Reposting step 3 as a reminder

Hey everyone, just a quick reminder, since nobody has responded to this one and time is running out

Step 2: There are two things. The next game is fantasies. I ideally need to get him to share some of his, but also share some of mine. Twist is, you get to pick my fantasies. it would be more fun if the ones you send in are actually yours, but you can make them up to. I'll take the top third or so of what comes in (we're trying a ratio winning thing). Ideally something plausible, since I also need to try and talk him into fulfilling one.

The second bit is that this is supposed to get more serious. So we're going to let you choose how far the next date goes. I'm going to get a range, minimum and maximum. I have to get him to, or go myself, to the minimum. Can't go past the maximum. Send in suggestions for either or both, we'll be picking by taking the highest and lowest of all the suggestions for minimum and flipping a coin, then doing the same for maximum.

Also, this is just a normal date, feel free to send in suggestions for other dares such unrelated to the game.

One other thing, sorry. Becky will do one dare for this date, if you have any ideas. She wont be coming along, so it would need to be at the start, finish, or she'll need to run into us halfway through or something, but one dare, she'll do. Also, I've picked out a dare for her to do when she gets back from break, so stay tuned!

DareDone Date Step 2 and step 3 upcoming.

I'm going to be a little scatterbrained on this one, I have a bunch of work to catch up on, and not as much time as I'd like, so its going to have to be done piecemeal so... hopefully I make sense.

Anyway, first things first, here were the dares:

Two that were punishment based:

Try to get him to call you "Mama," "Mommy," or something similar during the date. If you can't, go buy a coloring book and some crayons (if you don't already have them) and finish coloring the entire coloring book within the week following the date. Be sure to stay inside the lines.

and

You must try to get him to drink three different beverages during the date. For each drink he doesn't have, you will have to drink a glass of water after the date and wait an hour for every drink he doesn't have before you may use the restroom.

Some that were rewarding ones:

Go to a clothing store, get him to try on a skirt or dress. If he does, he can pick out something for you to try on.

If he will masturbate in the car, you will too.

He has to kiss a boy. If he does, let him watch you kiss a girl.

Since you're going to be doing more dares in this series, tell him if he'll go out with you again, you'll wear something low cut.

and one less easily categorized one:

Wear a skirt and panties; what you wear on top is your choice. At some point during the evening, you must take your panties off (while he is there, no sneaking off to the toilet) and you must convince him to put them on.

I'm going to try and make sense now. Hope it works.

The plan was to go out for appetizers and desert, lighter than a full meal and more fun. I think he was a little weirded out by the whole asking/telling him out sort of thing, and didn't really know what to expect. When I met up with him he was kind of awkward. I don't know if that was normal or not for him. I tried to soothe it over by saying he seemed interesting and I was curious what he was like, and it was fun to meet new people. I did say I'd pay, which was only fair, since I was the one inviting him and all, and since then I could say "I'll be your sugar mama" and stuff until I finally got him to say "thanks, sugar mama" and first dare checked off!

The other punishment dare was easier, he drank water and a soda on his own, and I had him try some of my smoothie. 3 drinks, check!

Also, just a quick side note to all the boys reading this. If you're out on a date with someone, even if you have no idea if its a date or not, try to not be awkward, and if you are, at least try to be responsive and engaged. Thanks!

The conversation was a little one sided. He occasionally would talk a lot about something, but most of the time it was a little hard to keep the conversation going. That may have been because I was trying to gin him up by asking lots of weird questions like "whats your dark secret" and "come on, are you telling me you wouldn't go streaking right through this restaurant if you could get away with it?" I was trying to make it seem less weird when I tried to get him to do crazy stuff. One that kind of worked was the "make friends by doing stupid stuff drunk" because apparently he knows a couple people with some entertaining stories, even if he doesn't drink...

That led to the "masturbate in the parking lot" which kind of weirded him out, and then I think I really surprised him with the "if you will, I will" and he just kind of stared at me for a minute. He didn't go for it, but it did kind of look like the almost considered it.

I tried a couple other "Crazy things you've never tried that you should do" like for example "kissing a guy?" no way. He's sure, even though hes kind of artsy. Even if I kissed another girl to prove its safe. Although I can do that anyway, if I want to. haha.

He did ask why I was so interested in him doing weird things. I told him weird things are important. You gotta be weird sometimes, makes things more fun and interesting or something like that. I promised I'd think of something really weird for next time we went out. He was like "Next time?" I told him of course, we'd have to go out, I hadn't gotten him all the way out of his shell yet. I told him I'd wear something low cut to make it up to him.

The last two dares I managed with "a quick errand I wanted to do while we were out" I needed to pick up socks from the Target. I'd had this one mostly planned out, but it took a little bit of quick picking. I spotted an eyecatching skirt, different shades of pink with ruffles, while we were there. I wanted something stranger, but that would work. I did the whole "check this out, wacky!" thing and said "try it on!" he was totally not interested. I pleaded with him for a bit and eventually got him with the "come on, I'll try on anything you pick out." he was thinking about it so I was like "here, look around. Pick out anything. If you try on the skirt, I'll try on your choice."

So we looked around. This part was the exciting bit of all the dares, at least so far, since he kind of wimped out some of the others. I was kind of expecting something clever and creative, since he is artsy and all, but I guess boy comes before artsy. He picked out some skimpy little nightie. Totally unoriginal. But hey, whatever.

So I got him to try on the skirt. He was going to back out when he put it on but I talked him into letting me see. it wasn't half as funny as his facial expression, and he almost closed the door on me when I was laughing but I had to have him wait for the second dare. You could see his boxers under the skirt (I picked a shortish one on purpose) so I was like, you're ruining it, take off your boxers.

Note to boys again. When a girl says take off your underwear, your answer is yes, ma'am

He did not answer correctly. He was like "no way!" and tried to shut the door on me again. I needed him to not, because this was my opportunity and I had no plan B. So I just started taking mine off and was like "Here, its no big deal!" and he stared at me. Fortunately nobody was around. I had no idea what I would've done if someone was. thank god for target late at night.

He just stared at me and I was trying so hard to act cool about standing in the middle of the store holding my panties, but I think I was blushing like mad. So I was like here, put mine on if you need something. he turned my offer down. Seriously, this guy needed a clue. I was actually a little frustrated. Clueless. and I really wanted him to take them because I was standing there holding them awkwardly. And I really couldn't think of how to be like "please, wear my panties" without coming off weirder than I already did, so I gave up. I don't know if that means I failed that dare or not.

He changed back quickly after. He told me I didn't need to try on the nightie if I didn't want to. Sweet, but I wasn't in the mood for sweet at that point. I either wanted to kill him (in a nice way) or get him to actually take an initiative. I still did it, dare and all, and I wanted to see if that might jump start him.

I put my panties back on when I was changing, although I had to take the bra off for it. It was pretty skimpy, but it covered all the important bits, if it were a bit longer and slightly higher cut I probably could get away with wearing it out, but it was high enough and just low enough to be bedroom only. Also, pretty low quality material, so I wouldn't wear it anyway.

So I came out and showed it off, did a couple cheesy poses. He just stared some more, but he was definitely looking. I started to do a twirl in one of those spin around to show all sides but stopped pretty quickly once I realized I didnt need it riding up. I couldn't stop giggling after that, and he started laughing too, but he didn't know what was funny until I explained it to him, but it was a fun moment. He let me change back after that.

We poked around a bit more before I bought the socks and we went home. He walked me back to my dorm, which was nice of him, and he was, well not less awkward, but differently awkward. More like he didn't know what to say than he just didn't want to say anything. I told him to call me when he got back from break and we'd go out again. He said ok. Hopefully he means it.

This dare was fun, I liked the twist of getting someone else to try stuff, but it was hard when he refused. Also, he was frustrating, but that had nothing to do with the dare. Hopefully next time he'll be better. Maybe I'll have to get a pervy friend to give him a clue. Or maybe not.

So, next step: for the next date, this is what I need. I need a wacky thing to do, cause I promised, but I could pretend to forget and he probably wont call me on it.

As for the dares from Slick, there are two things. The next game is fantasies. I ideally need to get him to share some of his, but also share some of mine. Twist is, you get to pick my fantasies. it would be more fun if the ones you send in are actually yours, but you can make them up to. I'll take the top third or so of what comes in (we're trying a ratio winning thing). Ideally something plausible, since I also need to try and talk him into fulfilling one.

The second bit is that this is supposed to get more serious. So we're going to let you choose how far the next date goes. I'm going to get a range, minimum and maximum. I have to get him to, or go myself, to the minimum. Can't go past the maximum. Send in suggestions for either or both, we'll be picking by taking the highest and lowest of all the suggestions for minimum and flipping a coin, then doing the same for maximum.

Also, this is just a normal date, feel free to send in suggestions for other dares such unrelated to the game.

One other thing, sorry. Becky will do one dare for this date, if you have any ideas. She wont be coming along, so it would need to be at the start, finish, or she'll need to run into us halfway through or something, but one dare, she'll do. Also, I've picked out a dare for her to do when she gets back from break, so stay tuned!

PS, sorry this is so delayed, I'm still not entirely caught up.

Thanks for the well wishes

I'm feeling better now, it was mostly gone by yesterday, I spent most of the weekend in bed. Too much stress too little sleep makes a sick Isabelly.

Anyway, I talked my date into going out last night because I was feeling better and wanted to celebrate that. I have a lot of work to catch up on, but hopefully I will have the finished report up later today, along with step 3 I think it is.

Anyway, most of the crazy stuff is gone and I'll have time to unwind over break, so I'll be safe from here on out hopefully.

Postponement

Hi. This is Becky. Isabelle got a little sick this weekend, so the date is postponed until probably Tuesday. Feel free to send in more dares for her, but things may have to be juggled for the scheduling.

-Becky.

Daring Dating

Okay, so only one suggestion came in, so it won! It was: The most inexperienced (if you can't tell, then introverted) guy you can get.

So I couldn't quite tell inexperienced, but I know a guy who I think would fit. He's a freshman who I met a couple times, he does a bit of stuff with the theater groups (he does lighting and stuff, not acting) and he's been around when my singing group has been doing shows. He's kind of artsy, and doesn't really talk, just kind of draws when hes not doing anything. Cute enough, could use a haircut, and the quiet shy kind isn't really my type, but hey, its part of the dare.

But I ran into him yesterday and thought he'd be perfect, so I tried chatting him up, mostly failure, so I told him he was going to take me out this weekend and he could practice talking. I think he didn't really know what to say to that. Boys are clueless sometimes.

So step 2: This is a bit unusual, but I liked it when I heard it. Send in as many dares as you like. Not for me, for him. My dare is to talk him into doing crazy stuff (the dares). If I can't talk him into it, then the alternative is "if you do it, I'll do..." so also include some ideas for reward incentive thingies for me to do if he does your dares.

UPDATE: Also, because someone just shared a dare for the date that would be really challenging, I think I'll also accept dares that are "if you fail to get him to do it, then..." As long as that result is less obvious than the "If you do it, I'll do this..." since I won't be telling him whats going on

Ask any questions you need to, I'll try to answer, but I don't know him very well or at all.

Dare requests

Also, in addition to the date game, we'd like to formally request smaller, easier dares. Most of the dares we get are pretty elaborate, and we can't do them too often, since they require more time, more planning, etc.

So, small dares? Things that can be done spur of the moment? We'll be able to post more, you'll be able to read more... and nobody will get bored.

Dare: Daring Dating

So this is another one suggested by Slick. We're still working out the later bits, but we'll give the first part that we have right now.

I am going to find a date for next weekend. You get to choose who. Obviously I can't give you a list of everyone I know or goes to my school, what we're going to do is have you set the criteria. So send me an email with what I should be looking for, someone from class, someone I've never talked to before, someone on a sports team, an ex, etc. Two suggestions will win, the first one or the most common (second, if the first is the most common). I'll aim for one of those two.

Think about this, because the next steps will be what kind of dates, what to do, where to go, and other related things. Basically, you get to control the relationship to an extent. The dare will go for the month until my birthday. And I know it seems a little odd to do this with someone who doesn't know, but I know the dares you send, I don't think he'll be worse off.

So that's step one, I'll let you know about step 2 when it's time.

Two Updates (Birthday List)

So, couple things. One, we're probably giving up on the November contest, too few submissions, we'll probably steal a few dares off them for use though, so don't worry.

We've also come close to a decision on my birthday idea, one month from today. We're going to go with the list idea, since nobody had any other suggestions. I'll keep you updated with the list as ideas come in.

So send us ideas of small things I can do that evening. Kind of like a to-do list or scavenger hunt. Put on whatever you want, everything you submit is going on the list. I'm going to do as many as I can. We'd like to come up with a results like "if you do all of them, this happens, if you only get half, this happens" but we can't come up with anything. So if you have good ideas for that, please please let us know.

Can't think of anything else. Bye!

Dare done: Mall Buttons

This one is going to be hard to write out, because Becky didn’t keep as good track of what happened as she should have, but I’m going to do my best from what she did keep track of on her phone.

We started when we actually got to the mall, first roll was a 4, she said unbutton, so I undid the top button, since I usually undo that one anyway. Also, I should note, that since there was the change made, that we agreed Becky wouldn’t be forcing any rolls unless I was just getting too lucky, since it was probably going to be a lot worse anyway.

Second roll 20 minutes later was a 6, which made me undo the bottom button too, not sure what roll, obviously a one or a two. Still, not bad. I was pretty safe with just these.

I got a safe roll next, I think that was a 3 but I could be wrong. I got a 4 after that, which Becky said I could get away with, since it was still early. She shouldn’t have, from her point of view, since I rolled a one next, but it was too late.

I got a couple of safe rolls for the easiest time we were there, I only had the top button undone. We’d been out for almost 3 hours so far, halfway through and doing pretty well. Which was damn lucky, given the oh-so-kind modifications.

Then there was a 5/6 undo roll, ended up being a top button. That was starting to get a little risky, but nothing I couldn’t get away with, just something that would get a lot of stares. You could see a little bit of bra from the right angles, but nothing too bad. I didn’t mind so much, kind of upped the excitement level.

And it didn’t last long anyway, since the next roll was a 1. Safety again.

I had another safe roll, then a 4. Becky said I’d gotten too lucky, and made me unbutton something, I did the bottom one, since that was the easiest, and I’d been there before.

I got another undo roll next, and got to choose what to undo on this one, so I undid another top button. I thought of undoing the second bottom one, but I’d discovered the second top one wasn’t too bad, so I went with it. It wasn’t any riskier than I’d been, since every button that was unbuttoned had been unbuttoned at some point already, so I felt pretty safe. Except for having to keep rolling. We were only like 4 hours in so that was a bit scary, and the fact that the next button was going to be a bit scarier was also a bit of a rush.

I got a 4 next, and Becky was not so kind. So there went my second bottom button. This was fine standing still, but walking was a bit of an issue, it would flap open a little bit, I’m not sure you could see panties, but pretty close. Definitely inner thigh. So I tried to walk slowly and stand still as much as I could.

The next one was another undo, a 6, I remember, because I used one of my re-rolls on this one (since I still had an hour and only 3 buttons left, I had the top two and bottom two undone, couldn’t quite afford another). Unfortunately the next roll was also a 6, and so no good. I didn’t think that was fair, and still somewhat suspect Becky cheated her phone thing, but she won out, so I lost another top button. Bra was definitely visible now, especially if I was moving or you were at the right angle. It didn’t stay too closed, and I was definitely getting stares at this point. Huge rush, but I would’ve liked a way to earn back buttons or at least have been about to leave.

The next roll was the same thing, 6, re-roll, 6. I didn’t bother rolling to find out what I’d have to undo, I wimped out. Any more buttons and I’d be a bit... over exposed. So I wimped out and we went home. We didn’t make it to 6 hours, and I know we were supposed to make it 6+ but... Well, you do it!

It was fun while it lasted, but I think this one was very luck dependant, especially with the messed up odds. I would’ve rather had to undo more earlier and had more of a chance to redo them, so I spent more time on the edge, rather than being mostly safe for most of it then getting nailed at the end. That’s all luck based, someone who is better at math should tell me how to make that happen. Or just my original idea of some way to force a rebutton or something. I don’t know. It was definitely still fun, and looking back I wish I hadn’t wimped out, but spur of the moment... eh. Confused.

This one would also be really fun on a date. Maybe with the odds changed. Just a thought, not a request.

Dare Upcoming: Mall buttons

The dare:

Pick a day where you and Becky will spend most of the day together, maybe away from campus. 6+ hours. You will need one dice, a watch or cel phone, and 2 slips of paper. On both slips of paper, write 'Reroll' and hold on to them. You will wear a dress with buttons going down all the way in the front, no underwear. The dress can go down to just above your knees. Shoes are whatever you want to wear, they aren't important on this dare. Whenever Becky requests you to, or 20 minutes have passed since your last dice roll, you will roll the dice. See the simple chart to determine what happens:
Roll 1 - Button up one button.
2-4 nothing changes.
5 - Up to Becky on if she wants you do nothing or unbutton one button (your choice which to unbutton).
6 - Unbutton one button. Roll again. 1-2) Unbutton from bottom. 3-4) Your choice. 5-6) Unbutton from top.

If you do not like the results, you may give Becky a Reroll slip of paper and reroll the dice. You have two of these.

This was an old one we finally have the opportunity to use. I don't think it will be that bad, since the odds are pretty low for unbuttoning, but even though I know it shouldn't be too bad, its a little scary to think about. Shouldn't be too bad though.

The dress I'll be wearing has 7 buttons, and a belt, so that will help. A dare for Becky might be taken if one comes in between now and tomorrow, and maybe anything else small, plus its an opportunity for some people to use up some points.

Updates

We still need submissions for the November Contest. If they don't come in by the end of the week, we'll just scrap the contest and pull dares from them individually. If enough do, we'll probably move the end date to my birthday next month (11th). Yay 21!

Speaking of which. I'm definitely going to need dares for that. Becky too. We may try to come up with a game or something, but right now I'm thinking a kind of "bucket list". Things I need to accomplish on my 21st birthday and just go out and get as many as I can. Might do something else though. Thoughts? Other ideas?

Daredone Halloween Report

Okay, I'm going to start this and hopefully I can finish it before I need to run.

We managed to get the costumes together during the week before Halloween. It wasn't that hard to find the stuff we didn't have. Becky had everything she needed, we didn't have the stereotypical plaid skirts, but she had a pleated skirt that worked, might've been slightly too high for "good girl" but not by much, and nobody was complaining. Although we needed to buy her a cross.

Mine required more work, obviously. I borrowed a shirt from one of my guy friends, well, he gave it to me, but I wanted to make sure it was big enough to tie well, and Becky decided to cut the buttons off entirely, to make it easier to tie and just to be mean again. The bra wasn't super duper visible, but you could definitely see it was there unless it was really really dark out, like outside and not near lights. I went with black panties to match, rather than white, they weren't entirely lacey, but did have lace around the edges and such. I bought a new short skirt for the outfit, it definitely didn't need rolling up, and I would never have worn it out, but hey, Halloween.

The dare that came with it was small. First chance she got, Becky mentioned that she was disappointed a little bit in being the good girl cause she didn't get to wear a sexy bra like me. He said, "yeah, it is sexy" and thanks a lot. So I tried to do a "fine, you wear it" and take it off. I took it off under my shirt, but that isn't easy when the shirt is just tied and you're trying not to have it come untied, so it didn't quite have the effect I was looking for. Becky never got any comments, even when I tried her trick. And to be honest, we kind of got caught up in everything and forgot about it after a while.

Becky actually didn't like this one as much as she thought she would, because the pairings kind of put her on the short end. Like, if she was hanging out around me, it wasn't too obvious about the good girl bad girl thing, it just looked like brave and wimpy sort of, next time we'll have to try to make it more obvious, or go as devil and angel or something. When we weren't together, she just felt like she had a lazy school girl outfit. But mostly it was good, we both got a lot of general compliments. I also got a lot of people trying to untie my shirt, but mostly they failed. Becky did try to encourage that a couple times, but it seemed like having someone tell you to made you more likely to think it was a joke or a trap or something, and less likely to actually try it.

Still, we had fun, and we really liked having it done by contest, even with only a couple submissions. November contest is still going on, and please, if you have ideas for other contests, or more submissions for November, let us know!