An unexpected encounter

Jeff was out of his coffee shop on a quiet week between Christmas and New Years in that part of town, the college district, so it didn’t seem strange I was alone with Julie inside. She was brewing my second cappuccino while I shifted from my usual corner table to a stool at the short bar near the espresso machine to chat with her. We were talking about family dynamics during holiday visits when she suddenly stopped what she was doing and looked me straight in the eyes.

“You seem a bit down. Is it just the holiday blues? Or something else? I paused, thinking over my answer. It was true I was troubled—well maybe not low-spirited, but definitely unsettled. Over the summer I had rekindled my interest in chastity and pursued it with great enthusiasm. I locked myself into a custom device and since I lacked a girlfriend, being self-locked felt comfortable. Lately though, I decided to ramp things up by mailing both keys back to myself. That way, I would be locked against my will for at least a few days at a time. I even found a mailbox in town that was only picked up twice a week. If I dropped the keys in on Thursday afternoon, sometimes they wouldn’t return until the following Friday. The last time I mailed them was three Thursdays ago. Even factoring in all of the Christmas mail it was clear they were lost.

The cage on my cock wasn’t for the faint of heart; it had an urethral insert that penetrated inside the penis and extended past the base ring around my balls. A locking pin went through the underside at my PA piercing and secured to the tube within. Once in, there was no getting out short of breaking the device or using the key. Breaking it would be my last resort since I upgraded the metal to titanium and the whole thing cost nearly a grand. Even then I’d still have to figure out how to get the locking pin out of the urethral tube. I had been working up the courage to go to a locksmith but it was a small town in many ways, and I knew my story was titillating enough that it would be the source of much gossip.

“Uh, yeah. There’s something that’s bothering me. Just the holidays I guess. Julie tilted her head with her disarming smile, lips pulling back slightly. She reached up to a chain around her neck and pulled it away as if to readjust it. “Are you sure it’s not something else? Like maybe something you lost? I felt like time froze while waiting for it to start again. I tried to swallow and was aware that the coffee taste in my mouth had taken on a much stronger, perhaps unpleasant flavor. My brain was trying to piece things together but the logic was so flawed my thoughts just swam in circles.

“What do you mean? “You know what I’m talking about.” With that she pulled on the chain further and two keys appeared at the base of her long thin beautiful neck—a neck I wanted to ring because those weren’t just any keys, but my keys. “HOW DID YOU GET THOSE?! Just as I was about to reach out and grab the chain, I heard the door bell chime behind me. Julie took a half-step back with an even bigger smile; she seemed quite pleased with herself. It hit me that the bigger question might be how she knew I was locked up. “How did you know? The smile on her face seemed permanent. I hadn’t turned around but assumed the other person in the shop was within earshot. Julie leaned towards me, not close enough for me to grab her though. She lowered her voice just a bit. Her delivery was off-the-cuff, yet I could tell she had been thinking about what she might say when this situation presented itself. “My, so many questions. Well… we’re able to do quite a bit of people watching here in the shop and let’s just say that Jeff and I both noticed that for a couple of weeks over the summer you were fussing with the bulge in your shorts. Since you don’t have a girlfriend we figured it probably wasn’t a chastity device, but we weren’t sure—and really had no plans to get involved. But when Tom delivered our mail a couple of weeks ago there was a letter addressed to you, with your return address visible through the envelope showing the outline of the keys. We knew right away what they were. We were just going to make you sweat it out for a few days but then we got to talking— “You got to talking? About my cock?! Her smile faded slightly and her hand went protectively up to the chain around her neck. Fucking Tom our mailman, he was a great guy but sometimes minor details like addresses escaped him. I lived across the street and two houses down from Jeff and Julie. How he confused our addresses was beyond me. Julie’s fading smile twisted into a smirk: “Well that attitude isn’t going to help your situation. “Listen— I heard the back door slam as Jeff walked in from the supply room. He looked at me then turned to Julie, asking, “So you told him?” The smile returned to Julie’s face; she nodded. Jeff smiled and gave a small chuckle before looking back at me seeing the desperation on my face he asked for the keys. She quickly handed them to Jeff who tucked them away in his front pocket while speaking to Julie as if I wasn’t even there. “Well, you know what we talked about. I’ll leave it to you. I’ve gotta run to the bank and do a few other things. Not sure when I’ll be back. Julie turned to me with a smirk on her face and just shrugged her shoulders. Two people walked up to the counter. She took their orders then came by where I was sitting, reached over the counter and whisked away my half-finished cappuccino. She looked at me intently, smirked and winked: “We’ll see you tonight then at 8:30.” I waited until after 9:00 before walking over to Jeff and Julie’s door. It was a desperate attempt to establish some sort of control over things. Julie opened the door with kind of a miffed look on her face. “Come in. You’re late. “Yeah, well, it’s not like I have a choice right? “You have a choice. Go ahead, leave.” Julie gave me a twisted frown and did a funny bounce—almost childlike in a way, like she was just daring me to disappoint her. Julie stepped aside when I pushed past her. Jeff came out of the bathroom wearing nothing but a towel around his waist. He smiled when he saw me. Julie closed the door, walked around me and stood next to Jeff putting her hand on his cuff area as they waited for my move. My heart was hammering. Jeff and Julie had weeks to think about what they wanted and neither one of them was lacking in imagination. I’m sure my locked cock must have been the subject of hours of discussion between them, especially regarding when release would come after orgasm possibilities were weighed. They were waiting for me to make the first move. I caved. “So, what is it that you guys want? Julie smiled: “Well, we’d like to give you a gift. We did a lot of research on chastity and there’s a big part of you—probably the part that thought not being able to orgasm would be fun—that wants this to be difficult. So, you’re going to have to earn your release from its current state. When I walked over I was aware my cock turtled as much as it could with the PA pin fixed to the device but when Julie started talking about me having to earn my release my cock began straining against the metal cuff structure. I could feel it being pulled away from my body. Julie looked at my crotch and smiled: “Seems you like this idea. You’ll need to service us both to get your key back. We flipped a coin and Jeff gets you first. Jeff gets you first. It rang in my head like a bad echo. Before I could even gulp, Julie pulled the towel from around Jeff’s waist. I’m curious what look was on my face because they both started giggling. Jeff’s cock was the largest I’d ever seen and he wasn’t even fully erect yet. He had to be 2 inches in diameter and well over 8 inches in length. He was slowly ris

ing and I was reminded of a war movie I had seen about the massive shore batteries of the Third Reich. The sheer volume of his meat was enhanced by the fact that his shaft and balls were shaved completely smooth. I could only feebly protest. “I’m not gay though.” Julie shot back callously. “Whatever. Call it gay for pay if you need to. You’ve never sucked a cock? “No. Julie giggled and reached over and grabbed Jeff’s cock. His cock was bigger around than her wrist.“Well you’re definitely going to be starting at the advanced level. I’ve always been a fan of oral service—I just like putting things in my mouth—but still I was pretty surprised when I found myself relieved that Jeff just wanted head. My relief only lasted a moment though because Julie went onto explain that I would need to deep throat him. “Are you kidding me? I don’t know how to do that. Besides he’s huge. “Don’t worry, I’ll teach you. With that Julie grabbed each of us by the hand and led us into the bedroom. Jeff laid down on his back, with his massive erection flopping over on one side of his belly. Julie laid down next to him propped up on her elbow. Her feet stretched past his head. It seemed like an odd position to me. She motioned for me to lay down on the other side. I paused. Julie flipped Jeff’s cock up off his body with her free hand and tilted her chin up in the direction of Jeff’s feet. She slid down and without pausing took at least 6 inches of cock into her mouth. She pulled off with a smacking noise and looked at Jeff. “I’m not sure he’s ever going to see those keys. Reluctantly I laid down and mirrored Julie’s position next to Jeff. Over what was probably an hour or so she coached and showed me how to take all of Jeff’s cock. No matter how much I tried to relax and no matter how much lube Julie slathered on the cock I was only able to get within 3 inches of taking it down my throat. Eventually Jeff got so worked up that he started swinging and then bucking his hips. His hand came down on the back of my head and he blew his load deep into my mouth and down my throat. I didn’t try to stop him or pull off. Maybe at that point I had given into my predicament. Maybe I wanted it to be over. Maybe I liked what I was doing. Maybe nearly 4 weeks without an orgasm had something to do with it. Jeff’s cock reminded me of the some of the huge ones I had seen in porn films from the 70s and 80s. He never got super stiff, his cock was pliable and bendable and filled whatever space it was shoved into. I remember hearing a porn actress cooing about Ron Jeremy’s cock, about how it conformed to her instead of her having to conform to it. Now I understood what she meant. As for his cum, most of it went down my throat but what I tasted was not bad at all. Still it was a bit humiliating not only to suck cock but to be thoroughly outdone by Julie who had a much smaller mouth. She repeatedly took in Jeff’s whole cock. I considered it showing off when on one stroke she took his balls into her mouth as well. Maybe enthusiasm had something to do with it. I rolled off of the bed and stood up and wiped the saliva off of my face. I waited. “You’re not leaving yet. You gotta do me. I looked down at Julie on the bed. I had no idea where this was going but I had always had a thing for Julie. She was a small thin girl and had a nerdish quality about her which was sometimes a big turn on for me. Thick rim glasses sat on her small featured face and her skin while perfect, was a little too white for my liking. She had great eyes and eyebrows, long auburn hair and she was small breasted—all big pluses in my book. I blinked. I had just sucked her boyfriends cock. Whatever she wanted to do with me wasn’t going to be any worse. Before it was Julie’s turn though both of them wanted to see my locked cock. I wasn’t the slightest bit embarrassed when I dropped my pants. My cock was so thoroughly captured that I didn’t even consider it being naked. Both of them marveled at the detailed construction of my cage and asked plenty of questions. I think Jeff got pretty squicked out when I told him how far the tube was up my cock. Once they were finished I sat down on the bed. Julie stood in front of me and started undressing. Jeff played things cool and went into the kitchen and then turned on the TV. The bedroom door was open but we were left to ourselves. Julie’s tits were beautiful A-cups with long nipples. She had the left one pierced with a barbell. Once again I was reminded of the 70s and 80s porn scene when Julie lifted her skirt. She had a pair of while lace panties that were too small to contain her bush. When she kicked her leg out to the side and put it on the bed frame so she could take her long socks off I could see from my vantage point that her bush even crawled out a little bit to the inside of her thigh. I was relieved to see that when she hooked her thumbs inside her panties and pulled them down, that while the expanse of her bush was vast, everything was trimmed short. Her ample lips poked through and were already wet with expectation. She told me to lay on my back and then she mounted me in a 69. She started sucking my balls before I could even start in on her. Julie’s lips were fanned out and her pussy was already open a bit as if it had just been fucked. I guess that was the drawback of having a boyfriend with a monster cock. I tongued her for a few minutes and when I went to plant a kiss on her clit she moved her hips up and met my puckered lips. Her cunt enveloped my mouth. When she pulled up I pushed my head back into the mattress to give myself a breather. Instinctively I reached up with my hand and wasn’t too surprised when her pussy greedily swallowed three of my fingers. I finger fucked her for a while but her smell made my mouth water. I returned to licking and finished her off with long tongue strokes over her lips and clit. My cock was raging so hard it felt like it had a chance at that moment to break its metal prison. Before Julie climbed off she put her lips on the metal cap at the end of my cage. I could feel the pre cum being sucked out of the tube in my cock. When Julie got up she looked at me with a big smile and wiped her mouth. She laughed and before I could lift myself off of the bed she climbed on top of me and tenderly kissed and licked the mess she had deposited on my face. “Hang in there with this. I promise it will be worth it. I dressed and before I left they told me to come back on Saturday for another chance to satisfy Jeff. Just as I walked out the front door I heard Julie yell. “Wait! I turned and she tossed something at me underhand. It hit the door frame and flipped out on the porch. I reached down and grabbed the big fleshy dildo and quickly tucked it underneath my shirt. “You should try practicing on that. It’s only 8 inches, so you’ll have another inch and a half or so before you can get Jeff down. It will help though. Make sure you bring it back. That one’s not cheap. Julie gave me that sweet smile and her wonderful head tilt before she shut the door. I think when I fell asleep that night the last thought that went through my mind was that I had just sucked on a 9.5 inch cock. Over the next three weeks I was given a handful of opportunities to swallow Jeff to his satisfaction. Finally it was over when after nights of working on the practice cock, I used some throat numbing spray to get myself over the last piece of his manhood. I almost started to well up with tears when I felt his trimmed pubic hair hit my nose. Once I knew I could do it I took Jeff all of the way in and then out, over and over. He finally came when I held him deep in my throat and clenched his cock several times by using a swallowing motion. In less than a month under Jeff and Julie’s thumb I had broken a lot of new personal sexual ground. The biggest had to be the night Jeff got bored with my failed attempt at oral service and fucked me. I wasn’t going to let him but Julie pegged me first with

My practice cock. The more open-minded version of me believes that Jeff’s member felt superior not due to its size, but simply because it was just better. I suppose the intensely pleasurable sensation of his large shaft twitching and ejaculating inside my backside didn’t hurt either. Nor did it matter much that when everything was said and done, Julie cleaned me up down there with a few skilled passes of her tongue.

As for attending to Julie, by the time I had mastered Jeff’s command we had covered nearly every activity possible while wearing a locked cock—I had rimmed her, performed oral on her breasts, and twice cleansed her cream pie—both times from ringside. The first instance occurred with Jeff seated in a chair while Julie rode him backwards (reverse cowgirl) as I knelt between her legs; the second saw Julie straddling my face in 69 position while Jeff took her from behind. Watching his swollen cock slide back and forth through her hairy slit was remarkable, easily surpassing the finest porn I’ve ever seen because I was living it firsthand.

Julie had me climax twice just to puff up Jeff’s ego. Once he stood up—which only took about two minutes—I was dismissed. Clearly, on those evenings Julie enjoyed the humiliation aspect. Then there was the weekend her sister Jen visited. Jen was a semi-butch lesbian with the same figure as Julie but slightly more toned and very short hair. Julie had me come over so Jen could witness my kept state. They sat on the sofa drinking wine while watching me slowly undress at their command. Julie looked visibly aroused, whereas Jen seemed amused. I thought that concluded matters, but later that night I was summoned again. Jeff and Julie were watching TV when I was told to go into the guest bedroom where Jen awaited. I entered sheepishly, unsure what to expect.

Jen greeted me in her underwear with a cunning smile and a strap-on protruding from between her legs. In her words, she wanted to “experience being the object of desire.” She fucked me repeatedly over several 20-minute sessions throughout the night. After each round, Jen insisted on spooning me while keeping the first couple of inches of her cock inside my ass. I barely slept. At 7:00 a.m., she gave it one last go with a new twist. She explained she would work until friction caused her to climax at the base of the dildo. Finally, she screamed when I clamped down on the plug and held it steady for her thrusts against. The clock read 7:50. I’m not sure if she viewed this as a peace offering, but before I left, Jen made me perform oral again for a second orgasm. Unlike her sister’s pussy, Jen’s was neatly groomed—shaved into a tight patch with both labia pierced by silver hoops. I brought her to climax in under 15 minutes through sucking and licking, yet as I dressed, Jen couldn’t resist one final chance to humiliate me. She declared my oral skills lacking even for the most inexperienced lesbian. I just smiled and said thank you.

On the last night, Jeff retreated again to the living room. Julie sat me in a chair and cuffed my hands behind my back. She unlocked my cock with great care, washing and shaving me because she likes all her men this way. Julie freed me from the chair and gave me two massive, body-shaking orgasms—one in her beautiful mouth and another deep within her deliciously tight anus. When I departed that night, I smiled at Jeff knowing he had something he couldn’t have: Julie loved anal, but Jeff was simply too large for it.

Before leaving entirely, though, Julie wanted to reattach the device—“I want you back in your locked state. It’s how I like you.” Even though I had just ejaculated twice, it remained an intensely sexual experience and my cock refused to cooperate fully. After talking me through it unsuccessfully, she tried a different tactic. She put me on all fours and inserted her finger into my ass. Once she milked out a large volume from my shaft, shrinking enough for the cage to fit, I was ready. She placed the chain with both keys around my neck, kissed her goodbye, and left.

I continued visiting the coffee shop daily, and mostly we carried on as if nothing had changed. A week later, I resumed mailing back the keys. Initially, I sent only one at a time. Knowing I could retrieve them whenever I wanted ruined the suspense somewhat. So, one morning against my better judgment, I took both keys from my nightstand drawer and placed them in an envelope. I paused to check the address carefully: 2815 Elm—Jeff and Julie’s home. I dropped it at the post office just before heading to work.