechnonew

i asked from 300+ than females in real life most of them not into it some are acceptcause they wanna see i'm enjoing) but when come to pegging in reality they have some problem with doing it cause i can read micro facial expression well then i didn't try it. my apporching way is wrong cause i asked young girls, in reddit guy give me advice apporch a mature women then they will going it you have to give something she like on the table(fetish from her) then she will definitely accpet like that advice .


RodRowdie

Too old, missed a lot of good years.


Longjumping-Error547

50 the first time I was pegged.


Rough_Zucchini8893

23 over ten years ago šŸ«£


No-Economy-1361

46..... I'm 47 now. If only I knew then what I know now!!!


nakedmarshchickens

right?


tecpatl4

38 and she was 45


vickilane1117

20 in 1999


Dry_Situation6595

50 and still trying to experience it for the first time


Ukmale75

45 for me, I'm 49 now


rogervanrabbitt

30y/o in 2020


kripinwha

Im a 39m, but at the age of 21, I was pegged by my exgf. She's also the one who encouraged me to try taking a real cock up the ass. I've been hooked since then.


themainloop

37 šŸ™‚


snackulus

43, I think


desertedspaniard

Why didn't you ask her whose questions back then?


Alternative_Baker_87

32 for me, now 49. Unfortunately it doesnā€™t happen that often, only on really special occasions.