• What tends to feel better for you, sex or masturbation?
  • Your 5 favorite spots to be stimulated.
  • Have you ever had your prostate stimulated?
  • Have you ever had an orgasm from anywhere other than your genitals?
  • Do you prefer clitoral or vaginal stimulation?
  • Can you touch your clitoris directly, or does that hurt?
  • Are you well-acquainted with your G-spot?
  • Are handjobs boring, or underrated?
  • Do you like having your balls touched?
  • Do you like having your nipples touched?
  • Do you like having your anus touched?
  • Have you ever been fisted (anally or vaginally)?
  • Do you like mild roughness (scratching, spanking, hair-pulling, etc.)?
  • Do you have any kinks?
  • Are you into anything under the BDSM umbrella?
  • Do you pee in the shower?
  • Do you ever masturbate in the shower?
  • Have you had sex in the shower?
  • Do you like being naked?
  • Do you sleep partially/fully naked?
  • Have you ever skinny dipped?
  • What's the most unusual thing you've done nude?
  • Have you ever to a nude beach, naked party, or other situation involving casual nudity?
  • Are you comfortable being seen partially/fully naked by family or friends (i.e. getting dressed, etc.)?
  • Are you comfortable with partners seeing you nude in non-sexual contexts?
  • Have you ever showered with someone (non-sexually)?
  • Do you care if a partner sees you going to the bathroom?
  • Do you have naked pictures/videos of yourself? If yes, have you sent them to anyone? Are they online?
  • How many sexual partners have you had?
  • How often do you masturbate?
  • Age you started masturbating? How did you discover/learn about it?
  • What position do you typically masturbate in (laying on back, on stomach, sitting up, etc.)?
  • Describe your masturbation routine, technique, etc.
  • What do you masturbate to (porn, smut, imagination, etc.)?
  • Have you ever masturbated to the point you got sore?
  • Your thoughts the first time you got up close and personal with the opposite set of genitals?
  • Have you ever "compared" (genitals, breasts, whatever) with a friend?
  • What kind of underwear do you normally wear?
  • Do you ever go commando?
  • Have you ever had a wet dream/orgasmed in your sleep?
  • How big is your penis?
  • Does your penis curve at all?
  • Which testicle hangs lower?
  • How big are your breasts?
  • Do you long or short labia? Are they even or uneven?
  • Do you have a particularly large or tiny clitoris?
  • Are you circumcised or no? Are you happy with it?
  • Are you turned on or off by foreskin, or don't care?
  • What are you more into (or like more about yourself), boobs or butts?
  • Do you find genitals physically attractive, or weird/gross, or not feel strongly either way?
  • Do you like the way your genitals look?
  • Would you be able to pick out your genitals from a lineup?
  • Do you like your butt?
  • What do you do with your pubic hair (shave, trim, wax, nothing, etc.)?
  • Do you care/have a preference what partners do with their pubic hair?
  • Do you tuck your penis a certain way (i.e. left or right) when you get dressed?
  • Do you have or want any genital piercings? Do you like any on other people?
  • What is the quickest you've ever brought yourself (or been brought) to orgasm?
  • Do you ever "edge" (repeatedly stop and start) when masturbating?
  • What's the longest masturbation session you've had? Longest sex session?
  • What's the most orgasms you've had in one session (of anything)?
  • Do your orgasms tend to be full-body, or crotch-centric?
  • Spit or swallow?
  • When you ejaculate, do you more shoot or dribble?
  • Is it hot or gross to get ejaculated on?
  • Do you "squirt?"
  • Have you ever attempted (or succeeded) to give yourself oral?
  • Have you ever given/received a footjob, boobjob, etc.?
  • Have you ever had sex in a public place?
  • Have you ever had sex in a bed/on a couch that didn't belong to either of you?
  • Have you ever had sex/masturbated while somebody was sleeping near you?
  • How many rooms of your house/apartment/etc. have you had sex in?
  • Strangest/most unique place you've had sex? How about masturbated?
  • Have you had any sexual experiences that were downright gross?
  • Are you particularly "vocal" when masturbating/having sex?
  • Have you ever been caught masturbating/having sex?
  • Have you had or do you want to have a threesome (or foursome, or more)?
  • Do you own any sex toys?
  • Have you ever used a homemade sex toy, or a regular object as a sex toy?
  • Can a dildo feel as good as a penis (assuming the person with the penis is good at what they do)?
  • What are your favorite positions?
  • Your most embarrassing sexual experience?
  • Worst place/time you've ever gotten a boner?
  • Have you ever had any genital injuries?
  • Have you ever had a sexually transmitted infection?
  • Have you ever had a non-sexually transmitted genital infection (yeast infection, etc)?
  • If you lack a penis, have you ever tried to pee standing up?
  • If you lack a penis, how familiar are you with how you look down there?
  • Do you think you're "good" at sex, or your performance/skill could use improvement?
  • Have you "sexted" (whether through text messaging or IM chat)?
  • Have you masturbated for or with someone via webcam?
  • Have you have phone sex?
  • If you had the opposite set of genitals for a day, name 5 things you would do.
  • What's something you like about your body?
  • What's something you dislike about your body?
  • What body parts do you find the sexiest?
  • What was your most recent sexual thought?
  • Do you ever just play with your boobs, penis, labia, etc.?
  • When was the last time you touched your genitals?
  • Do you often imagine people naked?
oct 14 2014 ∞
oct 14 2014 +