Great to hear Jenna! How was the experience? Practice makes perfect.
Did you enjoy it as much as the other plugs?
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Hello Jenna !
I am just so happy for you ! And I am glad you are enjoying the Hitch. Being able to advise each other is a very important thing to me. This forum is amazing.
And no worries, you never bore us, you are very skilled in describing your experiences. It is a good thing to see that other people are also into this anal passion 
I was thinking about running with a plug as we talked about it before, so I went to run with the hitch. It was good but I would advise to put a lot of lube so that it can easily move inside you and give you good trusting sensations 
I was thinking about a good surprise for your boyfriend. Did you tell him about the hitch or not ? I thought you could wear it next time you see him and let him discover it when you start to play a bit. If he does not know the dimension yet, let him put the plug out (“I want you instead of the plug” could be a good dirty talk 
) and let him discover the size of it. I think it could have a good naughty dimension !
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Okay…. maybe some of the boring details…
The experience was amazing! I tried something a little bit different this time around. Instead of my usual shows, I listened to one of my favorite audio blogs. And I started in the bathroom this time, just in case. I’ve given up on my Maude cone, too. After a quick anal douche and a finger, I’m ready for my purple thrusting dildo these days. So I lubed it up and slid it in, hit play on my blog, and got up on my toes to start bouncing. I knew immediately that this was going to be the night. The audio was praising me in my ear and that really got me to open up. I’ve been asking about dirty talk on the forum, but maybe it’s praise I’ve been needing? Anyway, after only a couple of bounces, my heels were on the tile and I was already hitting the knot on the dildo.
I grabbed my towel and laid it out so I could put my head on the floor. That was a bit of a mistake. I use a Bluetooth headband so I can listen to music as I sleep without bothering my roommates, but the controls are on the forehead, so I accidentally turned my sound off. 
It totally killed the vibe, me on all fours with my dildo sticking out of my butt while I fumbled with the volume! I don’t think it would be an anal training session with me unless I did something wrong… It did give me the opportunity to put on my next audio, though.
Once I got it fixed, I was back on track and hornier than ever. I reached back and started fucking myself with the dildo. Like, really going at it. I was pretending the audio was my partner and it really got me going, like dripping on the towel. I honestly thought this was going to finally be the time I got my first anal only orgasm… but it never happened. But I was good and ready now. So I slid the dildo out and reached for the Hitch.
My stomach was fluttering like it was my first time, that anxiety and excitement, like this could be the night? So I covered this massive plug in lube and then reached back with my hand to check. All five of my fingers slid in like it was nothing. So I placed the Hitch on the ground, exhaled, and lowered myself down. I reached the point where I had been stopping all week. Then I pushed down a little harder, right at the widest point of the plug, and there was no pain. Just this dizzying stretch, like I was wider than I’ve ever been. I finally let myself start to rub and I dropped my knees down, letting my full weight settle onto the plug.
It’s that initial moment that’s my favorite, when you’re stretched so wide and so full and that wave spreads through your whole body.., it almost feels like you’re floating, like your body isn’t touching anything and your head feels light. I’m honestly shocked I didn’t cum, rubbing myself and taking the whole thing like that. So I decided to press my luck. I held the plug down and started to pull myself off it, stretching to the widest point again. And that’s when it happened. I swear to god you guys, right when I got to that point the audio says, “Well done for taking that beating. I fucked you so hard in the ass, and you barely squealed. You have been such a good girl.” The widest stretch of my life, my hand running wild on my clittie, and those words in my ear pushed me so far past the edge and out into outer space. I lost control and dropped back down on the plug, taking it all the way again and rode my orgasm out to the bitter end.
I’ll be honest, it didn’t last as long as I would have hoped because I started to get worried that something bad might happen again. So I pretty quickly got back in a squat to pull the plug out and check. It was easy, and no blood! And now my ass was wide wide open. So I spent the next 20 minutes or so just sinking to the widest part, waiting, then pressing down all the way. Then repeat. By the end, I was basically able ride it.
I think I’m still not ready to use the Hitch every time I play, but this one was a great orgasm and a good training session, for sure!
EDIT
Here’s the audio I was listening to, if anyone is interested:
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This is a wonderful idea! I haven’t told him about the Hitch. Unfortunately, we won’t get to see each other in person again until the end of the semester. If I can wait that long, I’ll definitely try it!
My wife loves her anal orgasms. Glad you finally achieved one. Her anal orgasms send me over the top. Well done!
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Thank you! Next stop, anal ONLY orgasm! I’ve been experimenting with different angles a bit more to see what works so I can pass on tips to my partner when we’re back together. The “come hither” finger stroke seems to help, but it’s a little hard to do to myself in my normal positions.
Hey Jenna !
It has bern a while. How is it going with the Hitch so far ?
See you !
Achieving an anal-only orgasm takes some practice but it’s definitely worth the effort. I have my most explosive and satisfying orgasms anally.
I’m amazed and actually jealous of my wife’s anal orgasms. My orgasm is good but her anal orgasms are like an out of body experience. I can’t imagine what that must feel like. Men’s orgasms are very one dimensional.
I disagree here.
When I had vaginal sex the orgasms where absolutely one dimensional. But the orgasms I achieve in my wifes asshole are nothing short of amazing every single time. Add ass to mouth and yet a whole new bunch of dimensions are gained. Her deeptroat blowjobs are an important part to add dimensions. Feeling the squeeze of her troat around my glance, while her lips pleasure my shaft is a mental trip of joy which can’t be explained if you don’t experience it. Switching between anal sex and deeptroat oral sex is the epiphany of multi dimensional sex.
I’ve been with a women who couldn’t suck my cock well. She simply did one rappid movement concentrated on my glance, which I didn’t even like. So she rarely sucked me. With her the orgasms in her asshole were always kind of the same. Better then pussy, that’s for sure, but not even close to what I experience now with my anal only wife.
uggghhh…. sorry I’ve been slow to respond. Finals start today and I’ve been studying and writing all week. I’m so ready for the semester to be over!
Hitch training has been going really well, though, when I can find the time. I can now take the hitch pretty easily with just a little prep. It still stretches me really wide, so I don’t think I’m going to be moving on from it any time soon.
The problem is, I don’t feel like I’m any closer to a true anal-only orgasm, though. I’ve kind of settled into a routine of starting with my purple dildo, then moving up to the hitch. I’m able to bounce up and down on the hitch now, which is very exciting. But for some reason I find I prefer going back to the dildo for finishing. I can get myself aaaallllll the way up to the edge on anal only, but can’t quite get myself over without rubbing too. I’m starting to think it’s not going to happen by myself. Just another reason this semester needs to end…so I can go home to my partner!
My orgasms are more intense during anal but still one dimensional as it involves stimulation and ejaculation.
Prior to anal, my wife only experienced clitoral orgasm. They were intense and highly focused on the tiny bit of tissue and always resulted in her inability to be touched afterwards.
Her anal orgasms are multi-dimensional in the sense she feels them throughout her spine. She tells me her anal orgasms can last up to several minutes, and she can have multiple anal orgasms whereas most men only have one because of the refractory period.
As you suggested, my orgasms are more intense. It’s just more intensity of the same type of orgasm. I also believe the intensity of my orgasms during anal sex originates entirely between my ears.
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I don’t know if this will apply to you or to any woman, but as a man, I have found that, for me, greater orgasmic feelings (if not orgasm), during anal toying, without other stimulation, comes at increased depth. For me, the best spot is currently at about 12 inches.
However, woman are built differently – fortunately. I have read that at an anal depth at about, or a little deeper than, a woman’s vaginal G-spot, and angling a toy toward the “vagina side” of the anal canal, can increase the anal orgasm potential for some women.
I don’t know whether “it will ever happen” for you or not, but I do know that if you don’t keep experimenting and practicing, it is even less likely to happen. 
May the the Gasm be with you.
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I cannot orgasm from it either even if I have been quite close a few times I think. I would simply suggest you to enjoy the moment and try not to think too much about that (easier said than done). As we say, enjoy the road, not the final goal
That’s how it’s been for me. The best right now is to stick the dildo to the floor and get on all fours leaning back with my tummy up, kind of like the position I described on Valentine’s Day. I’ll be honest, it’s kind of hard for me to tell the difference between which spots I’m hitting, especially when I’m in the middle of it, but my guess is that this position gets at my G-spot. Plus it gets me in the right headspace. 
The position you describe works very well for me (a man). Keep on keeping on!
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Thank you! I can’t tell you all how much your encouragement means to me. Final exams almost killed me, but I’m back home from school now. I’m so excited for a summer with a room to myself for training, and my partner much closer! Anal Summer 2026 here I come!