Train all of my holes F/19

[Sarmatio]

Originally Posted by dare2be

Although, I am a bit of a glutton for punishment. I've got a fair amount on my plate already with more than seven hours of fucking myself before I can come from these posts/my DMs.

You have 7 hours of fucking? Here is your punishment use tigerbalm, peppermint oil or toothpaste for lube during the fucking. You are welcome

[dare2be]

Originally Posted by Sarmatio

You have 7 hours of fucking? Here is your punishment use tigerbalm, peppermint oil or toothpaste for lube during the fucking. You are welcome

Ouch... Sounds painful. I suppose that's my punishment.

[dare2be]

Whew. So, I think I edged for the first time from just penetration.

Feeling in the mood, I used a cucumber in the fridge as well as my dildo. I slid my last condom onto the dildo to fuck my ass, and slid the cucumber into my pussy to fuck myself in the shower based on a DM dare. I had to fuck myself a total of 800 times, DP.

Here's the thing, and a major reason why I decided to create this thread: I don't like anal. I like the feeling of being stretched/full, but being fucked in the ass feels uncomfortable to me. I almost get a bit nauseous at times and it's never really pleasant. Having a dildo sitting inside of me will make me absurdly wet, but I can't stand the in/out motion. So this was a challenge, having a cucumber in my pussy AND my dildo in my ass to fuck myself with.

The moment I slid the dildo in, the cucumber already in my pussy, I felt an immediate change. I still had that gross, uncomfortable feeling, but I was so turned on I could push through it. I twisted the dildo so the cucumber would slam against the balls of my suction cup dildo whenever I fucked myself, and began fucking. I had to keep stopping because of the uncomfortable feeling, but whenever I stopped, I felt so close that I separated my legs and turned off the shower (another aspect of this dare), because I was worried a water droplet hitting my clit would send me over the edge.

I was that close.

I don't feel like I ever could have orgasmed (maybe after a very long time) because I didn't feel so dangerously close to the edge whenever I was fucking myself, only when I stopped. It took me close to twenty minutes to complete it all, with adjusting and stopping, and by the time I was finished, I was shaking. All of these tasks are exhausting (in a good way!) but this was easily the most fucked-out I've ever felt.

I'm dripping wet after completing the rest of my tasks for the night. My plug is nestled inside my lose hole and my nipples are sore and raw from clamps. When I was fucking myself, one of the clamps got snagged and was yanked off, then my right nipple started to bleed a bit.

I'm so horny. My ass is sore, my pussy is throbbing, and my nipples ache and throb. How has it only been three weeks?

I'll be honest, I never feel this good when I allow myself to touch my clit when on denial. I usually hate no-touch/clit denial, but fucking myself has proven to make me so horny. I'm willing to try basically anything. Even though I still haven't been able to make a trip to buy a double-ended dildo to begin my oral training, I'm still practicing deep throating while my mind melts away to porn every night. I'm not very good, but I have this ache to have something inside of me, even though I'm too sore to fuck my pussy or my ass.

Back on schedule and hornier than ever. I don't know if I'll be accepting many more dares for the month because I'm so swamped with all of the daily tasks. They take me a minimum of two hours every day. But me being so horny and a glutton for punishment... I still might. We'll see.

[Sarmatio]

Originally Posted by dare2be

Ouch... Sounds painful. I suppose that's my punishment.

It is your punishment
And here is one more... Put buttplug in ass, put toothpaste on clit, rub your clit and fuck your cunt with dildo till you edge 4 times or 20 mins are passed.

[dare2be]

Originally Posted by Sarmatio

It is your punishment
And here is one more... Put buttplug in ass, put toothpaste on clit, rub your clit and fuck your cunt with dildo till you edge 4 times or 20 mins are passed.

Unfortunately I'm on clitoral denial... Can you adjust the dare?

[NaughtyDaddy]

Since the beginning of your thread you where supposer to blog how wet and dirty you make your panties. So far we haven't seen your wet mess, so as a fair punishment you will do this during whole june AND july.
Plus, while training for deepthroat you will always have your ass filled.
What do you think?

[Sarmatio]

Originally Posted by dare2be

Unfortunately I'm on clitoral denial... Can you adjust the dare?

Same without touching clit (still apply toothpaste on it) but 5 edges and 30 mins.

[dare2be]

Originally Posted by NaughtyDaddy

Since the beginning of your thread you where supposer to blog how wet and dirty you make your panties. So far we haven't seen your wet mess, so as a fair punishment you will do this during whole june AND july.
Plus, while training for deepthroat you will always have your ass filled.
What do you think?

Seems reasonable

I work as at a pool and unfortunately, I'm in a swimsuit so often my panties usually aren't a mess at the end of the day... Should I still post?

[NaughtyDaddy]

Yes, but only with the pic taken at the very end of the day

[dare2be]

Here's my tumblr. First post coming (unlike me) soon.

https://dare2bedripping.tumblr.com/

[dare2be]

First post: https://dare2bedripping.tumblr.com/image/175228501961

[NaughtyDaddy]

Thank you.
Despite the little amount of time you wear them you seem to cream your panties correctly.
Can't wait to see how dirty you can be when not at the pool

[dare2be]

Originally Posted by NaughtyDaddy

Thank you.
Despite the little amount of time you wear them you seem to cream your panties correctly.
Can't wait to see how dirty you can be when not at the pool

Thank you for your punishment and dare, sir.

[highlander]

[QUOTE=dare2be;3305580]Ok, I think I've got a pretty full plate! I separated the responses into RULES and DAILY (and weekly) TASKS.

Rules:
1. Every time I leave the house, I must insert a toothpaste covered butt plug.
2. Breakfast must be done with a buttplug in M/W/F, cum-soaked panties T/TH/SUN, and buttplug + golf balls on S.
For this last week of June every day your not in cum soaked panties cum soak your breakfast before u eat it

[dare2be]

[QUOTE=highlander;3331504]

Originally Posted by dare2be

Ok, I think I've got a pretty full plate! I separated the responses into RULES and DAILY (and weekly) TASKS.

Rules:
1. Every time I leave the house, I must insert a toothpaste covered butt plug.
2. Breakfast must be done with a buttplug in M/W/F, cum-soaked panties T/TH/SUN, and buttplug + golf balls on S.
For this last week of June every day your not in cum soaked panties cum soak your breakfast before u eat it

Er... alright, that's not really something I can do? I'm not slick enough to soak my breakfast and I don't actually eat any breakfast. I only eat at work.