(Sissy vs sissy) truthful_kinky vs Awky - The Ultimate Chastity Endurance Challenge - Page 2

ScarletMaid · 07-10-2021, 12:49 AM

Ok here is a challenge.

From now on the first person to do 500 Deepthroats gets one perk.

If they lose in the end. but won this perk reduce the amount of being a slave by 1 hour for every 10 Deepthroats they did over their rival.

If they win in the end. and won this perk increase the amount of the loser slavery by 1 hour for every 10 Deepthroats they did over their rival.

HOWEVER as an extra rule.

truthful_kinky has to held the Deepthroats 5 seconds each for them to count.

truthful_kinky · 07-10-2021, 12:55 AM

Quote:

Originally Posted by ScarletMaid

Ok here is a challenge.

From now on the first person to do 500 Deepthroats gets one perk.

If they lose in the end. but won this perk reduce the amount of being a slave by 1 hour for every 10 Deepthroats they did over their rival.

If they win in the end. and won this perk increase the amount of the loser slavery by 1 hour for every 10 Deepthroats they did over their rival.

HOWEVER as an extra rule.

truthful_kinky has to held the Deepthroats 5 seconds each for them to count.

Can I start right now, with awky asleep? :P

ScarletMaid · 07-10-2021, 12:59 AM

Quote:

Originally Posted by truthful_kinky

Can I start right now, with awky asleep? :P

Yes

go ahead and start. hopefully you will finish. or at least make it much easier once you lose.

SissyDiaper<3er · 07-10-2021, 06:34 AM

Wasn't gonna comment or add to your predicament, but I was curious about why only panties 2 hours a day. I think 24/7 panties would be not only better, but necessary (Unless emergencies, just like the cages).

Not daring you to, just asking why :3

MaidSlut · 07-10-2021, 02:31 PM

Quote:

Originally Posted by ScarletMaid

Yes

go ahead and start. hopefully you will finish. or at least make it much easier once you lose.

h..hey no fair they got a huge head start ! Luckily I don’t think she’s finished yet though~ ...I better get deep throating ;3 Thank you for the awesome challenge <3

Quote:

Originally Posted by SissyDiaper<3er

Wasn't gonna comment or add to your predicament, but I was curious about why only panties 2 hours a day. I think 24/7 panties would be not only better, but necessary (Unless emergencies, just like the cages).

Not daring you to, just asking why :3

mm well I have been since 2 days ago and basically will be the rest of the time, truthful definitely should too

truthful_kinky · 07-10-2021, 03:59 PM

Quote:

Originally Posted by Awky

mm well I have been since 2 days ago and basically will be the rest of the time, truthful definitely should too

I am using panties 24/7 now too, because of a dare

ScarletMaid · 07-10-2021, 04:09 PM

So sissies. How many deepthroats have you done?

You should post how many you have done every post so we know who to root for

MaidSlut · 07-10-2021, 04:22 PM

Quote:

Originally Posted by ScarletMaid

So sissies. How many deepthroats have you done?

You should post how many you have done every post so we know who to root for

Sissy me made it to 200 before my throat got sore and is taking a break!

ScarletMaid · 07-10-2021, 04:33 PM

Quote:

Originally Posted by Awky

Sissy me made it to 200 before my throat got sore and is taking a break!

Pjust for a bit of motivation Sissy.

If you lose I'll do another task like this but giving you a HUGE disadvantage.

That way I'll cripple you at the end of the game. So start sucking slut

truthful_kinky · 07-10-2021, 05:37 PM

I finished at 100 last night, and I'm pushing as much as I can today! My throat is a little sore but I'll do my best

truthful_kinky · 07-11-2021, 11:15 AM

I finished at 200 last night. My throat was hurting really, really bad. And awky was at 240, if I remember correctly... So I decided to bribe her! I sent a video of me hatefucking my ass with my dildo, and she said she would spend a day without doing deepthroats.

And, well, she said I could bribe her for more. So I got my big plug, and warmed up my ass for about... 5 seconds, and the plug was already in. I turn on the camera, and tried to fist myself. And I did! I recorded my first fist fuck ever, and I sent it to Awky, in hopes of getting some more time (my throat got really sore, it's still hurting bad). And of course she gave me it.

So, that's my report. I fist fucked myself, after hate fucking my ass with my big plug, and I'm feeling so horny and dirty. I also used my dildo, and it felt like the easiest thing ever to just fuck myself hard with it.

I need bigger toys, and slow down a little too :P

Mr.sissyboy · 07-11-2021, 04:26 PM

A punishment could be to go to any public restroom full makeup, clothes, shoes, etc. and offer blowjobs to anyone who come in! Could be set for a time limit or bj limit

MaidSlut · 07-11-2021, 05:05 PM

Quote:

Originally Posted by Mr.sissyboy

A punishment could be to go to any public restroom full makeup, clothes, shoes, etc. and offer blowjobs to anyone who come in! Could be set for a time limit or bj limit

This would be a bit tooo public for me. Thanks for the idea though

Oh and yes I’m at 240 deepthroats! Waiting a little while for truthful to get ahead now since she was such a good slut for me

. It would be the perfect opportunity for her to fuck me over.. but I don’t THINK she will ^^

SissyXcandy · 07-11-2021, 10:55 PM

What i mostly do for a predicament is wearing pantyhose under my male clothes aswell, without socks. If that is too public, u can make it something like that both of you have the choice to let the other wear them for 30 min.. So straight to the restroom, wear them and out in the public. If no one looks at your ancles its fine😂.

If u not into it np, i just reguraly do it.
Nice idea and have fun!!

ScarletMaid · 07-12-2021, 08:15 PM

so how did the throat fucking go.

Dont leave me hanging.

07-10-2021, 12:49 AM	#16
ScarletMaid getDare Devil Join Date: May 2020 Location: Mexico Posts: 1,477 Blog Entries: 10	Ok here is a challenge. From now on the first person to do 500 Deepthroats gets one perk. If they lose in the end. but won this perk reduce the amount of being a slave by 1 hour for every 10 Deepthroats they did over their rival. If they win in the end. and won this perk increase the amount of the loser slavery by 1 hour for every 10 Deepthroats they did over their rival. HOWEVER as an extra rule. truthful_kinky has to held the Deepthroats 5 seconds each for them to count. __________________ 32/Nonbinary/Dom/Ace/They Limits: Anything not on likes. Likes: Spankings, Deepthroats, Linewritting, Cornertime PM Dares

07-10-2021, 06:34 AM	#19
SissyDiaper<3er Senior Member Join Date: May 2021 Location: EU Posts: 110	Wasn't gonna comment or add to your predicament, but I was curious about why only panties 2 hours a day. I think 24/7 panties would be not only better, but necessary (Unless emergencies, just like the cages). Not daring you to, just asking why :3 __________________ 33 \| Locked pet Loves : teasing, diapers, predicaments, spankings, diapers, predicaments, toys (dildos, chastity, etc), petplay, humiliation, scat, anal, WAM, messy, BDSM, creative punishments, communication. Likes : edging, enemas, wedgies, CBT Hardlimits : public exposure, social suicide, extreme pain, blood, blackmail, faces, personal information 🔒Locked in chastity and denied since March the 28th of 2024 Feel free to check me anytime Kik: SissyDiaperHearter

07-10-2021, 04:09 PM	#22
ScarletMaid getDare Devil Join Date: May 2020 Location: Mexico Posts: 1,477 Blog Entries: 10	So sissies. How many deepthroats have you done? You should post how many you have done every post so we know who to root for __________________ 32/Nonbinary/Dom/Ace/They Limits: Anything not on likes. Likes: Spankings, Deepthroats, Linewritting, Cornertime PM Dares

07-10-2021, 05:37 PM	#25
truthful_kinky Junior Member Join Date: Jan 2021 Posts: 22 Blog Entries: 4	I finished at 100 last night, and I'm pushing as much as I can today! My throat is a little sore but I'll do my best __________________ 22/NB/Pan yes, it's me on the picture Likes, Dislikes, and Limits! Toys and Clothes! kik: truthful_kinky Wallclaimer (android): truthful_kinky How much I love sucking cock

07-11-2021, 11:15 AM	#26
truthful_kinky Junior Member Join Date: Jan 2021 Posts: 22 Blog Entries: 4	I finished at 200 last night. My throat was hurting really, really bad. And awky was at 240, if I remember correctly... So I decided to bribe her! I sent a video of me hatefucking my ass with my dildo, and she said she would spend a day without doing deepthroats. And, well, she said I could bribe her for more. So I got my big plug, and warmed up my ass for about... 5 seconds, and the plug was already in. I turn on the camera, and tried to fist myself. And I did! I recorded my first fist fuck ever, and I sent it to Awky, in hopes of getting some more time (my throat got really sore, it's still hurting bad). And of course she gave me it. So, that's my report. I fist fucked myself, after hate fucking my ass with my big plug, and I'm feeling so horny and dirty. I also used my dildo, and it felt like the easiest thing ever to just fuck myself hard with it. I need bigger toys, and slow down a little too :P __________________ 22/NB/Pan yes, it's me on the picture Likes, Dislikes, and Limits! Toys and Clothes! kik: truthful_kinky Wallclaimer (android): truthful_kinky How much I love sucking cock

07-11-2021, 04:26 PM	#27
Mr.sissyboy getDare Sweetheart Join Date: Jan 2020 Location: Rocky mountains Posts: 267	A punishment could be to go to any public restroom full makeup, clothes, shoes, etc. and offer blowjobs to anyone who come in! Could be set for a time limit or bj limit __________________ Likes: cross dressing, cum play, humiliation, kinky, semi public, chance, worship, feet, ice, down underwear dares, dice dares, bets, games Punishments (dislikes): cum eating, messy, cbt, blackmail (short term only), spanking, live Webcam dares,messy Limits: face pics, scat, eating, toilet, cbt, anal, a2m, family/social suicide, long term dares Snap: jackieh9798 http://www.humansexmap.com/showmap.php?mapid=map60ef8a6e9bcc93.94277897"><img src="http://www.humansexmap.com/sexmapsmall.jpg

07-11-2021, 10:55 PM	#29
SissyXcandy Senior Member Join Date: Mar 2016 Location: The Netherlands Posts: 175 Blog Entries: 3	What i mostly do for a predicament is wearing pantyhose under my male clothes aswell, without socks. If that is too public, u can make it something like that both of you have the choice to let the other wear them for 30 min.. So straight to the restroom, wear them and out in the public. If no one looks at your ancles its fine😂. If u not into it np, i just reguraly do it. Nice idea and have fun!! __________________ 22 Y/o Sissy About me My ideology Likes, dislikes, limits what kind of dares i like ''I don't just love her, she owns me. Completely. I'd do anything for her - Abbi Glines Never too far

07-12-2021, 08:15 PM	#30
ScarletMaid getDare Devil Join Date: May 2020 Location: Mexico Posts: 1,477 Blog Entries: 10	so how did the throat fucking go. Dont leave me hanging. __________________ 32/Nonbinary/Dom/Ace/They Limits: Anything not on likes. Likes: Spankings, Deepthroats, Linewritting, Cornertime PM Dares