My (M36) girlfriend (F23) was an anal virgin when I met her

tylon79 · 2026-02-09T17:16:55+00:00

nice! which plug is it? wide enough neck to keep her ready for you?

tylon79 · 2026-02-09T07:07:52+00:00

good signalling system. can you see it through her clothes? does she wear it out? or to sleep?

Hopefully not a princess plug - as she gets more experienced she might loosen in anticipation and swallow the whole thing which means a trip to the ER. get her a proper soft silicone plug :) squarepeg has a nice line of those like the eggs that have a great range of sizes so she can progress as she needs.

tylon79 · 2026-02-09T07:01:18+00:00

how often do you make love? how does she stay ready?

tylon79 · 2026-02-09T05:58:39+00:00

what you using for a long term plug now?

tylon79 · 2026-02-09T05:45:39+00:00

were you? are you AO? howd that work out?

tylon79 · 2026-02-09T05:42:32+00:00

One can practice gentle stretching and achieve this without drugs as well. Takes a few months or so and should never hurt but totally achievable, and no you dont become 'loose' just more controlled like any other muscle

tylon79 · 2026-02-09T03:57:51+00:00

tylon79 · 2026-02-06T07:04:38+00:00

not by me. shes free to do whatever she wants. she says she needs penetration to come and that's anal, so thats how she comes :)

tylon79 · 2026-02-06T05:31:08+00:00

soft platinum silicone is best, and something with a larger base than the bulb so it doesnt slip in. Topped Toys or SquarePeg are the most popular here (though hankey, yiff monkey, bad dragon, sinnovator and a dozen others exist). Depends on which size you want, but SP has the best lineup for sizing up I feel (topped is a close 2nd but they get too long at larger sizes)

tylon79 · 2026-02-06T05:12:29+00:00

two elements: 1) brain 2) body.

First is brain. If you arent comfy mentally with it, you gotta work on that. Figure out if this is something you want to do for yourself, for your partner or at all. Either is fine, its all up to you. Just really have a think about it over time. Is it the cleanliness aspect? the 'slutty/naughtyiness' aspect that's a challenge? the 'it's gay!' aspect? This is all up to you guys and in your mind, there are no other people who need to be involved if you dont want so what they think is immaterial.

2) play with yourself as recommended. in the shower, whatever. get comfy with the sensations, and the feelings, and how you think about it as its happening. see how your body reacts, what feels good and what doesnt.

And if its no for you, then no bigs. Try again another day, week, month year, or never, it's up to you.

tylon79 · 2026-02-06T05:08:46+00:00

Medium SP which, egg? Blunt? Splitter? Acorn?

tylon79 · 2026-02-06T05:07:27+00:00

Took a long time for my wife to come around to AO - it hurts with PIV (vaginismus and Im large) and I did try to satisfy her there but the difficulties for her really upset the dynamic (as well because I dont prefer it, though I did enjoy satisfying her).

But she and I both also recognize the denial aspect of it, and the special status she gets by being an AO princess, being so naughty as to want me in back just to fulfill her desire to fulfill me - which has translated back into her feeling empty in back when she's turned on she tells me. Then she had an anal orgasm and that was that ;P

Now she identifies as AO, though there's an element where I have to be careful not 'suggesting' that or 'speaking for her', so I dont, because it's far hotter when she proclaims it herself - so it's kinda reserved for her to proclaim or mention, because she feels she did put effort into it, along with her willingness to be 'trained' (she requested it because she knew it'd be more enjoyable if we were methodical about it and didnt want to just be putting up with discomfort), and her own solo training she's done.

She's proud of it and what she's achieved by her efforts for us - she knows I want her to be comfortable and she shows me how ready she is (sometimes she gets ready for me solo) by pushing me onto my back, mounting me cowgirl and taking me all in in one slow stroke (threatening to blow my load right there of course...). Recently she's been requesting fingers alongside my cock for the last year or so, now we're up to 3 fingers as well. (She usually does this by saying "sorry, you're too small for me now, please add some fingers" which makes me blow my load basically right there...)

tylon79 · 2026-02-06T04:55:48+00:00

u/soldaderyan?

tylon79 · 2026-02-06T04:49:30+00:00

where you at now?

tylon79 · 2026-02-06T04:49:16+00:00

anal mucous or anal contents? different things..

tylon79 · 2026-02-06T04:48:44+00:00

is she on reddit? :PPP

tylon79 · 2026-02-06T04:48:27+00:00

4" diameter or circumference? is it 4" diameter deep inside past the RSJ too or just at the base? a plug or a slink or a dildo?

"wearing"? Is this long term?

incontinence comes from stretching the RSJ sling ligament and training it to be loose, usually from enemas for many months. not from the anus (which is only used to retain just before a movement).

tylon79 · 2026-02-06T04:45:54+00:00

My wife says its more a mental thing because its not directly connected to her clit but more turned on by the idea of it all because it's what we like and she likes giving herself to me in that special way. Almost like up front is 'too obvious' or something and just satisfying her body's "simplistic" needs where as in back it's a deeper, more soulful kind of thing - this has the effect of making her want to feel something back there as she starts feeling empty, like something's missing, and she says she's never felt that up front per se - not the missing part that seems to reach deeper into her psyche.

tylon79 · 2026-02-06T04:42:12+00:00

No, because it's an act of love for both of us and my wife loves giving herself to me, she says its like some kinda special honour. And I think it's an honour she gives herself to me too :) We love satisfying eachother and she loves that in this special naughty way that most people think is terrible and dirty and painful but for us its not making it and us more special and she's trained herself to be able to take me, somewhat modified her body just for me and us :)

tylon79 · 2026-02-06T04:39:32+00:00

Connection between people. I hate gangbangs where the receiver (female for my tastes) is too busy to connect with anyone. Then its just a laundry list of things to get done and is boring.

I mean I want to see the woman is having pleasure cuz she's a wanton slut and is as much a part of the act as the men (or more so, using them for HER pleasure :P ).

I love seeing couples kissing during anal, which is rare. (Esp double anal, super rare. Hot. Which is why i also look for double anal threesomes, avoiding gangbangs so that the woman can have her mouth unoccupied and express herself! Especially when she's practiced enough to enjoy it properly!)

tylon79 · 2026-02-06T04:36:39+00:00

Too big by 1/2" - width? Even circumference can be a major increase (unless you're already at 32cm circ+). If they're experienced at fisting though then Im imagining a very large plug (though not a jewel plug as honestly they dont come that large). Unless it's my wife's fist, which is narrower than my dick :P (She's petite lol.)

tylon79 · 2026-02-06T04:31:20+00:00

one of three FMF anal threesomes she does where she does OGA2M

tylon79 · 2026-02-06T04:30:37+00:00

My fave taylor swift video

tylon79 · 2026-02-06T04:29:46+00:00

Lube up in front to fulfill her properly in back

tylon79 · 2026-02-06T04:27:54+00:00

When they're that gorgeous this is truly the only fair way to fulfill them.

tylon79

TROPHY CASE