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Old 11-13-2019, 03:55 PM   #1
Truckernaut42
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Default Sent Back To High School Choice

If you were forcibly sent back in time to your high school days, and had to choose one of these options, which would you choose and why? (for all of these choices you can drive to school or be given a ride, but you must change into your outfit or lack thereof before you get in the car)

- Do all 4 years of high school crossdressed
For men, you would have to wear all women's clothing, including bra and panties, but you'd be able to choose what you wear. However, your choice in pants would be limited to leggings, or skirts, as jeans and most other pants are unisex.

For women, you would not be able to wear anything that isn't at least unisex, however, you would not be allowed to wear a bra ever, meaning your nipples would likely show through your shirt. No panties either, only boxers. You also are not allowed to shave anything, not even your vagina.

- 3 years of high school (of your choice, but they must be consecutive) in only underwear (no shoes, but socks allowed)
For men, you would wear boxers or briefs and tanktop

For women, you will wear bra and panties, however, you can choose to wear any kind you want, so they can be as skimpy or otherwise as you would like

- 2 years of school (one again, your choice, but they must be consecutive) in a diaper
For both genders, you will be in a diaper and barefoot, however, you will also have to wear t-shirts with cartoon characters that are too small for you and expose your midriff. Women can wear a sports bra underneath. You may also only go pee in your diaper, and when you do, you are sent to the school nurse to be changed. Number two can be done in a bathroom but the school nurse will be called to your class and escort you to the bathroom.

- 1 year of school (your choice) completely naked.
This is self explanatory. You are COMPLETELY naked for the whole year and anytime you fail an assignment or don't do your homework, the teacher for the class can spank you 10 spanks in front of the class. You are also given the option to masturbate anytime you want, if you should be brave enough to do so.
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Old 11-13-2019, 04:23 PM   #2
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Gonna be honest here the 4 years cross dressed thing definitely wouldn’t be that hard for me personally my wardrobe was pretty much unisex to begin with lol boxers would be annoying to get used to but I lived in jeans band tees and flannels as it is
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Old 11-13-2019, 11:05 PM   #3
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Honestly diapers because I like it and it doesn't seem that bad
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Old 11-14-2019, 12:44 AM   #4
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When I first read this, I thought the three years of only underwear meant just boxers or briefs, and I still figured I’d take it as the best of four very bad options. At least it would be strong motivation to stay fit, right? Then I spotted that I could also wear a tank top and socks, and life got much easier.
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Old 11-14-2019, 08:30 AM   #5
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Default my choice

Quote:
Originally Posted by Truckernaut42 View Post
If you were forcibly sent back in time to your high school days, and had to choose one of these options, which would you choose and why? (for all of these choices you can drive to school or be given a ride, but you must change into your outfit or lack thereof before you get in the car)

- Do all 4 years of high school crossdressed
For men, you would have to wear all women's clothing, including bra and panties, but you'd be able to choose what you wear. However, your choice in pants would be limited to leggings, or skirts, as jeans and most other pants are unisex.

For women, you would not be able to wear anything that isn't at least unisex, however, you would not be allowed to wear a bra ever, meaning your nipples would likely show through your shirt. No panties either, only boxers. You also are not allowed to shave anything, not even your vagina.

- 3 years of high school (of your choice, but they must be consecutive) in only underwear (no shoes, but socks allowed)
For men, you would wear boxers or briefs and tanktop

For women, you will wear bra and panties, however, you can choose to wear any kind you want, so they can be as skimpy or otherwise as you would like

- 2 years of school (one again, your choice, but they must be consecutive) in a diaper
For both genders, you will be in a diaper and barefoot, however, you will also have to wear t-shirts with cartoon characters that are too small for you and expose your midriff. Women can wear a sports bra underneath. You may also only go pee in your diaper, and when you do, you are sent to the school nurse to be changed. Number two can be done in a bathroom but the school nurse will be called to your class and escort you to the bathroom.

- 1 year of school (your choice) completely naked.
This is self explanatory. You are COMPLETELY naked for the whole year and anytime you fail an assignment or don't do your homework, the teacher for the class can spank you 10 spanks in front of the class. You are also given the option to masturbate anytime you want, if you should be brave enough to do so.
My choice would be nude for a year .
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Old 11-14-2019, 03:16 PM   #6
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So honestly this has been something I have always wanted to do and wish i could. This goes back to my days wrestling but I had so many people in the 10's of thousands see me in just underwear i stopped caring so would 100% take the going back to highschool but never wearing pants option
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Old 01-19-2021, 03:04 PM   #7
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Default Sent Back To High School Choice

No to all four years cross dressed. Women's clothes are too much trouble to want to wear for four years.

Maybe to three years in underwear. Some boxers are basically shorts. With a tank top, you wouldn't be far from fully dressed. If possible I would switch to just underwear (no socks or shirts). And I would have to pick a skimpier style every year. Freshman year: tighty whities (I can't imagine the wedgies and pantsings I would suffer that year). Sophomore year: bikini briefs. Junior year: jock strap.

No to diapers.

One year naked would be awesome, though I wish I could make this the four year option.
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Old 01-19-2021, 03:07 PM   #8
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Even though the boxer/tank top option would probably allow me to salvage most of my dignity, I'd have to go for the nude option. I'd assume in that scenario the idea of public nudity would still be embarrassing or humiliating, but at least socially 'acceptable'.

My social reputation would be ruined, but I'd have to.
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Old 01-20-2021, 05:01 AM   #9
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Give me the 4 years crossdressed. 4 years of daily public humiliation sounds amazing!
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Old 01-20-2021, 09:54 PM   #10
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this is what i chose- Do all 4 years of high school crossdressed
For men, you would have to wear all women's clothing, including bra and panties, but you'd be able to choose what you wear. However, your choice in pants would be limited to leggings, or skirts, as jeans and most other pants are unisex.

id luv to go back cross dressed
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Old 01-29-2021, 08:45 AM   #11
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I would just do it crossdressed for 4 years. After some time the teasing would end and you would just be able to move on and get things done.
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Old 01-29-2021, 10:01 AM   #12
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I’d probably pick either crossdressed, or diapers(though I’d probably be in diapers for both anyway). I’d probably pick just diapers cause I love diapers, but I’d one up you and I’d poop my diapers.
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Old 02-13-2021, 06:23 PM   #13
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I would have to go with the 1 year option. As I didn't hit puberty until 17, I was small and hairless through highschool and went out of my way to never be seen naked. So being forced into that situation would be crazy humiliating and tbh, I have fantasized about similar scenarios many time when jerking my little cock.
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Old 04-22-2021, 01:35 AM   #14
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I've would do the 4 year, because for women I think it's less harmful and humiliating
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Old 04-22-2021, 07:11 AM   #15
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If I had to go back to the conditions and attitudes that were prevalent while I was in high school, I would do the one year naked.

With today's mindset, I would probably do the four years crossdressed, though the one year naked would also be on the table.
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