My stretch trainer is called the Monster Wolf. 13.5 inches long, 4 inches wide at its widest spot. Got it last week and used it prior to our ‘get together’ last weekend!
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Hi, I’m sorry it’s been a while since I’ve updated you. My boyfriend and I moved to a bigger, more comfortable apartment, and I’ve been very busy these past few weeks. Well, that didn’t stop me from working on my anal stretching, and after almost a month, I’ve become very comfortable with the Gape Keeper 93. 
I followed Anal-is-Art’s advice, and my boyfriend started using my plugs to fuck me hard and fast. And it’s awesome! It’s really easy to do with the 6cm diameter plug, and we’re also starting to do it really hard with the Gape Keeper when I’m really open.
I’ve completely ditched the 5cm plug 
. That little thing doesn’t really give me any sensation anymore. Even to stretch my ass when I get home, or sometimes when I go out, I prefer the 6cm plug.
Honestly, I think I’m ready for a bigger plug than the Gape Keeper 93, but since we’ve already talked about it, it’s a bit expensive, so I’ll wait a bit. Playing with small dildos (normal-sized cocks) doesn’t really appeal to me anymore because I have to use four or five to fill myself up properly, and it’s not practical. The only purchase I’ve made is a large dildo (as big as my boyfriend’s cock) for double anal play with two very large cocks, and I love it because my boyfriend can really fuck me and stretch me to the max. He can also now fist me easily, and he’s fucked me several times while I had my hand in my ass. That’s where I’m at right now. If anyone has any suggestions for my next plug, I’d love them, even if I don’t buy it right away. If you also have any suggestions for how to continue stretching myself without a new plug, I’d love them too.
I hope you are enjoying your new home.
(I hope I never have to move again, but I know that I will likely have to move at least one more time before making the “final move”. Unfortunately, I have the equivalent of two houses plus a warehouse full of “stuff” so moving someday is going to be a very painful and costly experience. I learned too late in life that just because I could acquire “stuff” did not mean that I should do so.)
It is good to hear that you have been enjoying your stretching. That is terrific progress – and sounds like terrific fun – some people can progress faster than others. Lucky you and your boyfriend! However, as probably demonstrated in your case, it also has a lot to do with desire. We can do amazing things when we really desire to do so.
As for suggestions for the future, I don’t have any specific plug suggestions, but you might enjoy using multiple dildos for non-plugging times – and mixing their diameters to add up to give you the additional stretching you are seeking. (For example, with made-up diameters: 1+1, then 1+2, then 2+2, then 3+2, then 3+2+1, etc.)
Also, if it is enjoyable for you, you might want to play with increasing depth using much longer “depth trainer” toys. I don’t recall (if I ever knew) in what part of the world you are located, but it seems that most of the “depth trainer” toys are made in the UK. If you live in the UK or Europe, you might have an advantage with shipping cost (I am in the U.S. – don’t blame me for what is happening, I am not in charge). The nice thing about a depth trainer is that you can start with a really long toy (in the 60-90 cm range for length) – but only 2-3 cm (or maybe 4 cm) for starters. Start small on the diameter if you want to train for going really deep – and then as your depth ability increases, the same toy will continue to usable as you go deeper. Also, with such a long toy you may never have to worry about “losing it inside”. With that longer one in (as far as is comfortable to you at the time) you can add using an additional shorter/normal dildo (or two?) at the same time – that gives you depth training while you are doing stretching toward the opening.
I just caution with depth training that people tend to buy a toy that is too wide (but not too long) at the beginning and that leads to frustration.
Once you have a little depth training “under your belt”, you also might enjoy a “Slink” type toy, made by Square Peg – there are various sizes, up to quite long, but the base is a plug! – so you get both effects. Pictures and info are here: Slink ® | SquarePegToys®
Even if depth training does not appeal to you as much as width stretching, keep in mind that while that long depth toy is in place, it is usually going to prevent (block) other toys from getting lost inside. So you might feel you have more freedom to play with the other toys and not have to worry (as much) about losing something inside.
It is a shame that good toys are not inexpensive! I wish there was a good answer to that problem, other than starting up a OnlyFans account to fund the fun. 
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Hello !
It has been a while. Good to see everything is going well and that your asshole is getting looser and looser 
So now you manage to take the Gape Keeper 93 with ease ?
Honestly from my point of view, it is better for you guys to avoid buying a lot of toys as it costs a lot. So going for the gape Keeper 100 might not be the best. I thought about something. You could potentially buy the Gape keeper 108 when you have the money. I think that going from 24.13 cm of max circumference to 27.31cm could be manageable considering your daily training and passion for anal stretching.
And then … you could potentially buy your dream, the BOSS HOG XXL ! Indeed, its max diameter in circumference is 33.02cm but if you are at 27.31cm after you get used to the Gape keeper 108, you could already insert a bit more than the tip of this monster, like maybe 20% or 25% of it. And then you could play with it as usual to insert it more and more, step by step until inserting it to its max and becoming one of the most destroyed and loose asshole of this world, with 50% of you ass being a monster toy
Let me know what you think about that !
Vanessa: Regarding Anal-is-Art’s suggestion about eventually going to a Boss Hogg XXL…
Details at: Boss Hogg Realistic Silicone Dildo – Ultimate Stretch in 5 Sizes | Discreet Shipping by Hankey’s Toys
I have either the XXL or XXXL (I don’t remember which, but it is big). It comes in four levels of softness/firmness. I think I have the “Soft”, which is one level firmer than the softest.
Okay, my long-winded point is: The softness of the one that I have (despite the very large size) allows for insertion that just would not be possible with a hard plug. It “gives way” to the body and the body surrounds it, envelopes it. Yes, it is challenging, but because of that feeling of envelopment, it worked better than I ever could have imagined that it would. So… the circumference is only part of the story – you have to take into account the other characteristics. Toward the softer end of the spectrum (but not necessarily so soft that it is hard to control), the level of softness and flexibility can allow the body to accept a circumference that is larger than you might expect. And the feeling of “fullness” is fantastic. (Your “mileage” may vary.)
Hi Anal-is-Art, and thank you. I hope everything is going well for you too. 
Yes I manage to take the Gape Keeper 93 with ease and it’s easier and easier everyday. And since several days after having sex and stretching with it, I put it back on and keep it on for an hour or two if I can to really stretch myself even more.
I completely agree with you. I also think that the Gape Keeper 100 won’t be very useful to me; it would be better if I moved directly to the Gape Keeper 108.
I’m not sure the Boss Hogg XXL will be within my capabilities. I don’t know? My initial ambition was more the Boss Hogg XL. When I look at the Boss Hogg descriptions, I think the Small is already too small for my ass and the Medium could be a good stretching toy.
It all depends on whether I feel like I’m reaching my limits with the Gape Keeper 108 or not.
I smiled a lot when you wrote to me, “and becoming one of the most destroyed and loose assholes in this world, with 50% of your ass being a monster toy.” 
I don’t know what’s happening to me with my asshole and the pleasure it gives me. I’m completely obsessed and addicted. And what you said is exactly what I feel and want, even if I’m a little ashamed of it. 
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I completely understand what you’re saying, and it makes sense to me. It’s exactly like the difference between my boyfriend’s cock and my 6cm glass plug. They both appear to be the same diameter, but my boyfriend’s cock is much easier to insert. Well, the 6cm plug is also very easy to insert today, but that’s another topic.
Even though a Boss Hogg XXL seems too large, if I get a Soft one, it could be as easy, or even easier, to insert than a Firm XL. But then the XXL will give me a much more incredible feeling of fullness and filling.
I’m very excited about this idea because by playing with the softness, I could use much bigger toys than I had originally imagined. I love it!!! 
Ashamed? Embrace that shame it will intensify your pleasure! Somewhere between knowing it’s shameful and it stops others from achieving this pleasure and knowing you don’t care about the shame becaue the pleasure is worth it.
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Hello Vanessa !
I am all good thank you, cruising on the forum while sitting on my Gaper Keeper 93 
It is so cool that you are able to get pounded hard by the Gaper Keeper 93 now ! Do you generally orgasm from this or squirt ? Did it stop to give you the kind of extreme stretch feeling as you got used to it ?
Yes when you feel ready, let’s move to the Gaper Keeper 108. I am sure you will enjoy the extreme stretch of your poor ever expanding asshole
By the way for the Hogg Boss, I thought your dream was the xxl but it was the xl, my bad. Honestly, maybe it would be better to get used to the Gaper Keeper 108 and to go for a Boss hogg XL once done and not the xxl. Because your would go from 24cm (GK 93) to 27cm (GK 108) to 30cm (Boss Hogg XL) by inserting to the to its max circumference point. But you seem very horny by the idea of getting yourself destroyed by the xxl now that I mentioned it … if you would be ok to “only” insert 25% at first, why not. But this is another world. I don’t know if you know the website “slack holes” but I think it would be very interesting for a woman like you. I let you discover. AlexBeeCooper is on this website and there is a desciption of her personality, inspirations and also an interview that I found super insipring. At the bottom of the page, there are few videos. One with the BH XL and another one with the BH XXL, uploaded with 2 years and half of difference (it seems way harder to take).
Here is the link: AlexBreeCooper • Video Actor Page • SlackHoles.com
If you check the anal ranking of the right (circumference inserted) AlexBeeCooper and 5 other women are the top anal sluts of the world. This is amazing. Knowing you, I think you might wanna be one of them in few years …
Talking about shame in you last post, is it a real shame that you feel or is it more that you “like to be such a bad girl” and it turns you on to be so naughty and loose ? How do you see yourself ? You said in a previous post that you were an anal queen. Do you also see yourself as an “anal slut”, “anal whore”, “a desperate asshole” or something like this ?
I am sorry and I don’t want to offend you in any way. It is just to speak about how we see itself and what we like in our sexuality.
See you !
Hi everyone.
I’m so sorry it took me so long to get back to you.
On the one hand, I’ve been incredibly busy these past few weeks, and the more time passed, the harder it became to get back on the forum. On the other hand, I’ve been training a lot with my current toys without moving on to anything bigger.
But that’s changed because for the past three weeks, I’ve been using the Gape Keeper 108. With all the training I’ve done over the last two months, I was ready to take the plunge because I found it quite easy to use in the end. It’s become my main toy, and thanks to it, I’ve rediscovered that feeling of extreme stretching that leads to incredibly powerful orgasms, a feeling that had started to disappear with my previous toys.
I’m convinced I haven’t reached my limit yet, and I can see my ultimate goal with toys like the Boss Hogg XL, or maybe even the XXL. I’m also aware that I shouldn’t rush things and should continue working on my pelvic floor muscles and Kegel exercises. As you know, I’m small frame, and I realize I’m starting to stretch my ass hole really a lot for my small butt. I have to be very careful to control things so as not to hurt myself.
To answer Anal-is-Art’s question about “my shame,” I’d say it’s more related to the social representations that go along with the attraction to extreme anal sex. But it’s still very mild. And I sometimes think about it when I’m calm and thinking about my life, but without guilt. However, yes, as soon as I’m aroused, I feel like an “anal slut” and a “desperate asshole.” Which, in a way, is starting to be a problem for me because I increasingly feel that my boyfriend might not be enough for me…
See you…!!!
Omg you’re a lucky woman I envy you so much 
If you say you fear your boyfriend isn’t enough. Do you mean you need more men to use you, like 3 somes or gangbangs, or you need another man who can be enough ?