pillowprince-playroom
Pillow Prince
77 posts
18+ mdni || 20yo trans man || Just a lil guy who got it in his head to make fantasy adult content because I have a royalty kink || Also on instagram and currently fighting some bureaucracy to start an onlyfans
Last active 2 hours ago
Don't wanna be here? Send us removal request.
pillowprince-playroom · 1 day ago
Text
Lucky day for him I guess. Two naughty girls over his lap.
1K notes · View notes
pillowprince-playroom · 1 day ago
Text
Double date with another sub but instead of milkshakes and dinner, we get out over our doms' laps and our butts spanked for being dirty little sluts. I can see his face twitch with every slap that hits him. I tell him how cute and pretty he is like that and how he deserves this. I immediately get a slap to the top of my thighs for that.
Me and who?
0 notes
pillowprince-playroom · 2 days ago
Text
Spanking your ass with a hairbrush until it turns red, then forcefully fucking you with the handle while you moan and beg me to stop.
4K notes · View notes
pillowprince-playroom · 2 days ago
Text
Not to be Like That™ but like, I would kill for an older man to keep me as a pretty little toy. He needs to buy me books and good whiskey in exchange for letting him hit on the daily.
Come on, you dress me up like a fucking doll, I just want to be kept in a mansion sometimes.....
6 notes · View notes
pillowprince-playroom · 2 days ago
Text
it's kind of bullshit that people will react with horror to me discussing my fantasies/kinks until i clarify I'm the sub in them. like even my therapist was all like "ohhh it's ok to want to hold power so long as it's consensual" and then clearly relaxed when I clarified I wanted to be the sub.
i love you everyone and with rape kinks, those who want to roleplay kidnapping and abusing someone, i love you i love you i love you. this ain't me fishing for a dom/me to be clear---you are VALUED as a person, outside of your sexual fantasies. I care about you and appreciate you, and there is nothing wrong or bad about you!!!!
12K notes · View notes
pillowprince-playroom · 2 days ago
Note
Awww, you're embarrassed by your medical kink? Too fucking bad.
Little whores like you need to be examined a lot to make sure you're not sick. So, everyone should have the right to bend you over, pull down your little panties, and stick a big thermometer right up your butt. If it were me, you'd get a suppo to boot and a spanking if you don't behave
😳😳😳
Not to sound desperate but Yes Please! Being free use and public property is a dream come true. Being free use for medical stuff is a dream with cherries on top!
Of course I wouldn't behave. I'm just a bratty little slut. Maybe the suppository could be a calming one so I'm so loopy anyone could do anything to me?
1 note · View note
pillowprince-playroom · 3 days ago
Text
"fuck you my daughter is completely fine!" ur SON has a puppyplay kink blog and begs to be used by strangers on Tumblr dot com.
943 notes · View notes
pillowprince-playroom · 3 days ago
Text
Having a primal kink is so embarrassing. Like wdym I wanna play tag sexual style? Insane.
3K notes · View notes
pillowprince-playroom · 3 days ago
Note
You said you liked to be embarrassed so let's hear number 3 of the ask game, little slut ❤️
Thanks for the ask, anon!
3: Which of your kinks are you most embarrassed by, and why?
This price has got to go to medical kink. This is the one I'm most ashamed of posting about despite it getting me so horny.
Medical kink, I think, is so embarrassing to me because it's so unlike other kinks and I feel like most people would regard it as weird, disgusting, or otherwise undesirable. I mean, lots of people like big dildos in their holes but who wants a glass thermometer in there?
I'm so embarrassed by this kink on platforms where it's not the main focus....
(If someone wants to send asks or dms about this, please please do)
2 notes · View notes
pillowprince-playroom · 4 days ago
Note
May I ask a question of the ask game?
49. Which is your favourite nsfw body part on other people? Why?
Hehe of course you can sweet prince. It's not only welcome but encouraged. Careful tho, send too enough and you might just find me in your DMs (consensually ofc) 😘
49. Which is your favourite nsfw body part on other people? Why?
Is it cheating to say all of them? Cuz the answer is all of them.
I guess for specificity's sake the answer would be whatever i can fit in my mouth.
Even more specifically, whatever we can fit in my mouth that makes the other person feel good n squirm n squeal. Ears, tongue, lips, neck, chest, nipples, tummy, ass, thighs, any flavor or configuration of genitals. We love it all.
If you meant aesthetically then... actually the answer doesn't change all that much. Or at all. People are cool and hot and every body has something to admire, even if its soemthing that lies forever out of my reach (to either attain or experience).
Thanks for the ask Highness, hope you have a good time picturing me devour you >:3
Don't hesitate to send more btw. Or if you need a knight/courtesan to show you a good time, you know where to find me
6 notes · View notes
pillowprince-playroom · 5 days ago
Text
I want to leave hickeys on someone’s neck while I tease them…any takers
215 notes · View notes
pillowprince-playroom · 5 days ago
Note
Hello sweet prince, I have some asks so i may learn how to serve you better :3
12. What is your go-to fantasy? Why do you think you enjoy it so much?
40. Describe how you usually masturbate.
~ @complicitgirlfrot
Thank you for the ask!! This got deeper and a bit more embarrassing than I imagined (but don't worry, I like being embarrassed)
.
12: What is your go-to fantasy? Why do you think you enjoy it so much?
This is honestly a hard question. My fantasies change so much and sometimes I can't even fully form fantasies and end up with flashes of scenes and images.
But I can share the inportant landmarks that reliably make me horny and I usually go to when I don't want to make something else up.
It's always at least two other people present, this can be as a threesome (/moresome) or as an audience. At least one of the people is not my committed partner in these fantasies. Sometimes, when I go medical kink, this could be a doctor and my spouse. A school nurse at a university and other adult students. When it's royal kink it could be two or more knights. It could be my betrothed and an educator. You get it
Next is that I'm usually the submissive party and the bottom. Getting overpowered and restrained in some way is a staple and gets me off so fucking hard. Grab my wrists and push them down while the other person eats me out, yes please.
Lastly dirty talk dirty talk dirty talk! Always befitting the situation but if I'm not constantly talked about and talked to, am I even having fictional sex? I want my partners or audience to speak about me to each other. I want to be asked rethorical questions. Degradation, Praise, or both is fine but it has to be something.
There are other fantasies but these building blocks are a sure fire way to get going.
This is gonna be a little psychoanalysis so buckle up. I think I enjoy them so much because my sex life and my sexual feelings have always been about other people. As a trans guy I have felt a disconnect from my body for so long that I accidentally conditioned myself to view sex as something I would passively be a part of rather than an active participant. And that stuck. So now I really like scenarios where other people take pleasure from my body, the more the merrier, and I don't have to do anything. (But hey, that's good for people here because now you get to see me horny post for everyone’s attention)
.
40. Describe how you usually masturbate
I fear this one will be less riveting than you may have hoped. I usually masturbate with toys because I can not be bothered to strain my wrist when there are so many options available. I have three toys I use most often. One is a 2-in-1 suction and traditional vibration toy. That baby goes onto my t-dick and then I play with the intensity. The second is a tradtional vibrator designed to be used on and in the whole body. I usually only use it on my t-dick and on the base of plugs when I wear one tho. The last toy is a big blue rabbit vibrator that has a rotation function around where the g-spot should be. Can you tell I like my vibration?
So usually I just lay back in bed, open tumblr or another website where I can look at posts and pictures about my kinks and just get going. It's less exciting than I would like to pretend. (Maybe someone should send me asks or messages telling me how they want me to do it because I only focus on my t-dick and a little bit on my hole...)
Sometimes I'll put on nipple clamps but they're connected with a chain and the chain rests on my skin when I lay back and it's so fucking cold omg
4 notes · View notes
pillowprince-playroom · 5 days ago
Note
May I ask a question of the ask game?
49. Which is your favourite nsfw body part on other people? Why?
Hehe of course you can sweet prince. It's not only welcome but encouraged. Careful tho, send too enough and you might just find me in your DMs (consensually ofc) 😘
49. Which is your favourite nsfw body part on other people? Why?
Is it cheating to say all of them? Cuz the answer is all of them.
I guess for specificity's sake the answer would be whatever i can fit in my mouth.
Even more specifically, whatever we can fit in my mouth that makes the other person feel good n squirm n squeal. Ears, tongue, lips, neck, chest, nipples, tummy, ass, thighs, any flavor or configuration of genitals. We love it all.
If you meant aesthetically then... actually the answer doesn't change all that much. Or at all. People are cool and hot and every body has something to admire, even if its soemthing that lies forever out of my reach (to either attain or experience).
Thanks for the ask Highness, hope you have a good time picturing me devour you >:3
Don't hesitate to send more btw. Or if you need a knight/courtesan to show you a good time, you know where to find me
6 notes · View notes
pillowprince-playroom · 6 days ago
Note
26 & 37?
First of all, anon, thank you thank you thank you. I love ask games and I get so horny being asked! <3
.
26: What was the most recent non-porn thing that made you horny.
I rewatched Venom. So. The tongue thing.
I may ooh and aah at all the pretty frilly dresses on pinterest, and want to be treated like a perfect pillow prince but at the end of the day I'm a dirty little monsterfucker at heart and would pay good money for a scary alien to eat me out
(This answer is assuming that "being perceived by strangers on the internet when I horny post" is considered a porn-thing and therefore not a permitted answer)
.
37: Describe your favourite sex position
This depends on the kind of sexual act but I do really like the idea of any bent-over position. In a bed for "normal" sex I really enjoy the image that ass up and shoulders down creates. I love pretending that I wouldn't be seen as a person, just a set of holes, round butt cheeks, and a pretty back. (That position is cool from the top's perspective too and it's rare but I can service top/dom)
1 note · View note
pillowprince-playroom · 7 days ago
Text
Domestic discipline for cute little trans boys who cook dinner in nothing but a frilly apron
You get it. You like
3 notes · View notes
pillowprince-playroom · 8 days ago
Text
“spam likers will get blocked” spam likers can sit in my lap and have their puppy parts touched for hours while we go through all my naughty posts they have liked.
618 notes · View notes
pillowprince-playroom · 8 days ago
Text
Detailed NSFW asks!
What is your most tame kink, and why do you like it?
What is your most extreme kink, and why do you like it?
What kink are you the most embarrassed by, and why?
What kinks have you tried with other people? Did you both enjoy it?
Have you got any kinks you haven't tried yet but really want to? If so, what are they?
Did you enjoy your first sexual experience? Why or why not?
A genie has granted you 3 nsfw wishes, what are you wishing for and why?
You now have a superpower of your choice, with the condition that it must be only used sexually. What power do you have and how are you using it?
You can only perform 1 sex act for the next month, what would you pick? Why? Would that change if it was a year?
You can only receive 1 sex act for the next month, what would you pick? Why? Would that change if it was a year?
What is your favourite sex toy? How do you normally use it?
What is your go-to fantasy? Why do you think you enjoy it so much?
Do you have a favourite sexual memory? If so, what is it?
Do you have an outfit that makes you feel sexy? If so, describe it.
Would you ever make porn of yourself? Why or why not?
What type of porn do you usually prefer (pics, videos, audio, etc), and why do you prefer it?
What is your favourite nsfw compliment to receive?
What is your favourite nsfw compliment to give?
What is the funniest sexual thing that has happened to you or someone you know?
Is there anything completely non-sexual that always turns you on?
What was the best orgasm you've had recently? Why was it so good?
Do you have something sexual that you are really proud of? What is it?
Have you ever had an orgasm without meaning to? Describe what happened.
What is your perviest confession?
What is the most unusual place you have had an orgasm? What led to it?
What was the most recent not porn thing that made you horny?
Have you ever masturbated to something that was not porn? If so, what was it?
Do you have different tastes in sexual vs romantic partners? if so, what is different?
Have you ever had an inappropriate crush? What made it inappropriate?
What is your definition of having sex?
Have you ever been naked around other people in a non sexual situation? Would you do it again, and did you enjoy it sexually?
Have you ever had an orgasm in your sleep?
Describe your ideal romantic evening.
Describe your ideal sexual evening.
Describe your ideal sexual partners body.
Describe the ideal nude that someone could send you.
Describe your favourite sexual position.
Are you satisfied with your sex life? What would you change?
What sex act do you think you are best at? Describe how you do it.
Describe how you usually masturbate.
What nearby object, that is not a sex toy, would you use to masturbate with? How would you use it?
Describe your most recent sex dream.
Describe your ideal genitalia. Is it the same for your ideal partner? If not describe theirs too.
Describe your orgasms.
Describe your favourite sexual position.
Describe the most recent time you had sex.
Where on your body do you enjoy being stimulated, that is not typically used for sexual stimulation? Have you ever had an orgasm from it?
Describe your favourite nsfw body part that you have. Why is it your favourite?
What is you favourite nsfw body part on other people? Why?
Describe your body as positively as you can.
5K notes · View notes