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Femdom domination v15 - Sex Roulette
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Femdom domination v15

Mistress Tasks

22
Cuff him to each corner of the bed on his hands and knees. Peg his mouth while his ass gets drilled by a sex machine for 4 minutes.
Description
Both male slave and mistress read:

This game is very extreme, and both parties must consent to playing before playing. The male slave must endure everything that the mistress does to him. The mistress must perform every task that is rolled; no tasks will be skipped unless already performed. Only the mistress can, before performing a task, ask her slave, "Are you sure you wish to continue?". If the Mistress asks the slave this question, she has genuine concern for his limits; if she has no concern, she doesn't have to ask. If the slave responds with "yes," she is not allowed to give any other warning and must perform the task. Even if he realizes he does not like it. If the slave responds with "no," the mistress may skip that task without telling him the tasks. The slave does not ever get to see the task or even be hinted at as to what it is. The game is not over until the mistress says. After both parties agree, the mistress only gets to read further.

Mistress Eyes Only:

Slave Prep:

Before reading further, you must prep your slave. He will wear wrist and ankle restraints the entire night for easy bondage access. You will ball gag him and blindfold him. The blindfold and gag are only to be removed if a task directs them to be. And before rolling the next task, if they were removed, they must be replaced. He will also wear a collar the entire night. Once your slave is wearing proper attire and is kneeling at the center of the bed, read the next column.

Task Rules:

No Tasks may be skipped; every task rolled must be performed. Keep a notepad nearby to track tasks that have been performed. Each task, unless stated otherwise, can only be performed once. During the duration of this game, you are not to be silent; you must degrade, humiliate, and feminize him as much as possible during every task and even in between tasks. Before removing him from whatever bondage position the last task placed him in, roll your next task. If consent from both players was given and the slave prep has been performed, you may roll your first task.

Extreme tasks Rules:

This game may be played using the task rules listed above or this set of rules. Similar rules apply. If the mistress has a concern about whether the slave can handle a task, she may ask the "Would you like to continue?" question. The slave prep stays the same. And the mistress must still degrade, humiliate, and feminize him as much as possible. All tasks can still only be performed 1 time and must be tracked. The rules changes are as listed. Any task with a timer or an amount listed is doubled. If a timer says 5 minutes instead, it's 10. If he is to get smacked 15 times instead, it's 30. Also, he is not allowed to back out of tasks, whether you have asked him the question or not. He must endure the full duration of the task. The final change is that he must cum at least 3 times. After he has cummed 3 times, only then is the mistress allowed to end the game. The mistress may sexually tell the slave that he must cum 3 times before the game is over. If he has agreed to use the Extreme task rules. If he agrees to the extreme task rules, he still does not get to know what the extreme task rules are. Remember, he does not get to know about these rule changes, just that he agrees to play an extreme version of this game. Now go break him. (YOU ARE NOT ALLOWED TO INSERT HIS COCK IN YOUR PUSSY ONCE HE HAS CUM 1 SINGLE TIME!!!!!!!)

Experienced only additive for extreme task rules:

If you wish to have the most extreme time possible, these are the final set of rules. All rules within the Extreme task rules apply, except that the timer/amount multiplier is 3. The additive changes occur every 6 tasks. Every 6 tasks, you must give him an anal sizing session. Find 3 anal plugs. You must fit each anal plug fully in his ass. Each anal plug must sit in his ass for 1 minute with no other sensations, and he must be tied to the bed, legs and arms behind his head. completely immobile and completely open. He still must cum 3 times, except his 3 cums must happen 3 specific ways. The first time he cums, you must hold it in your hand and be able to use it as lube to fuck his ass. The second time he cums, it must land all over himself and not be cleaned until the end of the game. The third time he cums, it must be directly into his mouth, and you must cover his mouth with your hand until he swallows. After his final cum you must perform task number 81 on him even if you already performed the task. Only ask him to play this grouping of rules if you really think he is ready and would enjoy it. Remember, he does not get to know about these rule changes, just that he agrees to play the most extreme version of this game. Start the game with a anal sizing session. Now go destroy him. (YOU ARE NOT ALLOWED TO INSERT HIS COCK IN YOUR PUSSY ONCE HE HAS CUM 1 SINGLE TIME!!!!!!!)
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Toys and Props you'll need for this game
  1. Cuff each limb to each corner of the bed face up. Take off his gag and sit on his face for 6 mins. grind and down his tongue. After the timer goes off, put his gag back on.
  2. Cuff each limb to each corner of the bed face up. Stroke his cock painfully slowly for 3 minutes.
  3. Cuff each limb to each corner of the bed face up. Smack his nuts 15 times. Increase the strength of the smack every 5 smacks.
  4. Cuff each limb to each corner of the bed face up. Take off his blindfold. Have a sex machine fuck your pussy over his face so he is forced to watch for 5 minutes. After the timer goes off, put his blindfold back on.
  5. Cuff each limb to each corner of the bed face up. Slap his nuts with a crop 25 times. Increase strength every 5 smacks.
  6. Cuff each limb to each corner of the bed face up. Take off his gag. Take the largest dildo you have and begin slowly pushing it into his mouth. This task doesn't end until you fit at least half the length of the dildo in his mouth. After you're done, put his gag back on.
  7. Cuff each limb to each corner of the bed face up. Stand over him and touch yourself. Try to squirt on his face for 3 minutes.
  8. Cuff each limb to each corner of the bed face up. Put a cock ring around his nuts and tie a rope to the cock ring. Sit in a chair at the end of the bed. Pull on the rope until let lets out a scream. It has to be a very loud scream.
  9. Cuff each limb to each corner of the bed face up. Arch his head back so his chin is upright. Take off his gag and have a fuck machine drill his mouth for 2 minutes. When the timer goes off, put his gag back on.
  10. Cuff each limb to each corner of the bed face up. Stroke his cock until he is right about to cum. Then take your hand off and hold a vibrator to the tip of his cock for 1 minute at maximum strength.
  11. Cuff each limb to each corner of the bed face down. Put on your strap and pound his ass for 2 minutes.
  12. Cuff each limb to each corner of the bed face down. Put a fuck machine in his ass. Have it slowly fuck him deep for 2 minutes with the medium-sized dildo.
  13. Cuff each limb to each corner of the bed face down. Find 3 varying in size anal plugs. Lube his ass and the plugs up good. Each plug must sit fully in his ass for 2 minutes. Go slow with each insertion and with each removal.
  14. Cuff each limb to each corner of the bed face down. Spank each ass cheek 15 times Hard.
  15. Cuff each limb to each corner of the bed face down. Spin his collar around so it is facing behind him. Tie a rope around his nuts and the other end of the rope to his collar. Lick his nuts 25 times. Then, at the end, give them one really good smack.
  16. Cuff each limb to each corner of the bed face down. Glove up and lube up your fingers good. Finger his ass until you fit 3 fingers in him. Don't stop for anything.
  17. Cuff each limb to each corner of the bed face down. Sit between his legs with your legs over his. touch yourself and moan loudly for 3 minutes.
  18. Cuff each limb to each corner of the bed face down. Peg him with the largest size dildo for 2 minutes. Lube him up good. Go slowly.
  19. Cuff each limb to each corner of the bed face down. remove his gag. Pick up his head by his hair and force him to lick your pussy for 3 minutes.
  20. Cuff him to each corner of the bed on his hands and knees. Put 1 sex machine in his mouth and another in his ass. Each fuck machine should fuck him on medium speed. Sit in your chair and watch the show, and touch yourself for 5 minutes. If either dildo falls out, spank him for it.
  21. Cuff him to each corner of the bed on his hands and knees. Peg his ass while his mouth gets drilled by a sex machine for 4 minutes.
  22. pick Cuff him to each corner of the bed on his hands and knees. Peg his mouth while his ass gets drilled by a sex machine for 4 minutes.
  23. Cuff him to each corner of the bed on his hands and knees. Spank each ass cheek 15 times.
  24. Cuff him to each corner of the bed on his hands and knees. Smack his nuts with a crop 25 times, increasing strength every 5 smacks.
  25. Cuff him to each corner of the bed on his hands and knees. Tie ropes around his thighs to his wrist cuffs, spreading his legs wider so he can't close them. Pretend with him like you're going to pass him around and let other mistresses strap on fuck his ass while you watch. Find 3 varying in size dildos. Each dildo will be used on the sex machine and fuck him for 5 minutes each. Sit in your chair and touch yourself while he gets passed around.
  26. Cuff him to each corner of the bed on his hands and knees. Take off his gag. Touch yourself in front of him for 5 minutes. At each minute mark, take your fingers and make him lick and suck them clean. When the timer goes off, make him clean your fingers one more time, then put his gag back on.
  27. Cuff him to each corner of the bed on his hands and knees. Put an anal hook in his ass and put a sex machine in his mouth. Tie the anal hook to the sex machine dildo tightly. Have the sex machine drill his mouth. Don't turn it off until you smack his nuts with your crop 35 times, medium strength.
  28. Cuff him to each corner of the bed on his hands and knees. Glove up and lube his ass and your hand good. Finger his ass with each finger, including your thumb, for 1 minute each. Pull on his nuts so he can't pull away.
  29. During the next task, you may have him wear nipple clamps. Roll again. This task can be rolled any number of times.
  30. During the next task, you may have him wear panties. Roll again. This task can be rolled any number of times.
  31. During the next task, you may replace his gag with dirty panties and rope. This task can be rolled any number of times.
  32. During the next task, you may give his nuts 1 good, very hard smack. This task can be rolled any number of times.
  33. Lean him over the edge of the bed. Spread his legs with a bar and cuff his hands to the far corners of the bed. Tie ropes around each of his thighs to the closer corners of the bed, exposing him further. Take a riding crop and smack his nuts 50 times. increasing in strength every 10 smacks. The last 10 should be hard.
  34. Lean him over the edge of the bed. Spread his legs with a bar. Then put a cock ring around his nuts and tie a rope around his cock ring, and tie the other end of the rope to that bar in between his legs tightly so it's really pulling on his nuts. Then tie a rope around each thigh to the closer corners of the bed. spreading him as open as possible. Cuff his hands to the far corners of the bed. Find the largest suction dildo you have. Sit in front of him and lift his blindfold. Show him the dildo. Tell him this slowly and clearly. That he must take every inch of the cock, and if he fails, you will put a sex machine on a chair and have it fuck his ass while you watch for 15 minutes, not a its maximum speed but fast, and you will enjoy every minute. Then put his blindfold back on and began trying to slowly push it deep in his ass. Only give him 5 attempts and use lots of lube.
  35. Lean him over the edge of the bed. Cuff his hands to the far corner of the bed. Put a sex machine on a chair and have it pound his ass for 5 minutes.
  36. Lean him over the edge of the bed. Have him reach back and put his hands on his ass. spank each ass cheek with your crop 5 times, hard enough to leave a mark. If he moves his hands or his body. You get to repeat that smack.
  37. Lean him over the edge of the bed. Put on your strap with a medium-sized dildo. You will fuck him while pulling his hair for 3 minutes.
  38. Lie on your side on the bed. Remove his gag. Tell him he must lick around your ass hole. While he does this, touch yourself for 3 minutes.
  39. Have him lie on his side on the bed. He is the little spoon, you are the big spoon. Put on your strap and passionately fuck his ass for 3 minutes.
  40. Lay him flat on the floor. Put a chair in between his legs. wrap his legs around the legs of the chair and tie them in place, and cuff his hands to his collar. Sit in your chair and push 1 foot down on his nuts, not too hard. Push your other foot down on his shaft for 3 minutes.
  41. Put a leash on him and have him on his hands and knees on the bed. Strap on fuck him from behind while pulling on the leash for 4 minutes. Using the small dildo.
  42. Cuff his ankles together and cuff his hands together. Lay him on his side on the bed. slowly stroke his cock while you talk to him. Give him the most disgusting, humiliating, verbal degrading you can give him. Make him feel worthless for 4 minutes. Don't let him cum.
  43. Lay on your back on the bed. Take off his blindfold and gag. Tell him to pleasure your pussy with his cock. While he fucks you insult him and his fucking skills. Do not moan at all. Maybe even just go on your phone. If he gets to rough or excited slap him and insult him. Do this for 3 minutes. When the timer goes off throw him off and call him a disgrace.
  44. Make him go ass up face down on the bed. Spreader bar his legs. And cuff his hands to the inner loops of the spreader bar. Record a video of you playing with his ass with a medium sized anal plug. Pushing it slowly in and out of his ass for 4 minutes. When the timer goes off don't move him. Put a fuck machine in his ass with a similar sized dildo. Have it fuck him slow and deep. Sit in front of him and while he gets fucked push up his blindfold and hold him by his hair forcing him to watch the video. When the video ends, you can turn off the fuck machine.
  45. Make him go ass up face down on the bed. Cuff his hands to the corners of the bed above his head. Then pull his nuts through his legs and then shut his legs tight. Tie them so he can't reopen them. Lick then slap his nuts hard over and over for 2 minutes.
  46. Lay him on the bed on his back. Cuff his hands to the corners of the bed above his head as well as his ankles. Put a sex machine in his ass and have it drill his ass with a small suction dildo for 3 minutes. While he is being fucked lick both his nipples.
  47. Lay him on the bed on his back. Cuff his hands to the corners of the bed above his head as well as his ankles. Peg him with a small suction dildo.
  48. Lay him on the bed on his back. Cuff his hands to the corners of the bed above his head as well as his ankles. Smack his nuts 15 times. In between each smack. lick his nuts.
  49. Hogtie him in the center of the bed, face down. Cuff his wrists together, then his ankles. Then cuff his wrists and ankles together. Where his knees and elbows bend. Tie them to each corner of the bed, spreading him open. Put a sex machine in his ass with a medium-sized suction dildo. Have it fuck him at a fast pace for 10 minutes. Hold the machine and every 2 minutes. Push it deeper.
  50. Have him stand with his legs spread using a spreader bar. Sit in your chair in front of him. Kick his nuts hard until he falls to the ground. Once he falls, force him to lick each foot and kiss each foot. Direct him when to swap feet. Do this for 4 minutes.
  51. Place a spreader bar under his neck. Cuff his ankles to the outer loops of the bar and cuff his wrists over his legs to the inner loops. Put his nuts in a cock ring, then tie a rope tightly around the cock ring and tie the other end to his collar so it holds his nuts upright. Put a sex machine in his ass with a small suction dildo. Have it slowly fuck him deep for 5 minutes. Every minute mark. Give his nuts one really good smack with your crop.
  52. Have him on his hands and knees on the floor. Anal hook his ass and tie it to his collar so it holds up his head. Place a sex machine on a chair in front of him with a large dildo. Take off his gag. Have the sex machine fuck his face. Sit in your chair behind him and kick him in the nuts repeatedly while degrading him for 5 minutes. When the timer goes off, put his gag back on.
  53. Sit him in a chair and cuff him to it tightly so he can't move. Take a large dildo and push it down his throat over and over. Do this until his drule hits his nuts.
  54. Lie on the bed on your back. Put on your strap with a small dildo and have him ride it for 2 minutes. After the timer goes off, change the dildo to a medium-sized dildo. Then have him ride that dildo for 2 minutes.
  55. Put him on all 4s on the bed. Cuff him to each corner of the bed. Spreader bar his legs and tie ropes around his thighs to the bed mounts above his head so he can't close his legs at all. Lube up his ass good and glove up. Finger his ass until you fit 3 fingers in his ass. After you have 3 fingers in his ass. Begin slowly stroking his cock with your other hand for 1 minute. Degrade him as you stroke his cock.
  56. Lay him on his back on the bed, cuff his hands to his ankles. Right to Right and left to left. Then use the bed straps to split him open. Put a fuck machine in his ass with a medium-sized dildo. Have it fuck him slowly but DEEP. Lay behind him and take off his blindfold. Pick up his head by his hair and force him to watch himself get fucked for 5 minutes. Do not stop for anything, even if he begins to beg. Just keep degrading and insulting him.
  57. Cuff him to each corner of the bed, face up. Sit between his legs and touch yourself. Once you've got yourself extremely wet. Sit on his face for 2 minutes and make him clean your pussy with his tongue.
  58. Cuff him to the bed on his hands and knees. Put on a medium-sized strapon dildo. Face fuck his mouth with it for 2 minutes. being sure to make him gag. Then peg his ass with it for another 2 minutes. Deep and slow.
  59. This task is very extreme. Be sure to read it in full in case you need to ask him if he wishes to continue. Lay him on his back, spreader bar under his neck. Fold legs back, cuff ankles to outer loops, wrists to inner loops, then rope arms and legs to bed corners. Tell him you will not stop, no matter what. Insert fuck machine with a small suction dildo, deep slow for 3 min. Switch to medium for 2 min, then largest for 1 min. Sit behind him, stroking his cock painfully slow throughout. If he cums, use it as lube and continue without pause. After the completion of this task, you have to complete a minimum of 5 more tasks.
  60. Put an anal hook in his ass and attach a leash to it. Lie on your back on the bed with your legs open. Have him lick your pussy. If he is not doing a good job, or you just want to. Pull on the hook. Do this for 3 minutes.
  61. This task is very extreme; be sure to read it in full before beginning. Have him on his hands and knees on the bed, ass up, face down. Cuff his ankles and wrists to each corner of the bed. Spread bar his ankles and use at least 4 ropes to pull his legs as far open as possible and keep his ass up. Find 3 different-sized anal plugs. Take as much time as you need stretching his ass hole as wide as possible with the anal plugs. Then find the largest suction dildo. Lift his blindfold and show him the dildo. Tell him he must take every inch of this cock in his ass and then put his blindfold back on. Once the cock is fully inserted. slowly pull it out. You must fully insert the dildo 5 times. If he permits you to perform the task when you ask do you wish to continue, do not let him back out. COMPLETE THE TASK. If he tries to back out or scream, or cry, insult him for it and keep going.
  62. Have him stand in front of you with his legs spread while you sit in your chair. Instruct him on how to stroke his own cock for 3 minutes. No cumming allowed.
  63. Cuff his hands together. Cuff his ankles together. Tie ropes around his thighs and his chest, and his arms to turn him into a plank. make him lie on the floor. Stand over him and touch yourself while you step on his nuts. This task isn't over until you hear 5 good screams. If you're able to, try to squirt on his face.
  64. Have him kneel on the floor. Put on a medium-sized suction dildo on your strap-on. Sit in your chair and force his head down on your strap for 2 minutes.
  65. Put a cock ring around his nuts for the next task. This can be rolled any number of times.
  66. Lay him on his back on the bed. Cuff him to each corner of the bed. Place a chair at the end of the bed against the bed, facing away. Put his nuts in a cock ring. Then tie a rope around the cock ring to the back of the chair. Tie it so tight that you can flick the rope to see the tension. Place something heavy on the chair in case you need it to be weighted. Place a fuck machine directly above his head, pointing right down at his mouth. with a medium-sized dildo fucking his face at a medium pace. Then begin to stroke and suck his cock for 3 minutes slowly.
  67. If his ass isn't used during the next task. You may place a small anal plug in his ass for the duration of the next task. This task can be rolled any number of times.
  68. Extreme Task ahead. Read in full before beginning. Hogtie him on his belly on the bed. Where each arm and each leg fold, tie a rope to each corner of the bed, spreading him open, completely helpless. Put a small suction dildo on the fuck machine and place it in his ass DEEP. hold the fuck machine so it can't slip out. Turn the dial until it reaches maximum speed. He must endure it at max speed for 2 and a half minutes. Every time he screams, insult him harsher and harsher.
  69. Extreme task ahead—read in full before starting. Put him ass up, face down, and tie each wrist and ankle to the bed corners. Push a small plug deep in his ass and leave it for 1 minute. When the timer ends, replace it with the fuck machine fitted with the small dildo, driving him fast for 1 minute. Remove it and insert a medium plug, holding it in place for 2 minutes. After the timer, switch back to the machine with the medium dildo, fucking him hard for 2 minutes. Then fill him with the largest plug for 3 minutes before swapping to the machine with the largest dildo, pounding him for 3 more minutes. When all timers end, you must see if at least four fingers can slide inside his ass—only then may you reward him any way you choose for 5 minutes.
  70. Put on heels or boots. Lay him on the floor hands cuffed together behind his back laying on his hands and ankles cuffed together. With the flat part of your heels or boots step on his nuts 15 times. Not hard enough to hurt bad but enough to make him scream.
  71. If you rolled this task it means the next 3 tasks you perform must include anal. Keep rerolling tasks untill you have performed 3 anal tasks. This task can only be rolled once.
  72. Lay him on his back on the bed, cuff his hands above his head to opposite corners of the bed, and cuff his ankles above his head to opposite corners of the bed. First, use a small anal plug and then a medium anal plug. Stretch his ass to your satisfaction. When you're satisfied. Put a medium-sized suction cup dildo on the sex machine. Have it fuck him at a faster-than-average pace. Sit behind him, hold his head up, and make him watch himself get fucked for 4 minutes. DO NOT STOP FOR ANYTHING!!!!!
  73. Lay him on his back on the bed, cuff his hands above his head, and cuff his ankles above his head. Put a fuck machine in his ass with a small suction dildo. Put the fuck machine on a really fast speed, but not max. Hold his legs open, not letting him close them. Have him get fucked for 5 minutes. Just keep insulting him and degrading him, DON'T STOP FOR ANYTHING.
  74. Cuff him to each corner of the bed on his hands and knees. Put a cock ring around his nuts and tie a rope around the ring then the other end of the rope to a chair pulling him. Peg his ass for 3 minutes with your strap. You choose dildo size.
  75. Play him on his back on the bed flat. Cuff his wrists to the lower parts of the bed. Fold his legs back and cuff them to the bed above his head. Remove his blindfold so he can watch. Put a large suction dildo on a sex machine. Pushing halfway into his ass. Sit behind him so his head is on your lap and turn on the machine. Make sure to use lots of lube. Hold his head up by his hair and force him to watch himself get plowed for 4 minutes.
  76. Have him get on all fours on the bed. Put a cock ring around his nuts pull his nuts through his legs and then have him close his legs. Use ropes to tie his leg shut. Then use another rope to tie The lower half of his legs together. Then cuff his ankles together. Then cuff his wrists behind his legs. Put on a medium sized strap-on. Peg his ass rough for 3 minutes. Then fit three different sized anal plugs in his ass for 1 minute each. Then smack his nuts hard five times with a riding crop.
  77. Stand him up facing the bed. Spreader bar his legs. Tie ropes around his thighs to the close corners of the bed to keep his legs spread open. Then cuff his wrists the the far corners of the bed. Find the largest suction dildo and slowly fuck him with it for 2 minutes. You may take the necessary time to stretch him if needed first.
  78. Lay him on his side on the bed. Tie his knees together. Then tie his elbows together. Then tie his knees to his elbows. Then cuff his wrist and his ankles together. Make sure he can't move at all. If he lets you perform the task, don't back out. Talk degradingly the whole time during the task to him. Start with your index finger, glove up, and lube. Then add a second finger, then a third finger, his ass GOOD for 1 min. The find anal plugs 3 varying in size. starting with the smallest insert each 1 fully for 1 min. Then move to the suction cup dildos. Find 3 varying in size and start with the smallest. Insert each 1 for 1 minute, but the last. The largest suction dildo the last one will be mounted onto the sex machine and will fuck him on a moderate speed for 1 minute.
  79. Have him kneel on the floor while you sit in your chair with him in front of you. Make him listen to you touching yourself. Make yourself squirt on the chair. Then, after you have squirted, grab him by his hair and by his ass, making sure to hook a finger in his ass, make him lick every drop till you're satisfied.
  80. Take 2 chairs, place them next to each other, both facing the bed. Spread the chairs slightly apart. Make him sit so that one ass cheek is on each chair, and his asshole is exposed in between both chairs. spread his legs so that they are on opposite sides of each chair and tie them to the chairs. Then take his arms and put them behind his back and tie him to each chair. Take a sex machine and have it point directly up into his ass. Use a medium-sized suction dildo. Not a small one. Touch yourself while you let the machine drill his ass for 2 minutes. After the first timer goes off, start another 2-minute timer, and while he is still getting fucked begin squeezing, hitting, and licking his nuts. After the last timer goes off, take the dildo out and stroke and suck his cock, but don't let him cum. DO NOT LET HIM CUM.
  81. Lay him on his back on the bed. Cuff his wrist and ankles to each corner of the bed. Slap his nuts 15 times hard. In between each slap say something incredibly insulting or humiliating.

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CREATED ON [2025-08-26:13:28] by Dtg1000 , LAST UPDATED ON [2025-10-19:12:57]
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STOCKROOM

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STOCKROOM

Click on any of the images to visit our partner site to browse and buy.

Line Item Details

DONE
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