Custom female anal dares

[ro17uh]

Originally Posted by PredicBabe

I have been a week without stretching my ass due to my period, so I need to get back on track and, if possible, go beyond the point where I was before last week - spending 20h with the medium plug in my ass. I love your creativity for ass stretching, so feel free to be as creative as you wish!!

My likes, limits and toys are in my signature

Edit: this upcoming monday is holiday in my country, so I have a 3-days weekend, in case this info could be of relevance

First of all, I think next time you get your period, you should wear a plug during most of it — that‘s the ncie thing about having two holes, they‘re redundant!

To stretch your ass, wear your medium plug for a few hours, and go buy an eggplant (or other fruit) that‘s just slightly bigger than your large plug.

Home again, take out your dildo and put it in your ass. How deep can you go? Sit down on it and try. Remove it fully after every try and then reinsert it. Do this at least 20 times. Then do short strokes, but again removing it fully from your butt each time. This should gape you nicely.

Now put in the largest plug. How easy does it go in?

With that in, lube up the eggplant and consider its size. Soon it will be in you! Take out and reinsert the large plug at least 10 times, so your butt is ready, then put the eggplant up there. Take all the time you need! If you can, hold it in position a bit when the widest part is stretching you out. Can you count to 100 at that point?

Play a little bit with the eggplant in you, enjoying the stretch. You may cum only when and while it is in your ass!

End the playtime by removing the eggplant and then reinserting your large plug and keep it in for as long as possible. Overnight?

[bunbun2342]

I’d like a dare please, if you are still doing them! I’m somewhat experienced, but haven’t played much lately.
Likes: anal, tease/denial/edging, nipple play, tit play, (very) hidden public (like a butt plug at work), long duration plug wear
Limits: public, scat/piss, enemas, anything permanent or exposing, breath play, sharps/blades
Dislikes: temperature play, overstimulation
Toys: vibrator (bullet-ish), small glass plug, “medium” njoy plug, large silicone plug (little tough to get this one in), anal hook, alligator nipple clamps, screw-up vice nipple clamps, clover clamps, nipple suction cups, ball gag, bit gag, open mouth gag, small dildo, tack bra

[ro17uh]

Originally Posted by bunbun2342

I’d like a dare please, if you are still doing them! I’m somewhat experienced, but haven’t played much lately.
Likes: anal, tease/denial/edging, nipple play, tit play, (very) hidden public (like a butt plug at work), long duration plug wear
Limits: public, scat/piss, enemas, anything permanent or exposing, breath play, sharps/blades
Dislikes: temperature play, overstimulation
Toys: vibrator (bullet-ish), small glass plug, “medium” njoy plug, large silicone plug (little tough to get this one in), anal hook, alligator nipple clamps, screw-up vice nipple clamps, clover clamps, nipple suction cups, ball gag, bit gag, open mouth gag, small dildo, tack bra

Nice on the Njoy plug, I have the Pure Plug 2.0, it's a good investment

For your dare: Start your day with the biggest plug you can manage to wear continuously. The Njoy if you must, but if you can, go for the large silicone one -- go big or go home! Warm up with a smaller toy if needed.

Go about your day as you would normally (work, school, whatever). Choose a day where you have to leave the house. At one point during your day, go out and buy an insertable object that is slightly larger than your silicone plug. This can be an actual toy, but better if you misappropriate something. A vegetable? A tool? Be creative. You know where this is going, choose something large, but with a reasonable expectation of your butt being able to take it after some instruction.

When you get home, take out your plug and finger yourself with two fingers, one on each hand. How open does it feel? Can you "pull apart" your butthole? Start masturbating and edging at this point, but don't cum!

Lube your plug up again and reinsert it, then take it out fully. Do this 10 times at least. Repeat the fingering. More open? Yes? Reward yourself by starting to wear the ball gag. Continue masturbating, no orgasm.

Now take the object you've bought and lube it up (use a condom if you want). Push it up your butt. It's OK if this takes you a while, don't give up. If you can't manage, use your silicone plug to stretch more. Bite down on that ball gag to give it your all. You're only allowed to cum after inserting the object fully (as far as it will reasonably go) and edging 10 times with it in your butt.

If you cannot manage that, you must wear the silicone plug overnight and may cum in the morning before taking it out.

[bunbun2342]

Originally Posted by ro17uh

Nice on the Njoy plug, I have the Pure Plug 2.0, it's a good investment

For your dare: Start your day with the biggest plug you can manage to wear continuously. The Njoy if you must, but if you can, go for the large silicone one -- go big or go home! Warm up with a smaller toy if needed.

Go about your day as you would normally (work, school, whatever). Choose a day where you have to leave the house. At one point during your day, go out and buy an insertable object that is slightly larger than your silicone plug. This can be an actual toy, but better if you misappropriate something. A vegetable? A tool? Be creative. You know where this is going, choose something large, but with a reasonable expectation of your butt being able to take it after some instruction.

When you get home, take out your plug and finger yourself with two fingers, one on each hand. How open does it feel? Can you "pull apart" your butthole? Start masturbating and edging at this point, but don't cum!

Lube your plug up again and reinsert it, then take it out fully. Do this 10 times at least. Repeat the fingering. More open? Yes? Reward yourself by starting to wear the ball gag. Continue masturbating, no orgasm.

Now take the object you've bought and lube it up (use a condom if you want). Push it up your butt. It's OK if this takes you a while, don't give up. If you can't manage, use your silicone plug to stretch more. Bite down on that ball gag to give it your all. You're only allowed to cum after inserting the object fully (as far as it will reasonably go) and edging 10 times with it in your butt.

If you cannot manage that, you must wear the silicone plug overnight and may cum in the morning before taking it out.

Thank you so much!! I will do this the next time I have the apartment to myself - and I don’t think I can manage a full workday with the large silicone plug but I want to do it with that one so I’ll probably wait for a weekend and run some errands I’ll report back once it’s done but it sadly might be a couple of weeks!

[bunbun2342]

Originally Posted by bunbun2342

Thank you so much!! I will do this the next time I have the apartment to myself - and I don’t think I can manage a full workday with the large silicone plug but I want to do it with that one so I’ll probably wait for a weekend and run some errands I’ll report back once it’s done but it sadly might be a couple of weeks!

So I did it today!! I started the morning with my njoy plug, and then swapped to the large silicone one right before I left for a birthday party. The whole time my asshole felt so full and stretched - it was the longest time I’ve spent with that plug in so far. On the way home from the party, I stopped at the grocery store and found a zucchini that was larger on one end than the plug… and definitely intimidating.

Got home and set up my lube, a bunch of paper towels, the ball gag, my vibrator, and some nipple clamps just to keep things interesting ;P The silicone plug got easier and easier to pull in and out and eventually I was basically fucking myself with it. Then I took a break and edged some, listening to some audio porn. Putting my fingers in my asshole to spread it father was super weird for me - I at one point felt my sphincter muscle relax and open up even more than I had been able to pull it, kind of like when you blow up a balloon and it finally stretches out big.

Then after a few more plug-fucks, I started trying to get the zucchini in, which was its own whole journey! I basically started with trying to bend over my bed and less-than-gracefully shove it in - which didn’t get me very far. I would edge in between each attempt, hoping to relax further, but not sure that did much. I then tried lying on my back on the floor, facing myself in the full length mirror, and trying to thrust it in and out to go a little farther in each time. That helped a bit but still no dice. But I was super aroused seeing myself struggling to fit this huge vegetable up my ass. Between the visual of myself - clamped, gagged, drooling, desperate - and the vibrator on my clit, my pussy was dripping down my thighs.

After trying a couple more positions, with varying success at even being able to hold the end of the zucchini against my asshole, I decided to use the mirror as leverage. I placed the “stem” end of the squash against the mirror and tried to lean back into it! I could feel it wanting to nudge open my bum but was ultimately unsuccessful. But I was on the right track

What finally worked was placing the stem on the ground and squatting over it. I had one hand holding the zucchini upright, and supported my weight between my legs and my other hand. And then just kind of let myself descend and be impaled. I could feel my ass stretching so much - it was so blunt on the end, whereas the plug has a bit of taper. So it was straight into the girth. But I could tell it was finally going to work. I lowered myself some more and took weight off my hand, and it kept stretching my ass, and then the widest point arrived and I started to tremble with the effort of trying to take it in. Then it finally went in! I felt my ass wanting to suck in the rest of it (and made sure to keep a firm grip on the base) but it was too full and couldn’t really go further. I was so stretched and full and my pussy was dripping like it never has.

The only thing where I fell short of the goal was the final edges before being allowed to come. I only got 5 with the zucchini in my ass before I tipped over the edge and came, and I was so disappointed. But overall it was a great experience, I felt so kinky and slutty trying to penetrate my ass with a fucking vegetable so that I would be allowed to come. Thank you for the dare, it was really perfect for me!!

[ro17uh]

Great report, bunbun, well done! How did your asshole feel the day after? I hope you were sore.

To Analslut12: You haven't replied so far on kik, are you getting my messages?

[ClaireScott]

Hi there, i’m open to try a date. I’m pretty new to anal and exploring. I have a small butt plug, and I’ve tried putting a banana up my ass with debatable success ��. Go easy on me…well, go easy on my ass ��

[ro17uh]

Originally Posted by ClaireScott

Hi there, i’m open to try a date. I’m pretty new to anal and exploring. I have a small butt plug, and I’ve tried putting a banana up my ass with debatable success ��. Go easy on me…well, go easy on my ass ��

Let's get your anal journey started, then! Your banana story sounds like you're quite adventurous with your butthole, so let's use that.

Have you had your cum dildo up your ass before? I'd like you to insert your plug and chug 1 L of water. Once you have to go pee, save the pee in a jug or similar. Then remove the plug (do you dare to take it into your mouth?) and insert the cum dildo as deep as it will go without being swallowed.

Assume a position on your back with your ass in the air (knees near your face).

Now take the stored pee, and "cum" it into your asshole. Bonus points if you're keeping the plug in your mouth during!

Once all the pee is in your butt, comes the critical moment. Remove the dildo, but without spilling any pee. Keep your butt high in the air. Be very quick, once the dildo is out, put in the butt plug to plug your hole.

See how long you can keep the pee enema in your butt. Can you do one hour? Can you cum with the pee still in your butt?

[ro17uh]

Dear ladies of the anal interest in this thread,

How are your dares going? How did you find them? I always appreciate dare reports, either here in the thread or via PM.

[ClaireScott]

Originally Posted by ro17uh

Let's get your anal journey started, then! Your banana story sounds like you're quite adventurous with your butthole, so let's use that.

Have you had your cum dildo up your ass before? I'd like you to insert your plug and chug 1 L of water. Once you have to go pee, save the pee in a jug or similar. Then remove the plug (do you dare to take it into your mouth?) and insert the cum dildo as deep as it will go without being swallowed.

Assume a position on your back with your ass in the air (knees near your face).

Now take the stored pee, and "cum" it into your asshole. Bonus points if you're keeping the plug in your mouth during!

Once all the pee is in your butt, comes the critical moment. Remove the dildo, but without spilling any pee. Keep your butt high in the air. Be very quick, once the dildo is out, put in the butt plug to plug your hole.

See how long you can keep the pee enema in your butt. Can you do one hour? Can you cum with the pee still in your butt?

Thanks for the dare. That sounds like a lot… is it safe to have pee up my ass? I don’t want to get an infection or anything… I’ve never had the cum dildo up my ass as it’s too large so that maybe a problem. But the idea of an enema intrigued me. I haven’t had any liquids in there yet.

[ro17uh]

Originally Posted by ClaireScott

Thanks for the dare. That sounds like a lot… is it safe to have pee up my ass? I don’t want to get an infection or anything… I’ve never had the cum dildo up my ass as it’s too large so that maybe a problem. But the idea of an enema intrigued me. I haven’t had any liquids in there yet.

I‘m sure it‘s fine, it‘s your own pee and it‘s generally considered sterile. Although I‘m no doctor!

Well then you have to be able to get the cum dildo up your ass first! Otherwise, you can use a funnel.

[Roberta50]

This could be interesting.
I have never done any anal games, but I have done vagina games.
I am student and live alone.
My toys are a couple of whips,handcuffs, a shock dildo, icy hot, regular dildo, and clamps.

[ro17uh]

Originally Posted by Roberta50

This could be interesting.
I have never done any anal games, but I have done vagina games.
I am student and live alone.
My toys are a couple of whips,handcuffs, a shock dildo, icy hot, regular dildo, and clamps.

Warm up your asshole with a finger and icy hot as lube. Also put some on your clit to get excited.

Put either of your dildos into your pussy, keep a finger in the butthole. Add another finger. How‘s the DP?

Take out the fingers, keep the vagina dildo, and whip your butt cheeks a few times. Try to get some butthole hits as well.

Then insert the second dildo into your anus. When you are fully DP‘d, shock yourself a few times.

Remove the dildo from your pussy. This should give some relief. To change that, try and see how many fingers you can fit into your butt next to the dildo that‘s in there. Can you do three? If so, try to put both dildos into your asshole at the same time.

[Analslut12]

I am interested in a dare! I have a 5 and 10 cm plug, and a new tunnel plug. We can discuss the rest on kik! Onepiecelover12

[ro17uh]

Originally Posted by Analslut12

I am interested in a dare! I have a 5 and 10 cm plug, and a new tunnel plug. We can discuss the rest on kik! Onepiecelover12

Texted you on kik!