He cums again, and again, and again

Justin spent the rest of the day in bed, sleeping, waking, stroking his tiny dick. His dreams were of men, stronger men than him taking control of him, using him sexually. Forcing him to suck their cocks or fucking him brutally in the ass. In these dreams his body was… different. Justin wasn’t an athlete or anything but he hit the gym regularly and was relatively tall. It was therefore disorienting to be surrounded by people taller than him, to feel weak and helpless, to touch a man’s muscles and feel himself grow hard with desire.

The day passed quickly as did the night. When he was awake he couldn’t keep his hands away from his reduced manhood. That was until about 4 in the morning. He woke up and something felt odd. His bra and panties were back on, and a familiar warmth was slowly soaking through the lace between his thighs.

He then noticed that they felt off. Reaching out he flicked on a bedside lamp to survey his clothing and they were different. Previously they had both been lacy but that was the only similarity. The bra had been blue while the panties were black and the patterns of the lace hadn’t matched.

Now both were pink, exactly the same shade and the patterns matched perfectly. He then heard his phone ping and grabbed it, seeing a new text from the witch.

“Such a naughty little sissy skipping out on class and meals to play with your pathetic little sissy clit. Well I’m adding some fun new rules to prevent that or at least punish it in the future. From now on whenever you choose to jill yourself off like a bad gurl you’ll receive a new level up. Better watch yourself sweetie. Oh and I’ll be sending your next challenge soon. -XOXO”

Justin could feel his heart sink as he read the text. Not cumming during challenges was already difficult but with how hair trigger his new dick was he would need to be on high alert if he didn’t want to end up fully sissified.

Looking over his new bra and panties he tried to figure out the new change when an image appeared in his mind. It was the card for Luscious Lingerie and he could see text floating below it: LUSCIOUS LINGERIE Lv. 2: Justin does not feel comfortable unless he is wearing a matching bra and panties. Additionally he will feel drawn to wear pairs he considers cute. He can take them off to sleep and shower but otherwise will feel an intense need to wear them at all times.

Well that answered one question and also torpedoed his plans for the day. It was Saturday so he thought he could go out and buy some panties to have a spare pair or two but with a matching bra being necessary he might have trouble with the bill. He thought about the $23 in his wallet again. Maybe he could find something cheap. Still that was a thought for when stores were open. He lay back in bed and felt himself start to drift off again. Cumming so much had drained a surprisingly large amount of his energy.

The sun was up by the time he woke up again to another ping from his phone. “Rise and Shine baby girl! It’s Saturday and that means today is shopping day. I know that you’re planning to go get some more cute bras and panties today so I’m adding another item to your list! You need to get a complete makeup kit. Ask a shop assistant for help finding everything and be the polite and courteous sissy you know you should be! The challenge starts when you greet the assistant and ends when you buy all of your items. Oh and don’t worry about the money. I know you're broke so I’ve got a plan for you! -Good Luck, The Witch”

Justin felt conflicted, he was already planning to buy stuff today but now he needed to actually talk to someone. Part of the reason he locked himself in his room yesterday was to avoid another situation like with Mike. Now he would be **** to greet someone if he wanted to complete the task.

Also the last line about a plan for the money seemed ominous. He let himself briefly hope that maybe she was just going to cover his purchases but he doubted it would really be that simple.

He looked over at the clock, 10:30. If he moved quickly he should be able to avoid being spotted before he reached his car.

He slid on a hoodie and some jeans, slipped his phone and keys into his wallet and almost left the room before he caught his face in the mirror. His lipstick was smudged from rolling around at night, it didn’t look good. He hesitated for a moment before grabbing a tissue and wiping the remaining lip gloss off. His lips then started to feel itchy, so he quickly uncapped his lipstick and applied a fresh coat. He smacked his lips as he watched himself in the mirror. He didn't like how good he felt with the lipstick fresh and glowing.

Sliding the tube back into his purse he cracked the door, no one in the hallway. Quickly slipping out he made for the stairs. Reaching the bottom he glanced around, a few bros were in the main room on the couch watching some TV. Mike was among them. Seeing Mike again instantly caused his dick to harden. It rubbed against the new fabric and his knees felt weak. If he moved again it would rub against his panties and he would probably cum but if he didn't any of the guys might turn to see him and if they said hello he would have to curtsy back. Gulping he resolved himself and quickly scampered to the door, barely pausing as his dick spurted watery cum into his panties again. Fortunately for him none of them seemed to notice and he made it to the door without having to curtsy to anyone.

He whimpered and scrambled to his car. Eager to get this whole task over with.

CARDS LEFT IN THE DECK: 46

CURRENT TRANSFORMATION:

LOVELY LIPS: Justin's lips have minor filler slightly plumping them. He also feels a compulsion to wear noticeable lipstick at all times.

LUSCIOUS LINGERIE Lv. 2: Justin does not feel comfortable unless he is wearing a matching bra and panties. Additionally he will feel drawn to wear pairs he considers cute. He can take them off to sleep and shower but otherwise will feel an intense need to wear them at all times.

SMOOTH SKIN: Justin can no longer grow hair anywhere other than his head and his eyebrows.

SWEET SPEECH: Justin must speak politely and in a feminine manner. He can overcome this with great effort but only temporarily.

CUTE CURTSY Lv. 2: Justin must greet any person he meets with a curtsy. If someone greets Justin he must respond with a curtsy.

HANDBAG HABIT: Justin will use a purse to carry his belongings at all times. He will not notice this is unusual unless someone points it out to him.