I walked into the bedroom wearing nothing but a tight black leather jockstrap, knowing that she was already in  bed … waiting.

Reaching into the nightstand drawer, I took out two things – my favorite ten-inch long dildo and a tube of Astroglide Gel.  I slicked up the dildo with a good amount of lube then handed both things to her.  I proceeded to get on the bed, making myself comfortable, resting on my knees and forearms, my ass raised in the air.

This was my usual way of saying that I wanted my ass fucked.

She, my Best Female Fuck Buddy (BFFB), knelt behind me, placed the tip of the mushroom-shaped head of the dildo against my already lubricated pucker hole, then slowly pushed it in.

I sighed as felt the head penetrate me, followed by moaning from the incredible sliding sensation as she slowly pushed the entire length into the depths of my well-lubricated tunnel.

In under a couple of minutes, I felt myself begin to relax and loosen up a bit, as she slowly slid the dildo in and out, then gradually started to really work me over.  Where I was very slick, she took complete advantage, full-length in and out, pounding me really deep, hard and fast, and something new – twisting it back and forth while going in and out, and then if that wasn’t enough, spinning it around inside of me.  I thought I was going to go out of my skull from the insane pleasure.  After a while, she said she needed a rest, and pulled it out, leaving me feeling sort of empty, with my tunnel buzzing from the lingering sensations.

At this point, I was slick, loose and wanted … no needed … more.  I reached into the drawer and took out a package of latex gloves, with a suggestion, “how about if you glove up, and use some fingers on me?”

After replying “Really?” she hesitantly slid a glove on to her right hand, and gooped it up really good.  This was sort of a surprise because the last time, probably almost two years ago, I had tried to get her to do this very thing, and although I thoroughly enjoyed it, she didn’t in the least, and told me so – not getting really anywhere beyond three or four fingers, saying that I was so tight that I was crushing her hand.

Still in position, I waited patiently, silent praying, when I felt motion on the bed behind me, followed by … YES!, … some fingers slowly, almost timidly sliding into my extremely slick, already warmed up hole.

“Well, two are loose” she said, “how about three?”

“Oh, yeah!” I replied.

Soon after, “My fingers are short, and three can’t go deep.  Maybe four?” she suggested.

“Yeah”

“Oh, four is very tight”

“Push and twist” I said.

“There go the knuckles – the knuckles are in” she said, all the while, continuing her pushing and twisting.

Then … the magic words … “do you want five?”

“Oh, Yeah”, I said, followed by feeling her backing off, tucking in the thumb and pushing back in, now really stretching me out.

Minutes later, … “I almost have the knuckles in but the thumb bone and the biggest part of my hand won’t go any further.”

“More lube” I said.  “Use lots and lots of lube”

I felt the hand slowly backing out, followed by a huge infusion of cool lube, and the hand going back in.

“It won’t go”

“Push and twist” I said

“Won’t go”

“Harder!”, because at this point, it was going to go in.

Moments later, I felt it sliding, and at the same time, “Its going … its going … the widest part just went in … its in! … and still going … you’re pulling it in … its in … all the way in … all the way to the wrist …” non-stop play by play as she popped my ass for her first time – ever.

Then, seconds later, “my fingers are bent, what do I do?”

“Curl them up” I replied, feeling the fingers move, followed by the instant fullness of her fist inside.

Neither of us moved for a time, both surprised; her that her hand was inside of me, and me … that she actually did it.

Once she was acclimated, she started to move her fist, twisting side to side, pushing and pulling, all the while commenting on fact that I was so unbelievably tight, really smooth and slick, not even beginning to know what she was really doing to me.

She started moving more and more as I started to loosen up, and as she became more comfortable, now convinced that there was absolutely no pain whatsoever, she was not killing me, and all the noises I was making were the result of sheer pleasure and total ecstasy, the entire time, I was gripping my pillow, pushing back on her fist, and basically gratefully taking everything she was giving me until I had to reluctantly ask her to take it out.

Lying on her back, she held up her goop-covered gloved hand, flexing her fingers and wrist, commenting on the fact that she was amazed that I actually took the entire thing, the incredible tightness and hotness, and … and … she now, finally, the sensation was coming back to her fingers.

Not having moved from my position, I said, “put it back in”

This time, hesitating for a couple of seconds, thinking seriously about it, she finally added more lube to her hand, moved behind me and started to push her fingers back in.  “You are very, very tight”, she said, “much tighter than before”.  The one very thing that I knew would happen, but hoped to all odds that it wouldn’t, because I knew that once the hand was pulled out, the body instinctively closed up, and re-entry could be significantly … more difficult.

“I’m not sure it will go back in”, she was saying, pushing against me.

“Well, it was in once … it’ll go back in again … you just need to power your way in” I said, only because I wanted that hand back in – at this point, any fucking way possible.  Following my instructions, I felt a good hard push and twist, followed by an incredible stretch and amazing sliding sensation as she slid her hand back in with a wet lube-slicked pop, this time right to the wrist.  Oh yeah, I totally felt it … and it was fucking awesome.

Not wasting time, she started to move her back and forth, twisting side to side, harder and faster, moving deeper and deeper driving me totally wild with the incredible intense sensations as she really worked her hand in me, only to hear her announce, “I’m in past the glove …”, then, “what’s that hard bump I keep rubbing against?” sending incredible sensations throughout my entire pelvic region and making me leak a good amount of pre-cum into my leather jock as she basically manhandled my prostate gland.

I took it for as long as I possibly could, although I was quite tender from the first time, I knew I was going to be extremely sore from the second, but there was no way in hell I was going to stop, especially when I was getting it so good and so hard, my entire body shivering from head to toes when she slowly pulled out the second time.

Later, she told me that that was the loudest, most vocal I had ever been in my life, and the second time, she left two fingers extended while curling the others, allowing her to go deeper – which was her own idea, and finally … she said … she never expected to fist me – her exact words.

Wow, that was HOT!
Thank for for sharing that.
K+

Fabulous! Can't wait for more.

I love all your stories. I can only imagine how great you must have felt.

Two weeks.  Fourteen Days.

I had denied myself any type of ass play for longer than I could remember in quite some time.

No favorite dildo.  No Big Red Plug.  No Super Large Inflatable Butt Plug.   No playing.  No Toys.  Nothing.  Nothing at all.

My only intention was having one very greedy, self-serving goal in mind … wanting myself to be as tight as possible for the next time I got fisted.

And knowing that I would be totally feeling every little sensation … from that very first finger sliding in … through the warm-up … slowly adding more fingers … then the knuckles, … followed by the incredible stretching out of my ass-ring around the widest part of the hand … all the way to the full fist inside.

My only request was to go slow … as slow as possible … prolonged to the point of being intensely and almost painfully drawn out where I could feel every last sensation.  Yeah, I wanted it to be really, really slow.

The anticipation was ramping up and in the end I was not in the least bit disappointed.

Especially with the one person who I would never expect to do this type of thing in the first place, someone who has embraced the very act of fisting to the point of now offering without being asked … absolute pure heaven!

I had already set out everything I needed and crawled to the edge of the bed wearing nothing but a brand new pair of skin-tight rubber open crotch and ass shorts, ones that left all the good parts exposed while wrapping the rest of the area in the decadent sensation of extremely tight rubber, and patiently waited as she slipped a purple nitrile glove on to her right hand, then dipped the entire thing into the open tub of Boy Butter, spreading an excessive amount of the thick, slick lubricant all over the entire surface of her gloved hand.

Immediately, I felt a slather of excess lube over my puckered hole, followed by the first finger, slowly tracing my rim, around and around, poking, probing, then finally entering my already slickened hole, in and out, again and again, soon after, the second finger, slowly stretching me out and opening me up as I got slicker and more relaxed.

She slowly moved through the fingers, commenting on my incredible tightness; almost never stopping except for the occasional addition of more lube from a little squeeze bottle, working through the digits until she was at the widest part of her hand, and this time the only coaching required was getting her to push her hand through my extremely tight ass-ring, with very simple instructions – I can take it … just go for it … do it … now!

I moaned out loud when with a twist and a firm push, instantly overcoming the incredible tightness and resistance, she slowly screwed her hand completely into me, feeling the incredible stretching, sliding and filling sensation – the one I oh, so wanted when she hesitated but a couple of seconds, then pulled it out and pushed it back in again, all the while I was thinking just how fucking good she was getting at this.

And good it was.  She worked me over with her fingers/hand/fist for well over an hour, doing everything imaginable - moving her hand completely in and out, pushing … pulling … twisting … pushing deeper and deeper, and using her favorite technique – two fingers extended, moving deeper and deeper inside of my tunnel, twisting side to side while I held on to anything I could; moaning groaning, yowling, howling as she played with my ass for all it was worth, only occasionally stopping to add more lube or allow me to change my position.  My favorite – full fist slowly twisted side to side as I pushed myself back on it forcing it deeper and deeper into my tunnel.  Gives me goose bumps every time!

Completely caught up in the heat of the moment and knowing that I was really slick and loose and by now, totally relaxed, I got her to pull out her entire fist, and push it in again. Then, asked her to do it again, and again, and again.  Taking my cue, she repeated it over and over again, now going harder and faster as her full fist slid in and out of my slick, wide-open hole with a nice pop every time, delivering the most skillfully executed, incredible punch-fuck, one that became so aggressive and intense that I couldn’t hold back as I started squirting all over the place, then blasted a huge load of cum all over the sheets, finally reluctantly begging her to stop, that I had had enough and only because I knew I couldn’t take it anymore.  I just couldn’t.  I had to stop.  By now, I thought I would be totally ripped apart, and by all rights, I probably should have been.  My hole was smoldering from the abuse, my tunnel was throbbing and pulsing and I was expecting the absolute worst – my now not so tight little pucker hole totally shredded, probably bloody and raw, to never be the same ever, ever again.

However, my well-trained plug seasoned hole revealed nothing more than a huge, massive gape, wide-open at least a couple of inches across, oozing more than an excessive amount of the extremely slick, thick fisting lube, which served its purpose quite nicely.

I pretty much collapsed face down on the bed where I was physically exhausted, incapable of any movement, and believe it or not … already promised another session … either tomorrow or next weekend.

I chose next weekend, fully well already knowing that tomorrow would not be an option …

Another awesome story. Must feel like ecstasy.

This is a great series of short encounters. Well written and very hot.

You at all interested in getting her to add a second hand?

Others have already said it (and I thought I had too) but THANKS! for posting these little morsels. For those of us without someone to fist them it's recollections like these that keep the fantasy alive!