Let’s be honest—when you’re texting your partner, things can get boring real fast if all you’re sending is “wyd” and “how’s your day?”
That’s where naughty Would You Rather questions come in.
They’re spicy.
They’re unexpected.
They’re just the right amount of naughty to spark a conversation that ends in smirks, blushing, or maybe a little more.
Whether you’ve been together for years or just started turning up the heat, these flirty questions will take your texting game to the next level.
Use them to tease, tempt, and maybe even discover a few fantasies you hadn’t talked about yet.
Lightly Naughty Starters
Perfect for warming things up without diving in too deep
- Would you rather kiss me slowly for hours or have one intense 10-second makeout?
- Would you rather cuddle under a blanket or sneak a kiss in public?
- Would you rather have a playful pillow fight or a long steamy shower together?
- Would you rather have a romantic night in or a spontaneous date that ends at your place?
- Would you rather hear what I’m thinking or feel what I’m imagining?
- Would you rather be teased over text or teased in person?
- Would you rather flirt nonstop all day or have one unforgettable night?
- Would you rather kiss my neck or whisper something in my ear?
- Would you rather have a surprise date or a surprise in the bedroom?
- Would you rather take things slow or jump straight to dessert?
Teasing Questions to Get Him Curious
These will keep him thinking about you all day (or night)
- Would you rather undress me or let me undress you?
- Would you rather be in control or let me take charge?
- Would you rather text about your fantasy or show me in person?
- Would you rather make out in a car or on the couch?
- Would you rather be caught kissing or caught saying something dirty?
- Would you rather flirt all night or act on it immediately?
- Would you rather hear me moan your name or whisper it first?
- Would you rather keep things playful or make them unforgettable?
- Would you rather take your time or get straight to the good part?
- Would you rather flirt back or let me win this one?
Bold and Cheeky Options
Things are heating up—these get bolder, fast
- Would you rather have me wake you up with kisses or keep you up all night?
- Would you rather try something new or stick with what drives us wild?
- Would you rather be handsy or held tight?
- Would you rather explore my mind or my body?
- Would you rather try something risky or something slow and sensual?
- Would you rather be teased for hours or spoiled all at once?
- Would you rather kiss me like you mean it or kiss me like you need it?
- Would you rather watch me undress or let me do it blindfolded?
- Would you rather hear a fantasy or act one out together?
- Would you rather get caught or almost get caught?
Naughty Questions with a Twist
Playful and suggestive, but still fun and creative
- Would you rather kiss me where it tickles or where it tempts?
- Would you rather shower together or skinny dip under the stars?
- Would you rather have a wild night or a night full of surprises?
- Would you rather try something you’ve never done or do your favorite thing in a new way?
- Would you rather role-play something silly or something steamy?
- Would you rather use whipped cream or ice cubes?
- Would you rather be the tease or the one teased?
- Would you rather be loud or try to stay quiet?
- Would you rather try something public or something private but bold?
- Would you rather go slow with soft kisses or fast with heavy breathing?
Texts That Lead to Real Talk
These flirty questions can also open up fun (and steamy) convos
- Would you rather be kissed out of nowhere or touched unexpectedly?
- Would you rather tell me your biggest turn-on or your most off-limits no-go?
- Would you rather send a spicy pic or get one?
- Would you rather share a secret or guess one of mine?
- Would you rather have a flirty phone call or a detailed voice note?
- Would you rather kiss me in every room or keep it to just one place?
- Would you rather try something you saw in a movie or something you’ve dreamed about?
- Would you rather hear what I’d do to you or let me show you?
- Would you rather confess a fantasy or act like you don’t have one (even though you do)?
- Would you rather get a massage from me… or give one?
Slightly Dirty, Definitely Flirty
These are for couples who love pushing boundaries a little
- Would you rather be on top or watch me take the lead?
- Would you rather kiss me goodnight… or not let me sleep?
- Would you rather sneak away in public or take your time in private?
- Would you rather take off my clothes or let me surprise you in yours?
- Would you rather whisper something wild or moan something soft?
- Would you rather make me beg or watch me take control?
- Would you rather be gentle all night or flip the switch halfway through?
- Would you rather tie me up or be the one tied down?
- Would you rather kiss every inch of me or make me do the same to you?
- Would you rather leave a mark or wake up to one?
Funny But Still Naughty
Because you can keep things hot and still laugh together
- Would you rather get caught sexting or get caught sneaking kisses?
- Would you rather dirty talk in a silly voice or try to sext using only emojis?
- Would you rather strip to music or do a cheesy role-play scene?
- Would you rather be “accidentally” handsy while cooking or while watching a movie?
- Would you rather plan a fake vacation… or a fake scenario in bed?
- Would you rather try yoga together or “accidentally” stretch in a way that turns flirty fast?
- Would you rather recreate a steamy movie scene or totally make one up?
- Would you rather have one night of chaos or a weekend of slow, slow fun?
- Would you rather be the boss or the rule-breaker?
- Would you rather flirt all day with texts or save it all up for later?
Just a Little Extra
These are the “cherry on top” questions to keep the tension sweet
- Would you rather wake up to my texts or fall asleep to my voice?
- Would you rather kiss me in the rain or with the lights off?
- Would you rather steal glances or steal a night away?
- Would you rather keep things playful or let things escalate?
- Would you rather text all this… or do something about it?
Why This Game Works So Well
These questions do more than just spice things up—they open the door to intimacy without pressure. They create space to share, tease, and explore boundaries in a fun and cheeky way.
Plus, when you make someone laugh and blush? That’s magic.
When to Play
You don’t need a “special” night. Just:
- A boring evening that needs a spark
- A weekend apart
- A long drive home (voice notes, anyone?)
- A lazy Sunday morning in bed
- Or right before bed to leave him thinking of you
Final Thought
Flirty fun shouldn’t stop once the date ends or you’re comfy in a relationship. These questions add mystery, laughter, and heat—and they do it over text, without even leaving the couch.
Pick a few. Send them with a wink.
And don’t be surprised if the reply is… enthusiastic.