Help me start my sissy transformation 19M

Darefulopinion · 07-23-2018, 03:54 AM

Hello. Recently I've started embracing my sissy side more and more and I'm asking you all for help. I currently don't own anything in terms of clothing or toys but am willing to purchase the things necessary. One thing to keep in mind is that I don't live alone and thus visible clothing dares won't really work.

Please aid me by giving rules and tasks for me to complete. I'm currently away for a few days so the posts can build up and I'll get to it as soon as I get home in a few days so if you don't get a report immediately, that'swhy. Pics for things like crossdressing/shaving/bodywriting can be requested.

Switch413 · 07-23-2018, 04:53 AM

Are you a sissy or are you trans? Easy way to know is to look into gender dysphoria
Just saying bcc you worded that weird

Darefulopinion · 07-23-2018, 04:59 AM

Removed the last line which might have been the culprit haha. I'm a sissy, not trans

Darefulopinion · 07-24-2018, 06:41 AM

Bumping this.

Cmon give this sissy some rules and tasks uwu

ebsia · 07-24-2018, 08:50 AM

Well lets start with obvious rules:
- Keep your body smooth at all time. Also, no facial hair allowed!
- Buy a chastity cage. Wear it all the time. You may only cum once a week after you have been following the rules perfectly.
- Buy 7 pair of panties (mix styles and colors). From now on you may only wear panties
- Buy a dildo and lube. Get used to fucking your ass 10 minutes every day.
- Spank your ass red every night before you go to bed.

Darefulopinion · 07-24-2018, 11:00 AM

Quote:

Originally Posted by ebsia

Well lets start with obvious rules:
- Keep your body smooth at all time. Also, no facial hair allowed!
- Buy a chastity cage. Wear it all the time. You may only cum once a week after you have been following the rules perfectly.
- Buy 7 pair of panties (mix styles and colors). From now on you may only wear panties
- Buy a dildo and lube. Get used to fucking your ass 10 minutes every day.
- Spank your ass red every night before you go to bed.

Thank you! This all seems very reasonable. I've ordered a cage, a dildo and an assortment of different panties (actually got 14 haha). Everything will hopefully arrive sometime next week. I'll make sure to shave and start with the spanking even before then uwu

sloppy_piggy · 07-24-2018, 11:09 AM

You should also throw out all your men's boxers, underwear. You won't be needing them any more. You may save one pair, but whenever you use them, you forfeit your week's one orgasm.

Also, practice your deepthroat game. 10 minutes daily.

ebsia · 07-24-2018, 12:38 PM

Destroying all you male undies is important indeed

.
Another thing, prove that you bought cute girly panties might be fun. When everything arrives, make sure your shaven and wear your chastity belt and model all panties. Hold a paper with your getdare username and make pics of the front and the back. Upload them to an album. This way we know in which undies your prancing around all day everyday

Darefulopinion · 07-24-2018, 03:33 PM

Quote:

Originally Posted by ebsia

Destroying all you male undies is important indeed

.
Another thing, prove that you bought cute girly panties might be fun. When everything arrives, make sure your shaven and wear your chastity belt and model all panties. Hold a paper with your getdare username and make pics of the front and the back. Upload them to an album. This way we know in which undies your prancing around all day everyday

Will do, as I said above, they'll arrive sometime next week probably

DaVance · 07-24-2018, 04:22 PM

Embracing your sissy side includes more than just clothing and toys. Your behavior may need to change for you to fully become a sissy. So my task for you is to practice how to curtsy. Spend at least 20 minutes every day practicing until you master a proper curtsy. A simple youtube video with curtsy instructions can be found here.

As the video states, practice daily until your curtsy is "graceful and elegant".

07-23-2018, 03:54 AM	#1
Darefulopinion Junior Member Join Date: Aug 2016 Posts: 13	Help me start my sissy transformation 19M Hello. Recently I've started embracing my sissy side more and more and I'm asking you all for help. I currently don't own anything in terms of clothing or toys but am willing to purchase the things necessary. One thing to keep in mind is that I don't live alone and thus visible clothing dares won't really work. Please aid me by giving rules and tasks for me to complete. I'm currently away for a few days so the posts can build up and I'll get to it as soon as I get home in a few days so if you don't get a report immediately, that'swhy. Pics for things like crossdressing/shaving/bodywriting can be requested. __________________ 19/Male/Pan/15.5cm https://www.getdare.com/bbs/showthre...15#post3365815 Help make me a sissy LOVES: Sissification, Anal, Spanking Likes: Cbt, pain, masturbation, cum eating, cumplay, bondage, bodywriting Dislikes: Petplay, heavy pain, pics, denial Limits: extreme pain, permanent marks, anything public or involving other people, sharp objects, utheral, scat/piss, blood, face pics, videos Last edited by Darefulopinion; 07-23-2018 at 04:58 AM.

07-23-2018, 04:53 AM	#2
Switch413 getDare Sweetheart Join Date: Sep 2017 Posts: 276 Blog Entries: 1	Are you a sissy or are you trans? Easy way to know is to look into gender dysphoria Just saying bcc you worded that weird __________________ M/18/Switch Kik:Switch413 Likes: degradation, humiliation, pet play Dislikes: spanking, pain, CBT, public Soft Limits: Piss, anal, denial Limits: scat, illegal, family, friends, social ruin, long term, etc PM DARES http://www.getdare.com/bbs/blog.php?b=85674

07-23-2018, 04:59 AM	#3
Darefulopinion Junior Member Join Date: Aug 2016 Posts: 13	Removed the last line which might have been the culprit haha. I'm a sissy, not trans __________________ 19/Male/Pan/15.5cm https://www.getdare.com/bbs/showthre...15#post3365815 Help make me a sissy LOVES: Sissification, Anal, Spanking Likes: Cbt, pain, masturbation, cum eating, cumplay, bondage, bodywriting Dislikes: Petplay, heavy pain, pics, denial Limits: extreme pain, permanent marks, anything public or involving other people, sharp objects, utheral, scat/piss, blood, face pics, videos

07-24-2018, 06:41 AM	#4
Darefulopinion Junior Member Join Date: Aug 2016 Posts: 13	Bumping this. Cmon give this sissy some rules and tasks uwu __________________ 19/Male/Pan/15.5cm https://www.getdare.com/bbs/showthre...15#post3365815 Help make me a sissy LOVES: Sissification, Anal, Spanking Likes: Cbt, pain, masturbation, cum eating, cumplay, bondage, bodywriting Dislikes: Petplay, heavy pain, pics, denial Limits: extreme pain, permanent marks, anything public or involving other people, sharp objects, utheral, scat/piss, blood, face pics, videos

07-24-2018, 11:09 AM	#7
sloppy_piggy Junior Member Join Date: Jul 2018 Posts: 11	You should also throw out all your men's boxers, underwear. You won't be needing them any more. You may save one pair, but whenever you use them, you forfeit your week's one orgasm. Also, practice your deepthroat game. 10 minutes daily. __________________ Likes: wam, humiliation, pet-play, butt play, trying new things! Limits: public, piss & shit, severe pain, permanent.

07-24-2018, 08:50 AM	#5
ebsia Distinguished Member Join Date: Nov 2010 Posts: 665	Well lets start with obvious rules: - Keep your body smooth at all time. Also, no facial hair allowed! - Buy a chastity cage. Wear it all the time. You may only cum once a week after you have been following the rules perfectly. - Buy 7 pair of panties (mix styles and colors). From now on you may only wear panties - Buy a dildo and lube. Get used to fucking your ass 10 minutes every day. - Spank your ass red every night before you go to bed.

07-24-2018, 12:38 PM	#8
ebsia Distinguished Member Join Date: Nov 2010 Posts: 665	Destroying all you male undies is important indeed . Another thing, prove that you bought cute girly panties might be fun. When everything arrives, make sure your shaven and wear your chastity belt and model all panties. Hold a paper with your getdare username and make pics of the front and the back. Upload them to an album. This way we know in which undies your prancing around all day everyday

07-24-2018, 04:22 PM	#10
DaVance Distinguished Member Join Date: Jul 2007 Location: Ohio Posts: 914	Embracing your sissy side includes more than just clothing and toys. Your behavior may need to change for you to fully become a sissy. So my task for you is to practice how to curtsy. Spend at least 20 minutes every day practicing until you master a proper curtsy. A simple youtube video with curtsy instructions can be found here. As the video states, practice daily until your curtsy is "graceful and elegant".