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Gloryhole Surprise Update 3-6
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Sorry for the delay! A lot of you have been asking for updates and it's been quite a while so I(33m) found the time to write it all down. This'll be a long one, so buckle up. Previous posts listed below.

OP: https://www.reddit.com/r/Incestconfessions/s/l3h78D5yBw

Update1: https://www.reddit.com/r/Incestconfessions/s/4pigrW8FZ0

Update2: https://www.reddit.com/r/Incestconfessions/s/Fevy9nqveG

A few quick points to touch on and questions to answer:

I don't think I mentioned it before, but the pregnancy 'went away' without our intervention. Trying to avoid trigger words here.

I added and updated ages for reclarification. There have been a couple birthdays since the initial post. I also considered giving everyone fake names, but I couldnt think of good names and started confusing myself. Lol If names are a big deal, throw some suggestions out there!

Her(29f) brother(23m) did propose to his gf and is still showing up to the gloryhole rather regularly. They still don't want kids, so his sex situation at home hasn't changed. On that note, my fwb did get on birth control but is terrible at remembering to take it so I don't even know if that counts. No other scares though!

Yes, pictures and videos exist. No, I won't post them. Considering other options... lol

We usually play music at a decent volume when we have the gloryhole set up to avoid those uncomfortable silences and so smaller noises aren't as noticeable (coughs, sighs, etc.).

She still doesn't know! My fwb has started pushing again to meet the mystery man which we've leveraged with reduced visits. Meaning each time she begs me to ask him to meet face to face, I agree and then he doesn't come by for at least a week. It sucks for everyone, but it keeps her from trying again for a while.

We haven't exactly stopped using the gloryhole with others, but we've been a lot less frequent since she's usually done after getting fucked by her brother. Not many on here interested in a solo dude on our side of the hole. Her brother has sent a few our way (some of which are discussed below) and there have only been a few other visitors from reddit.

From here, some of the details might get hazy since this is several months worth of update.

After the last encounter, it was about a month until her brother contacted me again. He had been struggling a little bit with the situation, but finally decided fuck it (no pun intended) and to stop beating himself up. We set up a date that worked for everyone which was a few days later. My fwb was wet the whole day of. Her brother's one special request was to start a bit different. Once he came in, his sister got on her knees ready to start sucking him off. I pulled her up, spun her around and bent her over, pushing her face onto my cock. From behind, I could see part of her brother's face as he lowered his head to her soaking pussy. She groaned on my cock, a great feeling, as her brother's tongue started lapping her up. He started getting enthusiastic, pushing his face so hard into her that he was helping her take more and more of my cock down her throat. He was giving whole new meaning to the term facefucking, on both ends of her. After about 10 minutes I felt the thrusting stop and I looked up to see he had poked his whole head through the curtain and was taking a selfie of himself kissing his sister's pussy. I had to immediately rip my cock out of her mouth to keep from cumming on the spot. Her brother looked over and saw what was going on. He smiled, winked, gave his sister's pussy a tiny kiss and then stuck his tongue out and gave her one last long lick as he moved back behind the curtain and stood up.

Just to keep us on our toes, her brother stepped up to the curtain and his dick comes gliding through rock hard and pointed up slightly. (Sidenote, I don't think I mentioned his size before but I got the measurements from him. It's just over 8 inches long and is obviously thicker towards the head - near the base is 6 inches in girth but higher up the shaft its about 7.5. Think the general shape of an upside-down bowling pin, actually) He put his hand on her lower back, positioned his dick, and literally walked right into her pussy, balls deep. Despite how good all of that sounds, the heavy pleasure sigh they let out at the same time got me even harder than before. It was the sigh you let out after walking a mile in a humid area and walk into A/C. That "I needed this so bad" sigh. He kept his cock deep in her pussy for a minute before he started to slowly fuck her. His sister's whimpers of pleasure made me feel like I was enjoying the fucking just as much as she was. Her whimpers turned into moans as he picked up the pace. Since she wasn't sucking me (I wanted her to be able to focus on enjoying her brother's cock) I stepped over to the curtain for a better view. Without notice, her brother's hand flew up and grabbed my cock. I froze. He hadn't said anything about being bi, so my first thought was that he was going to rip it off if I tried to take his sister's pussy from him. Instead, he gave it a few squeezes, stroked it, then moved his hand to the back of my head, forcing me down, underneath his sister. I understood. It was a little uncomfortable, but I positioned myself directly under the action. From here, with some effort, I could lick his shaft and balls, and her pussy as he pounded into her. It was still difficult though, as hot as it could be imagined. It seemed like I spent more time getting hit in the head with his balls than doing anything productive. But still, being able to taste brother and sister together was hot af. The best parts were when my tongue would slide into her pussy with his cock and when he'd pull out all the way to let me suck her juices and his precum off of his dick. Heaven. After a while I had to get up (it was hot, but still not comfortable). As I stood, her brother grabbed my cock again and started jerking me off. I was stunned again, but realized what he wanted as he kept pulling me closer. He poked his head through the curtain and made enough erratic hand motions for me to determine that he was trying to help me get off so I could cum in his sister first. I nodded my understanding and took over for him jerking my cock. To get me there, I squeezed his balls, ran my hand down his dick and gripped his shaft with my fingers where it entered his sister's pussy. I started fingering his sister as he fucked her which increased the volume of her moans. That was too much for me. I tapped his chest so he knew to back off. His cock flew out of her, dripping all sorts of juices that he used to stroke himself with while he watched me fill up his sister. I kept the head of my cock just at the entrance to her pussy while I finished my last few strokes to cum. When I knew it was inevitable, I followed her brother's example and pushed all the way in with one stroke right before I blew a load that felt like in contained part of my soul. I could feel her hot pussy squeezing me as I pulsed out my cum, and I stayed in her for a minute after to catch my breath.

Apparently I took to long. I felt her brother's hand pressing on me just above my cock. Looking up, I realized he was trying to literally push me out of his sister. I backed off as he rushed to put his throbbing cock in her pussy. He slammed it into her and immediately grunted and I could practically feel his orgasm in the air as he flooded his sister's pussy with cum. I looked down and could see a decent sized puddle of our cum on the floor. When he opened his eyes, her brother smiled and reached out and pulled me by the back of my neck to my knees in front of him. He moved to make sure his face was behind the curtain again and slid his still hard cock out of his sister and into my mouth, keeping his hand on the back of my head. The taste was insane. By the taste, I could tell that his sister had cum as least twice. Our cum mixed with hers on his fat dick was enough to get blood flowing to my dick again. His sister finally had the energy to turn around now and helped me finish cleaning her brother off.

Once he was cleaned up and had left, my fwb remained on the floor. She was so weak from fucking. We talked about getting some kind of bench or something to make it more comfortable for her.

Over the next two months, her brother stopped by a handful of times. All of the encounters were exciting, but I don't want to repeat the same scenario over and over. The next big event came in January. Her brother texted late one night, around 10pm, asking if the gloryhole was up or could be set up quickly. He said he had a surprise for his sister but not to tell her who it was (mystery man). He wanted to refer someone who was just looking for a quickie. I asked my fwb if she was down and she seemed a bit irritated at the late request but agreed as long as they were quick. Her brother said the guy would be there in 15 minutes and just wanted pussy, no head, and to record it. He wouldn't say why, but i had to assume it was either someone he knew or a family member. Regardless, I agreed. I had barely finished setting up the curtain when I heard someone approaching the door. I signaled to her that the guy was here. She had been laying on the couch rubbing her pussy to help move the experience along. She came to the curtain and backed her bare ass up to it just as the door opened. She said she didn't hear it, but I definitely heard the guy mutter jesus when he saw what he had walked into. With a little delay I could hear a belt being undone, a zipper going down and pants falling. The guy's cock was only semi and about 4 inches but very thick from what I could see through the hole, but he wasted no time in getting it to her pussy. He dragged the head of his cock from her pussy to her asshole and back down again. He only had to do this a couple times before he appeared to be fully hard at about 6 inches long and almost equally as thick. I've heard the phrase 'beer can cock', but never thought it was a real thing. (Using a tape measure later, I estimate he was probably around 9 inches in girth). I'm pretty sure this is why the guy didn't want head... Who could fit that in their mouth?! I think my fwb noticed something too as she seemed to be apprehensive as he started to push his cock into her wet pussy. The guy must have been used to it though, as he was slowly pushing into her and giving her time to respond. He wanted her to enjoy this as much as he was. It took a few minutes until he was balls deep and he let out a heavy sigh. My fwb was panting at the massive cock stretching her pussy out, but I could tell she was enjoying herself too. The guy gave a few thrusts to show he was at his max before he slowly started to pull back and start fucking her. In contrast to her brother this guy was a gentle fucker, probably due to his girth. He fucked her with a steady pace, but it wasn't rough or primal. It was more of a 'let's make each other feel good' fuck, if that makes sense. Watching his cock thrust in and out of her pussy was hypnotic. He was so thick that each time he pulled back it looked like her pussy was trying to follow the big cock, grasping onto him tightly. Despite his impressive dick, the guy didn't last very long. After fucking her for about 5 minutes, he pushed deep into her pussy and groaned deeply in his throat several times. From my fwb's gasp, I could tell this guy's load was massive. As he pulled out of her, buckets of cum oozed out of her pussy. Ok, maybe not buckets. But it looked like 4 or 5 guys had cum in her instead of just one. Her pussy was gaping open, letting it all run out. The guy immediately withdrew behind the curtain, hiked up his pants and left. For being there less than 10 minutes, he certainly left an impression on both of us. My fwb asked me where the fuck that guy came from and I just told her reddit (indirectly true). About an hour later her brother got back to me and asked how it went. I gave him the rundown and confirmed I made a video and then asked the big question. Apparently he had been working on getting his dad(45m) to visit for a while and had finally convinced him. He had told his dad about his issues with his gf/fiance and how his ex gf (aka, his sister) liked this sort of thing, so he used it as stress relief. Her brother had actually driven him there and was in the car while his dad had been in the house unknowingly fucking and cumming in his own daughter. This got me rock hard. I asked if he was going to tell his dad the truth and he said no. He had been too hesitant to do it at all that finding out he had fucked and cum in his daughter would pretty much tear the family apart. I told him I understood and he asked me to send the video, which I did. I asked if he thought it would happen again, as his sister thoroughly enjoyed it, but he said it's unlikely. I guess on the car ride home, their dad was a little torn up about cheating on their mom. He had definitely enjoyed it, but was a little angry at his lack of self-control.

Over the next few weeks I started talking to her brother more about his interests sexually. He did clarify that he wasn't bi (he said him grabbing my dick before was more about making sure I was included than for his pleasure) and that he wanted to do more scenarios like he did with his dad. I told him I was game. We talked about some possibilities but didn't make any definite plans for anything, though he did still stop by regularly to use his sister.

In early March, her brother texted me asking if we were available for a family function. At first I was confused because I usually heard about that kind of thing from her, but then I got it. He said that their cousin's(18m) birthday was coming up and he wanted to give him a good present. I laughed and agreed to all the normal conditions. However, the day of he texted me and asked if there was room for two more. Apparently on agreeing to take the birthday boy out for the day, he had to agree to take his brothers(18 m of course) along too. The cousins all knew what the plan was (not who would be on the other side of the hole though) and had threatened to tell their mom what was up if they couldn't come too. (Sidenote here. So we've had multiple guys at the gloryhole before, but it's not common and usually isn't fun for them. There's not a lot of room, so they pretty much have to stand in each other's space which can ruin the mood.) I relayed this to her brother who assured me he had told them what the conditions would be like and that they didn't care. I asked her if the 2 was ok and she agreed.

A few hours later, the gloryhole was up and it was the same setup as with her dad where her brother waited in the car. The cousins came in quietly, which was surprising. I later found out that her brother had told them not to talk or joke around or they'd get kicked out. Pretty much as soon as we heard the door close, 3 rock hard cocks poked through the curtain. With the lack of space, they were kind of huddled together leaving the curtain open wide enough to see from the bellybutton down of the cousin in the middle. All 3 of them were about average sized, around 6-7 inches and not too thick or too thin. My fwb and I didn't waste any time. I swallowed the one on the left and she took the right while she wrapped her hand around the one in the middle. Apparently this was a little too much excitement and the cousin in her mouth came almost immediately. She was surprised, but swallowed, and looked at me with a 'wtf' expression before putting the middle cock in her mouth. I shrugged at her and kept sucking the left cousin. I could tell he was getting close, so I backed off to save it for her. I looked over and noticed the right cock was still rock hard. I pointed it out to her and she reached up to grab it. He was definitely still in the game. She stopped sucking the middle cock and turned around to tease the right with her wet pussy. The gasp from the other side of the curtain was almost comical. It was at this point I realized the right cock belonged to a virgin, one about to lose it to his cousin. As I realized this, my fwb sank his cock all the way into her pussy. Another gasp from him and I knew I was right. It was made even more clear when he didn't even try fucking her, but just kept his cock pressed inside her. After a minute she started doing the work for him, moving up and down his cock in long steady strokes. I had been sucking the middle and stroking the left cocks until now, but I stopped at this point. I got under them like I did with her and her brother and licked his balls, shaft, and her pussy as she milked his cock. It didn't take too long until he came. I pulled her back onto her cousin's cock when I noticed he was about cum and he moaned/whimpered in his throat as he pumped it into her. I pointed to the left cock to indicate he was ready next and my fwb slid off of cousin's cock and moved down to the left one. As the right cousin's cock slid out, I took the opportunity to suck his cum and her juices off of his cock. I turned to watch as she slid the left cousin's cock into her all at once, no teasing this time. Virgin or not, this one knew he was actually supposed to do something. I went back to sucking the middle cock (the right cousin was spent and had backed away from the curtain) while I watched her cousin clumsily fuck her pussy. His pace was erratic and he seemed over-excited or something. My fwb caught my eye and again mouthed a confused 'wtf?' to me. I shrugged again as I went back to sucking the middle cock and watched her cousin's cock attempt to fuck her. I suddenly tasted an increase of precum and signaled to her that this one was ready. She quickly hopped off the left cock and sunk the middle cousin into her pussy. This one seemed to have a little more experience and gave her a few solid deep thrusts before pushing all the way in and shooting his load into her, signaled by a deep 'mmmmmmm' from the other side of the curtain. He thrust into her a few more times before pulling his cock out of her, trailing a string of cum. As she moved back to her left cousin, I worked on cleaning up the middle cousin's cock. He stayed hard, so I just continued sucking as I watched her get fucked by the only cousin present who hadn't cum in her. After a few minutes, unexpectedly, the middle cousin's hands came through the curtain, grabbed my head, and fucked my mouth. I was a bit startled, but then tasted why he had reached through as I felt a load of cum shooting into my throat. Apparently her brother had failed to mention gloryhole etiquette to her cousins. As the middle cock disappeared behind the curtain, the left cock, now only semi hard, slid out of it's cousin's pussy covered in cum. Before either of us could move to clean it off, he backed up and we heard the three of them chuckling as they pulled their pants on and headed out the door. My fwb finally looked at me and, this time out loud, said 'what. the. fuck?'. I laughed, letting her know I didn't know they would be that inexperienced. She shook her head and said 'next time, ask more questions'. I asked her if the last one had cum, and she said she thought so but he never stopped fucking her long enough for her to tell.

I repeated everything to her brother later and he laughed. He did confirm that two of them had been virgins, one of which was the birthday boy. Each of the cousins had told him their experience, so through going back and forth we found out that the left cousin was not a virgin (though I'm sure the girl he lost it to had not been thrilled with the experience) and had cum in my fwb 3 times, the cousin on the right was the birthday boy, and the middle cousin would likely become a sex god, since my fwb and I pegged him as the only one with any experience.

I won't go into detail, as it was pretty much the same as the first time, but we did have her dad come by a second time in late March. It was the same situation where her brother drove him over, but this time he knew there was a couple behind the curtain and he let us try giving him head. She managed to open her mouth wide enough to get an inch or two of her dad's cock in her mouth, but neither of us could suck him properly. He fucked her just as carefully as last time and left just as much cum in his daughter's pussy. She keeps telling me how much she loves this guy cumming in her since it fills her up so much. Her brother did say that their dad didn't seem as upset after the fact this time around, so we're hoping we can get him to become a regular to get her consistent loads of her dad's cum.

Since then, no other major developments. Obviously we still have her brother coming by pretty regularly and he has some other ideas, including her cousins trying again. We'll see.

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