CUMfession & Reports (Stories from Inmates, Guards & Deputies)

Guard's Log InterroGAYtion # 3 San Francisco Folsom Weekend 28 September 2024

Signed Guard #939.

I volunteered for the InterroGAYtion as a Deputy, so I got some play time while on my break. I’d like to think I made the most of it.

I got my break towards the end. Quickly got a couple of dicks while in a sling, then I asked to be moved to a bed. One more dick, then what felt like a long pause until the next one, but could have been just a couple of minutes. One guy tried to fuck me but we couldn’t quite make things line up, and I was just about to call it a night.

But I decided to stick it out anyway. And fuuuuck, I’m glad I did! 

This guy comes over and starts fucking me, and he’s doing a great job. Big dick, and girthy! He’d hit deep when he fucked. Eventually, we got in a great rhythm and I'm pretty sure he came at least once.

He pulls out and says thanks, and I ask to clean off his cock. He’s standing up, so I slide off the bed (he helps me down) and get on my knees to start sucking him clean. He stays hard and then gets harder. As I’m sucking he lays down on his back on the mattress and I keep going, both of us enjoying it very much.

I tell him I want to sit on it and he says first suck his balls, then get his cock wet and go for it. I don't need to be told twice. He says we should both hit the poppers, and we just keep fucking. He definitely cums at least once more. Meanwhile, I’m having the most amazing orgasms in my ass and *almost* in my cock.

I’m just riding and riding him, playing with his chest hair and nipples, and actually trying to cum myself because I’m feeling so fucking good, even without shooting. I’m hearing and feeling the music and realize that my ass is grinding on him in *perfect* sync to the beat, and fuuuuuuck, it’s working for both of us. Love the music at IGay. They have their own mixes from resident DJs

I assume we’re pretty much the only folks left on the floor, but I'm not thinking about anyone else but this guy.

He does one last push and shoots at the same time as I get a dry orgasm that felt *really* good.

When he came, the Stable Master / Warden declared it was the official “last load of the night!” and we got a round of applause from the volunteers and remaining attendees. 

We slowly disengage (ugh, I hate that part!), I am carefully helped to my feet and supported by a Deputy, and then we each head back to our respective break room areas. 

I know my quads are gonna buuuuurn tomorrow, but right now I have the biggest fucking smile on my face.

I love volunteering!

Wow, that was something different. I have been to some Horse Markets before in San Francisco and Los Angeles. When I learned about the new spinoff called "Interrogaytion," which takes place in a prison, I was excited already. I had to buy a combo ticket for Horse Market on Friday and Interrogaytion on Saturday, and I was so happy I did. Friday was great, a regular Horse Market with a lot of beautiful mares—I released three loads over the three hours I was there. So, nothing too shady.

But the next day, Saturday, was even better for me. You should know that I am not usually into fisting, and the special Cellblock they offered was dedicated to FF (fisting). However, I had wanted to try that for ages. But first things first.

Interrogation is similar to Horse Market, but with multiple rooms instead of just one big room. They started with one room, called Cellblocks to maintain the prison theme, and plan to eventually expand to at least two themed rooms (Cellblocks). The Warden explained that they are starting with one room to learn and gradually add more as they go.

When you walk up the stairs, you get a sense of being in a prison. The space is decorated, unlike Horse Market, which is a nice touch. The decor includes large prints of prison scenes mixed with some police-themed elements. While the police decor is a bit unexpected for a prison setting, it somehow works well together.

I received my Guard ID (#134) for the night, got naked, and put on my cockring. There was a mugshot wall where they took a dick picture for a best-of-show prize. I didn't care about that because pictures never do me any good, but I liked the detail that it was in prison style.

During check-in, they gave me a big high-end postcard, but it was hard to read since I was nervous about entering the cellblocks and the lighting was poor. I wondered what the card was about but put it in my coat check bag. When I was at breakfast on Sunday, I took the time to read it, and it was so interesting—it guides you through the check-in process. It was a great idea, but as I said, it was too late by the time I saw it. If I had had the time to read it beforehand, it would have been helpful.

I really like what the organizers did with the event and how much attention to detail they put into the theme.

After all that, we Guards went into our operation center—a basic room where we all waited. Suddenly, the Warden and two Deputies (what they call the Stable Hands or volunteers) brought three inmates into our room. These inmates were the maintenance crew. The Warden, who seems to be German and has a cute accent, informed us that the maintenance crew was there to fluff us.

We kept them busy, and the blindfolded fluffers were very nice. I had to make sure I didn't cum too soon because the one I used was very skilled!
It was a good start to the night.

The fluffer helped pass the time during the wait, but it was also nice to talk to the other guards. Some of them had been at Horse Market the night before, and we could share some "hole stories."

At one point, the Warden came back and reminded us of all the rules. It's necessary and part of the game. He knows that we are there to fuck, and that we waited a bit already and so he made the speech very funny.

Once again, the attention to detail was impressive—we even had to take an oath. Since it was a very hot oath and funny, I won't reveal any part of it.

Then finally we were let into the Cellblock to punish the inmates!

It was smaller than the Horse Market the night before, I'd say a little more than half the size. However, it was decorated with Police Tapes and offered some very nice amenities for inmates. I've always been impressed by how good the mares at Horse Market are, but the inmates here were just as good. I don't know how they always manage to find such a good mixture. Here, I find myself fucking and breeding guys I wouldn't normally in a bathhouse. I'm not sure why it feels different here.

At Interrogation, I make it my goal to sample all the holes. Sometimes they get moved around, so I lose track, but since it was a smaller offering, I was able to ensure I got through every hole at least twice. By the end of the night, I had put out two loads and gave an extra one almost at the end to the fluffer.

In the Cellblock, there was only one member of the maintenance crew, and I was told that the two extra guys sent by the Warden into our waiting room had been volunteers. My dick gets hard when I write this. Next time, I'll pay more attention to them.

Now, onto the specialty of the prison: During the check-in, one of the Fisting dungeon masters interviewed me with a couple of questions about whether I wanted to fist later and asked me about my experience level. Since I had never been fisted before but was curious, I told him that. By the way, where do they find all those cute volunteers? That cute little meaty muscle Dungeon Master could have put me in handcuffs for the whole night...

Sorry for drifting away 😈

The system for changing cellblocks was very easy and stayed true to the prison theme. After the party had been running for about 30 minutes, the Warden approached some of the inmates and told them, "I sentence you to the Cellblock fisting," and a deputy would escort the inmate to a separate room. As guards, we were allowed to walk over to that cellblock.

When I first walked over, the Volunteer Dungeon Master asked me to come back later since all the inmates were busy being fisted, and there were already too many spectators watching the hot scene. So I checked back 10 minutes later, and I was able to watch for a while. Then, I was asked if I wanted to join.

They asked me to remove my watch and wristband and check my fingernails. Then, they matched me with an inmate who was more experienced than me. I think they did that by design since it would be easier to correct any errors made by me.

I have to say two things: first, the Dungeon Master who trained me took a lot of time to literally introduce me to the inmate's hole. Even though I couldn't see his face behind the blindfold, his sounds and movements created a real connection between us. And second, without even touching my dick, I was hard the entire time and had to make sure I didn't shoot a load right there on the floor.

The amount of special lube they used was amazing—it was their sponsor's PigLoad powder, and you could easily mix it with water for the perfect consistency.

All in all, it was a real-life experience I'll never forget. It was like a first-time fuck for the second time. What a great idea the team had with that Horse Market addition! I'll be a fan for life and will definitely be there next time.

I have to stop here not only because I am exhausted from writing, but also because I am so hard and horny that I have to wake my husband and breed him—I'm sure it will be a quick unload.

If an Interrogaytion event comes close to you, make sure you join it. Even if you're not into the kinks, you don't have to partake in the extra action, but it's hot to at least have the option to try something new. The whole experience was great. Kudos to the team around the Warden and Stable Master. I saw how well the Inmates were handled. I even think I could be blindfolded and feel safe with them around, but I am a top only, so no hood for me. I just want to say that the party is so safe and well thought out—it's a really good feeling to be there!

And this Guard #134 executed his oath word by word I know the Warden is proud of me! 😈

Being a Deputy at InterroGAYtion was the best of both worlds. Supporting the Inmates to help create and make sure they have a safe, hot, and satisfying experience. And getting to be a front-row observer to all the fucking, sucking, and fisting (at this event) taking place. There’s a bonus of getting to take breaks and join in the action as well, should one feel so inclined (and I’ll admit it was hard, and I was hard 😏, getting to see all the Guards and Inmates in action and not wanting to ask to take a break every five minutes or so).

I find it hot watching a man undress, revealing layer by layer the body that lurks beneath the clothes. So getting to see the Inmates arrive and put their clothes into bags for us deputies to take to clothes check was a visual treat.

Having a chance to interact with the Inmates while hooding them or escorting them to the bathroom or breakroom or another location (from bed to sling, or sling to Cellblock FF, for example) was also a highlight. It let us, as deputies, check in on them and hear about some of their experiences throughout the night. (Plus feeling their bodies pressed up against our backs as their dicks rubbed against our asses as we walked them to where they needed to go was just 🫠)

Amidst many hot scenes throughout the night,… guards lined up behind an inmate to fuck him one right after the other, a guard asking me to move his inmate to a standing position so he could fuck him against a post … a highlight was toward the end of the night when an inmate was getting fucked in a sling while sucking off another guard. When that guard had finished, the inmate raised his hand for me to come and help him out of the sling, saying he was done for the night. Another guard walked up before the inmate was out of the sling and asked him if he wanted one more load for the night, saying he was already about to cum, and wanted the inmate’s hot, loaded ass to finish in. I helped the inmate back into the sling, the guard stepped up, pushed his dick balls deep into the inmate with a single thrust, fucked him for about 30 seconds then shot his final load of the night (for both of them) into the inmate’s ass.

A particular highlight for me was being called into duty when the maintenance crew had some no shows, the Guards were getting restless in their holding area before the event started, and my Deputy was recruited to fill in as Maintenance Crew to keep the Guards happy until it was time for them to go out to their waiting Inmates. I might have hoped there was maybe one more thing the Marshals needed to do or get ready so that the Guards had to spend just a bit more time in their holding area and my mouth 😈 … selfish but true 😜

Is it a long day as a Deputy? Sure. But worth it. And always enough Deputies to share the load of the work involved (and share the loads 💦) so that we’re all able to enjoy the experience rather than being overworked and exhausted.

I do want to give a special shout-out to the organizers. I think they’re doing a great job creating a space where everyone feels included and no one feels excluded or judged based on age, race, body type, etc. (so rare to be able to be in a space like that).

It took me three days to make sense of all of this but I think I finally understand the high points and I want to share them with all of you:

To give context, I've been known to go to cruising spaces and get "the looks." "The treatments." The ones that make it clear: you are not welcome here.
In my opinion: I am far from a conventionally attractive gay guy - or one of those famous "Chelsea Boys"— with excess skin from weight loss. No muscles. There seems to be an even split between guys who think I'm cute and ones who will block me on apps the second I show my face pic. Autistic and ADHD which gets most people in the scene here thinking you're a meth addict when you have never taken meth before. There's just a similarity in the tells; thanks for asking.

My ass gets attention but there is the problem that I am tight and close up quickly despite training and that is not something many men like. Despite that, I keep attempting to be a massive slut. Bathhouses, parties, motel rooms, bars, gloryholes. Most attempts fail but I keep trying.

So I heard of Horsemarket eventually. I joined the Telegram chats and also came across the InterroGAYtion version of it. I signed up for both lotteries for the early May 2024 SF events- HM seemed a more likely draw as a fresh meat version- about as soon as they opened and talked with the guys in the Chatrooms about their experiences.

Great group, it seemed. Almost a brotherhood. Guys are here to fuck, we appreciate holes and cocks for what they are, they're helpful with their tips and teach you what you would need to do to be a good mare or inmate for that matter; for one, I learned that there is a useful clean- the most useful- between the “fast” and “full”  mentioned in the famous illustrated guide. 

But something does seem off. Mare Monday (a special call for stories that the guys had over the weekend) comes along and the other bottoms constantly have amazing experiences to share.

People talk about getting trained by regulars. I don't have regulars. And so many look like the sorts who get plenty of attention everywhere. So that doesn't help you feel less uneasy. 

The lotteries ended, and I was drawn for neither, but I did hear that IGAY had projected cancellations so I could possibly get in if I waited at the door to get a replacement ticket for no-shows  And so on May 4, I was waiting at the location, sitting on the stairs where the inmates who were pulled were lining up, getting extra support from an exceptionally helpful deputy, still wanting to get in despite the sense of dread that what I would learn is that this would be another isolating party- another one where I may have paid to get in but was never really a part of. But with a hood this time.

I got in, paid, and got my black hood (everything goes). 

I stripped down, leaving myself in a white jockstrap and harness boots with my normal accessories and the lube lanyard. I then went and got my number. I am inmate #205 tonight and next is getting the picture of my ass. My hands were icy and the staff tried to make me feel less petrified I am thankful for that, but nothing anyone could say could end the worry. 

Then it was time to talk to the rest of the inmates while waiting for it to begin. I recognized one as someone well-known in the community that I had also spoken to before but it was easy enough to talk to everyone. I was honest about my nerves. How I would see Mare Monday and see that guys were more successful each week than I had been all year. How I was worried I’d be the next one to remain untouched at a place like this. But I was told that I wasn’t an outlier here and the ones doing that well were the exception. That there was a specific, sensible, easily avoidable reason for the guy who infamously got no action at an HM. Then just passing around random introductions, sex stories, life things, all of that. Even if the party didn't go well I had this part of the experience which struck me as important from the beginning. Time passes. A guy puts on his cage, there's a rimjob taking place nearby, and I did hold onto someone who was trying to calm me down for a moment. I wasn’t the only one who got held.

The hoods go on and are tightened but the worries continue. Will I remain largely untouched? Will there be a terrible problem with cleaning and I make a mess? My newfound Imodium habit can’t work forever. If I start getting action will my less-trained ass have to tap out quickly? Especially with silicone-based lube not being allowed here. And the waiting continues. Then the guards (Tops) get called in.

I hear mounts and moans around me. The guys on both sides of me and all over are having fun. I smell that several guys nearby are hitting the poppers right now. And I keep waiting. It feels like what I was afraid of is happening and I will be hearing everything happening around me while remaining untouched for hours. And I wait, doing my best to accentuate the hole that is willing for anyone here. Lube my fingers, play with my hole. Remain afraid.

That's when the first guard decided to put me to use. He began to pound me and seemed to be enjoying himself. I enjoyed the moment and soon after he left. And soon after another took his place. And more. And there were only short intervals between guards entering me. Sometimes a few seconds, sometimes a few minutes, nothing too long. I would switch from on my back to bent over, back and forth, and men kept taking their turns. But I also noted along the way...some twitches. Some of those behaviors- such as speeding up thrusts for a minute, holding inside, then leaving- usually mean that a guy is unloading. I would, during downtime, put my finger in my ass just a little bit and smell to see if what I thought was in there was actually in there which did seem to be the case. But I wasn't sure if I was being loaded up or if my mind was playing tricks on me since with what I’d noticed I’d have taken a high number of loads even for here quickly, four or five in half an hour, so it couldn’t be real. I had to think of what else it could have been. What happens so often elsewhere? There’s always thinking about those parties where I’d be getting fucked, a conventionally-attractive guy stops getting fucked, then the guy in me gets out of me- sometimes pushing me away if needed- to get to the one he wanted first. So I was keeping him warm. And though there are many ways to know if that’s what’s going on or not, fewer when hooded, if what I think is happening is, I haven’t been keeping these men warm. At the moment I’ve been exactly what they were looking for.

A deputy came over. The mattress I was on needed to get adjusted so I had to move. Of course, it would have to get adjusted; I was putting my hand underneath it to get a good grip on the frame now and then so the guards wouldn't have to do all the work. I get up and hit a large wet spot. "Is that cum?" I said this dumbfounded despite knowing. There was only one place that mess could have come from given its location and that was inside of me. I started to laugh a bit. The things I had been worried about weren't happening. The guards were enjoying me. What had happened hadn't stirred anything up so the cleaning went perfectly and nothing would go wrong. I was a good inmate. And in the euphoria, I did give a few more chuckles later; a deputy and then I believe the warden asked if I was okay which I assume means they were wondering if I was on something. Only the fact that I am welcome here.

Knowing that I was a part of it sent me into that headspace I'd heard of so many times but never experienced: in heat. I wasn't worrying anymore. When the hood starts to slip upward it MUST be put back down immediately since I can never let myself see what is going on around me. I can't take any breaks; I will accept the guards any way they want until the end. Crave every mount. And if something hurts but not too much endure it. There's something hot about enduring the discomfort for the pleasure of a top. So in this new headspace, I keep going. I take all of them. Sometimes I wonder if this new guard has mounted me before or not. Some pound me for a while and move on, a few entered me for seconds, held inside, pulsed a bit, and left. I switch between the two positions and sometimes get forced onto my stomach for that sort of pounding- shame I couldn't get into the sling since one guard did want to fuck me in it- but stay where I was. Now and then I check my ass with my finger. I am leaking. My jockstrap is soaked and I have to give another ecstatic laugh at that. My insides are entirely coated. As I get fucked and as one moment blurs into the next in something almost like a trance I enjoy the different experiences each man is giving me. I could not tell you now which of these things happened before or after any others. The one who decided that while fucking me on my back he would hold me close. The one who had me arch my back as I was bent over so he could play with my nipples. The ones that told me upon entry that they were back for another round. The ones who had strong opinions about how I felt in there. The one who spanked me along the way. The one who asked for my inmate number after he was done; I guess I got his vote for the good behavior award. The hung one who, upon reaching the edge, buried himself deep into me, holding himself as far inside as possible, reaching a point that I didn't train enough and so it did hurt, but enduring it for him was all I wanted to do. All of them that I begged, moaned and whimpered for. Sometimes in downtime, I would hear other inmates nearby talk and break my headspace with difficulty for a few seconds to listen and talk myself, then easily slip right back into it.

The party eventually slowed down a bit as guards and other inmates left. 

I kept going and soon it was quiet. One last guard had a deputy move me to a couch to do one last thing in the last few minutes, eating my leaking hole for a while first, then a deputy brought me behind the curtain so I could get dressed and ready to go. At this point, my mindset wasn't "in heat". As I put my plug in and then put my clothes on I felt more peaceful than anything else. Mostly an empty mind. I went to a bar afterward thinking maybe I would do other things but soon walked home and spent the next day or so going through my thoughts. Trying to make sense of what just happened. Thinking about how this went as well as I could have imagined. I had been mounted probably thirty times by some unknown number of men. I had taken at least ten loads from some unknown number of men- trust me, the amount tracks. It took days for that last part to make sense. I’m certain now that after I started leaking enough some of the guards there started seeing me as a cumdump for the night. Someone with a specific role. The start that led to that was random and could have gone to any inmate so, next time, other entirely random inmates will experience it. So the guards had enjoyed the fact that I was there. It wasn't just the most intense night of sex I'd ever had. It wasn't just my first gangbang or first double-digit night. I was part of it all and for those hours there was a brotherhood.

And in the end, days later, I find myself having regained lost confidence and holding my head up higher, lasting even after other things have gone wrong. What I know is that I was a good inmate. I endured all of their punishments, they enjoyed that I endured them, and I enjoyed the punishments, enduring, and the fact that they enjoyed them so much. I'm sure they enjoyed my enjoyment. I was not somebody with a ticket who was never a part of anything. If I get a ticket for another IG or an HM I won’t need a sign to know I have a place there. I will know I have a place from the beginning and nothing that happens there will change that. And I know that the numbers will be recycled next time so I'm not sure of the best way to say this, but the sentiment is there:

I will always be Inmate #205-1.

While the inmates were getting checked into the prison, the newly hired guards were offered the oral service of the hooded maintenance crew, although some of the guards preferred to fluff each other instead. As 7 pm approached, the guards’ eagerness to pound pussies was palpable. The guards were more than ready to bust into the mass jail cell to tear up those pussies shortly after 7 pm when word was out that the inmates were in position and hooded.

The warden, however, had to hold the guards back and made them take an oath. As public servants of the City and County of San Francisco, the guards had to swear that they would be responsible guards and abide by the warden’s rules, including all loads must go into the black-hooded inmates.

After taking the oath, the guards were let into mass jail cell where most of the inmates were on all fours on one of the fuck beds or in one of the slings. The inmates resembled the general population, representing all colors, ages (18 and over, of course), sizes, and body shapes. The same was also true of the guards. Some of the inmates wore a jockstrap, and some of them also wore a harness. Others were just naked. A few of the inmates were also doubly locked (pun intended) since they wore a chastity lock. Every inmate was black-hooded.

The guards’ immense hunger for all those pussies was evident by the rough fucking that all inmates endured. The rough fucking was the roughest that I have ever seen at a sex event! Some guards made sure they plowed every inmate while others stuck to their preferred inmates. Whenever a guard needed oral service, the hooded maintenance crew was available, while others preferred to get sucked by one of the inmates.

In my opinion, the most memorable inmate of the night was the locked, twinkish inmate in the sling. His pussy got fucked by almost all, if not all, of the guards. The poundings were rough for every inmate, but his poundings were the roughest of them all. This inmate was plowed nonstop and was spit-roasted numerous times from the get-go for at least an hour. There was always a crowd of guards surrounding the inmate waiting for their turn to smash up his pussy. The inmate was very vocal while each guard jackhammered his pussy.

I believe he had the most loads of the night. Once his pussy was loose, gaping, and overflowing with jizz, he was sent to the fist fucking cell block for bad behavior. There, he was placed in another sling where he was fisted by bare and gloved hands. After his guts were rearranged, he was returned to the mass jail cell where he endured more poundings. This inmate was one of three inmates that were sent to the fist fucking cell block that night. The deputies also pounded the inmates during their breaks.

All in all, it was an amazing inaugural Interrogaytion event!