Risky Pick Legacy - a diary
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dublinmarty
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Risky Pick Legacy - a diary
Well it was time to take this tease seriously so I start again, knowing that i could be getting myself into serious trouble. This will be my diary of this journey. If anyone wants to join me on this and document how this tease turns out for them then all are welcome.
So first round showed me how dangerous this game can be. Game Mistress ended up with a 500 debit card and one low one so I decided to stick with my card. And guess what it was a 500 debit card!! Deep trouble already. So i decided it was time to start my chastity journey with 2 days. Still had a debt to pay so added what I think is the scariest card, the chastity bane card. So I am set up for an interesting game already.
marty
So first round showed me how dangerous this game can be. Game Mistress ended up with a 500 debit card and one low one so I decided to stick with my card. And guess what it was a 500 debit card!! Deep trouble already. So i decided it was time to start my chastity journey with 2 days. Still had a debt to pay so added what I think is the scariest card, the chastity bane card. So I am set up for an interesting game already.
marty
Last edited by dublinmarty on Tue May 12, 2026 10:24 am, edited 1 time in total.
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dublinmarty
- Explorer At Heart

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Re: Risk Pick Legacy - a diary
Well I find this game addictive so played 2 more games, the first one was safe enough and ended up with 10 debit and paid that with ball slaps. The second game was scary as it had both a 1000 debit and chastity bane card. The 1000 debut was still there at the end so had to go for my card. My heart always races at this point but it was kind to me and gave me 8 debit which I paid off with the credits i had gained. One other point I have been turning down all offers and getting a small amount of debit that way.
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dublinmarty
- Explorer At Heart

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Re: Risky Pick Legacy - a diary
Bad news i am afraid my chastity cage broke. Stupid plastic one. Now ordered a metal one, will continue when it arrives.
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dublinmarty
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Re: Risky Pick Legacy - a diary
Well new cage has arrived and so i am back in the game. Starred with a lot of ball slaps, 55 from paying off my last debt. Then first game I got ball terror card, that was another 27 slaps. Second game I chose my own card and got 200 debt. Paid that debt off with 2 days in chastity, the rest of my credits and another 25 ball slaps. So now it is 2 days in chastity with sore balls as well.
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dublinmarty
- Explorer At Heart

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Re: Risky Pick Legacy - a diary
As before I can't stay away from the cards. Played a few more games and got 3 mystery cards, nothing too bad so debt is small and no need to extend my chastity period. Got some spare time this evening so will play some more later.
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dublinmarty
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Re: Risky Pick Legacy - a diary
Phew that ended up a bit intense. First couple of games turned out alright, on one hand i got a bliss mystery card, it was very tempting to take Game Mistress's offer of more chastity time to pay for chastity release in order to take advantage of this card but it felt like a trap so turned it down. Hope i don't regret this decision. Next hand i get 200 debt, so pay that offer cost me all my credits and 100 ball slaps. So kind of back to start with no credits and no debt. Still in chastity though!
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dublinmarty
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Re: Risky Pick Legacy - a diary
Feel like I am sliding deeper into this hole. Played a few rounds this morning, started slowly but still had to do 100 ball slaps. Then i got the choice of selecting Mistress's cards with a 1000 debt card or stick with my card. Stuck with my card and still got 1000 debt! So added a Mistress offering card and increased the credit tax and still had small debt left to pay off. At least I have less than 24 hours left in chastity. Might get an orgasm tomorrow if I can resist playing some more later today, but I am addicted to the risk with playing this.
Just wish me luck!
Just wish me luck!
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dublinmarty
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Re: Risky Pick Legacy - a diary
Well today is a good day, my chastity finished up. So I played a few games and eventually got the orgasm card! Lucky me! a couple of edges for Game Mistress and then a lovely full orgasm. I had accumulated some debt so I paid it off with my credits and another 53 ball slaps so have a clean slate to start again.
At the moment I don't want to go back into chastity but I am sure I will soon, so game can continue.
At the moment I don't want to go back into chastity but I am sure I will soon, so game can continue.
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dublinmarty
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Re: Risky Pick Legacy - a diary
I really should know not to mess with Game Mistress. Firstly I turned down an orgasm, though she might be kind to me, not likely. Then I decide to risk a mystery card, big mistake!!!! Not only did I get the clasp card but then she drew 1000 debt card, so I get 20 days on chastity. Finally, I tried to beg for some mercy, that didn't work, just go me another 5 days in chastity!! Only positive is I have some credits built up so maybe I can pay for a chastity release mid way through.
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dublinmarty
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Re: Risky Pick Legacy - a diary
The diary is going to get boring now, going to have try and resist playing multiple games a day, just need to get through this chastity period without getting myself deeper into trouble. Lets see how I get on. Unless I get lucky or more likely unlucky I won't bother reporting in every day.
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dublinmarty
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Re: Risky Pick Legacy - a diary
Well maybe not!!! I was tempted into having another go today and boy was it fun! Got a mystery card, and it was the bliss one. Was tempted to turn down the offer and save my credits for a later chastity release but in the end I hit the release button and so got a somewhat torturous release. Will be back in the cage later today and then for a long while after.

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dublinmarty
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Re: Risky Pick Legacy - a diary
Feeling positive today, played just one game (so far) and my credits are over 500 and I have no debt. If only I wasn't locked in chastity until 15th of June!
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dublinmarty
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Re: Risky Pick Legacy - a diary
Another relatively good day. Was in the mood so played a few hands today. Got a couple of mystery cards, one curse one which was scary but at least it only increased cost of buying out debt with credits, not good but I can live with that. The next one was a laughter card but again I was fortunate and it only add 8 to my debt. All in all not bad outcome really.
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dublinmarty
- Explorer At Heart

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Re: Risky Pick Legacy - a diary
Today I had some spare time so couldn't resist my addiction to this game. Didn't work out well. To start with I accumulated some small debts and paid that off in balls slaps, did 200 in total which had my legs shaking
Then I got a couple of Mistress Offering cards, so that got rid of most of my credits and it still didn't please Mistress. The final game I got another chastity bane card and that got me another 10 days in chastity!! My addiction to this game means it is going to be a long time until my next orgasm. And to make it worse next time I get in big debt I am going to add another chastity bane card as result of my poll.
Then I got a couple of Mistress Offering cards, so that got rid of most of my credits and it still didn't please Mistress. The final game I got another chastity bane card and that got me another 10 days in chastity!! My addiction to this game means it is going to be a long time until my next orgasm. And to make it worse next time I get in big debt I am going to add another chastity bane card as result of my poll.
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dublinmarty
- Explorer At Heart

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Re: Risky Pick Legacy - a diary
Played a few games today and not going well for me. Quickly accumulated over 500 debt so had to take a curse to clear it and as a result of the poll I ran I added a chastity bane card. Getting scared now as I am sure I will draw another one soon and really don't want to extend what is already a long chastity period. Next game got a generous offer so rather than turning it down, as I usually do, I took it and paid off most of the debt with 50 ball slaps. Next game I won 250 credits and just a small debt so I went for another one. This got me 200 in debt so decided to pay it off with more ball slaps. Game Mistress was right when she said I was being ambitious, I did them all but by the end I was breathing hard and my legs were shaking. Definitely time to retire from the game for today. Back tomorrow and lots more days after.
