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Would you rather? - Sex Roulette
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Would you rather?

Would You Rather

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* Would you rather have a partner who initiates a sexy shower in the morning or one who ensures the night ends with a sensual massage
Description
Spin the dial - take turns asking these “Would you rather” questions.
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  1. * Would you rather only have sex in bed for the rest of your life, or never be able to have sex in bed again? 
  2. * Would you rather always have sex with the lights on, or in a pitch-black room
  3. * Would you rather wear a blindfold or be restrained in some way- or both?
  4. * Would you rather be blindfolded or blindfold me? 
  5. * Would you rather have kinky sex or romantic sex?
  6. * Would you rather have morning sex or late-night sex
  7. * Would you rather get oral sex or get oral sex?
  8. * Would you rather be dominant or submissive in the bedroom?
  9. * Would you rather have sex in the bathroom or the kitchen?
  10. * Would you rather be tied up or blindfolded?
  11. * Would you rather have sex in a secluded forest or on a secluded beach?
  12. * Would you rather use whipped cream or chocolate syrup during foreplay?
  13. * Would you rather have a spontaneous quickie in a place where we might get caught, or plan an intimate night at home?
  14. * Would you rather incorporate food into our sex life or keep food strictly for dining?
  15. * Would you rather do sex talk to me over text all day or save it all for when we're together
  16. * Would you rather wear provocative lingerie or nothing at all under your clothes for a date night?
  17. * Would you rather get a sensual massage with oil or a stimulating massage with a feather?
  18. * Would you rather incorporate music into our lovemaking or prefer the sounds of nature
  19. * Would you rather have a steamy session in a hot tub or under a waterfall?
  20. * Would you rather have your hair pulled or your back scratched?
  21. * Would you rather have sex while watching a steamy movie or while listening to seductive music?
  22. * Would you rather have a hushed quickie while guests are in the other room or wait until everyone leaves?
  23. * Would you rather me be completely silent or expressive / show appreciation during sex?
  24. * Would you rather shower together every day or only have bubble baths together on special occasions?
  25. * Would you rather explore new territories with body paint or with blindfolds and sensation play?
  26. * Would you rather make out in the rain or in the backseat of a car?
  27. * Would you rather have me tease you with a feather or with ice cubes?
  28. * Would you rather wake up to oral sex or to a full-body massage? Maybe both?
  29. * Would you rather make love in front of a fireplace or by the light of hundreds of candles
  30. * Would you rather receive a sexy voicemail or an explicit picture message?
  31. * Would you rather be gently dominated or gently dominate me?
  32. * Would you rather use chocolate on each others body or edible/flavored lube?
  33. * Would you rather explore Kamasutra together or take a couple’s yoga class?
  34. * Would you rather have sex in a luxurious hotel room or in a cozy cabin in the woods
  35. * Would you rather spend an entire day teasing each other without release or have immediate satisfaction?
  36. * Would you rather have your body slowly teased to arousal or slowly tease your my body to arousal?
  37. * Would you rather explore light bondage or sensory deprivation?
  38. * Would you rather send me a series of suggestive texts during work hours or a single, very explicit one after hours
  39. * Would you rather have sex in a cozy tent while camping or in the back of a luxury SUV on a road trip?
  40. * Would you rather explore a fantasy involving food or one involving costumes?
  41. * Would you rather spend a cold day under the covers with me or a hot night under the stars
  42. * Would you rather seduce me with a verbal request or with a flash of nudity?
  43. * Would you rather explore light BDSM or have a romantic, rose-petal-covered bed experience?
  44. * Would you rather have me leave sexy notes all over the house or send you provocative texts throughout the day
  45. * Would you rather wear (have your partner ) wear leather or lace - or give both a shot at different times?
  46. * Would you rather play a dirty question game or act out a naughty fantasy?
  47. * Would you rather have me write my desires in a note or whisper them in your ear or both?
  48. * Would you rather have sex in only one position allowed or work your way through a list of 25?
  49. * Would you rather sneak a kiss in a crowded room or sneak a touch under the table or are both ok?
  50. * Would you rather make love in front of a mirror or record your love making?
  51. * Would you rather leave a hickey where only you can see it or in a place where it's noticeable?
  52. * Would you rather play a sexy truth or dare or teasingly slow build up to sex?
  53. * Would you rather watch your partner masturbate or have your partner watch you masturbate?
  54. * Would you rather play a game of truth or dare or strip poker? 
  55. * Would you rather have really cheesy dirty talk or have completely silent sex? 
  56. * Would you rather hear someone else having sex or have someone else hear you having sex?
  57. * Would you rather use sex toys or restraints? 
  58. * Would you rather have a love bite/hickey on your neck or on your chest? 
  59. * Would you rather sleep with someone who is completely silent or someone who is gives approving feedback while they have sex?
  60. * Would you rather try a new sex position or a new sex toy
  61. * Would you rather listen to or read erotica?
  62. * Would you rather have sex in darkness warm or in regular lighting?
  63. * Would you rather have your partner only be able to use their hands or their mouth during foreplay? 
  64. * Would you rather make a sex tape or write erotica about us? 
  65. * Would you rather use wax play or spanking as foreplay? 
  66. * Would you prefer to try using blindfolds or silk scarf restraints? 
  67. * Would you rather cuddle or make out? 
  68. * Would you rather give me a hickey or I give you a hickey in a place that cannot be seen? 
  69. * Would you rather get oral on a private balcony or have sex in hidden but public place? 
  70. * Would you rather have me send you sexy texts- or whisper what I want to do to you in your ear?
  71. * Would you rather only have missionary sex or only have doggy-style sex? 
  72. * Would you rather tease your partner with hot wax or ice cubes? 
  73. * Would you rather have a quickie every day or passionate sex once a week? 
  74. * Would you rather try roleplay or try using sex toys? 
  75. * Would you rather be teased all day or have a quickie? 
  76. * Would you rather play dirty never have I ever or dirty truth or dare? 
  77. * Would you rather undress me with all the lights on or undress me while blindfolded- or try both?
  78. * Would you rather have our kisses taste like candy or like your favorite cocktail?
  79. * Would you rather have me do a sexy dance in private or get intimate on our private balcony when on vacation
  80. * Would you rather explore a Caribbean.island together or a European city together?
  81. * Would you rather try aphrodisiacs for a night or commit to a day of build tensioning before our date to?
  82. * Would you rather send flirty signals with your eyes from across the room or with subtle touches while standing close
  83. * Would you rather incorporate honey or chocolate into our bedroom play?
  84. * Would you rather have an intense eye contact challenge or a ticklish whisper challenge?
  85. * Would you rather explore each other’s bodies with feathers or with silk scarves?
  86. * Would you rather play a game where the loser has to strip or where the loser submits to a dare?
  87. * Would you rather recreate a scene from your favorite sexy movie or from a steamy novel
  88. * Would you rather us have a session where we have to find the exact spot you placed perfume/ cologne or identify a scent I’m wearing with your nose while blindfolded?
  89. * Would you rather play a game of naughty 20 questions or have a steamy storytelling session?
  90. * Would you rather be woken up with gentle kissing or with oral sex?
  91. * Would you rather have a session where the lady wear high heels and nothing else or have the lingerie that stays on during sex?
  92. * Would you rather spend an evening making aphrodisiac cocktails or making seductive desserts together?
  93. * Would you rather have a relaxing date night with massages and aromatherapy or an adventurous date with sexy challenges?
  94. * Would you rather write erotic fiction together or read/listen to already created stories
  95. * Would you rather have a naughty picnic indoors or a sultry swim session at night
  96. * Would you rather search for an erogenous zone on me that you’ve never discovered before or have me find a new one on you?
  97. * Would you rather we try new positions based on a guide or on something we randomly invent or both?
  98. * Would you rather engage in a passionate rendezvous in a vineyard or in an art gallery after hours?
  99. * Would you rather create a secret code word for "I want you" or have a special signal we can use in public?
  100. * Would you rather cuddle in silence after making love or have deep conversations
  101. * Would you rather have our own private dance floor at home or dance with me in a club?
  102. * Would you rather experiment with different types of massage oils or with a variety of lubes or both?
  103. * Would you rather have a night of sexy truth or dare or spend hours with a couple’s “question and answer” game that is intimate?
  104. * Would you rather send me on a scavenger hunt that leads to you or have me create a sexy puzzle for you to solve?
  105. * Would you rather have your erogenous zones explored with something soft or with gentle air puffs?
  106. * Would you rather have a make-out session in the last row of a movie theater or flash and touching each other in the car
  107. * Would you rather be surprised with a sexy outfit I've chosen for you or pick out something for me? 
  108. * Would you rather whisper naughty things into my ear at a party or send me explicit texts while we're at a dinner with friends?
  109. * Would you rather incorporate whipped cream or melted chocolate into our bedroom activities?
  110. * Would you rather have me wear a blindfold for a love making session trusting you to guide me, or have you wear the blindfold?
  111. * Would you rather explore each other's bodies in complete silence for one hour or have include some dirty talk?
  112. * Would you rather role-play as strangers meeting for the "first time" again or pretend we're long-lost lovers reuniting?
  113. * Would you rather have a steamy car make-out session or sneak into the hot tub for a romantic naked encounter
  114. * Would you rather have me give you a quick flash or greet you naked in the bedroom?
  115. * Would you rather engage in a seductive wrestling match or have a contest to see who can tease the other more without going all the way?
  116. * Would you rather have me perform a lap dance at home or go out dancing/ have a night out - with a no underwear rule
  117. * Would you rather have an intimate picnic in the living room or a sexy snack in bed
  118. * Would you rather spend an evening exploring tantric practices or watching an erotic movie?
  119. * Would you rather write a list of "must-tries" in the bedroom or create a "fantasy jar" where we draw one paper each week?
  120. * Would you rather have a teasing feather during foreplay or use silk ties as gentle restraints?
  121. * Would you rather indulge in a chocolate fondue that leads to more playful activities or start with sensual fruit feeding
  122. * Would you rather have me leave a trail of rose petals that leads to a surprise or a trail of provocative notes with clues to find me?
  123. * Would you rather have a partner who is a moaner or one who talks dirty during sex or both?
  124. * Would you rather go skinny dipping in a private pool under the moonlight or in a lake at dawn?
  125. * Would you rather receive a sensual massage in a private outdoor setting or in a room filled with scented candles
  126. * Would you rather we attempt to recreate the sexiest movie scene you can think of or create our own unforgettable scene?
  127. * Would you rather have to wear vibrating underwear that I control for an entire date or be teased with a remote-controlled sex toy at home
  128. * Would you rather have a partner who's into elaborate role-play scenarios or one who's into spontaneous quickies in different places
  129. * Would you rather play an adult game with each round or have a sexy scavenger hunt at home?
  130. * Would you rather get a sensual workout together or have a "dessert only" dinner where everything is eaten off of each other?
  131. * Would you rather have to stay silent while watching an erotic film together or have to act out a scene from the film?
  132. * Would you rather have to stay silent while watching an erotic film together or analyze what you like about what is happening and note what you would like to try?
  133. * Would you rather surprise each other with a new erotic toy every month or choose a new sexy challenge to complete?
  134. * Would you rather be dared to go commando on our next date or wear something provocative under your regular clothes
  135. pick * Would you rather have a partner who initiates a sexy shower in the morning or one who ensures the night ends with a sensual massage
  136. * Would you rather be able to have sex in complete silence or only be able to have sex with romantic music playing?
  137. * Would you rather leave a sexy voicemail on each other’s phones or exchange naughty notes hidden around the house?
  138. * Would you rather indulge in a slow, sensual dance every night or have an impromptu make-out session at any moment of the day?
  139. * Would you rather explore a deserted island together, with the thrill of possible public intimacy, or have a secluded cabin in the woods for a weekend of uninterrupted privacy?
  140. * Would you rather be challenged to turn each other on using only words or only touch, but with no direct genital contact?
  141. * Would you rather engage in a game where you must guess the flavor of various exotic oils on each other's skin or try out different natural aphrodisiacs to see their effects?
  142. * Would you rather write each other a steamy love letter once a week or send an occasional suggestive text or photo
  143. * Would you rather have your partner recreate a scene from your favorite steamy novel or act out an intimate moment from a romance movie of your choice?
  144. * Would you rather surprise your partner by being naked in bed under the covers or invite your partner into the shower with you?
  145. * Would you rather play a card game where the loser has to remove an item of clothing or a board game or Jenga where each move involves a physical dare?
  146. * Would you rather have a passionate encounter during a thunderstorm in your bed (open balcony door)or sex on a private balcony outside on a nice night?
  147. * Would you rather create a playlist of songs for a long sex session or have the same long building sex time in silence? Or should we give both a try
  148. * Would you rather us create a fantasy jar where we write down fantasies/sexual activities on pieces of paper, and take turns pulling one out or talk directly about our fantasies?
  149. * Would you rather incorporate scented oils, candles, or perfumes to create an aromatic experience into your sex play or have a special perfume/ cologne that signals when we want to be intimate
  150. * Would you rather try reading erotica together or experiment with dominance and submission play with each new encounter?
  151. * Would you rather have your partner dress as a fictional character you find attractive or you dress up for them based on their fantasy?
  152. * Would you rather play a game of "sexy Simon says" or a round of "intimate charades" with just the two of you?
  153. * Would you rather have to speak in innuendos for an entire day or only be able to communicate your desires through body language?
  154. * Would you rather participate in a couple's yoga session that slowly becomes more intimate or have a workout session that includes sexy challenges for a completed workout?
  155. * Would you rather have direct sexual banter or create a secret code language just for intimate moments?
  156. * Would you rather experiment with temperature play using hot and cold sensations or try out different textures, like silk and velvet, against your skin
  157. * Would you rather have a partner who always wears your favorite scent or one who surprises you with a new and fragrance ?
  158. * Would you rather play a sexy game of "20 Questions" where each question gets more provocative or engage in an erotic truth-or-dare session
  159. * Would you rather have to leave a loving and flirty note for your partner every day or receive one?
  160. * Would you rather have your partner leave a trail of their clothing from the door to where they're waiting for you or you just find them naked in the bed?

  161. * Would you rather never have another cocktail again or never receive oral sex again?
  162. * Would you rather never use sex toys again or never use a microwave again?
  163. * Would you rather only ever be able to have sex in the morning or at night?
  164. * Would you rather have sex while on a cruise or join the Mile High Club - on a private jet?
  165. * Would you rather be able to give your partner multiple orgasms or have them give you multiple orgasms?
  166. * Would you rather get a really heartfelt love note from your partner or a super flirty sext? Maybe both?
  167. * Would you rather try something new in bed every single night or stick to a tried-and-true routine?
  168. * Would you rather try something totally new in bed tonight or go for something you know is guaranteed to give you an orgasm?
  169. * Would you rather only be able to have sex with the first person who gave you and orgasm or the last person who gave you an orgasm?
  170. * Would you rather have sex with someone who calls you “sugar baby bunny” during sex or won’t talk flirty, in any way, at all?
  171. * Would you rather be lightly spanked every single time you have sex or have your hair pulled every single time you have sex?
  172. * Would you rather me tell you now what I plan to do to you tonight or make it a surprise when we get started?
  173. * Would you rather have sex with the lights on or the lights off?
  174. * If you had the choice, would you rather have morning sex or night sex?
  175. * Would you rather give oral or get oral?
  176. * Would you rather be on top or bottom while having sex?
  177. * If you had to pick one would you rather get oral or have sex only
  178. * Do you like silent or more verbal engagement during sex?
  179. * Would you rather try out new and crazy kinky sex ideas or have romantic sex? [Read: Top 50 types of kinky sex ideas that are must-try for every couple
  180. * Would you rather have hot tub or shower sex?
  181. * Would you rather be spanked in bed, or bring whip cream into your love making?
  182. * Would you rather try light bondage or be spanked
  183. * Would you rather try light bondage or record a sex session?
  184. * Would you rather have kinky sex or romantic sex?
  185. * When we’re having sex, would you rather talk about your fantasy or keep it secretly in your mind?
  186. * Would you rather send a sexy text or a sexy nude?
  187. * Would you rather be in a relationship with someone who is always submissive in bed or always dominating in bed?
  188. * Would you rather have sex with me now, or later tonight?
  189. * Shaved or Natural?
  190. * What is the most adventurous place we've ever been intimate
  191. * What is one of our past intimate encounters that was so hot, you still think about it today?
  192. * What 3 parts of your body are your favorite places to be kissed?
  193. * What 3 parts of my body are your favorite places to kiss?
  194. * If we were to experiment with role-playing, what character or scenario would you choose?
  195. * What movie love scene would you want to recreate?
  196. * What is the sexiest skill you think I posses?
  197. * What is the sexiest skill you think you possess?
  198. * If you were to design a sexy outfit or lingere for me, what would it look like?
  199. * If we were characters in an erotic novel, how would our first chapter unfold?
  200. * If you could plan the most seductive evening, what would it entail from start to finish?
  201. * If you could plan the most seductive and sexy vacation for just us two, where would it be and what would we do?

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CREATED ON [2025-12-05:08:33] by kjclayton@live.com , LAST UPDATED ON [2025-12-05:21:13]
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