Tips, Tricks, Suggestions, Regimens on Getting a Loose, Sloppy Hole with Puffy Lips

[wannaBTM]

Hi Guys!  First time posting here, I found the site when I was looking for recommendations on getting a sloppy hole.  Maybe a New Year's Resolution?  I've had my eyes set on this for awhile and gotten several plugs and dildos*, but my eyes are a lot bigger than my hole right now. 😞

Do you guys have any suggested stretching routines on how to get to that stage?  Is it as simple as setting up some regimen and following it religiously, making sure my hole has something in it at least once a day?  To give you an idea of where I am, I can get a Large Square Peg egg plug in, I have trouble with XL; I've only occasionally been able to get the Blunt in and it hurt like hell.  I can get the Deep Space 80 in but it hurts, I've never been able to get the Mare Maker in.  I've been able to get my Pearce Bad Dragon dildo in but only for a moment before I had to take it out.  My goal is to be able to take something at least 3" wide (fist?) and penetrate my second hole without discomfort.

*I tried to make a list of what I have, and it's kinda insane.  See the attachment.  Some measurements I couldn't find online so I need to go make, and the items in grey I was looking at but am shoving my wallet away until I can actually take what I have because this is a ridiculous collection built over the last few years.

[PozToxVersPig]

You have quite the collection.  I have 31 years of getting fucked by tons of dick and my hole still snaps back.  I literally just received TODAY two new buttplugs to use.  I did research on this.   They have dilators you can try which are very rigid and don't allow the muscles to relax so help stretch more aggressive.  Generally looking for harder (as in not soft) plugs.  

The people I talked tot said you have to do at least 15min a day of in and out action.  Keep it in for as long as you can.  Two sessions a day if you cn.  And get a friend who will help push you because it's harder to push yourself doing yourself.   Finding one you can wear all day is good too - long wear sessions help.  

I don't have the answer though.  Kinda on the same journey.

[wannaBTM]

7 minutes ago, PozToxVersPig said:

You have quite the collection.  I have 31 years of getting fucked by tons of dick and my hole still snaps back.  I literally just received TODAY two new buttplugs to use.  I did research on this.   They have dilators you can try which are very rigid and don't allow the muscles to relax so help stretch more aggressive.  Generally looking for harder (as in not soft) plugs.  

The people I talked tot said you have to do at least 15min a day of in and out action.  Keep it in for as long as you can.  Two sessions a day if you cn.  And get a friend who will help push you because it's harder to push yourself doing yourself.   Finding one you can wear all day is good too - long wear sessions help.  

I don't have the answer though.  Kinda on the same journey.

Thanks!  I had a few friends give me things as gag gifts (most of the Bad Dragon stuff), though I'm not entirely sure if they really thought it was a gag gift or if that's just what they said, and they had other hopes ... .

I've tried firmer stuff and it just hurts 😞.  I was kinda hoping I could go for medium/soft and as my hole got more used to it, sizing up would get it bigger while still being medium/soft plugs/dildos.

I'll add ('cause I can't edit ... maybe 'cause I'm a new member) that it's not just a fist, but wanna also be able to be DP'd by two really hung guys without feeling pain from even just one.

[PozToxVersPig]

@wannaBTM you'll get there.  Not sure how old you are or how love you've been at it, but you'll get there.  Every plug when I upsize can be overwhelming at first.  You want to avoid tearing, but if you me "hurts" but you mean it's just really hard, that's different than hurts as in ripping your skin and muscle.  

I'd make sure i had plug time every day minimum at once.  and wear a plug you can for however long you can when possible.

[wannaBTM]

2 minutes ago, PozToxVersPig said:

@wannaBTM you'll get there.  Not sure how old you are or how love you've been at it, but you'll get there.  Every plug when I upsize can be overwhelming at first.  You want to avoid tearing, but if you me "hurts" but you mean it's just really hard, that's different than hurts as in ripping your skin and muscle.  

I'd make sure i had plug time every day minimum at once.  and wear a plug you can for however long you can when possible.

Thanks!  Maybe I should aim for being plugged 24/7, even if it's just a small one?  By "hurt," it hurt in the sense of too much stretching, like trying to shove a traffic cone up there, it just wasn't happening.  Never felt any ripping/tearing.  Once or twice, tiny bit of blood, but that was not from inside, that was from a stretch outside and I think dry skin (TMI, sorry?).  I'm old enough that I recently had my car insurance go down. 🙂

[Pozguyinchi]

I plug most day. I am not trying to get bigger I just like it. It’s calming. I have been doing it for many many years. My pussy is sloppy and my lips are puffy. I’m not gaping but I am not tight either. I say just keep stretching. It’s a slow process. Don’t rush it. You may hurt yourself. 

[PozToxVersPig]

1 minute ago, Pozguyinchi said:

I plug most day. I am not trying to get bigger I just like it. It’s calming. I have been doing it for many many years. My pussy is sloppy and my lips are puffy. I’m not gaping but I am not tight either. I say just keep stretching. It’s a slow process. Don’t rush it. You may hurt yourself. 

@wannaBTM  I'd take @Pozguyinchi approach.  He's an uber slut from what I've read ! 🙂

[fuzzybttm]

1 hour ago, wannaBTM said:

Hi Guys!  First time posting here, I found the site when I was looking for recommendations on getting a sloppy hole.  Maybe a New Year's Resolution?  I've had my eyes set on this for awhile and gotten several plugs and dildos*, but my eyes are a lot bigger than my hole right now. 😞

Do you guys have any suggested stretching routines on how to get to that stage?  Is it as simple as setting up some regimen and following it religiously, making sure my hole has something in it at least once a day?  To give you an idea of where I am, I can get a Large Square Peg egg plug in, I have trouble with XL; I've only occasionally been able to get the Blunt in and it hurt like hell.  I can get the Deep Space 80 in but it hurts, I've never been able to get the Mare Maker in.  I've been able to get my Pearce Bad Dragon dildo in but only for a moment before I had to take it out.  My goal is to be able to take something at least 3" wide (fist?) and penetrate my second hole without discomfort.

*I tried to make a list of what I have, and it's kinda insane.  See the attachment.  Some measurements I couldn't find online so I need to go make, and the items in grey I was looking at but am shoving my wallet away until I can actually take what I have because this is a ridiculous collection built over the last few years.

So there's two separate things here, a loose sloppy hole, and puffy lips.  We need to take them in turn:

1. A loose sloppy hole is achievable by regular stretching, but it's important to define how you want it loose and sloppy.  A plug like Mr S's WMCBP is great for feeling stretched on the inside, but doesn't work the hole at all (other than insertion/removal), rather the neck is tiny AF to make it comfortable for long-term wear.  Or a Mare Maker from Topped Toys goes deeper and stretches the hole in more directions than a Square Peg egg plug.  Meanwhile one of the Hankey's penis-shaped-but-very-oversize toys will stretch you out but also will go deep, and by riding it, there's no narrowed neck so you also train your hole to loosen.  Whatever metric you're using for "loose sloppy hole" you train your hole by taking what is comfortable, then pushing to what is past comfortable a bit more every time until what's not doable is the new baseline, and you keep pushing it forward.  So if you have a toy you can't yet take, find something else with slightly smaller measurements, and take that before working up to the "reach" toy.  Also, though, if you can take it and it hurts, you can still take it.  At that point, it's all mental, not physical, just breathe, hit the poppers, and try and hold it for a count of 10.  Or, push it out, wait for the hole freakout to end, and pop it back in.  You aren't a failure if you can't take it like a champ, everyone's hole is different.  Just keep putting in the work and you'll get there.

2. Puffy lips - that may or may not happen for you, point blank.  Everyone's hole is different, and some guys get a beautiful deep-looking hole that rosebuds like nobody's business, others get a super puffy punched-out look, others it's almost visually like a thin rim, and so on.  If you're pummeling your hole (or someone else is) and when it's at its most use and worn and blown out it's not looking puffy, that's probs just not your hole type, and chasing that visual might lead to hemorrhoids... 

[CumNMeDC]

Get fisted aggressively at least weekly and use an anal rosebud pump. Your cunt will get nice and loose and puffy in no time.  Enjoy!

[wannaBTM]

Sorry guys, as a new member I can only post thrice a day!

On 1/5/2026 at 6:09 PM, Pozguyinchi said:

I plug most day. I am not trying to get bigger I just like it. It’s calming. I have been doing it for many many years. My pussy is sloppy and my lips are puffy. I’m not gaping but I am not tight either. I say just keep stretching. It’s a slow process. Don’t rush it. You may hurt yourself. 

On 1/5/2026 at 6:11 PM, PozToxVersPig said:

@wannaBTM  I'd take @Pozguyinchi approach.  He's an uber slut from what I've read ! 🙂

Nice.  When I've been able to keep a small plug in for a couple hours, I've called it my "boypussy pacifier." 😈🤭

23 hours ago, fuzzybttm said:

So there's two separate things here, a loose sloppy hole, and puffy lips.  We need to take them in turn:

1. A loose sloppy hole is achievable by regular stretching, but it's important to define how you want it loose and sloppy.  A plug like Mr S's WMCBP is great for feeling stretched on the inside, but doesn't work the hole at all (other than insertion/removal), rather the neck is tiny AF to make it comfortable for long-term wear.  Or a Mare Maker from Topped Toys goes deeper and stretches the hole in more directions than a Square Peg egg plug.  Meanwhile one of the Hankey's penis-shaped-but-very-oversize toys will stretch you out but also will go deep, and by riding it, there's no narrowed neck so you also train your hole to loosen.  Whatever metric you're using for "loose sloppy hole" you train your hole by taking what is comfortable, then pushing to what is past comfortable a bit more every time until what's not doable is the new baseline, and you keep pushing it forward.  So if you have a toy you can't yet take, find something else with slightly smaller measurements, and take that before working up to the "reach" toy.  Also, though, if you can take it and it hurts, you can still take it.  At that point, it's all mental, not physical, just breathe, hit the poppers, and try and hold it for a count of 10.  Or, push it out, wait for the hole freakout to end, and pop it back in.  You aren't a failure if you can't take it like a champ, everyone's hole is different.  Just keep putting in the work and you'll get there.

2. Puffy lips - that may or may not happen for you, point blank.  Everyone's hole is different, and some guys get a beautiful deep-looking hole that rosebuds like nobody's business, others get a super puffy punched-out look, others it's almost visually like a thin rim, and so on.  If you're pummeling your hole (or someone else is) and when it's at its most use and worn and blown out it's not looking puffy, that's probs just not your hole type, and chasing that visual might lead to hemorrhoids... 

1. So, you'd recommend poppers?  I haven't done much with them, but I'm intrigued.  And I guess when the stretch is painful, I've stopped because I've interpreted that as my body saying "this is bad, stop."  To more directly answer your question, by "loose sloppy hole," I mean mostly width-wise.  Like, I'd rather take an apple than a plantain.  Though the blunt end of a baseball bat sounds super-hot.

2. Awww. 😞  I was hoping more for the puffy, punched-out look.  I find that super-hot.

14 hours ago, CumNMeDC said:

Get fisted aggressively at least weekly and use an anal rosebud pump. Your cunt will get nice and loose and puffy in no time.  Enjoy!

Have to find someone to do that.  WRT the anal pump, I've looked at those butt seem expensive once you factor everything in.  I'm concerned about spending more when I can't get everything done that I've tried ... but then again, this would be an investment in getting those others to work?