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.