Friday, October 11, 2024

Fantasy Friday! 6-months

"Do you miss it?" I asked my wife as we were snuggling in bed after we had sex.

"What?" was her playful answer. Knowing full well what I was asking about, but making me say it. 

"You know..." pointing to my caged penis. 

"Oh that? Honestly, no. Is that wrong?"

I was a little saddened by her answer, but I understood. I was never good in bed, and ashamed to say, I've never gotten her off during sex. Sex for us usually includes me playing with her nipples, kissing her neck, while she uses her special vibrator to bring herself to orgasm after orgasm. Sometimes she'll let me grind my hips against her leg while she's playing. 

"Maybe we can try again?" Reffering to actuall penetration.

"Honey, we've talked about this. I love how we have sex. And I think you do too. You've told me you prefer being caged."

Again, it got me in the feels. But I understood. We did have that conversation. I love how I feel constantly horny and on edge. It lasts forever, it's always there. Whether you're in the mood or not. Orgasms, erections, sex... They're great, but last just seconds. Well for me anyway. I just didn't think penetration would be "off the table" all together.

"But, it's been nearly 6 months" I was starting to get a little winey, and as soon as I said it i regretted it.

"And for that, it'll be 6 more... at least. We've talked about this. I don't enjoy you sticking your penis inside of me. It brings me no pleasure, and you make a mess before you get all the way in. Which is really saying something, considering you only have three inches."

I fell silent once again. She was right. As always. It's not like I don't get my share of pleasure. She uses a veriety of toys to penetrate me. And I have my very own vibrator I'm allowed to bring myself to orgasm while caged. Life is good as a sissy.



Tuesday, October 8, 2024

Definitely Indefinite

We've (Miss Scarlett and i) have had a turn in our relationship. Before anyone gets any ideas, it was nothing bad. On the contrary, it was a very positive turn. Our turn? Revolves solely around chastity. 

We've been moving towards this moment slowly over the last almost decade. Whenever i've been locked up in the past, She would rarely keep me caged more than a couple days without letting me out to "play with it". Honestly, i'm not sure if it was because She felt bad about it, or She just really wanted to feel an erection. Orgasms were never any more frequent, She just liked playing with it, teasing me, denying me, and telling me to lock back up.

About 2 months ago, i had asked her to try leaving me in longer. She was concerned or maybe a little confused that i would ask that. i had to assure her that it was ok. i honestly prefer the feeling of arousal while caged, over having an erection. i haven't stroked my penis for stimulation for a VERY long time. Orgasms were almost always done by vibrator anyway. 

After our discussion, the cage went on after having the summer as a chastity break. Well, it didn't come off at all for 6 weeks until i was allowed an orgasm. Maybe i'll expand on the circumstances on that someday. Anyway, back in the cage i went. i sit here at just over a week locked and i have been told that this is the new normal for our relationship. i asked for how long. She said "indefinitely".

Indefinitely. Not permanent, indefinite. What's the difference? Well, it was explained to me that there will never be a break again. i will be caged forever. Permanent means never off. Indefinite means it's always on. The difference? Well, i'm allowed out to exercise and immediately re-caged when done. She told me that She may want to someday tease me uncaged, but not to get my hopes up. 

This all terrifies me, but also excites me. i've been throbbing for over a week.

<3
sierra



Friday, October 4, 2024

Fantasy Friday

Tasha had been looking forward to the trip for weeks. She and her sissy husband were finally going to visit thier friends for a "not so vanilla" weekend. It was her first time with another man. First time as a married woman that she planned on fooling around and making her husband a cuckold.

Dan was excited also. He had been locked in chastity for just over a month when they arrived. It was late, they ate a quick diner and went out to relax in the hot tub. His wife wasted no time getting to know her "boyfriend". Her boyfriend, Jack, was already naked, Tasha quickly stripped and slid down in the water next to him. Dan, or Danielle as he was to be dressed as a sissy all weekend, was shy and stayed dressed, in a bikini, but dressed.

The night was uneventful as they were all tired. Tasha and Danielle turned in not long after, but Jack assured Danielle that tomorrow would be "difficult" for him to bare. Danielle didn't sleep well... Tasha however, slept like a baby. The next morning, they woke up and started cuddling. She looked at him and said, "I'm going to text him and get us some company this morning". Seconds later their bedroom door opened and her boyfriend walked in, naked. He slid in to bed, and gently, not so gently, pushed Danielle to the side of the bed. He lay there just watching. Jack was all over her, and she him. The moans of pleasure excaping her mouth were intoxicating. Witnessing all this happening right next to Danielle was humiliating, emasculating... arousing. He was a cuckold now. His wife was making out with her boyfirend, he was fingering her, and she was cumming from his touch. After her climax, Jack looked at Danielle and broght his hand to Danielle's face, stuck his fingers in his mouth, and he sucked his wife off his fingers. Not because he wanted to (he did), but because JACK wanted him to. He had little choice. 

That wasn't the last time they were together, but it was the last time Danielle was allowed to watch. However he wasn't forgotten. Jack's wife was "unoccupied" while he and Danielles wife were otherwise busy. Mia has a fetish for spanking, and well... Danielle was available. Each time Jack and Tasha slipped away, Danielle went over Mia's knees. Danielle had been spanked before, but this was different. This was raw. Wild. Punishment. And he loved every second of it. He was bursting in his cage, moaning with each rapid fire slap across his bare bottom. He heard his wife screaming in pleasure down the hall, as he was crying out in pleasure and pain himself. 

The weekend was a blur. And when it was over, they left somehow hornier than when they arrived.



Tuesday, October 1, 2024

Locktober

Everyone locked in chastity knows what Locktober is. Miss Scarlett told me to lock back up at the end of August after having the summer "off". i expected it would be a VERY long time before i saw my key again. Like after the New Year long. Well, we went away for the weekend, as a little vacation and to my surprise, the key was not only used, but there was an O for me! Well, 5 to be exact! i'm surprised dust didn't shoot out after the 5th!

i'm not compaining, no not at all. It was an amazing weekend. Miss Scarlett matched my O's 1 for 1 also. i wouldn't dare deny Hers! i do keep track of my chastity time and our orgasms in a spreadsheet. We had to fly to our destination, which decreased my "time" caged, but still ended the month 90+% locked. Orgasms? Well, my total was incredibly high at 6 for the month. Hers though... a new record! 30!!! Averaging one per day. But all records were made to be broken ;)

So what is in store for me now that i'm locked once again, being Locktober, AND having SO many orgasms last month? Only one person knows that, but i can guess the next couple months are going to be agonizing for me, yet so very pleasurable.

<3 sierra


Friday, September 27, 2024

Fantasy Friday!

And now the conclusion of the story "The Games Sissies (are made to) Play" Be sure to read (or re-read) Part 1 and Part 2.

My penis hadn't even stopped twitching yet when Terrie's Wife's lover walked up to me and handed me my new chastity cage. Just 1" in length, just as promised. As he handed it to me, he smiled, and said "I was hoping it would be you." I was mortified, and couldn't even look him in the eyes. My wife knelt next to me, she already had a cold wash cloth and started cleaning me up. The affect was twofold. She wiped up the mess and the ice-cold cloth did it's trick to shrink what little I had. 

"You'll get used to the new cage, but it's going to be tight for the first few months. Luckily you won't have the temptation to remove it since I won't have the key!" She was an expert at installing the cage. I wasn't permitted to take off or put on any cage, as she didn't want me ever to touch my clit uncaged. Within just a few seconds she was already fastening the lock. "I'm so proud of you dear. Thank you for giving this to me". With that she stood up and walked to her friend and handed her the key. She smiled at my wife and accepted.

My wife practically skipped to the men who were waiting. She gave each a hug and a kiss as each one took a hand and led her to the back bedroom. That left myself, Terrie, and her wife alone in the main room. "Sierra, since you selfishly had your pleasure, you will be watching Terrie's punishment this evening. Remember, you did this to her. Your best friend will be crying this evening."

She stood up and walked towards us. Terrie got up, but didn't dare protest, and simply followed her to their room. I too, stood up and followed. Once in the master bedroom, Terrie's Wife told me to sit in the chair facing the bed. I obeyed immediately. "If I catch you looking away or making any noises, you're next. Understood?" I simply nodded my head.

Terrie climbed on the bed on all fours. For the next 45 minutes I had to watch my best friend be spanked to the brink of breaking. Listening to her cry, while I listened to my own wife cry out in pleasure from the next room. I didn't make a sound. After all that had happened that night, and all that I was witnessing, and hearing, I was still throbbing in my cage. Desperate for any attention, but I knew I had no chance of that for a VERY long time.

The End
<3 sierra



Monday, September 23, 2024

i asked for it, again.

As many of my readers know, my Wife and i have been "playing" with chastity for many years. She is a natural Dominant, and i seem to have taken to submission like a fish to water. With each lock up session, it always seems to get more intense. More teasing, longer duration, more teasing... oh wait, i said that already.

About a month ago, 25 days to be exact. i was told to lock the cage on after having the summer "free". She wasn't even home when She gave the order. She was hundreds of miles away on a business trip. i, like the good submissive i am, immediately and without question found the cage, put it on, and sent Her a photo. 

When She returned home the next day, we had a discussion. i had already been bulging and it was only one day. i asked her, maybe foolishly, if she could be more strict with this lockup. Keeping me caged for teasing. i told her i wanted see how much i could handle. Teasing while caged, is SO much more frustrating that an uncaged tease.

i have no idea how long She's going to keep me denied this time, but i can imagine after an entire summer "free", that it's going to be a while. my record? 125 days. 125 days without an orgasm, but frequent erections. An erection takes the edge off the denial. Relieving some of that "pressure" even though there was no orgasm in that time. If She takes me to 125 and beyond this time, and i have zero erections???? Well, who know what'll happen!

<3 sierra


Friday, September 20, 2024

Fantasy Friday!

Part 3 of last weeks story is going to have to wait another week. i had an idea for something a little different this week. Hope you all enjoy!


It had been months since my wife started wearing the chastity key around her neck. Almost 3 months actually. If you really wanted specifics, 89 days, 16 hours, and 43 minutes. But who's counting. Actually, not me. Because the key that she is wearing around her neck isn't for MY chastity cage.

She was given this key by a close friend. She wanted to both humiliate and scare the hell out of her husband. My wife wasn't sure about the situation at first, but she smiled from ear to ear from the start.

Today though, was the day the key was reunited with the lock. Where was I? Half a country away, anxious. Not knowing just exactly what was happening, yet spoon fed snippets of the night through picture texts. A selfie with our friends. Her shirt with the top few buttons open, key visible between her breasts. One in the bathroom in just her bra and panties from behind. Clearly someone else took the picture. This was all new to me, and it had my own cage straining to contain the desperately growing erection in my own panties.

The meeting had been a planned trip for months, pretty much from the start of the key exchange. There was plenty of teasing through texts in the months leading up to this very night. Where should I begin...

She knocked on the hotel room door, seconds later it opened and she was greeted by a maid and a curtsy. This maid though, wasn't hotel staff. It was the humiliated husband in chastity, whose key she wore around her neck. She laughed out loud and walked in the room. His wife was smiling and sitting on a chair in the corner of the room. She welcomed my wife, and said "My husband has been looking forward to this day for a long time". "As have I", my wife said.

"Show me", it wasn't a request, but an order. The "maid" lifted his skirt and lowered his panties to displayed the tiny steel cage. Another laugh. "Loose the dress, you won't be needing that, but leave the bra and panties". As he disrobed, he couldn't take his eyes off the key around her neck. She noticed; she rarely misses anything.

"Lay on the bed", another not request. He did, and she smiled. She climbed on the bed and knelt next to him. She bent down, the key hanging from her neck, just inches from the cage. "Such a precious little package, perhaps we'll keep it wrapped". You could see the tension in his eye, the want, desire.... desperation. She then spun her body and straddled his abdomen. Her skirt had risen enough that her stocking tops were clearly visible now. Black, with lace tops. Black is such a powerful color. Strong, Dominant.

She made it clear that his hands were to remain behind his head, fingers interlaced, or they would be bound. She starting rubbing his nipples through the thin fabric of his bra. A moan. Was it him, or her? They were both clearly enjoying themselves. A pinch, harder this time. A sigh, that was him. Twist, pinch, moan... smiling. She was clearly having the desired effect on him. Out of nowhere, a slap across his face. Not hard, but enough to bring his focus back on her, and not the pleasure/pain on his nipples.

She inched her hips back, now she was hovering directly over the throbbing caged penis. Her skirt now fully up around her waist. Displaying sheer black panties that let nothing to the imagination. She lowered herself and rested her pussy on his panty covered cage. The only thing separating the two was the thin fabric of their panties. He could feel the heat coming off her pussy, she could feel his caged cock throbbing. She leaned forward and squeezed his nipples once again. His hips pushed up into her as she did this. Not letting up on her grip of his nipples she leaned further, kissing him... hard, passionate, lustful kiss. She was just as turned on as he was, only she was free to have an orgasm, which, it was past time. 

Suddenly letting go of his nipples, she removed herself from the bed. "You're going to lick me until I tell you to stop. Your performance is directly conditional to me returning your key. If you understand, nod, do not speak." A nod, with that her skirt hit the floor, followed quickly by her panties, blouse, and bra. What was left were her stockings, heels, and of course the key around her neck. She straddled his face and lowered herself. She was already dripping wet. It didn't take long for the first waves of her orgasm to rock her body. Practically screaming, happy she insisted on a corner suite. The next one took a little more work. She was working her own breasts and nipples over when her second orgasm hit, then third. After the fourth, only slightly less intense orgasm had run its course, she collapsed on the bed alongside of him.

Once she regained her composer, she felt his throbbing cage under his panties. It was wet, sticky with pre-cum, pulsing. She looked over at him while still laying there. "You did very well. I'm very pleased with your talented tongue. I intend to return your key." It took only a second for him to understand what she had said. She never said she would USE the key if he did a good job, only that she would RETURN it. Climbing off the bed, she took the necklace off and handed it back to his wife, who was still sitting in the chair watching the events of the evening. Snapping photos. Sending them to me.

His wife smiled, and thanked mine. "You've been an exceptional keyholder and an exquisite tease the last few months. I've learned a lot from you! Now for the next few months, it's my turn." She put the key around her neck and gave my wife a hug and a kiss on the cheek.

She dressed, feeling more satisfied than she had in a very long time. It was a new experience for her, and one she was sure to experience again. But in the meantime, she had her own submissive sissy husband (not so) patiently waiting at home, no doubt throbbing in her own cage, leaking, horny, frustrated from the steady stream of pictures sent her way all evening.


Long story, but i hope you all enjoyed it as much as i enjoyed writing this one!
<3 sierra



Fantasy Friday! 6-months

"Do you miss it?" I asked my wife as we were snuggling in bed after we had sex. "What?" was her playful answer. Knowing ...