Chet Takes It All

[catcher4you]

Chet was your average middle-aged gay man. He lived near a major city, had a good job, dressed well, and seemed very average. There was one thing most people didn’t know about Chet, and that was his desire for pnp play that involved fisting. He had a playroom behind a locked door in his basement and only invited a few friends over for play.

He also had an affinity for dildos and had amassed quite a collection. Over the years, he had gotten everything from small butt plugs and life-sized cock dildos, but then he started going for the larger items. One item that he had and had never been able to take was his large Crackstuffers Bulb dildo. It’s almost 11” long and over 4” around.

One Friday night, Chet invited his friend Doug over for a pnp and fisting session. Chet trusted Doug to keep quiet about their activities. Doug came over around 6:30 with a bottle of wine, looking more like a dinner guest than a guy who was about to have a fist shoved up his ass.

When Chet answered the door, he was clothed in khakis and a polo shirt, but Doug knew there would be different clothing once they started. Both guys liked leather and had a good selection of jocks, harnesses, chaps, hats, and more. They’d change into them before entering the playroom.

Chet led the way downstairs, bringing along some beverages for them to drink while partying. There was a little changing room outside the playroom, also kept locked, which Chet opened now. This is where the leather was stored. Chet went in first and changed. From there, he could enter the playroom directly. Then Doug went in to change into leathers. The first time each guy would see what the other was wearing was in the playroom. This was all part of their ritual.

Chet had selected a black leather jock and vest. He had gauntlets on his upper arms, too. At 52, he had a well-toned body covered in a light dusting of hair. Doug, 48, selected black leather chaps and a harness. He had a leather ball cap on his head, too.

They sized each other up and stated their appreciation of the outfit that the other had chosen. Chet’s jock strap was new, which Doug noted.

Now, it was time to get spun. They indulged in all ways, but tonight would be a slam night. This meant that Doug would spend the night playing through most of it.

They sat on the leather sofa in the playroom, the various leathers making random sounds as they rubbed up against each other. Chet had already prepared the slams. Each got a .3. They were both able to self admin, so it was a matter of raising a vein, swabbing it, inserting the point, getting the flash, and then go flying.

Once they were rushing, Chet went to the sling. He got in, adjusted the stirrups, and laid back for Doug to enjoy him. Of course, Chet would enjoy this, too.

Doug started out by lubing Chet’s hole. They would freeze small balls of Crisco for this purpose. Chet moaned and shivered as each icy ball was delivered to his ass. They would melt quickly, providing an excellent surface for fisting.

Next, he applied a generous amount of XLube to Chet’s ass and hole and more to his own hands. These two played together so often that they knew each other’s likes, dislikes, and capabilities. In this case, Doug knew that Chet liked an early insertion. So, after a short time massaging his hole and sticking several fingers in, Doug shoved his hand into Chet’s ass.

Chet looked ecstatic to take the fist, and Doug was happy to give it. Once he was in, Doug started to really work Chet’s ass. He would pull back so that his knuckles were stretching Chet’s opening and would also dive deep to get to the further parts of Chet’s body. Chet and Doug worked well together, each intuitively knowing what would make the other feel good. Chet would occasionally sniff some poppers, which caused his ass to open even more than usual.

After pleasing Chet’s hole, it was Doug’s turn in the sling. He got in and got settled and then Chet approached. While Chet likes a quick initial insertion, Doug likes it to take some time. Chet added frozen Crisco to Doug’s hole and spread some lube around but started out inserting only one finger. He would work it around Doug’s hole and shove it in and out. Eventually, he added a second finger and repeated the process. Before adding another finger, he would get a nod from Doug that he was ready to increase,

Eventually, all four fingers and a thumb were added.  Doug was enjoying the stretch as this grouping worked its way into his hole.

Doug always likes a snort of poppers before the first insert, so Chet waited while he did this. Then, Chet waited a moment more to let the poppers take effect before plunging into Doug’s ass. The look of bliss on Doug’s face said it all. This was a man who was born to be fisted.

Chet worked his way deeper into Doug’s ass. He knew that, towards the back, there was a large space that could accommodate his hand. The fact that it drove Doug crazy, too, was an added bonus.

Again, Doug liked poppers before having this area violated. Chet let him sniff, then a slight delay before his searching fingers found what they wanted. When Chet entered the area, Doug let out a groan and flexed his ass to allow better access. They played this way for a while and then decided to take a break.

They had some drinks and sat on the sofa chatting. They’d occasionally tweak a nipple, stroke a cock, or finger a hole (either their own or the other’s), but this was not sexual.

Finally, Chet decided he wanted to be fisted again. He got in the sling, and lube was applied anew. Since they had been fisting earlier, the insertion was easier. Doug’s hand pretty much slid into Chet’s ass.

Also, due to the earlier fisting activities, they were more daring now. This was when they introduced twists and turns, flexes and extensions of fingers. Chet’s hole was opening nicely and gaining a good gape.

Chet asked to be fucked by one of his dildos. He had his favorites, and Doug picked out a good “starter toy” for his friend. He lubed it up and inserted it easily into Chet’s hole. This toy was long but not very thick, so it was able to get deep into his ass. There were also times that Chet rode the dildo, working it in and out as he swayed in the sling.

The next dildo was thicker but not as long. It was a bit of a stretch, but it went in pretty easily. Doug knew that Chet viewed this toy as a transition item meant to bridge the gap between two other toys, so he didn’t work with it for very long.

The next toy was the one that was Chet’s normal end. It was quite thick and long, with a smooth texture for easy entry and removal. Doug lubed it up well and teased Doug’s hole with it, inserting just the tip as he passed over his friend’s hole.

Then, Chet was ready for it. Doug took aim, applied pressure, and, with the help of poppers, the toy slid into Chet’s ass. His look of triumph was exhilarating to see. Chet and Doug fucked around with that dildo for a considerable amount of time, really expanding Chet’s hole.

Then, it was Doug’s turn in the sling again. No slow entry this time; instead, Chet slid in quickly and easily. Doug gasped, but it was clear that he liked the sensations. Chet went deep at first, knowing that Doug’s ass could accommodate him. Then, they moved on to some width play, with Chet stretching Doug’s hole with his knuckles and fingers.

Now, it was Doug’s turn with the dildo. Chet selected a reasonably sized toy and lubed it up for insertion. Doug’s ass accepted the dildo easily, and he smiled as it went through his body. Chet slid the dildo back and forth inside Doug’s ass, delivering sweet sensations to his friend.

The next dildo for Doug was a large one. Chet lubed it up and placed it against his chest. Doug took a few hits of poppers and then started to push on the toy to get it to go into his ass. They both had to stop a few times, but it did pop into place. This toy has a bulbous head which tapers down to a more reasonable size.

Once it was in, Doug liked to ride it. Chet would hold the dildo, and Doug would take some poppers and then start to move back and forth on the toy. It was a joy to see, and he enjoyed it very much.

Time for another break. This time, in addition to some beverages, they packed a pipe and smoked some. While the rush is not as intense or as rapid, they both appreciated the ability to control intake with smoking. After the break, it was back to the sling for Chet.

This was mostly a repeat of the earlier session. Fisting, followed by the same toys. Things were more intense since they were more opened up (and spun), but it was a mostly similar session.

Chet got out of the sling, and Doug got in. Again, they did an amped up repeat of the earlier performance. But, in the end, Doug asked for another toy. Neither of these guys had ever taken this one when they played together. It was long and very thick and would definitely be a stretch to take.

Chet got the toy and lubed it up. Before starting the insertion, he asked Doug if he was sure, Doug said yes, and expressed that he didn’t need to take it. He’d be OK with just getting some of it in his ass.

So, Chet started pushing the dildo into Doug’s ass. He’d get a little bit more in, then take a break. A little bit more, and another break. Doug did poppers occasionally to help open his ass for the toy. Try though they might, they could not get the whole toy in Doug’s ass.

They took another break for drinks and more smoke. The breaks allowed them both to relax and cool off from the earlier sessions, but they were also an important part of their friendship.

Chet got in the sling. The performance was mostly a repeat of earlier, ending with the big dildo. However, when Doug pulled it out, he asked if Chet wanted to try the toy that he had not succeeded in getting into his hole.

Chet was reluctant, but, as Doug had said, you could always stop if things got too intense. So, Chet agreed to try it. Doug lubed it up, and they followed a similar pattern to what they did with Doug. Insert, pause, insert again. At one point, Chet reached back and felt that there was only about a quarter of the toy left to go; Doug had gotten a little over half of it in him.

Doug told Chet to do a big hit of poppers. He did, and then Doug pushed on the dildo. It popped into Chet’s hole completely, with no need for breaks. Chet had to reach down to verify that for himself, and he was amused that he had taken the whole thing.

What goes in must come out, so Doug worked to release the toy from Chet’s ass. There was some suction on it, but he was able to remove it slowly. He knew that the sensations during removal are very similar to the sensations at insertion, so he knew that Chet was down for a wild ride.

Then, Chet got out, and Doug got in. Fisting, dildos, but he said no to the biggest toy, letting his friend bask in his success.

The two played some more, showered, changed, and went upstairs. Doug stayed the night. When he got home to his husband the next day, he said, “You’re not going to believe what Chet took last night!” “What?” said his husband. “The Crackstuffers Bulb,” said Doug. “Fuck, that really is one of our favorite toys, isn’t it? It feels so good going in and coming out”.

[billy88666]

I was curious and had to look up their website to get an idea of what size the bulb was... They're certainly big 🙂 

[B1gThank5]

Where’s the next part of the story

[SlampaBay]

This is an all-around great tale, but it really appeals to the hand-baller in me who can’t find very many great stories that mix ff and chems.  Maybe if you tagged it with ff it would be even easier to find

Edited March 12 by SlampaBay