Boarding school

[Cycler21]

Next year I'm going to a boarding school for a semester. I normally sleep nude, j/o in my bed, and i like to freeball when I can. However I've never done any of these with other people present. I'm gonna be sharing a bedroom with one guy and a dorm room w 6 in total and I'm pretty sure there's only one bathroom so I cant rly take my time in there ya know. I feel like I'll have to end up taking initiative and talking to him but I don't want it to be awkward, what do I do?

[ska8er]

Well u r going to have changes in ur lifestyle so
ur going to have to rethink of all of these things.
Ur predisposing of what its going to b like. Sharing
a dorm with six guys Im sure ur going to have a wide
array of different craziness in what they do or like to do.
As for ur new roommate I would try to talk to him alone
and bring out how the two of u r going to share what u
like and what his opinion of what he likes to do. Unless he
is a prim and proper and a prude u may find that he may
just like the same things u like in regards to privacy in how
u like to sleep or pleasing urself. I would b honest with him
but first get to know him better til u guys get acquainted.

[Cycler21]

Well u r going to have changes in ur lifestyle so
ur going to have to rethink of all of these things.
Ur predisposing of what its going to b like. Sharing
a dorm with six guys Im sure ur going to have a wide
array of different craziness in what they do or like to do.
As for ur new roommate I would try to talk to him alone
and bring out how the two of u r going to share what u
like and what his opinion of what he likes to do. Unless he
is a prim and proper and a prude u may find that he may
just like the same things u like in regards to privacy in how
u like to sleep or pleasing urself. I would b honest with him
but first get to know him better til u guys get acquainted.

Haha yeah i hope he's not a prude. Thanks for the advice. Hopefully I'll be able to reach out to him beforehand and get to talking.

[antandlope]

That sucks man... but, you can always ask the person whom your sharing a room with about those things. I’m sure he’ll understand and you’ll find some way to do what you did at home :)

[Vegas2933]

That sucks man... but, you can always ask the person whom your sharing a room with about those things. I’m sure he’ll understand and you’ll find some way to do what you did at home :)

This is good advice. Good luck :)

[justa16yearoldaussie]

i have a friend in boarding school and he’s said he literally just jerks off in his bed

[JayA]

Next year I'm going to a boarding school for a semester. I normally sleep nude, j/o in my bed, and i like to freeball when I can. However I've never done any of these with other people present. I'm gonna be sharing a bedroom with one guy and a dorm room w 6 in total and I'm pretty sure there's only one bathroom so I cant rly take my time in there ya know. I feel like I'll have to end up taking initiative and talking to him but I don't want it to be awkward, what do I do?

Exactly what you said you would need to do -- talk to him!!! He is going to want to do the same thing, so get it out of the way......

[Matt 04]

I have a friend who is at boarding school and he says he knows his roomie's class and work schedule and jacks when he knows he isn't going to be there. Also, since he does his own laundry now, he doesn't care about shooting on his sheets etc. He will also go to bathrooms in other buildings and jack in the stalls there.

[mick01]

I agree with the others. he's probably worried about the same thing.

[Cycler21]

I have a friend who is at boarding school and he says he knows his roomie's class and work schedule and jacks when he knows he isn't going to be there. Also, since he does his own laundry now, he doesn't care about shooting on his sheets etc. He will also go to bathrooms in other buildings and jack in the stalls there.

Problem is we bot will prob have the same schedule

[jimbojones]

You’re both men, so the best approach is just to be up front. Say I sleep nude, and just do it. First day, tell him we’re both men, we need to get our nuts, and there’s no point pretending otherwise, so when I need to I’m going to jerk off, and you should too. He’ll probably be relieved you don’t have any weird hang ups and be glad you both can just jerk off whenever you need to. It’s just silly for men to hide these things from each other.

[CharlesB]

just do it sir. your both lads. we all have needs.

[jamie_n5]

I am sure that things will work out between all of you as you get more comfortable around and with each other. You may talk with your roommate or he with you. Time will tell how things will work out. Just don't worry about things.

[Ryguy123]

Next year I'm going to a boarding school for a semester. I normally sleep nude, j/o in my bed, and i like to freeball when I can. However I've never done any of these with other people present. I'm gonna be sharing a bedroom with one guy and a dorm room w 6 in total and I'm pretty sure there's only one bathroom so I cant rly take my time in there ya know. I feel like I'll have to end up taking initiative and talking to him but I don't want it to be awkward, what do I do?
U wanna jerkoff with ur roommate it is great

[Cycler21]

U wanna jerkoff with ur roommate it is great

haha tbh i wouldn't rly care

[toby69]

You’re both men, so the best approach is just to be up front. Say I sleep nude, and just do it. First day, tell him we’re both men, we need to get our nuts, and there’s no point pretending otherwise, so when I need to I’m going to jerk off, and you should too. He’ll probably be relieved you don’t have any weird hang ups and be glad you both can just jerk off whenever you need to. It’s just silly for men to hide these things from each other.

I think this is excellent advice. This will really clear the air, and get fun started.


When I was in boarding school I was lucky that I didn't have to get the action going. Soon after school started, one night I looked over at my roommate who was jacking off openly under the covers. So I joined him, and we masturbated almost every night together. He told me that he wanted me to catch him jerking that night.

[thewrongone]

Next year I'm going to a boarding school for a semester. I normally sleep nude, j/o in my bed, and i like to freeball when I can. However I've never done any of these with other people present. I'm gonna be sharing a bedroom with one guy and a dorm room w 6 in total and I'm pretty sure there's only one bathroom so I cant rly take my time in there ya know. I feel like I'll have to end up taking initiative and talking to him but I don't want it to be awkward, what do I do?
I agree with the other dudes in here! Just talk to him and get it out the way. You might find you both into the same things or can work out a schedule. Hopefully he's chill. Good luck though!

[Diable rouge]

Next year I'm going to a boarding school for a semester. I normally sleep nude, j/o in my bed, and i like to freeball when I can. However I've never done any of these with other people present. I'm gonna be sharing a bedroom with one guy and a dorm room w 6 in total and I'm pretty sure there's only one bathroom so I cant rly take my time in there ya know. I feel like I'll have to end up taking initiative and talking to him but I don't want it to be awkward, what do I do?

If you want to sleep nude or freeball, it's none of his business as long as you don't show off. Masturbation is a more sensible subject of course and you can't and shouldn't impose it. The best way is of course to talk about it with him before.

[Hermes]

My nearest experience comes from going camping in the scouts. There guys masturbated last thing at night before going to sleep just like they did at home. No-one was showing off or doing it in the open but no-one was trying to pretend they weren't doing it either. We all just did it under the covers like it was the normal thing that it is.

I think that may be a slightly easier situation though. Scout patrols were mixed age so younger boys tended to just go along with what the older boys did. When there is just two of you and you're both the same age there is the question of who is going to say something or make a start first. But, as other people have said the chances are you both want to do it and if you can agree to not have to be secretive about it then it will be much easier. You probably should talk about it properly but if you really can't face that you could wait until he appears to be asleep and then start. At that point one of number of things could happen:
1. He is actually asleep and therefore nothing happens other that you enjoying yourself.
2. He is not asleep but chooses not to do/say anything to give you some peace.
3. He decides that what is good for the goose is good for the gander and joins in himself.
4. He gives you are hard time about it.

I think no. 4 is by far the least likely unless he is a prude. If that happenned you say "Sorry, I thought you were asleep" but even then it may have broken the ice on the subject.

As for sleeping nude, if you're under the covers what can he say? You could try stripping off at the very last minute before hopping in and see what his reaction is. That would give you a clue about how open/modest you can afford to be at other times. if he isn't keen you can always get into bed first and take your underwear off once you're there.

[Cycler21]

My nearest experience comes from going camping in the scouts. There guys masturbated last thing at night before going to sleep just like they did at home. No-one was showing off or doing it in the open but no-one was trying to pretend they weren't doing it either. We all just did it under the covers like it was the normal thing that it is.

I think that may be a slightly easier situation though. Scout patrols were mixed age so younger boys tended to just go along with what the older boys did. When there is just two of you and you're both the same age there is the question of who is going to say something or make a start first. But, as other people have said the chances are you both want to do it and if you can agree to not have to be secretive about it then it will be much easier. You probably should talk about it properly but if you really can't face that you could wait until he appears to be asleep and then start. At that point one of number of things could happen:
1. He is actually asleep and therefore nothing happens other that you enjoying yourself.
2. He is not asleep but chooses not to do/say anything to give you some peace.
3. He decides that what is good for the goose is good for the gander and joins in himself.
4. He gives you are hard time about it.

I think no. 4 is by far the least likely unless he is a prude. If that happenned you say "Sorry, I thought you were asleep" but even then it may have broken the ice on the subject.

As for sleeping nude, if you're under the covers what can he say? You could try stripping off at the very last minute before hopping in and see what his reaction is. That would give you a clue about how open/modest you can afford to be at other times. if he isn't keen you can always get into bed first and take your underwear off once you're there.

thanks

[flogrown2001]

You’re both men, so the best approach is just to be up front. Say I sleep nude, and just do it. First day, tell him we’re both men, we need to get our nuts, and there’s no point pretending otherwise, so when I need to I’m going to jerk off, and you should too. He’ll probably be relieved you don’t have any weird hang ups and be glad you both can just jerk off whenever you need to. It’s just silly for men to hide these things from each other.

Exactly. All that matters is that you and him are both comfortable. It will probably even bring you closer! Just ease into it and you'll be fine.

[Will..]

Just talk to him about it.

[HFrint]

I’d say keep things to yourself, sleep in pjs and don undies until you get things figured out with your roommates

[Jeff1857]

I think talking to him and getting to know him is the first step. I was in a dorm where the showers were communial so everyone saw everyone and nudity was not a big deal. I just went to bed one night naked and kept doing it. My roommate started to do the same. However if you think that might freak him out you can also just say "Hey man I like to sleep naked, always have. Hope that is cool, if not I can wear shorts" He prob will be fine with it. If not spend the semester talking about nudity and see who is cool with it. Try to room with them next semester. With Freeballing you don't need to talk about. Guys do that all the time. Mastubation is a different thing. I know guys who talked about it and jerked with roommates. Guys who would jerk under the covers at the same time but never said anything and guys who just jerks when then could and if you walked in on each other acted like you did not see anything. You need to feel the roommate out and go from there. You don't want to make him uncomftable but also he is a dude and neither of you want to be clothed and pent up all the time if you can avoid it. Good Luck!

[hockeyref867]

Like Jeff said, straight up ask, if not wear shorts.