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Finally Convinced: Part 4, Lisa’s Brother

I couldn’t believe the last few days. Lisa, my girlfriend, finally convinced me to let her transform me into her panties. After my first day with my girlfriend, her hot roommate Andrea wore me by accident. But then a drunk Lisa told her about the transformation, prompting Andrea to take over and transfer my data to her Transform-It app. Andrea turned me into a sports bra and let a very well-endowed friend borrow me for a strenuous, bounce-heavy workout. Finally Andrea turned me into her socks, putting me on and climbing into bed.


It was impossible to sleep like this. I was divided in two parts, feeling the movement of each part separately. I was uncomfortably stretched around her feet, though not as badly stretched as my panty or sports bra body. Every time Andrea shifted her legs or wiggled her toes, I was pulled back from the edge of sleep, the sensations too significant to ignore. At least in my previous transformations I was left alone to relax and get a break at night.


It was also getting hot. It was autumn here, so it wasn’t too hot outside, but being wrapped around a living body under heavy blankets was soaking my body with her sweat. Time stretched out seemingly indefinitely until finally, she started to stir. The blanket was tossed off of me, light temporarily blinding me.


“Morning!” Andrea said, looking down at me with a smile, like she was greeting a lover the morning after an intense love-making session. That image brought back the memory of when she fucked that random dude from the club while wearing me as a pair of too-small panties.


Andrea sat up and swung me over the side of the bed. She stretched and yawned before reaching down and pulling me off her feet one piece at a time, tossing both parts of me into the laundry basket not far away. While I wasn’t exactly happy about this, at least I would be left alone for a bit, maybe I could catch some sleep.

Andrea busied herself around her room for a moment before she craned her head at the sound of a man’s voice coming through the closed door.


“Oh, right! Lisa’s brother is staying with us for a while!” Andrea said aloud, winking at me. I recalled Lisa telling me that as well, but it seemed so long ago that it was hard to remember. The last few days as clothing really messed with my perception of time. I was brought back to the moment by a knock on Andrea’s door.


“Come on in!” Andrea called. Lisa pushed the door open and stepped in. Her younger brother, whose twenty-first birthday I remember attending a few months ago, stepped in behind her.


“You remember Jacob, right?” Lisa asked while she looked around the room, presumably looking for me.


“Hi,” Jacob waved awkwardly, his opinion of Andrea pretty clear by the way he nervously shifted.


“Well I have to get to work,” Lisa said. “Jacob is going to settle into the guest room.”


“Sure!” Andrea waved. “I’ll be sure not to talk around naked!”


Her voice sounded like she was joking about that last bit, but both Lisa and I knew that doing so was actually going to take a concerted effort on Andrea’s part. After an awkward chuckle, Lisa and Jacob left. Andrea chuckled, seemingly enjoying making him squirm before she grabbed a pair of panties from her dresser and stepped out as well, a moment later I heard the shower start.


Before I knew it, the door pushed open and Jacob snuck in, clearly trying not to make noise. He looked around the room as if looking for something for a moment before he ended up standing directly over me. Humiliation ran through me as he looked down at me. I knew he wasn’t looking at me, he was looking at Andrea’s socks, but it was hard not to feel embarrassed.


It looked like he was deciding something in his head before he reached down, picked up both parts of me and crammed them into his pocket. I didn’t know what to think, but I allowed myself some hope. Maybe Lisa recruited him to get me away from Andrea so she can find a way to restore me.


He walked for a bit, but then I felt a rustling and I got the distinct impression that he was taking his pants off. What the hell was he doing? Then he reached his hand into the loose pocket and pulled me out.


I didn’t know what I expected to see, but I was completely blown away by what greeted me. Jacob was laying back on the full bed in our guest room, wearing only a pair of boxers! There was no way he was saving me, was there?


I watched, dumbfounded as he slipped his right hand into one of my socks. But then his left hand reached into the hole in the front of his boxers and fished out his very hard and very large cock. It dawned on me then and there. I kind of knew he had a thing for Andrea, most men do, but he must also have a foot fetish!


Before I knew it, he picked up my other half and brought it toward his hips. I panicked, this was going to be so much worse than anything Andrea could do to me! Just as I thought he would, he started to pull me down over himself. I shivered as I felt the head of his manhood entering my body, then push deeper and deeper. At least I was loose, so I didn’t have to feel every inch of his monster.


But then he took a hold of himself with his right hand, my body both wrapping around and pressing into his shaft. He started to stroke himself, a low moan escaping his lips. My mind rejected what was happening as I tried to shut it all out. This could not be happening!


Though after only a few strokes, there was a knock on the door. Jacob panicked and looked around for a second as if unsure what to do. Before he could even let go of me, Andrea pushed the door open. Andrea stepped in, wearing only a towel. I doubt Jacob noticed this, but I made note of the fact that she was looking at her phone. She must have been using the Transform-It app to track me.


“Hey Jacob, did you…” Andrea started, but stopped when she looked up. They both froze and stared each other down for a moment, neither seeming to know what to do. “Are those my…?” she asked.


He looked away and nodded.


“And are you…?”


He nodded again. I watched this all, hoping that Andrea realized how fucked up this was and would save me from it.


“Well it seems a shame you have to do it yourself…” Andrea said and stepped into the room, letting go of her towel. By the second step, it fell off and landed in a heap on the floor, revealing that she was only wearing a pair of panties. Jacob’s eyes grew so big they looked like they might pop out of his head. Andrea sauntered over to him and crawled onto the bed. I screamed at her in my head. She knew what I was and she chose to let this happen!


Jacob watched, stunned as Andrea pulled the half of me off his hand. She leaned over toward him like she was going to kiss him. When he closed his eyes and opened his mouth, she pressed that half of me between his teeth. Jacob’s eyes opened in surprise, but then rolled back into his head, apparently enjoying the feeling of the sock-me against his tongue.


I grunted to myself as I felt the familiar sensation of being in a mouth, recalling when Andrea pressed my panty body into Lisa’s. When she pulled away, almost half of me was left hanging out. Andrea crawled back down and sat back on her feet right above the other half of me, the one still wrapped around Jacob’s cock. She winked at me with the eye that he couldn’t see, and then took a hold of me with both hands.


What followed was the most uncomfortable, awkward, confusing experience that ever happened to me. I simultaneously felt myself rubbed hard up and down his cock AND felt his mouth exploring me. His manhood throbbed in Andrea’s expert grip, his hips rocking up to fuck me. At the same time, he brought his hand up to his mouth and pressed me in deeper, exploring me with his tongue.


I felt a drop of wetness forming inside of me, though it took a second to realize that it was the half of me that was on his cock. He was getting so excited about this that he was already starting to leak! Andrea chuckled above me and worked him harder, pressing me around him like she was trying to choke the life out of him.


Jacob grunted and moaned, the vibrations echoing through my body, tingling my nerves in a way that was weird and deeply confusing. Then I felt him start to tense up, his teeth pressing down into me harder, like he was trying to bite me in half. With a long, deep groan, that wet spot inside me grew, then again and again as he squeezed out his excitement.


“Aw,” Andrea’s voice was a mix of disappointment and approval somehow. She didn’t stop, but she did slow down and loosened her grip. “Looks like you had a good time. But now how will I get mine?” She looked at him with a purposefully cute, pouty expression as she let go of him and me, leaving me draped over his twitching dick.


Jacob looked at her with a shocked look. He reached up and pulled me from his mouth slowly.


“I um… what?” he stammered, his voice sounding like he wasn’t believing what he was hearing. “You want to… with me…?”


“Of course, silly,” she teased, but then tapped her chin like she was thinking. “I have an idea actually, if that’s okay?”


Jacob just nodded. Andrea smiled at him and picked up her phone, tapping through it for a moment before aiming the camera at him. Was she going to transform him? She answered my question as she tapped a button. I watched him transform, but he didn’t seem to change much. All that happened was that his skin shimmered and smoothed out and his face fell into a neutral expression.


She turned him into a life-sized sexdoll of himself!


“There!” she said with a smile. “Now you won’t go soft on me! I know you’re still in there, so try to enjoy this!”


Before she put her phone down, she picked up the discarded half of me and laid it on his hip so it touched the rest of me. She went back to her phone and tapped away again and I felt my body changing, the two halves coming back together to form one object. One object that was apparently smaller than the sock, but was still wrapped around him in the same way.


She turned me into a condom! Worse yet was that everything that was inside of sock-me was still inside of condom-me. Including the sticky wet of Jacob’s load.


Andrea leaned down and spit on me, her saliva hitting me on what felt like my head, dripping down around me. She leaned down further, opening her mouth. Her tongue came out and licked the tip of Jacob’s silicone cock, touching me as well. She breathed out, the hot, moist air cascading down over me. Slowly, she pressed down, her lips grazing the two of us as she took us into her mouth all the way down to his base. I felt her tongue running over me, exploring the surface of Jacob’s manhood.


Andrea lifted up and spit on us one more time before straightening up. Putting her hand on his hip, she lifted her leg over him so she was in a reverse cowgirl position over him. Her giant, panty-covered lips hovered over me menacingly. Her hand came down and pushed her panties aside, then took a hold of Jacob’s cock at the base. She lowered herself down, pressing us against her wet slit.


She moaned as she worked my body against her lips, her arousal leaving a trail on the surface of my body. Then she pressed down, my field of view starting to distort as I slipped inside of her. Her hot, wet channel squeezed me on all sides, sandwiching me up against the silicone dick inside of me. I could still see for now though, with only a third of me buried inside her.


Andrea sought to change that though, pressing down, sliding me deeper and deeper until I lost all sight. Now my entire body was inside of her, the intense pressure like nothing I felt before. Smashed under her shorts as panties was intense, but this was so much worse. Now the heat surrounded me completely. Her body seemed intent on smashing me down into nothing.


I felt the pressure move and light became visible as she lifted, though it disappeared just as fast. Again, and again this happened, the inside of her vagina rubbing up and down the fake penis inside of me. When she went up I heard her moan. The heat started to increase, and her pace picked up, turning the light on and off faster and faster.


I heard and felt her grunting in equal measure, the vibration seeming to come from all around me. The walls of my prison twitched and shuddered, then, in time with a loud scream, contracted all around me, squeezing harder and harder. The painful squeeze was accompanied by what felt like a flood of liquid running past me, though it was impossible if that actually happened or if the movement of her muscles just made it seem that way.


Darkness overtook me as she seemed to settle down on his lap, keeping me buried inside for a moment. When light returned, I expected her to stand up and free me, but that wasn’t to be it seemed. Instead, Andrea started fucking us all over gain, seemingly not content with a single climax.


Everything repeated, the repetitive motion, the increase in heat, and then finally, the painful squeeze that must have been her second orgasm.


Finally, light flooded over me as she lifted up, relieving the pressure on me. I heaved a sigh of relief, hoping that now I would also be removed from Jacob’s perpetually hard manhood. While it was now made of silicone and was less uncomfortable than real flesh and blood, I knew what it was and I wanted away from it.


“Well, that was fun,” Andrea sighed, playing coy. “And I promise I won’t tell your sister about how you stole my socks if you keep this whole… encounter… a secret as well. Deal? Good! So you hang out here for a bit, I might need another shower. Don’t worry, I’ll be back to transform you again before Lisa gets home!”


Andrea giggled like a schoolgirl as she slid off the bed, fixed her panties, then picked up her towel and phone. She waved to us with her fingers and sauntered off. I could swear that she was popping her hips and ass more than she needed to as she walked away.


As she closed the door I was left to contemplate the new low that Andrea put me through. All while still wrapped around Jacob’s fake penis…

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