Nick spent most of Sunday night dreaming about what had happened that afternoon. He found himself getting hard when he did. He'd squirm a bit to feel the plug in his ass, and he began to enjoy the feeling of being caged. He had the ability to take it off, but he knew that if he spent any length of time with Chuck, that would be taken away. On Monday morning, he got a text from Chuck. "You free for a call today? We have to discuss a few things before the weekend." "The weekend. " Yeah, Nick remembered. This was the weekend they were going away, and it was the weekend Chuck said that Nick's "rosebud would be plucked." He knew what that meant. "I take lunch at 12:30 Sir. Will that work for you?" "Yup. Be ready. I'll call."
Even when he wasn't meeting with Chuck, nick now took more time to look good in the morning. He had stepped up his gym workouts to get more definition, and he was doing more cardio. Taking a shower after the gym with the cage and the plug made him self conscious, so he started showering at home. He put on a blue and white striped shirt, and grey trousers for work. He looked for a tie, and picked a bright red one. The shirt framed his arm muscles nicely. As he looked in the mirror he thought, as he had been lately "Yeah, I'd fuck me," and then realize that OOPS... maybe he shouldn't think that.
At 12:30 on the dot, Chuck's call came in. "Yes sir. nick here." "You got time to talk? Cause we gotta discuss some serious matters." "I do Sir. " "Heh heh. I'm not marrying you bitch, not that I wouldn't consider it. But listen up. The next step is a big one: a REAL big one. We can't go further if you're not willing to take it, and if you're not willing to take it, that's fine. Not a lot of guys are. " "I understand Sir." "So here's how it's gonna go. You think about what's at stake . I'll tell you what's at stake: a cock up your ass at least once, probably more than once. If you don't wanna do it this weekend, if you're not ready , then we won't do it." "Thank you Sir." "DAMN IT SHIT STAIN I'M NOT FINISHED." Look. I need a butt slave. I need someone I can fuck regularly, who looks like a man, not a girl, and who I get hard over thinking about. If it ain't you, I'll move on. So understand if you feel you're ready in two months, I may very well have moved on. So factor that into your consideration." "Is it gonna hurt Sir?" "Yup. At least a little." "Blood?" "Usually not. But sometimes, yes. Not a lot, not like getting a knife to your gut." "Does it get easier after the first time, Sir?" "Usually does. But you'd have to ask other bottom subs for a survey answer. Seriously nick. This is all about you and your fears. If you say yes, no going back. If you say no, no hard feelings. Think about it." "I will. Thank you Sir. " "Wednesday morning. You give me an answer . If the answer's yes, I'll tell you what you need." "If I say no Sir.." "Then the fucking weekend is off with you. Lotsa ass out there looking to get fucked." CLICK went the phone. Nick felt a little sick to his stomach. But he also felt like he was getting harder, and that he wanted to play with the butt plug a little. xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx xxx
Nick didn't sleep well that Monday night. He got into bed after his wife, so there was no chance that she saw him insert the butt plug, which went in relatively easy now. Chuck had been right: it WAS getting easier. He took the chastity cage off , because he didn't want the metal to startle her. The evenings were getting cold. As thoughts swept through his head, his unlocked cock seemed to have a mind of his own, and his wife cooed "No backdoor whoopee honey. We talked about that. " "Sorry dear. Seems to have a mind of its own. Let me take care of this." Nick got up and jerked off in the bathroom. Maybe now he could calm down and think this through. He couldn't. He kept on coming back to the same thing: his ass. Chuck was gonna tear his ass apart. A part of him reasoned "so what? You've had the plug up there for a few weeks, he's caged you , he's tied you, you've given up everything already." Another part said "if you give it up, you're not a man. You're more like a woman. He's right. You're his bitch." Somehow, the thought of being Chuck's bitch didn't seem so bad. He made his decision and fell asleep. xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx xxxxx
At breakfast, he told his wife "Honey, I can't believe I forgot to tell you this, but there's a corporate retreat this weekend. We leave on Friday night, come back late Sunday. Sorry. I should've said something as soon as I heard." "When did you know Nick?" "About a week ago." She grabbed his hand "That's alright. You started having to work late. No worries. It may be good to have you out of the house for a few days. I can do some of the hard core cleaning I can't trust to you. Just make sure you have your cell, in case one of us needs to contact the other. " She smiled. "You want me to pack you up?" "No, it's ok. We still haven't gotten the itinerary of activities, so I don't know what I'll need yet. " "GEE. They're cutting it close. Just let me know if you need a hand. " He had another day to think about it. He knew better than to contact Chuck ahead of time, but he continued to send him the time stamped pictures of his cock in the cage, and the plug in his butt. They went unremarked until late on Tuesday he got a note from Chuck: "The way your bitch ass handles that plug makes me convinced you're gonna handle cock like a two dollar whore. That's a good thing. " Attached to the message, was a movie of Chuck jerking off. "FUCK. And I'm locked!" Chuck thought. He'd have to hold the movie for that night. On a whim, at lunch, he went out shopping. Chuck expected him to dress a certain way, and it was not inexpensive. He would have to start picking up new clothes, little by little, so his wife wouldn't suspect.
Wednesday morning, he gave Chuck a call. "Yeah, bitch?" "Morning Sir. I" "Yes or No?" "Yes sir. I'm coming." "EXCELLENT. Let me put the EXTRA LARGE CAN OF CRISCO IN THE CAR . HAHAHAHAHAHA." Nick began to shake. "straight bitch, no one uses crisco anymore. Don't worry. You're not some fucking muffin. Not even stud flavor." "Yes sir." "Ok. Now, this is what you're gonna need. Some stuff is specific, some is general. TAKE NOTES because you're gonna repeat it back to me. Friday night is just gonna be casual, because you're gonna be scared shit. Wear an oxford and a sweater. You pick. Pretend you're trying to seduce me. Jeans. If you wear underwear, make it shear, and tight. Saturday we're gonna do some hiking, some leaf peaking, and we're gonna have a real nice dinner. No tie, but bring a jacket. Again, think seduction. Sunday: Sunday morning's the day I go rose bud picking bud. So keep that in mind. Sunday morning. Rest of the day is like Saturday but with brunch. " "Should I bring any toys, Sir?" "Nah. Just the plug. And the cage. Can't decide whether I'm gonna move you to a bigger plug or a tighter cage. But everything else, I got under control. The way I'm gonna have you under control." Nick winced. His cock had just gotten so hard, it didn't retract and the metal was cutting into the sides of his penis. "Read it back stud." Nick did. "Hundred fucking percent. Now you got some choices to make nicky. Don't make the wrong ones. Because if you do... I'll take you shopping myself."
Nick went into the bedroom to start packing: Friday: okay, he had a nice blue oxford. Sweater? How about the red cashmere? Yeah, that'll work. His tight jeans. Black briefs. Skinny speedo style. Saturday: his tweed blazer or the blue one? Blue. Ok. Yellow oxford for Saturday. Or pink. Both made him look like a sub. He'd take them both. Give Chuck the choice. An extra pair of pants: nice ones. And then a flannel overshirt, two turtlenecks, accessories. "Are you going to Europe for two weeks, dear? GEEZ." His wife was laughing and Nick reddened. "Oh, sorry. The agenda has different semi formal activities, and then there's a "getting to know each other hike, stuff like that. I just don't want to be underprepared. You know how some of these meterosexuals can be." "You know dear, you could stand to learn from some of them." "Hmmmm. Nick thought. Could he now enlist his wife in, well, presenting him?" "You know, you're right. And I wonder if you could help me dear. I think , from the gym, and the way guys are dressing, I probably need to size down in what I wear. "You hate tight clothes!" She smiled. "They look GOOD on you, but you've never gone along with that trend." "I know, I know. But it looks like this trend is a tsunami now. Someone got a promotion last week, who has the brains of a flea, but always dresses like a king." "Momma's got this. I'll put clothes shopping for my hubby on the list. We'll make you nice and pretty." He blushed. "I should get to work. This stuff I can pack on Thursday night, take it to work, and then head off." The plan was he'd leave work on Friday, drive to Chuck's , move his stuff into Chuck's car, and off they'd go.
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On Friday, at about 4:30, nick got a text from Chuck "I can just taste it," and there was a photo of him eating a peach. "I am so looking forward to this. And I am SO fucking scared" nick thought to himself. At 4:45, he got up to change. Or he tried to. He was so hard in his cage, he almost couldn't walk. "Am I gonna be able to get into the jeans?" he thought. He closed his office door, and locked it. Off went the suit, and he hung it behind his door. Then the white shirt he had worn to work , the necktie and finally... He took his briefs and shoved them into a plastic bag in his overnight. Then he changed. He got out of the office at about 5:05. Friday afternoon on a late summer/early fall day in a corporation? No one saw him leave. As he got to his car, he got another text. This one had a photo of Chuck leaning up against his car. He was in black jeans, a flannel shirt, and a leather jacket. He had captioned the photo "Three guesses who's the man this weekend." nick couldn't help himself . He texted back. "You're ALWAYS the man Sir." The answer was a big smile emoji.
He drove up to Chuck's house. There was a parking space and there was Chuck at his car, just like in the picture. He THOUGHT he caught Chuck smiling for just a second. He parked, opened his trunk to take out his bag, closed it, and walked over to Chuck. "Hi Sir. I hope I'm not late." Chuck looked at him, smiled, and shoved his tongue down nick's throat. When he was done, he looked at Chuck "You're a brave man." "Thank you Sir. I almost fainted with that kiss." "Heh heh. Get in the car. We have about a three hour drive. " After they got in the car, Chuck pointed to the glove compartment. "Cuffs. I'll take them off when we stop for a break." "Yes sir." nick took them out, and locked his wrists. "Did you have a good day, Sir?" Chuck laughed, and patted nick on the thigh. "Boi, I had a great day thinking about my new man wife. YOU" nick blushed. He realized he had no idea what Chuck did, how he supported himself, or anything like that. Should he ask? He decided not to. "Country house has a GOOD playroom, a fireplace, a big comfy bed. " Chuck stole a look at nick. "STOP LOOKING SO SCARED. YOU'RE GONNA HAVE A GREAT WEEKEND." "I know Sir. I know. It's just..." "Hey, you wanna pull over to the side and talk boi?" "Could we Sir, could we?" Chuck stopped on a road shoulder. "Before you say anything nicky, let me do one thing..." He reached over, pulled nick in, and gave him another kiss like he did before they started on the trip. "Still wanna talk?" "No sir." "know what I think nicky? I think, before we stop to get some food, we gotta stop for something else. No one on this side road... " He pulled over, and got out of the car. He opened nick's door. "On your knees. Suck me. Let's get this party started. " "Sir, we're out in public and.." "And ain't no one coming down this road. Now get to work." Scared as a rabbit in front of a wolf, nick swallowed Chuck's hard cock. "YEAH. That's the way. My boi knows his job. FUCK. TAKE THAT COCK ALL THE WAY DOWN TO THE BALLS BOI." He shoved nick's head forward. Before he had started with Chuck, nick would've gagged. Now, he took it all. He took it as Chuck began to pump faster and faster , pulling back and then shoving in. Finally, a guttural growl like a... wolf... came out of Chuck. He pulled out and shot all over the ground." He brushed back nick's hair. "I needed that studmuffin. " "Sir, I would've swallowed." "Yeah, I know, but we're gonna stop to eat soon, and I don't want you to lose your appetite."
After about twenty minutes, they pulled into what looked like a very nondescript diner, but it was hopping. As they walked in, a waitress who fit all the sterotypes of a diner gal came over. She had a big pile of frosted hair, and a name tag that said "Lily." "CHUCK!!! GEEZ. I thought they finally caught up with you and sent you away hah hah." She came over and he gathered her in his arm, and they kissed. She looked at nick. "How you doing? Spending the weekend with my almost husband?" "Uh, yes. I am. I'm Nick ." She smiled. "Pleased to meet ya nick. You be nice to Chuck. Or momma Lil is gonna come after you." Nick smiled. "Yes ma'am." Then she turned to Chuck. "Are you gonna want danny later? "You bet. " Nick could've sworn he saw a wink exchanged. "I don't know why I'm even bringing you a menu," she said to Chuck after they were seated. "You have ordered the same thing every time you have come in here. " "Well Lil, what can I say? It's damn good meatloaf. " "It's damn good chicken too. And steak. And burgers. " "I'm gonna have the meatloaf." "Of course you are. How about you Sir?" "Uh, the same?" "You asking or telling?" "Uh, Telling I guess." "Don't bring him any corn Lil" They both started laughing. "I guess we're collecting roses this weekend." She looked at nick who was horrified. "Don't worry honey. Everyone says he's way more gentle than he seems." "They're wrong," slipped out of nick's mouth, and Lil and Chuck started laughing some more. After she left , nick asked. "What's the thing about corn, Sir?" "Oh, it's an old joke. The legend is that corn makes a bottom messy. So if you're gonna get fucked, you don't eat corn that day." "Then... she knows." Chuck grabbed nick's hand. "You heard her say my almost husband? She wasn't joking. We were engaged. A long, LONG time." "I had no idea," nick answered. "Yeah, well there's a lot you don't know about me. Know how I afford that house and the country one?" "No Sir. I wanted to ask but." "I'm a day trader. And I do real well. I was a stockbroker before I got tired of that shit. " "Geez. This is all new to me. " Lil brought their food. "Can I get dessert started?" Chuck gave her the thumbs up. "It IS good meatloaf Sir" "Yeah it is. I got a dessert ordered for you that you're gonna love." "Really Sir? What is it?" "Finish your dinner. It's a surprise." "Ok Sir." Nick was actually really hungry, and he finished up. Lil was watching "THAT was fast. You tell him what's for dessert," and they laughed again. "Go to the bathroom." "I don't have to use it Sir." "I SAID GO TO THE BATHROOM SHITSTAIN" "Ok, ok. Yes sir. " When Nick got to the bathroom, there was a thing, blond guy there. "Hey, I'm Danny." "Hey Danny. I don't know why I'm here. " "I do. " He handed nick a key for his cage. "Take it off." He got to his knees. "Chuck wanted you to get the best, and that's why I'm here." Now, nick had always played the bottom role, and had never even HAD a blow job. He had given them, but... He felt Danny take his cock in his mouth. "OOOOH. DAMN. He was enjoying it and paying attention. He wanted to give Chuck the same quality he was getting. DAMN. " "Danny, I'm gonna shoot. " Danny tightened his lips and swallowed nick's jizz." "Danny, you're good. " "Thank you. Now get back to your table. Chuck doesn't like waiting. " Indeed, Chuck had paid for the meal, and was chatting with Lil as nick came up to them. He put his hand on the back of nick's neck. "We're gonna get moving Lil. Thanks for the hospitality. " "Any time stud. And thanks for the motorcycle. " She turned to nick. "Nice to meet you. You're gonna have a good time."
Back in the car, Chuck tossed nick the handcuffs. "Almost there cutie. If you think I kissed ya good already, wait.." "Sir.. thank you for the dessert in the restaurant. It was.. unexpected." "Aw shucks nicky. You've been a good sport. I wanted to treat ya special. " He caught another look at nick. "DAMN you're cute. You may wanna catch just a half hour nap or so, cause I'm gonna keep you up late tonight." Nick was out like a light, and the next thing he knew, Chuck was shaking him awake. "C'mon boi. Time to get this party started." Still cuffed, nick came out of the car. Chuck grabbed his bag, and nick's bag. Nick was staring up at the sky. it had gotten dark, and there were stars everywhere. "Yup, boi. Pretty sky , huh?" He put down a bag and put his arm around nick. Nick cuddled in, and Chuck looked at him. "DAMN. You're COLD. Why didn't you say something?" "I.. I didn't want to disturb you Sir. "Shit, let's get in the house. It'll take a few minutes for the fireplace to heat up, so toss on my car coat. Chuck moved over to a fireplace, and began shoving in wood, and kindling. He checked it for venting, and then lit it. He turned around to Nick, smiling. "We'll unpack tomorrow boi. Now get that coat off. " "Yes sir." Nick dropped the car coat, and Chuck came over. He took nick's wrists and put them behind his back, smiling. Then he kissed nick again, like the first two but better. Nick closed his eyes, and tried hard to get more tongue. Chuck started at him, brushing his hair back. "I'm glad you're here boi. Get on the sofa. " "Yes sir." Nick sat down and Chuck came over alongside of him. He dropped his arm around nick's shoulder, and draped one of his big heavy legs over nick's. His mouth went to nick's ear, and nick almost exploded. "OOOH. OH DAMN SIR. I've been thinking about that.. All day... " He felt the kisses going up and down his ear, and then the scruff on his neck. "Let's get you undressed nicky At least get off that sweater." "Yes sir." While nick was pulling off the sweater, Chuck grabbed some cuffs. He pulled nick's wrists behind him, and locked them. "You told me you wrestled in school didn't ya boi?" "yes sir. Wrestling and gymnastics. " "Hmmm. May have to work that into the weekend. " He began pushing nick toward the bedroom. Nick saw a round bed, with a patchwork quilt over it. He found himself on his belly and then his ankles tied, then tied to the handcuffs. "You're gonna tickle me, aren't you sir?" "DAMN right. As soon as I get these shoes off. And then.. these socks. We're gonna start here." nick felt the nail tracing lines on his sole. "HAHA. HAHAHAHA. HAHAHAHAHAHA. AGGGGGGGGGGGGGGGGGH.' Nick was tickling him harder than he had back in the city. "Good thing about being out here, boi, is no one can here ya scream." He rolled nick over and began unbuttoning his shirt. "Now, you're gonna find out what being tickled with a shaved chest is like." Nick hadn't seen the restraints, but they were there. His body exposed, his feet uncovered, he waited for what Chuck would do first.
His hands, just slightly rough, began moving over nick's torso. It wasnt' "tickling," but it tickled. Nick began to laugh. Then Chuck dove into his pits. "NO. NO. COME ON. HAHAHAHAHAHAHAHA. SIR. PLEASE STOP. HAHAHAHAHAHAHAHAHAHA COME ON. YOU'RE GONNA FUCK ME THIS WEEKEND.. HAAHAHAHAHAHA. PLEASE. PLEASE. " Chuck looked at nick. "You're so pretty. I bet you're hard again." Nick smirked. "You'll have to see. " Chuck smiled. He had a plan, but he wasn't sharing it with nick. He untied the ankle restraints, and then pulled off his pants. "Yup. Hard as a rock. " He reached to nick's ass and pulled out the butt plug. Nick was tied down and helpless. He saw Chuck pulling out a condom and lube. "HEY WAIT. You said Saturday. " "And you woulda fretted all day, boi. " He lubed up his cock. "I'm in charge manbitch. Get used to it. "He's gonna fuck me. NOW" nick thought. He bit his lip. Nothing he could do . He felt like crying, but then he felt the tip of nick's cock in him. "OOOOH. That's bigger than the plug OH SHIT." Chuck began sliding in, and nick was glad for the butt plug training. Chuck was clearly pulsing his dick, so that it got fatter, and thinner. "right there. oh shit. right there." nick whispered, not wanting Chuck to know he had hit a hot spot. Chuck did. "There's my baby's g spot, huh boi?" "OH SHIT YES SIR. GOD. " "Well, we're gonna come back to it. Now though..." and Chuck was all the way in. "Boi, you are doing just fucking great. There ain't no more to get in ya boi." Nick gritted his teeth. "Really Sir? I took you all?" "Every last centimeter. But now the fun begins sexy . I call this the piledriver." "FOR OBVIOUS REASONS SIR." nick gritted as Chuck began to pound him. It DID hurt, the first few times, but then, as Chuck got into a rhythm, and nick relaxed, he was feeling waves of endorphins he had never felt at the gym. "YES SIR. YES. PILEDRIVE ME. FUCK YOUR BOI." Chuck seemed to be in his own world. He pulled out and pushed in. Sometimes hard, sometimes gently, sometimes he'd reach up and grab nick's tits. Or he'd croon: "Who's my boi?" "Me Sir." "Who's my Bottom boi?" "I am Sir." "Who likes getting fucked?" "ME SIR ME. MORE. MORE. OOOOOH. Nick couldn't believe it. He had just cum a couple hours ago at the restaurant and now he was having a small orgasm, as Chuck growled and shot wave after wave of cum into him. He finished, caught his breath, and looked at nick. "You're mine stud. Whoever breeds a man first, always has a claim." "Yes sir. I belong to you now. " "Know what nicky? Most guys are more ticklish after getting fucked. I guess you don't know. "NO. LET'S NOT FIND OUT. NOOOOOOOOOOOOO. HAHAHAHAHAHAHAHAHAHAHAHA. " Chuck stopped. He untied the wrist restraints. "Come here boi." He called nick to his arms, and held him. nick had begun to cry. "Did I hurt you nicky?" "No Sir. No. You didn't. I'm just... I'm so grateful.. Thank you Sir. Thank you. Please don't let me go. " "Not until morning babe. Chuck held nick until he stopped crying and then started making small snoring noises. Chuck looked at him. "Why the fuck couldn't you wait until I found ya? DAMN I hate sharing.