What is your most impressive anal play scene with someone?

What did you do during that play? What objects did you use? Thanks!

My most impressive anal play was the first or second time my wife to be and I had sex was when she pulled out one of those old plastic tee shaped plugs and asked if I knew what to do with it or something like that. Clearly she was telegraphing that she enjoyed anal. Turned into a:very sustainable marriage that satisfied us both!

@Rigel ... she pulled out one of those old plastic tee shaped plugs and asked if I knew what to do with it or something like that. Clearly she was telegraphing that she enjoyed anal.

Where did she pull out the plug? From her bum, or from her pocket?

Where did she pull out the plug? From her bum, or from her pocket?

@Sanne She had it next to the bed, from a dresser by the bed. Not from her butt. This was some forty or so yeas ago It just appeared.

My wife was fisting me, then I told her she could put two in. I felt some stretch and I asked her if both were in yet. She said, "Yes".

Daddy likes to humiliate me, and keep me off guard.

I never forgot this because of the comments I received afterwards, which embarrassed me and humiliated me and made me wet.

We were at an elegant black tie affair at an unnamed hotel in an unnamed city. The hotel had glass elevators so you can see out as you're riding the elevator.

I was dressed in a long gown and D had on a tux. I was told not to wear any under wear under my dress.

The directive of no underwear was making my cunt twitch, because I knew something was going to happen that night to my ass. The anticipation was driving me wild inside.

We got into the elevator. Daddy waited so it was only us by ourselves. We were going down to the lobby from the let’s just say, many stories up.

When we got into the elevator, he told me to put my back towards the glass, and bend over. He hiked up my dress above my waist, so my bare ass was against the window.

He then took a medium size dildo out of his pocket. As we were going down he could see which floors had people. At about three different floors where people were walking around and he knew they were looking, he’d insert the dildo in my ass. The next floor if no one was there, he’d take it out and insert it on the next floor. We had time for about three inserts.

The last one he left in. I walked around the party and sat down for dinner with a butt plug up my ass all night.

The humiliating part, was when a couple walked up to me, daddy wasn’t around, and said they enjoyed the show in the elevator. The woman said to me, it made her wet.

Yes, I’m out of the box sexually, but I’m also very conservative. I’m a very conservative dresser. Ying and yang.

It was such a formal affair, and such an inappropriate place to display my butthole, it humiliated me and I didn’t know what to say. If D had been by my side he would have handled it.

When we got home, he put me over his knee and spanked me with his belt, till I was wailing.

He was angry because I wasn’t “polite” to the woman.

After the spanking, he inserted my large dildo, with the pony tail, and made me stand in the corner, and get on all fours in the corner for an hour, rotating positions every 15 minutes.

It was a horrible, painful, erotic, 3 orgasmic night for me.

One of my best memories.

Mumm... @Assme ...Daddy knows what his girl needs for a trifecta... 😉

For me it would be giving my GF Double Penetration with a Strapon Dildo and my Cock at the same time. I fucked her Doggystyle in her ass and with the dildo in her vagina. She could barely keep herself in posture due to the intense sensation I was giving her.

Another great scene would be me getting pegged by her, she was using a very big dildo out of my collection, I was laying on my back, legs spread up and she was literally bouncing with that dildo inside my ass. Meanwhile she stroked my penis, just to the point where I was about to cum. Then she stopped, I was desperate for my orgasm so I put put my biggest plug inside. And we had Sex, with her on top and my fat Plug inside She was driving me insane, I literally had the most intense Orgasm of my life, trying to hold on to dear life, since it felt like I was ascending to heaven.

So mine was my went out shopping so I knew I had a few hours . So she always calls when she is on her way home . So I didn’t answer her call . So when she walked in she went looking 👀 for me and I was in the basement (finished) I had my ear buds in watching a Jeff Stryker video on my hands and knees getting my ass fucked by a machine trying to match his rhythm at the same time !!! So I knew she was home butt I couldn’t hear her so when she walked downstairs she was very shocked she has never seen me watch gay porn before !!! So she actually watched me for 5 minutes that’s when the video ended so I stopped the machine slid myself off the machine and as I turned around she was standing 4 feet away looked at me and said so this is what you do when I’m not around ? So as the dildo is soaking wet from my ass my knees were weak and I was trying to stand and she pushed me back down and said ohh no your going back on your hands and knees butt this time I’m going to control the machine !! So I was floored was not expecting that from her she said so put another one those videos of your friend !! So I looked at her a bit puzzled and she had this grin on her face like you better listen to me 🫨 so I did as she told me and as the video started she set the machine at slow start and told me to put my ear buds back in so after I was comfortable she said do not come off the machine do not slow it down I’ll be right back so watch your video !! The video was 1 hour long . She went up stairs came back down in 10-15 minutes and sat on the couch watching me while using her Hitachi wand . So after she had an 1 orgasm or 3 them she stood in front of me and she opened up her robe and was wearing her strap on harness with a Jeff Stryker dildo and slapped it in my face and had me suck on it while she was controlling the machine !! When she first walked down there and seen me she was shocked at first then she couldn’t believe she was getting turned on . So since then its been a whole new adventure !!!!

@Plugman Wow! That is an amazing read.

So she always calls when she is on her way home . So I didn’t answer her call … I had my ear buds in…

You intentionally set your self up to be “discovered”. 😉

So she actually watched me for 5 minutes

Mmmmmm. The voyeur getting turned on.

So I looked at her a bit puzzled and she had this grin on her face like you better listen to me 🫨 so I did as she told me

Oh, yes please.

She sat on the couch watching me while using her Hitachi wand .

So hot. 🔥🔥

When she first walked down there and seen me she was shocked at first then she couldn’t believe she was getting turned on . So since then its been a whole new adventure !!!!

Not only is this an amazing anal experience, but such a wonderful turning point in your sex life dynamic. Her response to your daring exhibition was the best possible outcome. Bravo, to you and her.

@Plugman, come on, this is too good to be true! This is straight out of my fantasies! You're literally living my dreams! Congratulations!

One time when my wife and I were fooling around, after she had stretched my bottom hole with her fingers and several large anal implements, including two dildos, a butt plug, a glass knobby thing, she then put her fingers back in. And then she put them in a little more and turned and twisted her wrist. Her ministrations caused me to involuntarily gyrate my hips and push toward her and my pushing toward her caused her to push more

So, there we were. I was twizzling my hips and pushing toward her and she was twisting and turning and pushing her pointed hand inside me.

And I think we were both kind of wondering how far this might go. I knew about fisting because I am much more well-versed in all-things kinky things than my wife. She was not familiar with fisting. In fact, she has never even heard the term or that putting a hand all the way inside of a bottom is a thing, but she knows that I have lots of kinks and she goes along with nearly all of them and she was halfway in anyway and she knows I think that “more is better” so she knew that I would like to push this thing a little more.

So, there we were. Got the picture? I’ll quickly bring you back up to speed on the visual—you’re welcome.

My hips are twirling and thrusting toward my wife and she’s got her fingers working their way into my bum and she’s pointing and pushing and twisting and turning her pointed hand . . . and suddenly, POP! Her knuckles skipped right past the ring and her hand was all the way inside my bum.

She looked at me and smiled. And her eyes said, "Did you feel that?"

And I looked at her and smiled. And my eyes replied, "Did you feel that?"

Yes, our eyes can talk to each other. Sometimes they carry on extended conversations without us even knowing, unless they strongly disagree on something. Then we hear about . . . or see it.

"Are you okay?" she asked, with her hand still lodged securely in me, wondering if we had ruptured anything.

"Yup, I’m fine. How's your hand?"

"Squished, but fine."

I kegeled to squeeze my bottom hole tight.

"Can you feel that?"

"Yup, I certainly can. Can you feel this?” She turned her hand so her thumb kissed and caressed my prostate

"Mmmmm, I’ll give you 30 minutes to stop that . . . or until I orgasm, whichever comes first."

Well, that was the first time she fisted me, sort of by accident because we both pushed a little beyond where we had been before.

And now her “pointed-hand” repeats this activity almost every time she plays with my bum, and it's always good, but the first time was the most impressive because we were both surprised when it happened.

We even purchased a pointed-hand replica of a woman’s hand and forearm. And we affectionately named her Kimberly and I have a crush on her, pun intended, because I crush her in my bum.

Kimberly lends us a hand, pun intended, when my wife’s wrist is a little tired of trying to reach my tonsils because I keep encouraging her to push farther in. Sometimes, Kimberly is suctioned to a wooden stool and points skyward and then bumward for insertion and then bellyward, , once inside.

.

I was bottoming for a well endowed transwoman. She was so impressed i could easly take her that she started playing with my butt. First one finger then two. Next thing i knew her hand was going in. It was so amazing and unexpected

Rimming and fingering, followed by oral

Typical anal play with an ex who enjoys it was me giving her a good rimming, followed by a nice prolonged fingering. Then I lubed up a medium size dildo, slowly pushing it in and out until she was begging for my cock, which was a little bigger than the dildo. By this time I was hard as a rock, so lubed up and slowly pushed myself all the way in as I massaged her pussy. Soon she started doing all the work, I just held still and as she fucked herself on my cock. It always ended with us both coming at the same time.