Train all of my holes F/19

[dare2be]

When I get horny I become my own worst enemy.

On my way to the shower to complete my daily fucks I saw an intriguing thing laying on my counter: a set of goggles. I didn't bother to grab them, though the goggles were turning in my mind as I fucked myself senseless in the shower, my clit and nipples burning with a plug deep in my arse and my dildo (all eight inches) all the way inside of me. When I stopped, shaking and shivering from the exertion and the pure need flooding through me, a use for the goggles suddenly clicked.

Earlier today I saw a video of a girl taping a dildo into her throat. Deep throating is so painful and uncomfortable but the idea of being used gets me so wet. I climbed out of the shower, my dildo lodged inside of me balls deep, and grabbed the goggles then climbed back inside. I tied a bun at the bottom of my head to keep the goggles from slipping then put it on the opposite way around, leaving the thick rubber lodged between my teeth. With shaking arms, I pulled the goggle straps back as far as I could, managed to shove my thick dildo in between my mouth and the rubber straps, then let it be shoved into my throat, water falling onto my face as I was forced to stare at the ceiling, gagging around the massive intrusion in my throat. I gagged two, maybe three times, then fell to my knees and the dildo dislodged itself, leaving me coughing. Then I picked up the dildo and did it again, and again.

I hate the feeling of deep throating but being so used makes my pussy drip. I fingered myself while the dildo was lodged in my throat, trying to train away the gagging. It worked a bit longer each time I tried it, but after three or four gags the dildo was always forced out of my throat and I had to try again. I tightened the straps, shoved the dildo in this time, then covered it with the straps, my fingers working away in my pussy with my eyes staring up at the ceiling and my throat burning around the intrusion. I gagged once, twice, then stopped gagging. For a good while, I didn't gag, unable to breathe around the eight inches deep in my throat. Then I gagged hard and ripped the dildo out, vomiting a bit onto the shower floor. My face was covered in spit and my eyes were watery, but I touched my pussy and I was absolutely soaked. I washed off the dildo, then shoved it back into soaked pussy, then rinsed, stepped out of the shower, and pulled on underwear. I'm writing this plugged right now. My pussy and ass is so sore. I hate fucking myself yet I keep torturing myself. I feel bruised and sore everywhere.

I can't wait for another month.

[Sarmatio]

Here are some tasks for you:
1. Spend a night with plug on.
2. Tomorrow after you finish with your morning routine train your mouth for fucking for 10 mins with the dildo.
3. After finish your mouth, plug your ass, apply toothpaste on clit and fuck your cunt till you edge.

[dare2be]

Originally Posted by Sarmatio

Here are some tasks for you:
1. Spend a night with plug on.
2. Tomorrow after you finish with your morning routine train your mouth for fucking for 10 mins with the dildo.
3. After finish your mouth, plug your ass, apply toothpaste on clit and fuck your cunt till you edge.

I sleep with my plug in every night, so task #1 is done and keeping me dripping

I will do task #2 and #3 tomorrow. Thank you.

[dare2be]

Whoa, as a side note, thank you to everyone voting on this thread! I didn't even realize that was a feature on GetDare.

I'm thinking of making another thread with updates/one-time dares that people can post for the month of July (I'm swamped with the daily/weekly tasks that I have already). This thread is getting a bit crowded. Thoughts?

[Mr.Blue]

If you could post a detailed report of my pencil dare I gave you along with the requested pics on your Tumblr then that would be very much appreciated by me.

You can post your report here or on the new thread that you make for July, either option is fine with me.

[dare2be]

Originally Posted by Mr.Blue

If you could post a detailed report of my pencil dare I gave you along with the requested pics on your Tumblr then that would be very much appreciated by me.

You can post your report here or on the new thread that you make for July, either option is fine with me.

I need to buy colored pencils which I haven't been able to do yet, but I will post the requested pics when I can! I haven't forgotten about your dare, don't worry.

[Mr.Blue]

Originally Posted by dare2be

I need to buy colored pencils which I haven't been able to do yet, but I will post the requested pics when I can! I haven't forgotten about your dare, don't worry.

good to know, thanks

[linearizationcannon]

Originally Posted by 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.

This one is pretty simple: while a cucumber is in your pussy, fuck your biggest dildo into and out of your ass 50 times WITHOUT STOPPING. each time your stop, start over and double the number

[dare2be]

Originally Posted by linearizationcannon

This one is pretty simple: while a cucumber is in your pussy, fuck your biggest dildo into and out of your ass 50 times WITHOUT STOPPING. each time your stop, start over and double the number

Oh... I'll have to do this the moment I get more condoms.

[dare2be]

Originally Posted by linearizationcannon

This one is pretty simple: while a cucumber is in your pussy, fuck your biggest dildo into and out of your ass 50 times WITHOUT STOPPING. each time your stop, start over and double the number

I found one last condom in my stash! I'll be doing this tonight.

[JustAnotherMaster]

Alright, next time you are about to go outside and in public for an extended period of time, shove as many golf balls coated in toothpaste (with a minimum of three or all of them if you only have one or two) as you can manage up your ass while having your dildo and bullet vibe (only if you finally managed to get new batteries) up your cunt. If you REALLY want to stretch your asshole out, feel free to include a plug for your butt to keep the golfballs from moving around.

Wear a pair of panties over these items and continue about your day with them inside of you, and if you are able to also write out your experience while you're still out. If the size of the dildo is an issue to have in your cunt then feel free to swap the positioning of the golfballs and dildo.

If you REALLY want to make things difficult on yourself, when you are out and buying items buy any of the following items with these items still inside of you: Batteries for your bullet vibe, duct tape, more toothpaste, and whatever you may need for your kinky adventures.

If any of these cross your limit I apologize about that. If you're interested in it feel free to modify it to whatever you're comfortable with or just simply let me know if it's not good and I can think up of something else for you!

[dare2be]

Originally Posted by JustAnotherMaster

Alright, next time you are about to go outside and in public for an extended period of time, shove as many golf balls coated in toothpaste (with a minimum of three or all of them if you only have one or two) as you can manage up your ass while having your dildo and bullet vibe (only if you finally managed to get new batteries) up your cunt. If you REALLY want to stretch your asshole out, feel free to include a plug for your butt to keep the golfballs from moving around.

Wear a pair of panties over these items and continue about your day with them inside of you, and if you are able to also write out your experience while you're still out. If the size of the dildo is an issue to have in your cunt then feel free to swap the positioning of the golfballs and dildo.

If you REALLY want to make things difficult on yourself, when you are out and buying items buy any of the following items with these items still inside of you: Batteries for your bullet vibe, duct tape, more toothpaste, and whatever you may need for your kinky adventures.

If any of these cross your limit I apologize about that. If you're interested in it feel free to modify it to whatever you're comfortable with or just simply let me know if it's not good and I can think up of something else for you!

If I were to do the golfballs in my ass, I would only do it with a condom. My dildo really is too big for my pussy, but I could swap for golf balls in my pussy (but I can only fit two) and the dildo in my ass.

[dare2be]

Originally Posted by linearizationcannon

This one is pretty simple: while a cucumber is in your pussy, fuck your biggest dildo into and out of your ass 50 times WITHOUT STOPPING. each time your stop, start over and double the number

I did this tonight. PM'ing linearizationcannon ended up with me fucking myself at 60 BPM. I took my time prepping myself, being fairly certain it would be an anal-heavy night. I did enemas for an hour to prep myself then I settled in the shower with a cucumber, my phone beeping at 60 bpm, and my dildo. I lubed up my dildo with my spit and slid it into my ass (yeah, I'm that stretched...), and then spent at least ten minutes trying to fit a cucumber in. The cucumber is slightly thicker than my dildo and even that is a stretch in my pussy. Trying to fit both in was difficult. Finally, I managed to get the dildo in and the cucumber, then I started fucking myself.

Amazingly, I reached all 50 without discomfort from my ass, but my pussy burned from the stretch. I pulled out the cucumber then sat down, too tired from other daily tasks to get up, then I realized I felt no discomfort at all. Hearing the beeping, I began to fuck my ass to the beat of the timer and I felt nothing. Then I turned off the timer and I fucked my ass as hard as I could and I didn't feel any discomfort.

I don't know what happened, but at least for tonight, the feeling is gone. Anal just feels like a stretch without any nausea. WTF? I'm happy, but very, very confused.

[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.

[linearizationcannon]

Originally Posted by dare2be

I did this tonight. PM'ing linearizationcannon ended up with me fucking myself at 60 BPM. I took my time prepping myself, being fairly certain it would be an anal-heavy night. I did enemas for an hour to prep myself then I settled in the shower with a cucumber, my phone beeping at 60 bpm, and my dildo. I lubed up my dildo with my spit and slid it into my ass (yeah, I'm that stretched...), and then spent at least ten minutes trying to fit a cucumber in. The cucumber is slightly thicker than my dildo and even that is a stretch in my pussy. Trying to fit both in was difficult. Finally, I managed to get the dildo in and the cucumber, then I started fucking myself.

Amazingly, I reached all 50 without discomfort from my ass, but my pussy burned from the stretch. I pulled out the cucumber then sat down, too tired from other daily tasks to get up, then I realized I felt no discomfort at all. Hearing the beeping, I began to fuck my ass to the beat of the timer and I felt nothing. Then I turned off the timer and I fucked my ass as hard as I could and I didn't feel any discomfort.

I don't know what happened, but at least for tonight, the feeling is gone. Anal just feels like a stretch without any nausea. WTF? I'm happy, but very, very confused.

next steps time then:
-anal yourself to orgasm
-the next time you have sex with someone, ask for anal