# when someone says "go ahead, ask me anything, no matter how personal".... **URL:** \ **Category:** In My Humble Opinion\ **Created:** [September 2, 2005, 4:13am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701 "2005-09-02T04:13:49Z")\ **Posts on this page:** 18\ **Page:** 1
**Author:** ![fusoya](https://avatars.discourse-cdn.com/v4/letter/f/ecccb3/32.png) [@fusoya](https://boards.straightdope.com/u/fusoya)\ **Post date:** [September 2, 2005, 4:13am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/1 "2005-09-02T04:13:49Z")
There have been a number of times, most often on AIM but occasionally on the phone or in person, when somebody, be it a new romance interest or an old friend (and once even a co-worker!), in the course of flirting or just trying to keep the conversation interesting, has challenged me to “ask her anything, no matter how private or personal” … usually either one of two things happens - I ask something, and then she asks me something and then it leads to a “lets see who can top each other” contest, or I find out that she actually does have a limit to how personal a question can be and quickly changes the subject. Based on the multiple occurance of this with multiple people, I doubt I’m the only one lucky enough to land in this position from time to time. What are some good questions to keep on the tip of your tongue? a couple that I’ve used that have been noted as getting what they asked for, but have still been answered at least once: Who was the WORST person you’ve slept with? How, how often and for how long do you masturbate? What is your weight? What is your bra size? What do you wish your bra size was? Do you shave down there? Or if it’s a blonde or redhead - Are you blonde all over? What is your salary? What is your email password? (yes, somebody actually answered this once) and no matter what, the questions I always eventually get asked are: are you circumcised?..followed by Would you circumcise your children? what MALE celebrities would you most like to sleep with? does being tied up turn you on? (strangely, nobody has ever actually offered to do it for real, even if I say yes) ---
**Author:** ![soulmurk](https://avatars.discourse-cdn.com/v4/letter/s/b782af/32.png) [@soulmurk](https://boards.straightdope.com/u/soulmurk)\ **Post date:** [September 2, 2005, 4:18am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/2 "2005-09-02T04:18:58Z")
Which finger do you use to pick your nose? ---
**Author:** ![slortar](https://avatars.discourse-cdn.com/v4/letter/s/6bbea6/32.png) [@slortar](https://boards.straightdope.com/u/slortar)\ **Post date:** [September 2, 2005, 2:35pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/3 "2005-09-02T14:35:02Z")
Can I have your credit card number and expiration date? Where exactly do you live and what kind of locks do you keep on your doors? When do you usually sleep or leave the house? Do you have a sister? Is she hot? 😃 ---
**Author:** ![Madd\_Maxx](https://avatars.discourse-cdn.com/v4/letter/m/5f9b8f/32.png) [@Madd\_Maxx](https://boards.straightdope.com/u/Madd_Maxx)\ **Post date:** [September 2, 2005, 3:40pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/4 "2005-09-02T15:40:50Z")
If I told you you had a great body would you hold it against me? What is that thing on your shoulder? (This one is better done online when they would have no reason to think you can see them.) Is anal really that great? ---
**Author:** ![UrbanChic](https://avatars.discourse-cdn.com/v4/letter/u/9dc877/32.png) [@UrbanChic](https://boards.straightdope.com/u/UrbanChic)\ **Post date:** [September 2, 2005, 3:58pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/5 "2005-09-02T15:58:18Z")
If I’m hittin’ you from the back with my strap-on, do you expect a reach-around? I need to know these things because my arms are short and it can be a little uncomfortable with taller guys. ---
**Author:** ![Little\_Nemo](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/little_nemo/32/3120_2.png) [@Little\_Nemo](https://boards.straightdope.com/u/Little_Nemo)\ **Post date:** [September 2, 2005, 3:59pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/6 "2005-09-02T15:59:36Z")
Before I invest a lot of time in this relationship, tell me now - is a threesome with your roommate possible at any point in the future? ---
**Author:** ![Hey\_It\_s\_That\_Guy](https://avatars.discourse-cdn.com/v4/letter/h/6f9a4e/32.png) [@Hey\_It\_s\_That\_Guy](https://boards.straightdope.com/u/Hey_It_s_That_Guy)\ **Post date:** [September 2, 2005, 4:01pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/7 "2005-09-02T16:01:11Z")
> [@UrbanChic](#): > > If I’m hittin’ you from the back with my strap-on, do you expect a reach-around? I need to know these things because my arms are short and it can be a little uncomfortable with taller guys. That’s pretty hot, I must admit. ---
**Author:** ![Scumpup](https://avatars.discourse-cdn.com/v4/letter/s/ce73a5/32.png) [@Scumpup](https://boards.straightdope.com/u/Scumpup)\ **Post date:** [September 2, 2005, 4:26pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/8 "2005-09-02T16:26:11Z")
Do you fold or bunch the toilet paper when you wipe your ass? Do your farts have a sulfurous aroma or more of a garlic smell? Do you masturbate with your dominant hand or your weak-side hand? Tell me about your erotic dreams involving your parents. What’s the possibility of you and me having a threesome involving ass-to-mouth action with your mother? Are you unreasonably prejudiced against necrophilia? ---
**Author:** ![Hypno-Toad](https://avatars.discourse-cdn.com/v4/letter/h/b2d939/32.png) [@Hypno-Toad](https://boards.straightdope.com/u/Hypno-Toad)\ **Post date:** [September 2, 2005, 5:18pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/9 "2005-09-02T17:18:49Z")
Gee, it seems to be all about sex and money in this thread? Where’s the violence? Things like: If you had to kill someone in this office, who would it be? What’s the most hateful thing you ever thought about someone? How much money would it take to get you to kill a person? ---
**Author:** ![AskNott](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/asknott/32/5790_2.png) [@AskNott](https://boards.straightdope.com/u/AskNott)\ **Post date:** [September 2, 2005, 5:25pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/10 "2005-09-02T17:25:46Z")
This seems tame by comparison. Dick Cavett, when he was having trouble prying answers out of a guest on his show, asked, “What kind of toothpaste do you use?” It was just absurd enough to loosen up the flow. ---
**Author:** ![CantUseMyRealName](https://avatars.discourse-cdn.com/v4/letter/c/f9ae1b/32.png) [@CantUseMyRealName](https://boards.straightdope.com/u/CantUseMyRealName)\ **Post date:** [September 2, 2005, 6:03pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/11 "2005-09-02T18:03:02Z")
> [@UrbanChic](#): > > If I’m hittin’ you from the back with my strap-on, do you expect a reach-around? \ and here i was, thinking i was perhaps the only woman to ever ask that very same question 😛 ---
**Author:** ![Excalibre](https://avatars.discourse-cdn.com/v4/letter/e/898d66/32.png) [@Excalibre](https://boards.straightdope.com/u/Excalibre)\ **Post date:** [September 2, 2005, 7:58pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/12 "2005-09-02T19:58:46Z")
> [@UrbanChic](#): > > If I’m hittin’ you from the back with my strap-on, do you expect a reach-around? I need to know these things because my arms are short and it can be a little uncomfortable with taller guys. An important question; you definitely need to resolve that one in advance. ---
**Author:** ![soulmurk](https://avatars.discourse-cdn.com/v4/letter/s/b782af/32.png) [@soulmurk](https://boards.straightdope.com/u/soulmurk)\ **Post date:** [September 3, 2005, 2:24am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/13 "2005-09-03T02:24:29Z")
> [@Scumpup](#): > > Are you unreasonably prejudiced against necrophilia? That question is just wrong on so many levels. [sub]I’m gonna use it every chance I get[/sub] ---
**Author:** ![elfkin477](https://avatars.discourse-cdn.com/v4/letter/e/a9a28c/32.png) [@elfkin477](https://boards.straightdope.com/u/elfkin477)\ **Post date:** [September 3, 2005, 3:09am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/14 "2005-09-03T03:09:40Z")
Some people are unpreturable. Like the guy who offered to sent me naked pictures of himself and merely answered “no” to the question “Are you doing anything to farm animals in them?” I don’t know if anything would have shaken him. Maybe “Do you eat babies?[pause for “no”] No, I mean live ones.” but I didn’t think of that. ---
**Author:** ![chaoticbear](https://avatars.discourse-cdn.com/v4/letter/c/f07891/32.png) [@chaoticbear](https://boards.straightdope.com/u/chaoticbear)\ **Post date:** [September 3, 2005, 3:36am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/15 "2005-09-03T03:36:21Z")
What do you _really_ look like naked? Are you into fisting? Can you fit two fists into any orifice? What kind of pancakes do you like - strawberry or blueberry? ---
**Author:** ![Feydeau](https://avatars.discourse-cdn.com/v4/letter/f/df788c/32.png) [@Feydeau](https://boards.straightdope.com/u/Feydeau)\ **Post date:** [September 3, 2005, 5:41am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/16 "2005-09-03T05:41:55Z")
> [@chaoticdonkey](#): > > What do you _really_ look like naked? > Are you into fisting? Can you fit two fists into any orifice? > What kind of pancakes do you like - strawberry or blueberry? Sir, your ideas intrigue me, and I wish to subscribe to your newsletter. ---
**Author:** ![BigBadPodcaster](https://avatars.discourse-cdn.com/v4/letter/b/a587f6/32.png) [@BigBadPodcaster](https://boards.straightdope.com/u/BigBadPodcaster)\ **Post date:** [September 3, 2005, 6:58am UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/17 "2005-09-03T06:58:08Z")
> [@Hypno-Toad](#): > > Gee, it seems to be all about sex and money in this thread? Where’s the violence? > > Things like: > > How much money would it take to get you to kill a person? About 25 Dollars… in dimes, in an old sock… Oh, wait…I think I misunderstood the question. But, why? Are you offering? 😃 ---
**Author:** ![fusoya](https://avatars.discourse-cdn.com/v4/letter/f/ecccb3/32.png) [@fusoya](https://boards.straightdope.com/u/fusoya)\ **Post date:** [September 3, 2005, 7:42pm UTC](https://boards.straightdope.com/t/when-someone-says-go-ahead-ask-me-anything-no-matter-how-personal/319701/18 "2005-09-03T19:42:35Z")
actually, there is ONE question that I’ve never had anybody answer, even if they knew it. Infact, it actually completely scared somebody off for good: what does your mom look like naked?