Lover Boy

This is a mix of all the best questions I’ve come across on here, with a few new ones suggested by my mutuals.

They’re are all in a random order so you won’t know which ones are being asked…

And they’re meant to gender neutral and for all ranges of experiences! (Let me know if any aren’t and I can edit it)

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Tag your biggest tumblr crush.

Do you eat ass? Do you like to have your ass eaten?

Have you washed your hands since you last had an orgasm?

Have you ever posted a nude to your own blog?

What’s the best orgasm you’ve had in the past few months?

Have you ever masturbated to someone you know who isn’t your partner?

What’s the soonest after meeting someone that you’ve slept with them? 

What position or angle or specific technique never fails to make you cum?

When was the last time you watched porn?

What is the hottest thing someone has ever done with you in bed? 

Do you prefer tongue or fingers? 

Are you a top/dominant a bottom/submissive or a switch?

Have you ever had your own underwear in your mouth? Have you ever had someone else’s underwear in your mouth? Has your underwear ever been in someone else’s mouth?

What’s your go-to nude pic to send to someone. Describe the angle, lighting, body part etc.

Do you ever suck on a dildo while you masturbate?

Do you have a sideblog? Is it more or less NSFW than this one? Is it secret or can we see it?

Has anyone ever watched you masturbate live online? Have you ever watched someone masturbate live online?

Do you have anyone from Tumblr’s nudes on your phone right now?

What underwear do you have on right now?

What’s the most surprising discovery you’ve made about your own body?

Has a neighbour ever seen you naked? Did you like it?

What’s the hottest sex dream you’ve ever had?

Have you ever watched people having sex?

Are you open about your sex-life and sexuality?

Does anyone you know in real life know about this blog?

Do you have any of your own nudes on your phone right now?

When was the last time you had sex?

Have you ever masturbated to any of your friends? Do you think any of your friends have ever masturbated to you?

Describe a typical masturbation session.

How do you feel about threesomes? Have you ever had one, and if not, would you ever have one?

What’s something that turns you on, but you’re a bit embarrassed by?

What is the wildest fantasy you ever had that actually came true?

Have you ever gotten turned on at work (or while WFH)? What did you do about it?

Do you listen to audio porn?

Which one of your holes do you most want to be filled right now?

Are you loud or quiet when you masturbate?

Do you own any toys? What’s your favourite?

Have you ever confessed to someone that you got turned on by them? What about masturbated to them?

Do you have anyone else’s nudes on your phone right now?

Have you ever hooked up with a stranger or had a one-night stand?

Do you like being called a slut or whore in bed?

Have you ever been caught or walked in on while masturbating? Have you ever been caught or walked in on while fucking?

How do you feel about swinging or partner swapping? Does the idea turn you on?

Have you ever masturbated to a mutual’s selfies before? Tag them if you dare.

What’s the kinkiest thing you’ve ever asked someone to do while sexting?

Has anyone ever watched you masturbate in person? Have you ever watched someone masturbate in person?

If you had 5 mins alone to get yourself off right now, without your phone, what would you do and what would you imagine?

Have you ever sent a nude via DM here?

What’s a sex act you think is overrated? What’s a sex act you think is underrated?

When did you last have an orgasm? How did it happen?

Do you shave your pubic hair?

How often do you masturbate?

Where’s the most unusual place you’ve masturbated?

What’s the most amount of times you’ve orgasmed in a day?

Have you ever been so turned on that someone noticed?

Have you ever masturbated with someone?

Have you ever gotten cum on your clothes before? Did anyone see that shouldn’t have?

Have you showered since you last had an orgasm?

Who’s the most inappropriate person you’ve ever had a fantasy about?

Have you tasted yourself? If so, what did you think?

Have you ever masturbated to someone you know’s selfies before?

How long do you usually masturbate before you cum? 

What’s the weirdest porn category you’ve ever searched for?

Are you noisy?

What are your top five favourite blogs to masturbate to? Tag them!

Describe your nipples. What colour are they? What size are they?

If you had 5 mins alone to get yourself off with porn right now, what would you type in the search bar?

What is your favourite pair of underwear like? When did you last wear them? Was it special occasion?

Are you masturbating right now?

Would you like to watch your partner have sex with another person? Would you like to have your partner watch you with another person?

Start typing out your dirtiest fantasy you can think of and don’t stop til you get so embarrassed you can’t go on any longer. Just make sure it’s actually something you’re into!

Would you ever fuck a couple?

Would you do a cum-walk?

Have you ever had an orgasm that you weren’t expecting?

What’s the messiest you’ve ever got when masturbating on your own?

Have you ever worn lingerie?

If you could fuck anyone at all right now, who would it be? Do you know them in real life? Do they know you like them? 

Which mutual would you most like to fuck right now? Do they know? Tag them if you dare!

What’s the last object you put into your own body for sexual reasons?

Do you have any recurring fantasies you keep coming back to? Do you think they’ll ever happen?

Where’s the most unusual place you’ve had sex? Did you cum?

Have you ever been made to/made somebody beg for it?

What’s your dirtiest secret?

What’s the most embarrassing porn you like to watch?

Have you ever put your finger in your own ass?

Do you like slapping someone’s face? Do you like your face being slapped?

Have you ever used panties to masturbate? 

Do you have sex dreams? If yes, when was the last one?

Have you ever slid into someone’s DMs? Did it work? If yes, what was your technique?

Who is the coolest person you follow here? Tag them.

What is your sexual orientation?

Have you ever fucked in public? Where was it? Did you get caught?

Do you have any piercings or tattoos?

Describe your body in a way that would turn us on.

Do you like being tied up?

What’s the kinkiest thing you’ve ever asked someone to do in real life?

What was your most shame-filled orgasm? Why?

What’s the messiest you’ve ever gotten during sex?

Admit something sexual that you’ve never told anyone else before.

Put your hand into your underwear right now and type a reply to this with your other hand. Say whatever you want, so long as you’re touching yourself as you type.


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Rules:

Send them via anon, or not. Whatever.

If you reblog this from someone then you need to send them an ask from the list.

And of course you have to be over 18 to play.