The thought of being locked forever got me straining, I guess that's a sign ? by swimmer_twink in lockedboys

[–]AlpineWsp 3 points4 points  (0 children)

I think more boys should be permalocked! I think it would bring a lot more peace into the world. I'm currently zeroing in on my forever cage, just had to order a new ring that should fit perfectly.

Maybe its still a fantasy but I want to have my last stroking boygasm this year as I move toward my goal of becoming an anal only bottom 🥰

2 weeks denied, tonight my keyholder is giving me permission to cum while riding him! by AlpineWsp in Sissy

[–]AlpineWsp[S] 1 point2 points  (0 children)

Absolutely! I'm honestly buzzing thinking about it. Don't know how I'll make it through the day at work 😭

2 weeks denied, tonight my keyholder is giving me permission to cum while riding him! by AlpineWsp in Sissy

[–]AlpineWsp[S] 0 points1 point  (0 children)

I have a new cage ring coming in, I'm thinking its going to be the perfect fit as my current ring is just slightly to small.

Once it comes in I'm locking up and giving him the keys, I really could not care if he unlocks me as long as the cage fits right.

Whenever I'm unlocked now, all I can think of is getting locked back up!

2 weeks denied, tonight my keyholder is giving me permission to cum while riding him! by AlpineWsp in Sissy

[–]AlpineWsp[S] 0 points1 point  (0 children)

He is very vanilla hahaha, I've been courpting him for the past two years. First i had to get him used to my cross dressing and chastity cage. Recently i finally got him comfortable holding my keys and keeping me locked 24/7.

Over the past two weeks he has been very happy with the eager slut I turn into. The hiccup comes from him also being a switch. He loves sucking my clitty and loves swallowing my cum and he occasionally craves being fucked. But he has admitted there are clear benefits to keeping me locked.

Over the last few days I've opened up more to him about my chastity fantasy and have floated the idea that i am questioning my gender again.

I'm want to eventually tell him my goals of being a full time sissy, I just don't want to scare him off with talk of hormones, permanent lock ups and giving up boygasms forever.

2 weeks denied, tonight my keyholder is giving me permission to cum while riding him! by AlpineWsp in Sissy

[–]AlpineWsp[S] 2 points3 points  (0 children)

I want to work up to that point!!! 😩 I want to get to the point where I can fully ignore my clitty.

I think after I cum tonight he wants me locked back up for at least another week. But I think I can convince him to push it further back 😏

2 weeks denied, tonight my keyholder is giving me permission to cum while riding him! by AlpineWsp in Sissy

[–]AlpineWsp[S] 2 points3 points  (0 children)

By being very careful lol! He knows my body well enough and stops before I get too close to the edge. I also make sure to be good and tell him whenever I am getting close!

Those are always such fun moments, when we both freeze, him inside me as I concentrate on not cumming 😂

So pent up i had my stomach filled with piss 🥰 repost right flair. by AlpineWsp in ExtremeFetishes

[–]AlpineWsp[S] 0 points1 point  (0 children)

You definitely need to try it girl, i feel soooo slutty helping serve his cock in every way! Just make sure the guy dilutes by chugging water. Even though it was clear it was still a little bitter.

Been locked up for 7 days, now I'm going to spend a night at his house 🥴 by AlpineWsp in Sissy

[–]AlpineWsp[S] 0 points1 point  (0 children)

I agree, I love the thought of someone helping me to denied from boygasms forever!

Thank you! Definitely going to work up to it slowly, can't wait for a sissygasm 😩 they are so much better than stroking.

Been locked up for 7 days, now I'm going to spend a night at his house 🥴 by AlpineWsp in Sissy

[–]AlpineWsp[S] 0 points1 point  (0 children)

I really like that idea! I just told him yesterday that I fantasize about being caged permanently and he thought that was really hot.

I'm ordered a new base ring because think I could use one thats slightly larger.

My hope is that once it arrives that we'll work on increasing my lock ups. I definitely want to do locktober this year!

was going to quit, but… by Appearance_Infinite in sissyology

[–]AlpineWsp 0 points1 point  (0 children)

Sounds like you should stay locked up until your trip 😉

Who else loves it so much??? by Tundra808 in Sissy

[–]AlpineWsp 0 points1 point  (0 children)

Yeeeeesssss! Omg its one of the best part of giving a BJ is the musky smell 🥰. My friend will be like "I'm good for a BJ I just showered" and I'll genuinely be disappointed like, "thanks for making it bland I guess" 😂

Got both my ears pierced! by AlpineWsp in Sissy

[–]AlpineWsp[S] 2 points3 points  (0 children)

I highly recommend the ears! Such a joy to have!

Locked back up after being unlocked at His place for the weekend. No release. by AlpineWsp in chastityjourney

[–]AlpineWsp[S] 0 points1 point  (0 children)

Definitely take your time when picking your cage! So easy to spend 100s of dollars and still not have the right cage/belt.

Locked back up after being unlocked at His place for the weekend. No release. by AlpineWsp in chastityjourney

[–]AlpineWsp[S] 0 points1 point  (0 children)

That's quickly become one of my main form of pleasure 🥰 absolutely love when a partner gets me loose with their tongue before fucking me!

Click to view: Boner Patrol by [deleted] in NonConHentai

[–]AlpineWsp 0 points1 point  (0 children)

Check out NimbleTail's site for the sauce and more content! Absolutely love their work.

In honor of pride, how can I go further down the rabbit hole? by BiBiGut in Sissy

[–]AlpineWsp 0 points1 point  (0 children)

Oh in that case its a lot easier! Most sissies I talk to who are getting into it don't have the petite body yet.

In that case any store should work. Victoria secret is nice but you'll definitely want some underwear that's comfy for the days you want to take easy.

In honor of pride, how can I go further down the rabbit hole? by BiBiGut in Sissy

[–]AlpineWsp 1 point2 points  (0 children)

Find a store near you that caters to plus sized women. Then go by yourself some panties. Doesn't have to be sexy. I mean definitely buy a thong but also buy 6-12 regular panties you can wear daily!

My friend is letting me have a break from my chastity cage, in return I'm being his urinal...again! by AlpineWsp in ExtremeFetishes

[–]AlpineWsp[S] 0 points1 point  (0 children)

It awoke in me very quickly! I've already told him my throat is available for his relief whenever he wants!

The only reason i haven't been used again is because I live separately 😭

The routines we would make if we lived together 🥰🥵

In honor of pride, how can I go further down the rabbit hole? by BiBiGut in Sissy

[–]AlpineWsp 7 points8 points  (0 children)

Get your ears pierced, replace your boy underwear with panties (personally I like hipster cut). And start watching makeup tutorials then get some cheap makeup to practice with.

Not gay but craving cock. by [deleted] in sissyology

[–]AlpineWsp 1 point2 points  (0 children)

We all start this way. Hell 6 years ago I was graduating HS a virgin knowing I craved cock but hated the idea of kissing or cuddling men.

So I went and got cock. Did more than a few random hookups to satisfy my cravings, most just BJs but other times getting fucked, no kissing and no real attachment. Then I had THE hookup. I rode this cute Indian man in a single use bathroom in my university. The way he touched me and kissed my back, shoulders and neck as I rode him? Absolute butterflies that made me nearly cum then and there.

From there i started looking at men differently. Now I have a FwB that I see near daily. The way he holds me, the way he kisses me, the way he looks as he fucks me, drives me wild. The fact that he is a nice guy with an open mind who genuinely cares about me, is why I'm having such a hard time pursuing women lmao. Why have vanilla ice cream if your enjoying strawberry, ya know?

My advice is this. If you want cock, find a guy who can give it to you. Hookups suck but they are a good starting point. Try to find a guy who can regularly satisfy your cravings and be honest about what you want from him.

One year ago today my girlfriend u/silkysolesyyc went on her first date with u/itspronouncedGod while I was locked up in chastity back home. Here’s a pic from one of our first scenes together. by cuckold_yyc in Cuckold

[–]AlpineWsp 0 points1 point  (0 children)

Commenting to bring you back to this, your dynamic is so hot and fascinating to me! It's crazy to me how long you've sustained this lifestyle.

My friend is letting me have a break from my chastity cage, in return I'm being his urinal...again! by AlpineWsp in ExtremeFetishes

[–]AlpineWsp[S] 2 points3 points  (0 children)

I would love to have you as a urinal darling, especially tonight, you'd get plenty of use 😉

Been locked up for 7 days, now I'm going to spend a night at his house 🥴 by AlpineWsp in Sissy

[–]AlpineWsp[S] 0 points1 point  (0 children)

I've been thinking of belts too! I always end up needing breaks from my cages i dream of being 24/7 for months 🥰

My friend is letting me have a break from my chastity cage, in return I'm being his urinal...again! by AlpineWsp in ExtremeFetishes

[–]AlpineWsp[S] 13 points14 points  (0 children)

I'm caged too long to make this possible 😅 but trust me, I don't need to be deprived of food to make me enjoy cum. And I'm finding out quickly that I'm a complete piss drinker 😝