My Butthole

By Kendra Holliday | December 22, 2018

“I like your butthole.”

I was lying facedown on my bed, naked, receiving a wonderful massage from a man with strong, capable hands.

I’m pretty sure I’ve never been given THAT compliment before! 

Flower power

I exclaimed, “What?! Really?! I have a funny butthole.” When I gave birth to my daughter 18 years ago, the stretching left a little skin tag on my anus that looks like I’m sticking my tongue out at you. I hated it, and asked for doctors to remove it, but they refuse, saying it’s fine the way it is. 

And apparently, my play partner du jour likes it just fine. He told me he browses web cam girls, and has a special thing for feet and buttholes. He said, “A girl can have a pretty face and amazing body, but if she has gnarly feet or a gaping butthole, I can’t stick around.”

In fact, we ended up doing something different that day – he gave me a foot massage while I gave him a prostate massage – how cool is that! It felt very symbiotic.

I’ve posted a lot of up close and personal, aka graphic, photos on this blog – pics of my uterus, my cervix, my vulva, my breasts – but I don’t think I will ever post a pic of my asshole. You’ll have to ask nicely if you’d like to see it in person. 🙂

I’ve had many a man eat my ass. I like when they ask in advance, so I can prepare accordingly. Of COURSE I wash carefully before each encounter, but if you know someone is going to be inhaling your butt, you give it a little extra attention, right??

The last man who rimmed me did not ask – he just kept quickly licking at it like he was swiping frosting off a cake – I think he wasn’t sure if I would be okay with him doing it, so he was being sneaky with his licks, which was kind of amusing and hot.

I like it licked, but I don’t penetrate it very often. The last time I put something in my butt was a nozzle at a colon hydrotherapy appointment – not the most comfortable sensation.

I’m generous with my body and share it with many people. I allow people to touch me all over, fondle and squeeze and suck my breasts, and put things in my mouth and pussy.

But there’s only one man I allow backdoor access – my partner, and neither of us are that into anal. We’ve been through a few anal phases, where I did anal training. I’ve mopped his kitchen floor whilst naked and wearing a butt plug, and he’s fucked my ass many times, but it’s been a few years! We’ve achieved goals where he’s cum in my ass (I think he’s done it about three times ever, since his dick often gets too numb), and I’ve experienced powerful orgasms via anal sex (OK, now that I’m thinking about it, why don’t we do that more often?!)

I’ll never forget the time we were in Toronto, and I had just given a talk to an audience of 700 people, and it didn’t go over well. We went back to our fancy hotel room and fell into some really intense sex. It got a little crazy. For some reason he ate my ass! then spit in my eye! and I got an eye infection! The next day at a brunch mixer, I had to wear glasses because I couldn’t wear my contact lenses – and this was in 2011, back when I had a shaved head. That was a humiliating moment.

So, yeah, we’ve unlocked the anal achievement, but we tend to focus more on other things.

A gay client of mine told me about poppers, and I had never considered that; the whole concept was alien to me. I asked, “Why is it popular with gay men?” And he said it’s because it relaxes the sphincter, so men often sniff it right before anal sex, and also when they’re about to cum. He told me he would bring me some the next time he saw me, but then he disappeared. So, I had to go out and get some myself.

I found a shop that sells it, but you can’t ask for it by the slang term. When I think of “poppers,” I think of something you crack open and sniff, but it turns out it’s a little glass bottle with a cap. Make sure and keep the cap on! If you leave it off, the chemical evaporates quickly.

I sent this pic to my Strange Doctor Friend:

I was expecting him to caution me against using it, but instead he responded with:

I saved it for that evening, when the time was right.

I dimmed the lights, unzipped my sock monkey onesie seductively, and asked my partner, “Will you do me a favor? I have a science experiment I want to conduct.”

He’s GGG – good, giving and game – so he said yes.

I handed him a condom. “Will you put this condom on your finger? I want you to stick your finger in my butt. And then I want you to remove your finger. Then, I want to sniff the popper, and have you stick your finger back in my butt again, and see if it makes a difference.”

He said okay, and I lay on my left side on the bed, presenting my ass to him. He actually got turned on!

So we did just that. He lubed up his finger and stuck it in my butt. It felt tight and hurt. Then, we tried it again after I inhaled the popper, and it DID feel different for both of us! This nice slutty feeling washed over me, and I got all relaxed and floaty. The sensation only lasts a moment, so there you go – the high is fleeting. But fun!

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