First time fisting

[Sharp-edge]

I had an almost fisting experience with a fuckbuddy. I asked him to play with my hole, he buried 5 fingers inside me. I think he nearly reached his fist but said that he couldnt move deeper as there was a bone there or something. So I'm confused about it. But it felt so good.

[Justaholeff]

Might have been tail bone but, more then likely you were just tight.  Remember fisting at the beginning should be slow and relaxed. I wouldn't even make it a goal to cum. Just take time, relax, and lots of lube. Poppers, weed, or maximum impact is also an option to loosen up but, most of all time. You'll open right up when there is no rush or pressure to open up.

[Sharp-edge]

1 minute ago, Justaholeff said:

Might have been tail bone but, more then likely you were just tight.  Remember fisting at the beginning should be slow and relaxed. I wouldn't even make it a goal to cum. Just take time, relax, and lots of lube. Poppers, weed, or maximum impact is also an option to loosen up but, most of all time. You'll open right up when there is no rush or pressure to open up.

I think maybe it goes slightly to the right (based on the anatomy). I felt very relaxed and loose it felt so good. My partner was afraid though.

[Justaholeff]

Never forget it takes two to tango! Your fister needs to be relaxed as well and willing to just play with your ass for hours...lol.

[Justaholeff]

6 minutes ago, Sharp-edge said:

I think maybe it goes slightly to the right (based on the anatomy). I felt very relaxed and loose it felt so good. My partner was afraid though.

It does ...the first time I had a guy pass that turn, he had just left his hand in my ass, slowly turning or just resting. I can't tell how long but for awhile. He just left it in and slowly jerked off while chatting with me or others and watched porn. I got so relaxed and he slowly just slid all the way to the elbow...it was amazing and I never thought it would happen but did! Best assgasm ever.

Edited January 2, 2022 by Justaholeff

[Sharp-edge]

2 minutes ago, Justaholeff said:

It does ...the first time I had a guy pass that turn, he had just left his hand in my ass, slowly turning or just resting. I can't tell how long but for awhile. He just left it in and slowly jerked off while chatting with me or others and watched porn. I got so relaxed and he slowly just slid all the way to the elbow...it was amazing and I never thought it would happen but did! Best assgasm ever.

That sounnds hot.. I feel my asshole stretched now which makes me horny. He fucked me once, then he fucked me again, I asked him to finger me and that was when the fisting occured and he fucked me to cum, and he fucked me one final time. But I wanted more fisting.

[norcalraw]

I remember the first time I fisted, as the fister. I didn’t know that my large hand and thick wrist could actually slide all the way inside the dude who asked me to fist him.  I had first fucked and bred him, thinking that was all…but he asked me to stick my fingers inside him. As I was doing that he was begging me to keep adding fingers and to stretch him open. I worked up to all five being inside him. He then pushed down and made my whole hand slip inside him. It made me so horny and I used my hand and forearm to fuck him. I twisted my hand inside him and felt his insides. I loved it. After I was done, pulled out, and bred him again. His hole was wrecked and puffy. Loved seeing my cum dripping from his swollen ass lips.  I don’t remember encountering any bone or resistance to sliding my hand all the way inside his ass. 

[Sharp-edge]

Since yesterday I'm thinking about getting fisted. I have to wait until Saturday. I so want to get his wrist inside me. it wasn't that hard that he almost did it. I wasn't  high or anything, just horny and relaxed.

[Sharp-edge]

So I tried fisting yesterday. The results were pretty much the same. I almost got the wrist inside me quite easily. I was super super horny. I just needed a few more inside me to have the risk.. dunno what more should i try. then he fucked me and enjoyed my stretched hole. Plus, my dick was always rock hard.

[breedable70]

I was probably 19 or 20 the first time I ever fisted someone, he was about 30.  I was always up for new things and he when asked I went for it. Was an odd experience because I was so afraid of hurting him somehow. The thing that made the biggest impression on me was feeling his heart beating so intensely..

I tried and tried and tried to get fisted for years. I was a pretty big slut in my teens and 20's and was getting fucked regularly but just could not cross that last barrier.

It finally happened when I was 35. I had met a couple at a sex club and would run into them every now and then. We had talked about me coming over sometime to pop my FF cherry and I agreed to one Friday night. One of the couple was small statured, maybe 5'6" to my 6'3". I remembered him opening the front door and welcoming me by shaking my hand. It was at that moment, when I realized how small his hands were that I thought to myself 'it's going to happen tonight'. 

And it did. Hurt a little but not like it had before on my many attempts and I bled a little which freaked me out a bit. But I finally had done it!

It was definitely more of a mental block for me rather than a physical one because I took my second fist about 24 hours later.  And he was a 6' +  guy like my self with proportionally sized hands. lol

[GayinIndiana]

October 24, 2017 was my first and only time fisting another guy. I talked to a guy on Grindr who was curious about being with another man, as he only had experiences with women. He wanted me to fist him, which at the time, I was mildly into and never done before. That night, he came over. Decent height, beefy, masculine stud type, with a "chin strip" goatee.

We went into my bedroom, where he took his clothes off and laid on my bed. Had a big, thick cock. I took it in hand and ran my tongue around the shaft and encompassed the glans with my lips, sucking it hard and licking the pisshole. He moaned so much. I deepthroated that big cock and bobbed my head up and down in a hard, fast pace, which only made him moan louder. Got his dick all gooey with saliva.

After giving him head, it was time for the main course: his ass. He turned over on his elbows and knees, with his ass in the air. It was a huge bubble ass. I looked and saw bumps on it, but then realized it was just razor bumps from shaving his ass down and not herpes. Relieved, I spread his crack open and saw that his hole, a light brown color, was loose and slightly prolapsed. He did tell me that several women had fisted him before, and that he used a shower douche to wash himself out before each session. I put my lips and tongue on his asshole, which tasted mild. I dug my tongue in it hard and he moaned loud. I said, "Like how I eat that ass?". He responded, "Oh God yes, you're so good. Give it to me, daddy". I found it funny that he called me "daddy", as I was only 27, but glad he was loving it. 

With his hole wet and loosened up. I laid a towel under him and stuck my right pointer finger in his ass. That got him going. I guided my right middle finger in conjunction with my pointer finger and shoved both in as deep as I could go, and proceeded to finger-blast his hole. He hollered loud. I pulled my fingers out and ate him out some more, then rubbed lube on his hole. One by one, I got each finger up his ass and glided them back and forth, remarking how I loved the feel of his rubbery innards against my fingers. I took my other hand and directed more fingers into his hole, and began to stretch his hole open. Again, he hollered. I remarked, "I can see inside of you", seeing how wet and clean his reddish-pink rectum looked. Was so hot.

For the finale, I balled up my right fist and inserted it deep enough to where his anal orifice was past my wrist. I pushed my hand in deeper. I felt around for his prostate, and upon finding it, pressed my fingertips into it over and over. Feeling like an raging animal, I vigorously thrusted my hand in and out of his asshole, feeling aroused watching the skin of his hole bow in and out with the friction of my thrusting. I punched his prostate hard, several times, and his moans became louder and more intense. When I pulled my hand out, I was shocked to see it almost covered in blood. I apologized, but he said it was okay and had happened to him before. Must have been the repeated douching that thinned the lining of his rectum. I helped clean up the lube and blood on his hole before he redressed and left. He later contacted me on Grindr and said that was the most amazing fisting he ever received and couldn't stop thinking about my hand deep inside his ass. Sadly, he never contacted me ever again and never came back for another anal trouncing. I actually moved to another city 4 days later, but still wanted another go or two. Oh well, it was super hot, and I hope to find more guys to fist, even now. 

[Guest WelshBBCigarFuck]

I have had several fist buddies over the years and broken in a couple of fist newbies.

Experienced fist bottoms know what they like and are relaxed and know exactly what the sensations are and what feels right, but that is acquired through lots of practice.

With a new fist bottom or a fist virgin I would suggest there are a few key things:

1. Time: allow plenty of time just playing with the arse, adding fingers, twisting, gently stretching.

2. Lubrication: you want a lot of lube, far more than for fucking. Jlube was designed for fisting (powder mixed with water) or good old faithful Crisco (which is not compatible with latex).

3. Patience: both for the bottom and the top, don’t expect a hand to pop right in, when the top brings his fingers together into the plug shape, the knuckles are the widest point and it’s normally as these are entering or about to pass the entrance where the bottom can’t take it. The arse will stretch but can also clamp tight and, with the new sensations, the bottom can clamp. Work towards the knuckles and back out with just a little pressure over and over, let the bottom get used to the sensations, it goes back to point 1, spending time working up to it. You normally find once a bottom has taken a fist a few times that they take it more and more easily. Even if the knuckles get inside, hold it, then pull back and repeat, let the bottom get used to those sensations.

4. Toys: if the bottom still can’t get past the knuckles, get some plugs of increasing size and play with them on your own, working up to one equivalent to the size of your fisting partner’s hand. Spending time on your own gradually increasing the size of plug will firstly increase your tolerance, secondly will train your hole and thirdly remove any anxiety about failing to take it.

Lots of bottoms love fisting, but they all started as newbies and taking it the first few times is the hardest. Just take your time and build up to it. 

[FFRubbrPIG]

On 1/9/2022 at 1:02 PM, Sharp-edge said:

So I tried fisting yesterday. The results were pretty much the same. I almost got the wrist inside me quite easily. I was super super horny. I just needed a few more inside me to have the risk.. dunno what more should i try. then he fucked me and enjoyed my stretched hole. Plus, my dick was always rock hard.

You sound as if you are almost there! A couple of things come to mind.I was told when i started years ago THAT YOU CAN NEVR HAVE TOO MUCH LUBE!I It's vitally important! The lube reduces friction and makes it easier to slide in. Especially as you go deeper I flood the colon with lube. i I prefer no gloves  as you feel  slightly more but I have hairy arms and sometimes use elbow length rubber gloves for depth as it reduces the friction of my hairy arms, but you aren't there yet!! So you could try  rubber gloves on his hands and see if it helps.

In terms of space inside it does vary for each person and not always related to their build and stature. The rectum the space you first go into again varies in size,I know mine is about 8 inches long as thats where I meet the second sphincter which leads into your colon for deeper exploration. Now what does vary is the location of the second sphincter, sometimes straight in front, sometime straight in front but downwards under the tail bone,or quite frequently to the right.Even though I am very experienced I have sometimes been a bit baffled for a while in finding it!

If your friend is not experienced at fisting it might help you if you can find someone more experienced than him as you sound to be almost there but you need to be very comfortable with your top so you can relax and be able to trust him. Equally your friend needs to find some experienced bottoms to play with to increase his capabilities.

In terms of taking fists for the first time, the guys I have taken their cherries of, it usually happen on their second fisting, its very unusual for the first time and  i will NEVER force it. For myself it took about 4 months of a weekly session but i wasn't used to anything in my hole!! Though I made up for it by going through my second sphincter on my second play!

[Sharp-edge]

 So.. I tried fisting a little more. It feels good, it gets quite easily almost until the wrist. My bf told me that the last time he went even deeper, his wholewrist and a little more got inside. Thing is at some point I feel something that hurts and I've bled (a little) twice which got me a little worried about getting injured. But apart from that it was very nice.