Train all of my holes F/19

[NaughtyDaddy]

You're almost 2 days behind your schedule of dirty panties pictures sweetheart.
Someone's gonna get punished.....

[dare2be]

Originally Posted by NaughtyDaddy

You're almost 2 days behind your schedule of dirty panties pictures sweetheart.
Someone's gonna get punished.....

Oh no, I completely forgot last night before I started doing tasks. I'm sorry. Please punish me.

[dare2be]

Originally Posted by Sarmatio

Sound you had a lot of fun from anal. You are becoming total anal slut.
For next fucking get larger than dildo cucumber and use it for your ass. Fuck it for 15 minutes straight. Then start stretching your ass with two fingers each hand and use mirror or took photo on your gape so you could report how big it is. If you don't find cucumber that big use zucchini.

I might not be able to get a cucumber before my next fucking but I'll report back when I can.

[azeeurus]

I would like you to post everyday aside of your panties a picture that demonstrate your lust.
It may be your dildo, your plug, your fingers, those goggles you were referring to, etc.

[NaughtyDaddy]

Originally Posted by dare2be

Oh no, I completely forgot last night before I started doing tasks. I'm sorry. Please punish me.

I think you'll prepare yourself a large coffee enema and when completely filled you'll put panties back on and nothing else. You cannot plug yourself. Put pepermint oil on your pussy too.
Hold it for minimum 40 minutes with clothespins on your tits and during that period you'll deepthroat your dildo for at least 20 minutes. Don't stop even if you leak in your panties.

[dare2be]

Originally Posted by Sarmatio

Sound you had a lot of fun from anal. You are becoming total anal slut.
For next fucking get larger than dildo cucumber and use it for your ass. Fuck it for 15 minutes straight. Then start stretching your ass with two fingers each hand and use mirror or took photo on your gape so you could report how big it is. If you don't find cucumber that big use zucchini.

My ass is so sore... after last night and tonight I'm so stretched out and raw.

My gape wasn't very big- only about an inch? I think. But I did it, and now my ass is so sore. Thank you for the dare

[dare2be]

Originally Posted by NaughtyDaddy

I think you'll prepare yourself a large coffee enema and when completely filled you'll put panties back on and nothing else. You cannot plug yourself. Put pepermint oil on your pussy too.
Hold it for minimum 40 minutes with clothespins on your tits and during that period you'll deepthroat your dildo for at least 20 minutes. Don't stop even if you leak in your panties.

Unfortunately that hits some of my limits... I'm not alright with scat (and even the thought of it in the enema is too much for me, even if I make sure it doesn't leak at all). If I'm deepthroating I'm guaranteed to squirt it all out and I'm not ok with that.

[Sarmatio]

You are welcome. It's a pleasure to dare an anal slut
I have another dare. Get a couple of strong elastic parties. Put the dildo you have all the way in ass, and put the panties on to hold it not to fall. Feel free to put some more clothing if needed. Then spend evening plugged like that and before bed slend 20 mins humping pillow.

[dare2be]

Originally Posted by Sarmatio

You are welcome. It's a pleasure to dare an anal slut
I have another dare. Get a couple of strong elastic parties. Put the dildo you have all the way in ass, and put the panties on to hold it not to fall. Feel free to put some more clothing if needed. Then spend evening plugged like that and before bed slend 20 mins humping pillow.

Should I sleep with the dildo in me?

[captcaveman25]

I want you to attach hanger with clips on your nipples then insert bullet vibe in your ass first then insert 2 golf balls. After that lube your dildo with peppermint oil and fuck your pussy edging 3 times. You can cum after. Report back how it went.

[Sarmatio]

Originally Posted by dare2be

Should I sleep with the dildo in me?

No. Keep it in till you go to bed. Then replace it with butt plug.

[dare2be]

Originally Posted by captcaveman25

I want you to attach hanger with clips on your nipples then insert bullet vibe in your ass first then insert 2 golf balls. After that lube your dildo with peppermint oil and fuck your pussy edging 3 times. You can cum after. Report back how it went.

Er, unfortunately there's a lot of issues with your dare. First, I can't insert the bullet vibe/golf balls without some way to retrieve them. Y'know the old adage, "don't put things up your butt without a base".

Second, I can't edge from fucking my pussy, and even if I could, the whole point of this thread is that I can't come.

[dare2be]

Update:

My buttplug is damaged so I can't use that. My pay cheques have also been less than I assumed they would be, so the majority of my money is just going towards my student loans. I'm going to be taking a few days off from dares aside from my daily tasks and unfortunately, I can no longer do dares that involve my plug/I'll be modifying them to use without my plug.

If anyone wants to purchase a plug for me, just DM me (maybe I'll do some limit stretching for you w/ pics), otherwise I won't be able to do dares with it.

I'll likely be back on the first of July with a new thread!

[NaughtyDaddy]

Originally Posted by dare2be

Unfortunately that hits some of my limits... I'm not alright with scat (and even the thought of it in the enema is too much for me, even if I make sure it doesn't leak at all). If I'm deepthroating I'm guaranteed to squirt it all out and I'm not ok with that.

Let's then switch to being naked and sitting on the toilet after the enema