Custom female anal dares
 

For experiences anal whores or girls who just start out their anal journey, I would like to give you custom dares to guide you along the path of anal exploration! Let me know your likes, dislikes, limits and toys and I‘ll publicly post a dare for you to complete, with reward and punishment.

Drink 2 L of water, then wait an hour. Don‘t pee. Put your plug up your bum and start masturbating. Try to fit a finger into your ass next to the plug, gently. If it works, try another. Remove the fingers and use the G-spot dildo to DP yourself until you cum. You may then pee (also during orgasm).

If you pee beforehand, you‘ll have to shove a peeled banana into your butt and then put the plug in for an hour.

I would love it if you gave me a dare, my ass used to be pretty stretched out but it's tightened a lot recently because I've neglected it :(

I'm fine with a bit of pain but not too much and public is ok as long as it's subtle (and also doesn't break lockdown rules haha)
Also, I know it's listed as a dislike but I wouldn't mind experimenting with some wedgie dares

Let me know if you have any questions! :)

OK, I will gladly prepare some dares for you. What sort of toys do you have?

Do you want to give one
I like little public (lockdown), little pain , atm ,anal training. And longer durations,

I have a medium plug, big plug (kinda hurt after 2 hours of streching) vibrator, medium suction dildo.

I'm in chastity the full duration of the lockdown .i'm not allowd to orgasm from my keyholder.

I will give it a go :)
 

I have a anal training set, ranging from tiny plug, small wavy plug, medium plug, medium plug with a golf ball sized sphere at base.
What's the dare? XD
Limits below

We‘re gonna train your butt! For five minutes each, go through your plugs from largest to smallest. Keep the biggest one in for 10 minutes. After the 10 minutes, pull it out and put it back in over the golf ball 25 times as fast as you can.

Now try to fit two plugs at the same time. Start with the two small ones, then one small medium, maybe even both mediums? Take your time, at least an hour. What is the biggest combination of two plugs you can insert at the same time? Bonus points if you can fit three.

Once you have the most/biggest possible plugs in your ass, masturbate to completion. Then pull the plugs out and admire the gape.

My blackmailer has me do a task on getdare from one of my listed skills, i'm not allowed my own limits but if you specify a safeword or conditional limits then I'll be allowed to stop if its met. But you have to be very specific or he wont understand. Thank you

First of all, the safeword is buttslut.

First, drink 1.5 L if water. You are not allowed to pee until I say so. Find three objects in your household that can be inserted into your ass. One should be easy, one should be what you consider your limit, and one should be bigger than anything you‘ve taken anally before.

Start with the smallest object, fuck yourself for 15 minutes. Go to the medium object next and fuck yourself for 30 minutes, going in and out completely every so often so you feel your butthole relaxing. Remember not to pee! Then take the biggest object and shove it as far up your ass as you can. If it doesn‘t fit, use the medium again for 5 minutes amd then try again. Use plenty of lube.

Once you fit the biggest object, you are allowed to pee. If you cannot fit the largest one, you must pee into a cup and then pour the cup down your gaping asshole after using the medium object again to open the hole up. You are allowed to expel the pee anyway you like afterwards.

Thanks for the task and thanks for including the safeword, i did part of this last night and will continue tomorrow when i have more time at home and will be doing other tasks. My master will respect the safeword and let me have breaks if its too much. And i wasn't able to find a suitable last object but we will make do with what we have. Again thanks. :)

You’re welcome! What objects did you find?

Is that possible??
 

Can that even be done!?!
I haven't heard of two plugs at once before!
I assume you mean smallest to largest in the first paragraph?

Yes, smallest to largest. And yes it can be done! You‘ll see ;-)

None yet but my master considered a hairbrush handle.

You can also try two brushes at the same time for more stretch!

Did you do it? Please write a report on how it went.

It worked!
 

So I just came back from a dare and thought I would end the night on this one.
I did the warm up from smallest to largest. I have used all the toys before so no issue there.
I then started pumping the plug with the golf ball at the end (which is a massive speed bump if you get my drift ha).
I could pump it in and out in 6-8 seconds.
I then put in the smallest and tried to put in the second smallest. This wouldn't work.
So I then tried inserting both at the same time and was able to wiggle them in! I have two plugs in me!
I slightly moved and one shot out instantly.
I grabbed the medium one and the small but wavy one and put them in at the same time. I made sure the tails were going left to right and parallel. I was then able to get wiggle them apart and squeeze the smallest one inbetween. I couldn't believe I could fit three down there!

I then got my vibe and gave attention to my clit. I came very quickly.
That was fun!

Great! I am really proud of you, I know it‘s a great feeling to have multiple plugs inside, it‘s a big stretch. Amazing that you fit three!

Two questions:

1. What‘s the name of the golf ball plug? I‘d like to look at it online.
2. Would you like more anal training from me? I can make you gape.

More info
 

These are the ones:
https://www.ebay.com/itm/4Pcs-Unisex....c100008.m2219

And I could try? Never really had an interest in gaping to be honest...
Is it meant to be pleasurable?

It‘s quite pleasurable I think, and it‘s hot to see if you have a mirror. When you gape you can fit big things with very little resistance. Is there anything bigger you could put into your butt?

Hi!! I would love to get a dare. You can find all the info below, as a side note I would say my plug is 4cm wide and it takes a bit of effort to put it in, but after a bit of work I can fuck myself with it though not very fast. Will definitely give a nice report!!! :)

Hi Annie, are you still interested in a dare?

I would love a dare! I'm very tight right now as i haven't been doing much anal lately. Everything is in my sig (the three plugs is a training set and goes from small to large in different shapes)

Sorry for the late reply, here goes:

Start with the small plug, just play with it a little to get you nice and relaxed. Then take the medium training plug and push it in, take whatever time you need for it. Wear it for a few minutes until your comfortable, then replace with the glass plug.

Keep the glass plug in as long as you can. Ideally, go shopping or run an errand outside of your house with the plug keeping you company. You may remove it after you get back home, and enjoy the feelings of looseness and emptiness.

I’d like a dare, i’m not super experienced with anal but i have two dildos :).

hello, i would love a dare for my girlfriend, i'm far from her 2k km at the moment:) so i want to give her some dares to do, to use her spare time with this dares :)
about her likes dislikes and limits:
TOYS: Buttplug, vibrator, nipple clamps, household stuff

http://aliexpress.com/item/328709183...archweb201603_

LIKES: pussy and ass stretching (not too painful), nipple play- mild to medium pain - ass spanking, to be tied up..

DISLIKES: painful stretching, enema, icy hot/toothpaste, ice

LIMITS: clit torture, forced orgasms, friends/family, scat, blood, permanent, piercings, pictures/video, public, illegal.

I would love a dare, fairly new to anal and I dont have any buttplugs. Household items, dildo, rope, cuffs, etc and back massager I use as a vibe. I think my likes and dislikes are in my signature, if not I'll reply to this with them.

Here's my dare for you: Work yourself up to put both dildos in your butt at the same time. This might sound impossible, but trust me, it'll be easier than you think. Especially if they are made from silicone/jelly and soft.

To get there, warm up thoroughly with the smaller dildo. Then switch to the bigger one. Using the big one, put it in as deep as you can, then pull it out quickly and completely. Do this at least 50 times, a 100 times if you can. You should have a nice gape at the end of this.

When you are nice and open, put in the big one first, then try to squeeze in the smaller one next to it. Report back!

Your goal this weekend should be to be able to insert a banana into your butt. Use a condom if you want. To relax and stretch your butt, use only other fruits and veggies, such as a pickle or carrot.

Once you are able to take the banana, try and see how deep you can push it. Leave it in and cum with it in your butt. Feel how your butthole will tighten against it during orgasm!

Hi, I’ve done some before but I’m still really new, my toys are in my signature, thank you 😊

As you like pain, insert your G spot vibrator in your ass, only taking it into your mouth once for lube.

With it in your ass, angle it so it touches the G spot and try to orgasm from that alone! Don‘t touch your clit. If you can‘t come like that, put as many sharpies in your butt as you can, again only spit as lube.

Sorryyy I never saw this.
Um not really anything bigger. I could buy a larger toy.
Any recommendations?

Sorryyy I never saw this.
 

Sorryyy I never saw this.
Um not really anything bigger. I could buy a larger toy.
Any recommendations?

Sorry!!! Did not log in for some time. Yes, i am still interested in a dare :)

Since I wrote, I have managed to stretch my ass to the point in which i can perfectly take the plug in, and i can take some centimeters of the dildo in if I go properly lubed. Would love a predicament bondage that would make my ass take the whole dildo in easely!!! (only if possible, of course)

Im notn super new to anal but im happy to have a dare made for me <3

Just recently got into anal! Looking for ways to help break me in and get used to having things plugging my ass

Did you do this?

Get a large glass plug on Amazon!

OK! Not a bondage expert, but position a toy under you that you haven‘t been able to fit yet, a large buttplug. Then squat down on it. You are not allowed to stand up before it‘s completely in you and will stay inside you when you stand up! Good luck, hope you have strong legs.

See how many sharpies you can put in your ass. If it‘s less than ten, write SLUT onto one of your cheeks.

Finger yourself a bit back there. When you can take two fingers, switch to the plug set. Wear the smallest one for half an hour, then go to medium. Masturbate with the medium in your butt. After you cum, leave it in for another half hour. Then take it put and try the large one. If you can fit it, you may cum again. Otherwise, try again the next day.

i'd really appreciate a dare! i have a small vibrator, and a small metal butt plug, but i've been wanting more toys, so i'm willing to buy something new! i also can use any commin household items. i love public (safely, of course), some humilation, pain, and dares that take a while. my ass isn't stretched very big, but i'd love to start stretching it more!

thank you!!

Hi! So as you‘re new to anal, I want you to keep your small butt plug in for 24h. Do it in a time period where you‘ll also go shopping, and maybe to the gym. The possibility for others to see your plug through thin leggings should excite you.

You may remove the plug to go to the bathroom.
In the 24h, you may not cum! Once you‘ve made it through the time, take a houshold object that is bigger than the plug, and cum with it in your ass. Then you should be nicely stretched!

I'd love an anal dare please. I have plenty of toys. I have 2 double penatration dildos, one is suction cup and the biggest other is smaller and not suction cup. I have 2 butt plugs that are pretty small now as I fuck my ass regularly. I have a big metal rabbit tail buttplug, I have a 3 ball type but plug thats pretty big. I have a 6inch dildo thats suction cup and a metal ribbed dildo too.
I like dice dares and being told to fuck my ass for prolonged periods of time. I dont have much privacy at home I usually get an hour to myself an afternoon in term time. Am open to hidden public dares and tempted to take anal to the next level by exploring a2m.