Submissive Bi Shared with 2 Dom FWB Pt. 04

Recap--Part three ended with Jon using me for his pleasure after viewing a video of me being completely submissive and used by Rob on the same day. This was the first time that I received two full cum facials from Rob and Jon on the same day, back to back. Jon was able to see the full video of Rob using me for his pleasure before he recreated his own video to be shared with Rob. I started to notice that Jon was really interested in my smooth white ass, and I allowed him to take a picture before leaving. Jon requested that we should meet up after his race on Sunday, and he surprised me by requesting me to wear one of my sissy thongs for him at the finish line. I am also a bit nervous of how things are going to go with Rob in the future since he's more interested in my ass and training my butt to take his big dick.

After leaving Jon's house, I reminisced on a full day of being a submissive cock-sucking sissy for both Rob and Jon. I thought about how far we've come in our agreements with both of my guy friends. Just a few months earlier I was a horny young guy who was inexperienced, straight, and had no clue what was going to be in store for me. But as I drove home that evening, I found myself pleased with the arrangement between Rob, Jon, and me.

There has been so much built-up tension inside me since I have been pleasing Rob for a few months and now Jon and Rob for the past few weeks on and off. I couldn't believe how far I have come with my willingness to please both of these uniquely different friends.

Both Rob and Jon started touching me more often when we met up. They both started to grope my butt cheeks and asshole more as we continued our encounters. I started to desire showing my body off to them in a more sensual way because I truly enjoy seeing them turned on by me. To be honest, I also found myself extremely horny and interested in receiving pleasure myself rather than being the only one providing pleasure to my two friends. I wondered how I could encourage my friends to become interested in pleasing me and helping me get off as well. I also pondered whether I was truly ready to take the next step and let Rob train me to do more butt stuff.

I was concerned that Rob's cock was so thick and big that it would be extremely painful to take it in my tight little asshole. I wasn't sure what type of toys and training Rob had in store for me in the future. But to be honest, I was really curious about what kinky thoughts and ideas he had.

Although Rob was aggressive, controlling, and bossy with our sexual engagements, he recently displayed a softer side with butt play. During our last encounter, Rob didn't force his cock in my ass, even though he was clearly pressing against my butt with his large hairy cock. I was pleasantly surprised that Rob was more considerate of my comfort level and that he made sure not to push things too far. I've truly appreciated his willingness to ease into anal play. But to be honest, his frustrations were often taken out on me in different ways, especially with the way he used me up for his cum facial video before kicking me out and sending me to Jon's house.

Rob was always hard to read, but I really liked his dominant, controlling side since it made our meetups interesting and kinky. I really started to enjoy some of the degrading things he made me do for him. I found satisfaction in completing his request, tasks, and submissive moments.

The next few days were pretty quiet with communication between Rob, Jon, and me. Everyone seemed to be pretty busy with their lives, and we all just focused on handling everyday life for a little bit.

During this time I found myself alone in my thoughts, thinking about getting my dick sucked by Rob or Jon. I started to jerk off my cock, thinking about all of the moments that we shared together. It was a lot to digest since we've had so many unique experiences along the way, from my first blowjob experience, being so nervous with Rob, to freaky moments in his basement, when he began to take more control of me, to being so nervous to find out whether Jon was interested in having some fun with me when I visited his aunt's house. Each moment along the way provided me with an opportunity to bond with both of these guys, both sexually and as good friends.

I knew deep down that I was a very submissive guy who was willing to satisfy their needs and willing to try new things that turned both of them on. But with that said, I also desired more pleasure for myself. I could tell that both guys truly enjoyed being sucked off, jerked off, and their ass licked by me. Deep down I really wanted to have those experiences for myself. I deserved to have my cock pleasured too! I didn't always want to jerk off on my own.

I wondered how I would broach the subject with Rob, my sexual "boss." Would he be up for trying new things with me? Is he even willing to satisfy me? Would he be interested in jerking me off, sucking me off, or licking my ass? He licked me once. Would he do it again?

On the other side, is John willing to please me sexually? He likes my butt, but is he willing to lick it?

As I thought about everything, I knew I had to set some conversations in motion so that I could get the answers that I desired. It was going to be a slippery slope, but the benefits seemed to outweigh the anxiousness and the uncertainty surrounding my own pleasure.

It was only right to start with Rob first since he truly was my sexual boss who was in control of me. So I decided to text him.

Hey Rob, It's been a few days since we last met up and hung out or even chatted. I just wanted to check in with you to see how you've been doing.

Rob replied about an hour later.

Hey man, I've been busy with a lot of stuff. Sorry for going MIA. Everything's good on my end. It's been crazy busy recently. I'm also going to be away this weekend, but I wanted to chat with you about something that's been on my mind.

I quickly replied to Rob.

OK, I just wanted to check in and make sure to see if you needed anything or wanted to hang out. What do you want to chat about? I'm curious about what's on your mind lol.

Rob replied, "I think it's better that we talk." Texting back-and-forth could be time-consuming.

I replied, "OK, Rob, well, let me know when you're free so that we can chat on the phone."

Rob replied back, "Tonight's pretty crazy, but let's chat tomorrow in the morning."

I replied. Sounds good. Just give me a call when you're free.

I was definitely curious about what Rob had on his mind and a bit disappointed that he was so busy with everything going on in his life. My hope is that it was something good, but I never knew exactly what Rob was thinking.

Later that evening, I got a text from Jon.

Hey Dude, just wanted to remind you that my race is on Sunday. Are you still planning on coming?

I quickly replied, "Yeah, I should be there." Definitely should chat with Rob beforehand if you know what I mean.

Jon replied, "Yeah, I get it." Let me know how that goes. Don't forget what you promised.

I replied. Oh, I didn't forget with a wink emoji. I'm going to be talking to Rob tomorrow. He's a little busy right now.

Jon replied, "Cool." Reach out to me after.

After texting both of my guy friends, I found myself playing with my dick and balls a lot that night. I continued to edge myself throughout the evening, but I made sure not to cum. I was so horny and charged up.

The next morning came pretty quickly. I received a call from Rob first thing in the morning around 8:30 AM.

During our conversation, Rob apologized for not reaching out sooner, but he also explained all the different things that were going on in his private life. He explained how we had plans for the weekend with his family to go to an Airbnb in the mountains. He wasn't thrilled about it since he wanted to meet up with me.

I responded to him by saying that it's good to hear that he's still interested in hanging out and not to worry about the break. I then remarked about how often we really were meeting up and hanging out and how these past several weeks have been very sexual between us. I explained how I've been thinking about all the moments. And all the freaky stuff that he made me try, especially our last encounter where you kicked me out with a face full of cum. Then instructed me to go over to Jon's house and receive another one.

Rob laughed and said, "Yeah, I've been thinking about that whole role-playing scenario for a little while now, and I'm glad you are willing to go with it." It's still shocking to see how submissive you are when you have my big fat cock in your mouth.

I replied by saying a few words about how your cock is definitely a huge turn-on and there's something about your manly hairy bush that makes me follow all of your commands. I really like pleasing you, Rob, and when I see you satisfied, it's definitely a huge turn-on.

Rob responded with a lot of appreciation for how willing I was to just totally submit to him sexually in those moments. He remarked on how he valued me and all the sexual moments that we've shared. He went on to say how he never thought this would turn into something like this, but he's so glad that he pushed to give it a go that first time. He then told me that it's really important that he's in control of me if this is going to work long-term. He went on to explain how he's the type of guy who needs to be in control and get what he wants, but at the end of the day, he really respects my total submission to him in our moments together. He then ended with a question for me. Are you still willing to do exactly what I want even if it tests your boundaries and is new, kinky, creative, and challenging?

I first thanked him for his compliments about me and my many talented moments with him. I also responded that I couldn't believe how everything has come together pretty smoothly without major issues. Especially adding Jon into the mix. I responded to his question about how willing I was to satisfy his needs, even if it was challenging, new, or extremely kinky. I reminded him that he has shown me the ropes when it comes to pleasing him and guys in general. It's only right to recommit to you and remind you how willing I am to do the kinky ideas that you have in your head. But to be honest, sometimes I'm super nervous that you're going to take things too far, and I worry about whether you're just using me or if you truly do respect me as a friend who is being super helpful sexually to you.

Rob responded, "Yeah, I totally get what you're saying, and you've been amazing so far on how willing you are to prove your loyalty and obedience sexually with me." It's such a turn-on to know that you do exactly what I tell you no matter how challenging I make it for you. It's also wild to reflect back on how I pass you over to Jon to please him, and he knows that I'm in control of you and your situation with him.

I replied, "I know this whole thing is wild, especially since two guys know that I'm a horny, kinky submissive, cock-sucking slut." It's just all fucking too much to digest sometimes.

Rob replied, "I know, and you're the one who's doing all the pleasing sexually and truly putting yourself in a vulnerable situation with both of us." I recognize exactly how much effort you're putting in, and it's definitely appreciated and a huge turn-on.

Rob continued by saying it's good to hear that you're willing to try new things because I ordered the butt plugs for you, and I'm really interested in seeing you insert them in your tight little hole. I've been thinking about how we tried to put my dick in your butt. It's definitely something that's on my mind right now. I'm curious to see what it would feel like and if you're able to handle it and willing to do it for me. It's kind of the only thing we haven't done sexually together.

I responded with, "Yeah, I know it's definitely been on my mind ever since you tried that one day after licking my ass." It was definitely a surprise when you put your face in between my cheeks for the first time, but I definitely appreciated it since I don't really get too much from you.

Rob replied that something came over him and he just kind of went for it since he was in the moment.

I told him not to worry about it and his secret safe with me, and I'm not sharing it with Jon, but I definitely want to receive more of that, and to be honest, it would be great to get my first blowjob or at least be jerked off by you. We've gone a few months where everything about you and me is always leaving your place. super horny! I have to jerk off on my own dick instead of getting some pleasure from you. Are you willing to give me pleasure by sucking me and jerking me off and licking my ass more?

Rob responded well. I'm not really sure about all of those things. In the moment I kind of just wanted to lick your ass because I was so interested in the possibility of fucking your tight little hole, but to be honest I'm more into receiving pleasure from you than giving it out.

I replied, "I get that, and it makes sense that you're the type of guy that is more into receiving than giving, but I'm asking if you're willing to actually give it a try for me since I'm asking."

Rob paused for a little while, and the phone kind of went silent. He then responded, "Well, you got a point there, and it's definitely something we can probably work on in the future." I definitely don't think it's going to be an ongoing thing, but you definitely are right when it comes to some fairness sexually. But I have to be honest that I don't know if I can actually get myself to do it. Does that make sense?

I said, "Yeah, I totally get that, and it makes total sense to me that you're more of a dominant receiving guy, but I've never received a blowjob from you ever, and it's definitely something that I desire every so often so that I can get off too."

He agreed again and said, "Yeah, it's definitely something we could possibly try in the future." I just don't want to guarantee anything.

I said I understand what you're saying because I feel the same way about you fucking me in my ass. Putting butt plugs in my ass training, my ass, and any other kinky ideas that you have in your head...

Rob said, "I know I have a pretty thick dick, and it's going to take a little time to see if we can make that happen." But from what I'm hearing, it seems that you're interested, but you're just as nervous as I am to possibly please you in the future.

I said exactly. I think we're in the same spot, just slightly different. But on this phone call I definitely want you to know that I'm willing to try the butt plugs. I just want you to be a little bit more considerate like you were the other day. You were pretty kind and thoughtful and easy-going about playing with my ass and then licking my ass. It would be nice to occasionally just have a more low-key meetup rather than feeling like I'm completely dominated and just ordered around constantly and pushed to my complete limits sexually.

Rob said I get that, and I agree that those wild moments should be a little bit more spread out even though I really enjoy having you completely vulnerable and submissive.

I said, "OK, it sounds like we're in agreement." I'm willing to try yours, and you're willing to possibly try mine. Maybe in the next time we meet up.

He said, Yeah, I can agree to that. So there are two things I want to bring up.

I said, "OK, go ahead."

First, I want you to come over to my house when I'm away this weekend. I'll leave a box in the shed with the butt plugs. I've been thinking about you coming over to the shed, picking it up and inserting it in your butt and taking photos and maybe a video of you using the butt plug when I'm up at the mountains.

I replied that I have never put a butt plug in my ass, and I'm hoping that it's not too big, but yeah, I'm willing to do that for you if that's what you want, boss.

Rob chuckled a little bit and said, "Good little bitch."

The second thing that I've been meaning to talk to you about is how I was on the computer one night, thinking about all of our different moments and encounters and wondering if anyone else is similar to something we have.

I replied, "I think about all that stuff too."

Rob responded well after thinking about everything sexually between us. I was curious to find out for sure, so I went on Reddit and found a section where guys share their bi/gay blowjob experience. The guys consider themselves more straight but into guys from time to time. I read a lot of stories that night about guys having friends that turned into more. Some of the friendships were just a one-time thing, and they never talked about again, and other times it turned into a short-term continued sexual situation between friends, kind of like ours. Rob then explained how it was really a huge turn-on to hear that other guys shared similar situations but also different ones at the same time. That night I connected with a few different guys regarding their posts about their experiences.

I responded by saying, "What did you guys talk about exactly?"

Well, I explained some of the details around our own experience and how it started. I didn't share any names, but it was definitely a turn-on sharing our sexual agreement with another guy online.

I questioned how much detail Rob shared with this guy?

Rob then went on to admit that he shared quite a bit of our experiences so far, but he was very deliberate about not sharing any key information about our identities. Rob then explained how there were two specific guys who continued the conversation back-and-forth pretty consistently. They had lots of questions about our meet-ups, my body type, your body type, and how I trained you to become a submissive cocksucker.

I interrupted Rob by saying, "Why didn't you tell me earlier?"

Rob replied, "Well, I was just more or less sharing our story without the extra info about us." Since we haven't met up in a while, it kind of prevented me from sharing it with you sooner.

I replied, "I get that. So did you explain that you pretty much call me over when you're horny and I serve you exactly how you want?"

Rob said, "Yeah, it's exactly what I was sharing, and how you're willing to try all the kinky ideas that I can dream up from wearing underwear and thongs, taking pictures and videos, fingering your butt, you licking my ass, taking facials, taking your first load in your mouth, and so much more."

I was definitely taken back by how much he had shared and how much detail he was explaining to me, but I also was slightly turned on knowing that he enjoyed this, and I could hear it in his voice as he explained the situation to me.

Rob continued to share all the details with me about what he wrote to these two specific guys online.

I asked, "How old are these guys?" Where are they from? Do you know anything about them?

Rob went on to explain that the guys are definitely older than us and it's been several years since either of them messed around with their friend. They both only had one guy each that they sexually got off with, but Rob went on to share that our situation was definitely kinkier than theirs due to the fact that I was such a good submissive slut.

I definitely appreciated the compliment from Rob, but I followed up with a question about exactly what these guys did with their guy friends.

Rob explained that it was more straightforward. One guy was a casual thing for a few months, but they didn't meet up very often. They shared how awkward the first encounter was but how casual it was later on. They both suck each other off when they meet up, but one guy typically initiates the meetups more often. When it comes to the other guy, he only sucked off the guy two times, and he's been thinking about it ever since. He never received pleasure from the guy, and it was more or less one drunken night the first time and then a meetup about two months later when the other guy hit him up and said how horny he was and how he just wanted a quick blowjob, nothing more.

I responded with, "OK, so why are you telling me all this, and is it going to be like a continued conversation between you and these two guys online?"

Rob explained that one guy was definitely faster with his replies and very interested in all the details surrounding our meetups. I definitely shared a lot more with him than the other online. Rob shared that the guy's name is Tom and that he lives about an hour away from us.

I was shocked about how close this guy was to where we actually lived. I asked Rob exactly where the guy was, and sure enough. It was roughly an hour away.

Rob then went on to explain that Tom's been asking for proof that we actually have a thing. He's been asking for pictures and videos of me and of you together.

I asked Rob if he will have you share any of us together!?

Rob said, "No, I never shared anything of us together." Then he paused.

OK, so you never shared anything of us. Did you share anything else with him?

Rob, then he hesitated at first but then admitted, "Yeah, he shared a few photos of himself with Tom." Rob then explained that none of the photos that he shared showed his face, but Tom kept asking to see my cock if I'm not willing to share photos of us together. Rob continued to share that he was a bit nervous to share with a random guy a dick pic, but their conversations went on for a few hours this week.

I asked for clarity. So you shared dick pics with him?

Rob replied, "Yeah, I sent him two dick pics and kind of like a full body shot without my face."

I thought about it in my head. I was a little bit jealous that Rob shared his body with someone else, but then I quickly realized that it's his body to share, and he was kind enough not to share it with me even though he had plenty of videos and pictures of me in compromising situations. I don't know why, but I truly trusted Rob's word in this moment that he didn't share pictures of me or videos. He was very sincere and open about everything.

I replied, "Well, what did Tom think of your cock?"

Rob then said to be honest he was really impressed with my cock. He definitely complimented it and spoke about how lucky you are to be able to suck such a manly, big, thick dick.

I responded by saying I can completely agree with that statement and giggled a little bit on the phone. I followed up with compliments on Rob's big, thick, hairy cock and how it's such a huge turn-on to pleasure it to completion.

Rob then went onto explain how Tom wanted me to ask you if you were OK with me sharing a few pictures or maybe a video of you sucking me off.

I responded with. I definitely feel weird about sharing myself with this random guy online. I definitely don't want my identity to be out there, and who knows what he's going to do with those pictures of me?

Rob went on to say, "I agree with you completely, and I was definitely hesitant myself, but I thought that we could start slow and just take step-by-step like we always do." I was thinking we could start with pictures that don't include your face. He explained that he had a few photos of me on all fours bent over without my face in it. He also said that he had photos of me standing naked in a thong without my face and a few candid shots of my cock, fully erected, standing in front of him again without my face. Rob then went on to say that he really wanted to share one photo in particular of his cock in between my butt cheeks to prove that we actually have done stuff together, no faces, no identities, just safe sexual photos.

I definitely contemplated everything. I wanted to make Rob happy, but I also was super worried about opening our thing up to some random stranger. It was definitely exhilarating to hear Rob so turned on by this situation, and it seemed that it was more or less harmless since it was all online.

I responded to Rob by saying, "Send me the photos first so that I can approve them before I can agree to all of this." But this is a lot to take in. You always bring a new thing to the table and keep me on my toes. You know I want to make you happy, Rob, and you're the boss of me sexually, and if that's really what you want, I want to try to make it happen for you. You too agree to something.

Rob was definitely interested in making an agreement. Responded, "What are you thinking?"

I told Rob that after meeting up with Jon the other day and making a video for you, he requested that we meet up this weekend on Sunday after his race. To be honest, he wanted me to wear one of the thongs and be at the finish line when he finishes. I assume that after the race he wants his celebratory blowjob experience. Is it OK if I meet up with him on Sunday? Is it OK if I please him afterwards? And finally, are you willing to commit to getting me off the next time we get together?

Rob paused for a second and said, "I don't mind you meeting up with Jon, and I appreciate you checking in with me before you just go out and do it." That's awesome that Jon requested you to wear a thong at the finish line. I assume he will be checking to see when he finishes.

I said, "Yeah." He said he's going to reach his hand in my pants and make sure.

Then Rob went on to say that he was willing to give it a try, but he doesn't want to guarantee that it will be easy for him or if he's going to be able to do it for a long time. He went on to explain that he doesn't want anyone to ever find out that he's giving pleasure to me. He explained that he's more into receiving than giving and he wants things to stay exactly how they are.

I responded with "OK," so it sounds like we're in agreement. I can meet up with John, and you're willing to give it a try with me sexually. We'll take it step-by-step just like you took it step-by-step with me. You have to share those photos with me, and you have to promise me that you won't send anything that I don't want you to share.

Rob said, "Sure, it sounds like a plan. I can agree to all that."

The phone call then turned towards how Rob was interested and possibly meeting up with me later that Sunday night when he came back from the mountains.

I told him just to stay in touch with me, and I'm sure I could swing by and have a quick meetup. I could definitely feel the built-up tension between us.

The call ended shortly thereafter, and I quickly reached out to Jon, saying that I'm going to be able to make it on Sunday and everything will go to plan.

The next day, Rob shared a few photos that he wanted to share with Tom. The photos definitely exposed my ass, my cock, my balls, and my white-toned body. I definitely enjoyed seeing Rob's thick cock in between my white butt cheeks in one of the photos. I responded to Rob by saying all of the photos are OK for you to share with Tom. Let me know what he thinks!

Rob said thanks for agreeing. I'll definitely let you know when we meet up after my mountain trip. Enjoy your meetup with Jon. You know what I expect from you!

I replied, "Sounds good, Boss!" I know exactly what I need to do!

Another day passed, and I found myself waiting for Rob to confirm that he left the butt plugs in his shed for me. I was excited about giving it a try and taking photos for him before I met up with Jon. It was almost like a coincidence. When I received the text from Rob saying that he was on his way up to the mountains and that he left a box in his shed.

I replied back and said, "Got it." I'll make sure to let you know when I pick it up. Thanks again for agreeing to let me meet up with Jon tomorrow.

I was so eager to go over to Rob's house that I quickly hopped in my car and made my way over to Rob's house. I made my way to his backyard and opened the door. Upon entering, all I could think about was what Rob and I shared in this shed before. Wet, sloppy blowjob with a naked walk back to his house through his backyard.

I gently searched for a box and quickly found it as I opened it. There was an assortment of different butt plugs and three different sizes. There was also another butt plug that had a button on it.

I was curious and picked it up and clicked the button. The butt plug came alive and started to vibrate. I clicked the button again and realized that it had different vibrate settings.

I turned towards the center of the room and saw the chair from our previous encounter positioned right in the middle.

As I thought about how I wanted to take pictures for Rob and show him my first butt plug experience, I thought there's no better way than to make a short video. I was a bit nervous about sticking these items in my butt.

I positioned my phone so that it had a good angle of the chair. Once they are repositioned, the box is next to the chair so that I can grab the butt plugs one by one as I need them.

I took a deep breath and clicked the record button on my phone.

I started the video by waving to the camera and saying, "Hi, Rob, just got over your place, and I'm a little bit nervous about the items that you got for me." But we made an agreement, and here goes nothing.

I picked up the small butt plug, showed it to the camera, and then positioned my cell kneeling on the chair. I turned around and looked at the camera and said, "This brings back some memories," before licking the butt plug and then licking my fingers and wetting my asshole as lubrication. I began to play with the small butt plug. I ran it along my butt hole and gently started to insert it into my butt. I slowly, in particular, pushed it little by little, making sure that my butt hole was positioned towards the camera the whole time.

I made sure to take another deep breath as I pushed the butt plug harder into my asshole. The butt plug pushed its way through my tight hole and eventually popped into place inside my hole.

It was definitely a different feeling for me as I felt the small butt plug in between my cheeks. I made sure to look back at the camera and smile as I spread my cheeks apart, showing that the butt plug was fully inserted in my asshole. I wiggled my butt around a little bit to show off the success of inserting it in my ass.

I was definitely proud of myself and wanted to try the vibrating butt plug for the video. So I started to reach my hand back and wiggle the butt plug that's in my ass out. It was definitely a little bit harder coming out since it kind of slightly tucked on the inner part of my hole. I continued to wiggle and twist the butt plug until it popped out of my asshole.

I placed the used butt plug back in the box and decided to spread my slightly trained asshole apart for the camera. I said out loud, "Does it look like my butt hole is opening up a little bit more now?" I'm not sure you're going to have to tell me, Rob. As I said all of this, I reached back with both hands and spread my butt hole slightly open for the video.

I reach in the box and grab the vibrating butt plug and pop it in my mouth in front of the camera. I clicked it on and made sure that the camera heard the vibrating noise of the butt plug. I made sure to say, "Rob, I can't believe you got a vibrating butt plug for me." You're so freaky and kinky, but I really like it. I made my way over to the chair and assumed the position bent over with my ass position towards the camera. I popped the butt plug in my mouth and got it wet and made sure to re-moisten my ass with some spit before I began to play with a vibrating butt plug in my ass.

This butt plug was slightly bigger than the first one, and I knew it was going to take a little bit of extra effort to insert it all the way in. As I pushed and pushed, it was definitely harder to put in. I looked back at the camera and said, "This is harder than it seems, Rob. This one's definitely a little bit bigger." I continue to push and try, but it was pretty tough to get it in.

I decided to pop the butt plug back in my mouth before trying again to put it in my asshole. I was starting to get a little bit embarrassed because I was really starting to struggle on camera, and now the video was going on for about five minutes in length. I didn't plan on this long of a video, and I was hoping for short and sweet, but now I found myself struggling to insert this vibrating butt plug into my tight little hole.

I knew if Rob was here he would be a little upset about how long it was taking for me to insert it, so I took a deep breath, really arched my ass out, and gave it a really good firm push.

I was definitely aggressive in this moment, and the butt plug slid aggressively into my butt hole. I definitely squeeze my cheeks together with the butt plug in my asshole. There was definitely a slight sting and slight tenderness around my hole because of the aggressive push. But the vibrating sensation was now pulsing in my asshole as I readjusted myself and exposed the now vibrating butt plug in my tight, shaven asshole.

I made sure to spread my cheeks and expose my butt one last time so that Rob could see that it was in my asshole. I walked towards the camera and said thanks for the butt plugs. Rob can't wait to meet up soon. I'll definitely send pictures and videos of today and of when I meet up with Jon. Bye for now.

I ended the video, and I was left with a pulsing butt plug in my asshole. I knew it was time to take some photos before taking it out. I put the timer on my phone and found myself standing, bending over, and then also kneeling on the chair like I did for Rob's video, exposing my butt in the butt plug. I wanted to make sure that I gave him a variety of shots without my face. I had a feeling that he might want to show these off to John or the new guy Tom.

Before taking the butt plug in my ass, I placed the phone on the ground and took a short video of me squatting with a butt plug in my ass over the cell phone. It showed my dick balls and asshole as I squatted down and back up five separate times. I made sure to take two still photos of me, squatting directly over the camera as it was on the floor.

It was now time to pull the vibrating butt plug out of my ass, and it was definitely a struggle. I found myself readjusting and trying different positions to try to wiggle the butt plug out of my ass. I felt like I needed more lubrication, and the spit was just not enough. The head of the butt plug was just a little bit too much to pull through my asshole. It was such a weird feeling as I tug on it to try to get it out.

I told myself that I had to be a little bit more aggressive on the way in, and I'm definitely going to have to do it again on the way out, so I just took a deep breath and popped it out of my asshole. There was definitely a slight tingle in pain in my butt hole as it opened and then closed as the butt plug was pulled out of my asshole.

It was such a surreal feeling to be taking these photos and videos for Rob, knowing that he gets turned on seeing me over at his shed, inserting butt plugs in my ass, and taking photos and videos to share with him and possibly the other two guys.

I thought in that moment that maybe I should spice things up with Jon and wear the smaller butt plug to the finish line in his race the next day. I thought maybe it would be a surprise to wear a thong and a butt plug when he reached in to check after his race.

I collected the box of butt plugs and made my way back to my car, still contemplating exactly what I wanted to do the next day. All I knew was that I was excited and looking forward to meeting up with John. I was so horny doing all of this for Rob. I couldn't wait to show my freakiness to Jon!

more to cum...

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