wannaBTM

Sigh ... I put myself in chastity today. It's not coming off until my hole is stretched again, it's been a week since I had time. I was on work travel for 4 days and I got sick during it.

Been a few days, wasn't sure I'd be able to get training in tonight. I was! Am ... I got my medium Egg plug in (Square Peg) and after about 5 minutes I could barely tell it was in. I took it out. I'm writing this now with the Large Egg Plug (Square Peg) in my hole, been in there for 15 minutes so far. Feels nice and good, making me feel like a pig.

Hi Guys! I've been looking some more through the site and found someone's post that recommended some hole training. Goal is to have something in there every day. I've modified it for my situation of not getting fucked much. The idea is kinda like working out, you might have chest day, rest day, legs day, rest day, back day, rest day, rest day. So, if my goals are width, depth, duration, and puffy lips, then I need to have days where I focus on those. Ergo, I'm dividing my 7-day week into: Stretch Day, Depth Day, Rest, Grip Day, Rest, Piston Day, Rest. What do those mean? Stretch Day: Goal is to stretch my hole across, get it used to being open wide. To do that, my target is to train with dildos and/or plugs, where I should be able to sit on the dildo or walk around with the plug for some period of time, at least 5–10 minutes. If I can do it longer, maybe it's time to size up. I want my lips trained to welcome in those larger-across objects. The goal isn't pain, but if there's some stretching pain that then feels okay after some poppers, then we're good. This should be progressive, at least 3 sizes each night, starting small and getting larger. Each size should be in for at least 10 minutes. If it slips out because my hole's too loose, size up and add remaining time to that object's time. At the end of the training, which should go for at least 30 minutes, if it's a plug and I can leave it in longer, great. Or, take whatever's in out, and try sizing up to a 4th item. If I can, then that item's the goal for next time. If that largest size I had in (the third item) I couldn't keep in the full 10 minutes, then back to the 2nd one and leave it in longer, then try for the 3 at 10 minutes each for next week. Depth Day: Goal is to stretch my hole deep, and breach the second hole, get both used to being probed, touched, and caressed. I have trouble taking 6" right now, my hole's too shallow. Since the goal is to get used to being filled deep, it's again a case of mostly plugs or plug-like things, or just sitting on a dildo and maybe doing work on my laptop (multitasking!!). I have Topped Toys' Deep Space 70 and 80, and I have trouble keeping the 70 in more than 5 minutes. So, the goal is to keep that 70 in for at least 30. Then let it slide out, and try for the DS 80. If I can get it in, keep it in as long as I can. If not, well, try again next week. [Destroy] Grip Day: Goal is to bust my ring so a top can slide in, nice 'n' smooth. I realize the ideal for this is something that has a gradual taper and then a "snap" closed neck, but I don't really have anything like that. Well, maybe the "Hunter" dildo from Bad Dragon. So, the mechanics of this one are to get the toy in, then bust it out. Over and over again. Really popping my hole, assaulting it, forcing it wide open again and again. Not a gentle stretch except at the start, but really busting my ring. Of all the "exercise" days, this is the one that gets me the hardest just thinking about it. Piston Day: Goal is to practice riding / sliding on a nice dick / dildo. It's not to push depth, not to push width, not to bust my ring, but get used to that sliding motion. If I owned a fuck machine, I'd just strap myself onto it and put a reasonable-sized dildo on and let it go to work at maybe 50 strokes/min. Just ... get fucked. Rest Day: No rest for the wicked. There should be something in my hole no matter what, unless it's really too sore. The idea is simply to use a small plug and go about my business, be it sitting to work, or grocery shopping, or napping. It's been suggested I work more with poppers for this, so I'm looking to get some more, especially for the [destroy] Grip Day. I'm also trying to decide if I should get a chastity device to help focus on my hole more. Anyone have any thoughts on this?

My pussylips feel tender. I went to take a nap this afternoon, and after a quick cleanout that only took 5 minutes for once, I then managed to get a medium egg plug (Square Peg) in. I'm out of shape, I used to be able to get the medium in easily, but it took a couple minutes to get in today, past the resistance and the clenching. And then poppers to relax. I then jerked off in bed and came hard, my hole feeling like it was milking the plug. I fell asleep then, which for me is surprising: I expected the pressure and stretching to keep me up. I woke up after about an hour but stayed in bed another 45 minutes. It was uncomfortable, but in a stretching and pressure way, so I kept it in for a total of 2 hrs. The picture is just before it came out.

Thanks! I'm trying poppers now, and working through the stretching pain. Slowly. I have a low threshold. But big desire for a big, puffy hole. Would love to be at your level.

I had "big" hopes for today, but I ended up barely managing to keep a Deep Space 70 in my hole for 8 minutes. Following some advice on here, I used poppers, and I had to use them every minute or so to keep the stretch pain at bay. I think I need to use a smaller plug first, maybe this was too big for a first stretch in many months.

Yup, went to stretch this afternoon, and I'm out of lube. Sigh.

My eyes are bigger than my hole and I've gotten a lot of plugs and dildos and I can't take more than half of them. I have a "big" fantasy of being able to take my largest toys (>3.2" across), two (or three!) dicks at a time, or a fist, I also want a nice, punched-out hole. The pic is an old one of Andy Star ... I'd love to be able to take dick and have a hole like his. Let's see if 2026 can be my (hole's) year.

Thanks! I do, too, though I've barely gotten a start the last few days. 😞 Too much work. Need to figure out how to deal with work and stretching.

Primary goal: Loose, sloppy hole from my tight little asterisk. Be able to gape, nice puffy lips to swallow dick and hug it ... well, not too tightly, want it to be able to slide in nice and easy along with one of its friends.

Sorry guys, as a new member I can only post thrice a day! Nice. When I've been able to keep a small plug in for a couple hours, I've called it my "boypussy pacifier." 😈🤭 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. 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?

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. 🙂

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.

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.