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Date "Two":
-- How are your classes going? -- Jared asked nervously.
-- It's been good... I'm making it work! -- Parker replied. -- All the questions in the world, do you really care about my Uni?
-- Well, i care enough to ask a polite question! -- Jared said, shrugging. -- But i'm just nervous. Haven't been to a second date in like... Decades!
-- Now we're getting to an interesting place! -- Parkes said with a shy smile. -- Wanna let me in?
-- Sure... Why not! -- Jared replied, fully knowing he was just giving the boy a partial truth. -- I have a LOT of insecurities and so i never actually make it to the second date. Hell, usually i don't make it to the first one!
-- So i'm that special, huh? -- Parker asked with a smile.
-- You know you are... You're part of my past! -- Jared said, thinking. -- It's hard to open up about all of it, but like... I'm doing my best! I don't want to spend the rest of my life being a whore with no connections! I wanna have people i like! i don't wanna wake up alone in my grandmother's old house every day of my life!
-- That's actually sad, dude! -- Parker said.
-- Hey, I'm giving you all my worst soon so you can decide with all the information! -- Jared said, forcing a smile.
-- Are you trying to sabotage date 3? -- Parker teased him.
-- Not consciously, at least! -- Jared replied. -- But who knows? My turn! What would your parents think about me?
-- The law student working as a manager at the local library, who owns his own house, life and is independent? -- Parker asked, rhetorically. -- WHEN it happens, i'm going to hear for weeks that i should be more like you!
-- Dear LORD, i really want to be your idea of me one day! -- Jared said, wondering. -- I'll try to be that person!
-- If you don't matter me asking... -- Parker decided to be risky. -- Why do you act like you don't deserve love?
-- Lots of trauma! -- Jared said. -- But i'm working on it! I swear!
-- You're cool and pretty, great conversation! -- Parker said. -- I can be your sunshine!
-- Ohhh, you're SOOOOO cute! -- Jared said, laughing. -- The sunshine and the dark cloud... Soon in cinemas!
Despite the serious conversation topics, the conversation ended up being light and easygoing! As Parker was telling him stories about his Year in London, Jared could visualize what he was talking about, wondering how it would be a life where he had money for all of it! Obviously, if he had that kind of money, he'd obviously invest in some kind of way for him to cum, but such was life!
As on their first date, as soon as they finished the date, Parker made a point of taking Jared home. There, they kissed a little bit making Jared quite horny. When they finally broke the kiss, they hugged each other and Jared went to his house, waving to the other boy as he watched the car go away. As Jared got inside and locked the door, he could only put his hand inside his underwear and play a bit with his balls!
At the same time, inside the car, Parker couldn't stop thinking about that kiss. The boy was driving, but his free hand was touching his lips, thinking all about the phantom touch of Jared's lips still touching his! Arriving at home, he texted Jared to tell him he arrived safely, quickly kissed his mother and father, and ran to his suite on the house's third floor. Locking the bedroom door and the bathroom door, he was instantly whacking his meat, still thinking about those kisses, about Jared's hand on the back of his neck. When he nutted, it was so powerful that he felt tired and went to sleep!
Jared got his stuff ready for the next day, but, still horny, he opened his toy room and got inside of it. With his hand playing with tip of the giant octopus dildo, he looked all around. His naked body, except for the unfortunate cage, was all aroused, so he looked everywhere, searching for what to play with... We had already his lube-dispensing dildo in hand when he decided that no... He wanted to sleep horny for Parker! A bit later, in bed, he turned from one side to the other for a LONG time, always thinking about Parker, letting a finger slip into his hole once or twice to see if it helped! It didn't!
A few days later, the two boys had their second date, this time, it was a movie, followed by dinner at a cheap Mexican place Jared loved! He couldn't have the other boy taking him to places he couldn't afford all the time! Parker just couldn't care less, he loved the place, he LOVED the movie, the food, the drinks... And on this perfect third date, they got to Kiss a LOT the whole night! Not just that "goodbye kiss bullshit!".
On the next day, Jared made sure to have a chat with Larry, his best friend.
-- Hey babes... You look so worried! -- Larry said, entering Jared's house with pizza boxes and a bottle of sprite. -- What's up, baby? Any problem?
-- Hey Larry... Sorry for forcing you to go all over the city today! -- Jared replied, hugging his best friend. -- And thanks for the pizza! And for taking care of me!
-- I'm always here for you, honey! -- Larry replied with a smile. -- Even if you abandon me in Real Live Is Boring with your twink employee...
-- Larry, do you mind if a rip the band-aid really fast? -- Jared asked.
-- Go for it, boy! -- Larry said, winking at him!
-- I'm thinking about going serious with Parker and... -- Jared said, nervous. -- That means him learning about... My secret! At two dates away from it to happen, i'm starting to get... Afraid, nervous!
-- Bro, i know you're like... In the worst situation in this world, but like... -- Larry said, searching for his words. -- But love, you just can't keep on whoring forever! I'm always so afraid about you and DSTs. You should try to settle with someone, if you really like him!
-- It's so early! -- Jared replied. -- And he can destroy my life!
-- Honey, you still have 2 dates... And if you need, i'm pretty sure that rich boy will give you a few more dates if you're still insecure! -- Larry replied. -- Ohh... And even if he finds out about your... Disease... And you guys later break up... Yes, he will know about your situation, but it's not like he's a horrible person who will expose you!
-- I guess you're right. -- Jared had to give it to him. -- But it's so personal, i've keep it only to me for the last five years... Telling you last year was horrifying and it kept me anxious for weeks... I had to take tripple sessions of therapy that week!
-- Dude... -- Larry warned him.
-- Yeah, i know, i know... -- Jared replied. -- I'm stalling!
On that night, Jared sat down in bed, his computer between his legs, writing everything he wanted to know about Parker, he also wrote everything Parker should know about him! He was decided to make "as sure as possible" for them to work out! It's been a few weeks now, so he was pretty sure he had fallen for the kind, low, calm-voiced boy! But also there was Logan and all the wrong stuff he'd been doing with his work coworker... At some point, he decided that he had to have a chat with that boy!
On the following thursday:
Jared woke up as he did every day and was in as bad a mood as ever. He stood up horny, his dick trying to get hard inside that cage. As he was using his hand to force his cage to his body, he got inside his toy room, got himself his favorite suction cup dildo and took it to the bathroom. Inside the shower, with the warm water heating his body, he let that tip go inside his hole, pressing and pushing against his prostate, getting a moan out of him. 15 minutes later, he decided that he couldn't achieve an orgasm, he wasn't that horny yet, but he felt relieved and more focused on his day... His stressful day!
Finishing his shower, getting dressed, eating breakfast... It all went fast, but without any notice by Jared. When he was finally on the bus with his AirPods playing calm music and lunch packed in his backpack, he finally checked his phone... There was a message from Parker, saying he was excited about the date on Real Life Is Boring the next day, to which he replied saying he also was. The second message was from Larry, wishing him strength... A few minutes later, he was in the library, putting his food on the mini-fridge! With all ready in his office, we walked to the main hall.
-- Hey, boss man! -- Logan said, smiling. -- How are you on this GREAT day?
-- I'm good, listen... Can you ask Peter to take care of the room? -- Jared asked. -- We need to talk.
-- Ohh... Okay! -- Logan said, getting white as a ghost, his heart beating as fast it would go. -- Sure, boss!
Jared watched Logan run to Peter but was already walking back to his office, there, he sat down behind his desk and waited for a couple of minutes. When Logan showed up, Jared could see how much harm that single phrase did to the boy. With a gesture, he asked and Logan closed and locked the door. The boy sat in a chair in front of Jared and, deeply afraid, said in a timid voice.
-- Please, don't fire me! Work here is all i have! -- Logan said, instantly crying. -- Man, i always dreamed of working here! It's my dream job! If you fire me, i'd have to go back to my deeply religious parents... I can't come out to them!
-- Logan... I'm REALLY not firing you! -- Jared said with a smile, grabbing the boy's hand. -- Dude, i intend to recommend you for my job when i graduate and can practice law!
-- Good Lord, that was a rollercoaster of emotions! -- Logan said with an easy laugh, cleaning his tears with the back of his hand. -- It will be my honor to follow you, seriously! I always forget that this is just a placeholder for you! I hope you won't forget me!
-- Ohh, there's ZERO chance of that! -- Jared said, laughing. -- I became quite fond of you, you're a GREAT friend.
-- Thanks, boss, you too! -- Logan said, opening an honest smile. -- You always make my life better.
-- But listen... We really have to chat! -- Jared said.
-- Yeah... Go for it! -- Logan said, slapping his legs.
-- Listen... For the last few weeks... I've been on a few dates with Parker... That guy from Real Life Is Boring... -- Jared said nervously. -- And boy... I... I'm falling for him! I... I wanna give him a chance, give us a chance... So Logan... You and me... What we're doing... We'll have to stop! I'm sorry!
-- Seriously, man? -- Logan said, visibly sad. -- I've been trying my chance with you since i started working here, and now that we got something going on... It's over? For the guy you met at MY first party?
-- I'm sorry, Logan... I for sure didn't choose how my heart would work! -- Jared replied, honestly. -- If i would choose, i'd keep single forever.
-- Okay, i'm sad for myself, but... What the fuck, dude... -- Logan said, slapping Jared. -- Dude, you deserve the world, i cherrish the shit out of you! Stop with this impostor syndrome shit! Even if not with me, you deserve to be happy, i want to see you happy! Stop with this shit, man!
-- Logan... -- Jared was fuming. Mad was a weak word for what he was feeling. He wanted to punch the boy, he wanted to scream at him, and Logan had no idea what his life was like and was still judging. -- Man... I don't work down there, okay! I'm sorry if i'm insecure, i'm sorry if i'm down... It's easier to not get my hopes up to shield myself! My dick doesn't work and there's nothing i can do about it! Are you happy now?
-- I love you as you are, i'm gay, i won't have kids, not naturally... I'd take you anyway i could... -- Logan replied. -- Because you're great and i need someone loving me back to be happy, not a piece of meat! And if this... FUCK FACE Parker guy thinks any different from that, he doesn't fucking deserve you! And if he mistreats you, i'll be the first one to punch his dumb face!
-- Kiddo, i LOVE you! -- Jared said, feeling more inspired and confident about his chances with Parker than before, more than when he spoke to Larry!
-- Boss... Do you think that, in another world, another life, we'd end up together? -- A fragile Logan asked.
-- Fuck yeah, dude! -- Jared said and, to Logan's surprise, he went for a kiss... A LONG kiss they shared with a LOT of love! -- I know it will be shit, but like... I'd LOVE to keep you in my life as a friend! As a brother!
-- I'd LOVE that too, to be fair! -- Logan said, smiling. -- But... I bet i'm gonna miss those 50 dollars when i'm broke! And God, i'd LOVE for a send-off, a closure!
-- I'll tell you what... Whenever you need money, i can give you some in advance! Plus, i'll make sure you can go in Real Life Is Boring any time you want... Just can't help you with drinks... -- Jared said, with a naughty smile. -- But as for a send-off, i can take you home tonight!
-- Seriously? -- Logan asked, desperate. -- Please, don't play with me!
-- You deserve it and it's always fun! -- Jared replied.
For the rest of the work day, Logan had a LOT of trouble concentrating. He even ran to the bathroom to have a quick wank to calm himself, but he eventually decided on just working alone on inventory in silence. On his office for the whole day, Jared sent Larry a few messages, trying to get some confidence on his choices. Since Larry told him that "as long as it's the last time, it's okay", It was all that Jared needed.
Seven hours after clocking in, Jared was clocking out. He had a quick chat with the afternoon manager and waited for a bit while Logan got ready to go! A bit later, both boys got together into the bus Jared would take everyday, only this time the two of them were sitting together, their legs touching, and they were chatting for a while. Every bit of touch was stimulating, exciting... Jared was REALLY doing it!
A bit later, Jared pointed out their stop and the boys left together. They walked a few blocks until they got in front of Jared's old grandmother's house and the boy unlocked it. For the first time since before that cage was around his dick, he was taking a boy home for sexual reasons... It was nice, but he was nervous.
-- Hey... You mind if he go straight to it? -- Jared asked. -- Before i lose the courage!
-- Fuck yeah! -- Logan agreed and Jared made the boy follow him. Arriving at the Fuck room, as soon as Jared turned on the lights, Logan's eyes were glowing, searching everywhere, loving everything.
-- Fuck, that's hot! Is this like a BDSM room? -- Logan said, smiling. -- If so, i'm REALLY into it!
-- Yes it if, fuck boy! -- Jared said, smiling. -- After we're done, i can show you and explain you everything. But for now... I don't know how far I can go, how much i can trust you!
-- Here, look! -- Logan took his phone, clicked a bit and soon Jared's phone was the one to beep. As Jared opened the message, he saw a video where Jared's ex, a boy he had only seen once the year before, was peeing all over his body and, in the process, peeing even on the boy's mouth, who swallowed everything! -- See, i trusted you with my deepest secret, you can trust me!
-- You little perv... Okay, i'll trust you back! -- Jared said but waited until Logan's phone was back in his pocket. Then, he took all his clothes off... We was nervous, showing his cage for the first time for someone else! -- Here, that's me naked, both in body but also in soul, in courage!
-- That's... A chastity cage, right? -- Logan said, walking to get close to Jared. Facing him, he kneeled and inspected the cage only with his eyes. -- When you said you didn't work down there, i supposed you were limp, not... Chaste!
-- I'm kinda both... Have you ever heard of Roboneout's Anomaly? -- Jared asked, nervously.
-- Ohh buddy... I'm so fucking sorry! -- Logan said, standing up again and hugging the boy. He kissed Jared on the cheek and pulled his head tu put on his shoulder. -- I had no idea, man! I love you so much... Your secret will be safe with me, forever!
-- It's okay... God, it's great that this was your reaction. It's my greatest fear! -- Jared said, taking Logan's shirt off. -- Only you and Larry know so far!
-- I wish you luck with Parker! -- Logan said, and Jared felt it was sincere!
After taking the boy's shirt off, he made Logan sit down on the fuck table and took his shoes off. Later, he took Logan's socks with his teeth. There was a smell and some sweat from the whole day of work, but he LOVED the smell. Jared used his teeth to open the button and the zipper from the boy's black jeans, but after that, he used his hands to take it off. Jared could see the other boy's erection through the fabric of his white boxer briefs, so he gave it a quick bite before pulling them down, watching that small dick spring upwards!
-- Fuck, that's so hot! -- Logan said, with a little moan.
-- I hope you enjoy it! -- Jared said, flicking the tip of the boy's dick.
-- Can we make it somehow be special for you too? -- Logan offered and Jared just melted down!
-- Ohh, you're perfect, dude! -- Jared said, laughing. -- Hmm, how about i give you my fav dildo so we can 69 it and you can fuck me with it?
-- Ohh, you SOOO got a deal! -- Logan agreed, grinning.
With that, with the two boys naked, Jared got his favorite dildo, that he used that morning, and gave it to the boy but decided on lubing his hole himself, not trusting Logan to do it for him. When he was satisfied, he told Logan to jump on the bed, and just the next second, Jared jumped on top of him, his lips inches away from the boy's tip. As he was smelling that tiny pole that wasn't much more than a bump, he waited to feel Logan forcing the dildo up his hole. To his surprise, what he felt along it was Logan's lips enclosing around his balls, sucking them inside the boy's mouth, using his tongue to poke at them.
As Logan was working on those balls, he slowly started to push the dildo up and down on the other boy's hole. Soon, he felt the first drop of caged pre-cum dripping on his chin. But also, he felt Jared's gentle lips taking his pole with a little kiss before allowing him to go inside.
Soon after, Jared has been sucking the boy's dick at a steady pace, his hand was slowly playing with Logan's balls. He could feel the boy getting hornier by the second, his body shaking and getting hot, his movements erratic on all ends. Jared was also getting hornier and hornier, that dildo once again squeezing his prostate just the right way! As he was sucking on the boy's pole, he felt the moan humming around his balls, and the following second, he felt the warm cum filling his mouth, that perfect taste that he loved so much!
As he was working on swallowing all that boy juice, he felt as Logan pushed the dildo just the right way up his hole. As he could feel the other boy's body still shaking, he felt that lovely pressure behind his balls, so he moaned, hoping Logan would keep going! Logan understood what was going on, so he pushed again and again and soon...
-- I'm gonna cum! -- Jared screamed.
Jared only had time to feel as Logan popped his balls out of his mouth in time to grab the cage tube in time for the first spray of Jared's over 10 days old warm milk. Logan kept fucking him with the dildo. Jared kept moaning and moaning and Logan kept drinking all the milk he produced until it was over. When both boys were done, Jared turned around, now facing Logan. As they kissed again, the boys shared a hug.
-- Logan... You were perfect, seriously! -- Jared said, smiling. -- Seriously, i had 3 orgasms this month and both of the others were just me, alone, working my fuck machine for over an hour!
-- I'm better with a dildo than with my dick, what can i say? -- Logan said, laughing. -- Thanks for the blowjob! It's the best send-off i could ever had! I'll remember this forever! Thanks!
-- Hey, do you still want me to show you all my toys? -- Jared asked, smiling. -- I can also introduce you to some of my friends who play with BDSM, some of them even go to Real Life Is Boring!
-- Ohh boss, man! -- Logan said, smirking. -- You're perfect!
For the next half hour, Jared showed the other boy all of his toys, explaining all that he could about them. He could see that for as much as Logan was struggling to let his passion for him gone, the boy's eyes were shining from interest in all those toys. After that, they took a shower together and chatted for a bit while sharing a dinner Jared heated for them, but an hour later, as Logan was taking the but to his house, Jared could see that he would still have his friend for life, but also that Logan was going head first in this world of BDSM...
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