JasonCam Part 4
By Captain J
CaptainJ46@yahoo.com
copyright 2008 by Captain J, all rights reserved
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This story is intended for ADULTS ONLY. It contains explicit
depictions of sexual activity involving minors. If you are
not of a legal age in your locality to view such material or
if such material does not appeal to you, do not read
further, and do not save this story.
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Part 4
Jason was sitting at the kitchen table trying to choke down some food when Ali arrived at 12:30, "Hi Jason! How're you doing today?"
He didn't answer, he just dipped his head and tears welled up in his eyes.
"Talk to me Jason, what's wrong?" she softly asked as she set her backpack on the floor and crossed to his side. "What wrong, did something happen this morning with Sally, is that it?"
He still didn't say anything but the flood gates opened and he was openly crying, his body shaking and trembling. "Ohh... Ali," he whimpered. Barely able to meet her eyes as his tear filled and streaked face came into view. "It...it was terrible..."
Wrapping her arms around him she sat beside him and pulled his head against her chest. "Talk to me Jason, tell me what happened."
"She...she brought some other... other girls... friends of hers...and... and they made me wear diapers... and... and use them and she did... something to make me poop in the diaper... and they all laughed at me all morning... and... and I was covered in shit as they laughed at.. at me and called me names... I... I can't ever look at them... again..."
"Let's go up to your room where we can be more comfortable, then we can talk about this sweetheart, come on, get up and we'll go upstairs," she softly told him as she stroked his head and shoulders.
Jason managed to get it together enough to meekly follow her up to his room where he dropped onto his bed, with the girl laying down beside him and again pulling his head against her chest after taking off his glasses, stroking his body as he pressed himself against her full length, soothing his trembling as she whispered to him and softly kissed his head. Finally he seemingly calmed down after crying himself out, and rubbed his face on her chest, realizing he'd gotten her halter top all wet. "I'm sorry," he whimpered, "I got you all wet..."
"That's OK Jason, I don't mind," she softly told him. "Roll over on your back," she told him, then when he did, laying so she was leaning on his chest her chin resting near the bottom of his sternum, and her hands roaming over his body, one working over his chest and the other stroking his hips, thighs and then gently playing with his balls before moving up and working his limp member. "Take some deep breaths, then, slowly let them out," she suggested as he covered his eyes with his right forearm. Ali kissed his chest, spreading them all over from his neck down to the area of his nipples, which she flicked with her tongue and noticed they got swollen and puffy just like hers did, just smaller. Her lower hand noticed him getting harder as she played around his nipples and she gave it a few squeezes encouraging it until it was nice and stiff.
"Now tell me exactly what happened," she said as she kept her cheek against his chest listening to his breathing and heart beat, which had both slowed to normal rates.
Jason recounted the whole thing telling her everything that happened and how he felt about each item and then how devastated he was at the end. A few tremors passed through him, but he managed to maintain control of his emotions as he recounted his morning. Except for the final item, being laughed at while covered with his own shit; everything else was humiliating and embarrassing but he seemed to be able to deal with it. He didn't like be displayed to and handled by the girls but it was something he could deal with; he didn't even really mind peeing his diapers or the diaper changes. But the poop was just too much.
"Poor Jason, all that sounds really embarrassing, but not fatal." She soothingly said to him. "How about I talk to the girls make sure they won't tell anyone, or even bring it up to you; would that help?"
"You'd do that?" hope sounding in his voice.
"Of course I would, you're my friend and I need to take care of you both as your friend and your supervisor. So don't worry about it; by the time I get done with those girls they won't say anything to anyone." She assured him.
"Oh thank you Ali, what... what can I ever do to thank you..."
"Just be a good boy and be my friend and we'll both look out for and take care of each other. OK?"
"Anything... Anything Ali!"
"Good," she said moving up his body and kissing him. "I like you a lot young man and I plan on us being close for a long time. So just be good and do what I tell you and Ali will take care of things for you... OK?"
"OK... Thanks Ali you're wonderful!"
"Of course I am," she replied with a giggle, "Just keep repeating that, Ali knows best and Ali is wonderful."
"Ali knows best... Ali is beautiful... Ali is wonderful... Ali is my best friend!"
"Now you have the right outlook, just don't forget it bucko or Ali will spank you!" giggle.
"No... Never... I'll be really good..."
"Of course you will as long as I'm taking care of you."
"Tell me the truth Jason, do you like it when I touch your body? When I play with your nice cock or play with your little tushy and put my fingers or other things in there?"
"Ali, I love it when you do all those things. You seem to understand all about me and seem to know exactly what feels good for me and it just keeps getting better and better. I just wish you'd let me make you feel good too."
"Well Jason you're the one who's naked not me, so it's easier to make you feel good. Besides we're not ready for you to do much to me yet; but we'll get there sooner or later, just have patience; for now making you feel good makes me feel good too. So how about we do something to make my favorite boy happier right now?"
"What do you want to do?" he meekly asked.
"Well first I want to play with this," she replied giving his cock a squeeze, "then maybe I'll get out my magic wand again, then maybe try something different..."
"Anything Ali, I love everything you do to me, do whatever you want or feel comfortable with, I trust you completely." He softly replied.
"OK Harry Potter, you're my captive and I intend to torture you then ravage your nubile body!" <giggle>
"OH NO! Not that! How will I survive this?" and both smiled when he giggled in response to her.
Jumping up Ali found the rope by his desk that they'd used to tie him to the picnic table and quickly tied his hands together then to the brass headboard on his bed. Then reached in her bag and took out two more ropes and tied one around each ankle and then pulled each leg up and secured the ropes to the corners of the headboard, leaving him spread open before her and then tied a thin gauze blindfold over his eyes partly blinding him. "YOU'RE MINE NOW POTTER!" she snarled trying to sound as mean as possible.
"Help me, Please Help me!" he pleaded but ruined the effect by giggling at the end.
"Penis Erectus!" she intoned then he heard the buzz of her magic wand and jumped when it touched his penis, straining and pulling on the ropes holding him. Ali laid it alongside his hard cock while shoving a pillow under his butt to support it some and raise it a little more. Then picked up the vibrator and teased his cock, then his balls, then each of his nipples until they were swollen.
"You'll be screaming by the time I'm done with Potter, pleading won't help!" she said as she leaned over and nipped his nipples with her teeth, while her hand worked his cock until it dripped, but stopping before he could cum. Suddenly he felt her tongue licking his chest and then she was kissing and sucking on his neck before kissing his gaping mouth then returning to his neck driving him crazy. Jason was thrashing now as she teased his body, here and there but never enough to let him cum. Suddenly she stopped doing anything, leaving him with his cock dripping and unable to even touch himself. "Why.... Why did you stop?" he whimpered.
"Quiet Potter! I'll get back to you in a minute or when I feel like it!"
Jason could hear her doing something but had no idea what, he just knew he needed to cum and she wasn't touching him anywhere, suddenly he felt the vibrator at his rear end and tried to push against it to get it inside, knowing how good it felt. It played around his hole but only entered and inch, then stopped. "Please!" he whimpered.
While his mind was distracted by the buzzing at his rear entrance. He saw a caped figure standing over him. "Suck my cock!" the voice ordered as a penis bounced on his lips and chin.
"Who are you?"
"Draco Malfoy Potter and you belong to me..."
"Ali?"
"I'm Draco you gryffindork! And before I'm done I'm going to thoroughly fuck your golden boy ass. Then Potter, you'll belong to me! Now open that mouth and suck my dick!"
When he opened his mouth to say something else, the penis entered and he gagged until she backed it up a little. Jason tried to see but all he could see between the lack of his glasses and the gauze blindfold was a vague pale figure, bare chested, slim with this cock shoving at his mouth. It felt real, kind of soft but also hard, just like he imagined his own would feel in his mouth. "Suck!" the voice ordered and he complied, as it thrust in and out of his mouth, meanwhile the vibrator was humming away just inside him.
Just as quickly as it had started it ended and the cock was removed from his face, as he saw the figure pull back and circle his body and move between his wide open legs. It paused a few seconds while it did something, then the vibrator was removed and he could feel something else pushing in. It popped in without any resistance then stopped inside as he adjusted to it. "I'm going to fuck you now Potter, I'll fuck you until you scream and plead for me to stop. Then you will belong to me only. No one else will be allowed inside you; just me; and you'll beg me to fuck you again and again." The voice said as the intruder moved deeper and deeper pausing after each inch to let him adjust and finally it hit his special spot and his body jolted and jerked."
"Yes Draco! Fuck me Draco, Make me yours!" he whimpered his head thrashing back and forth. As the intruder backed up and then pushed forward over the spot again and again.
Ali was in heaven, the feeling of power over him was intoxicating as she initially gently stroked into him again and again, then realized the harness was rubbing her clitoris and the pressure when she pushed into him caused her to feel really good down there, so she started moving faster and faster sweat pouring down her mostly naked body as she rammed the cock into him, getting him to moan and whimper and pleading for her to go deeper and faster. Jason's body was jerking and convulsing and she looked down to see he'd cum all over himself and she kept thrusting as her own pussy was dripping and she could feel an orgasm approaching, then she leaned over his body continued to pump into him and he screamed and she could see his body wracked by a convulsion as he came again, even though nothing came from his cock, until finally she went over the crest herself and collapsed in exhaustion on top of his bound body. Gasping for breath, the cock still buried deeply inside him. When she recovered she was laying between his legs, her bare chest rubbing against his, her nipples puffy and swollen and both of them covered in sweat. "Your mine now Jason," she whispered in his ear. "You belong to me body and soul don't you?"
"God yes Ali, I'm yours whenever, wherever and however you want!" he responded trying to kiss her, but only able to reach the top of her head.
"Let me untie you baby but leave the blindfold on until I tell you to remove it, OK?"
"Anything Ali..."
Laying on top of him she reached up and untied his hands then pulled on the slip knots on his legs and he suddenly wrapped himself around her body holding her in place, the dildo still deeply inside him. "Fuck me again Ali, I want you to fuck me again..."
"OK" she said with a giggle "if that's what you want."
"OH Yeah! It's wonderful and you must like it too from the sounds you were making..."
"Yeah it's great! You've got a great little butt there Jason and I love fucking it!"
"So quit talking and fuck me!" he replied releasing his arms and legs from around her.
"Turn over Potter, I'm going to fuck you from behind this time!" she ordered and Jason quickly complied as soon as she had the cock out of him and they were untangled enough for him to turn over. "Get that Golden Boy butt up in the air!" then hands grabbed his hips and he felt the cock pressing at him again. First it slid up and down his crack then pressed right on his hole and in one thrust was buried again getting a grunt and shudder from him.
Jason rested his head on his forearms and each time Ali thrust into him, he pushed back their thighs slapping loudly each time they met. "Fuck Me Draco! Fuck Me Ali!" he pleaded and was screaming as he felt one orgasm after another wrack his body. Ali came quicker this time, the angle pressing the base of the dildo directly on the 'right' place and collapsed draped over his back, the dildo still in him until she recovered and gently removed it and lay on top of him with it laying in the crack of his ass. Jason turned over to face her and his limp cock brushed against the cock sticking out from her and his hand caressed her cheek as he leaned forward and kissed her. "Thanks Ali, that was awesome, no better than awesome, but I don't know what word to use... you're right though, I belong to you now..."
The two of them lay there facing each other for awhile, until Ali started to stir. "Ali?"
"What baby."
"Could I see your body? I know you don't have a top on because I can feel your skin against me."
"There's not much to see Jason, I don't have big tits like older girls and women; my chest is a lot like yours, I just have little bumps behind my nipples where by breasts are starting to grow."
"Please let me see you," he pleaded, I know you'll be beautiful, how could a wonderful girl like you not be beautiful..."
Sitting up she reached for his glasses then removed the blindfold and handed the glasses to him, "hope you're not too disappointed," she murmured as she sat back and let him have his first look at her naked torso and nervously waited for him to say something.
What he saw was the biggest turn-on of his young life. Ali was sitting there wearing only her panties and had a 6" dildo strapped to her body, sticking up from her groin like it belonged there. Her skin was pale on her chest where she wore halter tops and tan on her shoulders and arms, but her nipples were pink and swollen and sticking out about an inch, topping two small mounds just starting to swell outward from her chest wall. "Don't be nervous he whispered, your beautiful just like I knew you would be. Can I see the rest of you?" Then leaned in and softly kissed her, "I love you Ali, you're the best..."
"That's just post sex talk Jason, you still don't know me well enough to love me; but you're getting there... as for the rest of me, that will have to wait awhile, we're not ready for that yet."
"No Ali, it's real, I don't ever want to be without you..."
"You're sweet Jason and both of us are covered in sweat and you have cum all over you, so we need to get cleaned up. Your parents will be home in an hour and we need a safety margin just in case one of them is early, so get up and go shower, while I get dressed and go home to do the same." Then kissed him as she scooted forward to get up off the bed.
Jason sighed and got up and headed for the bathroom, while Ali quickly removed the harness and the condom she'd put on the dildo before fucking him to keep it mostly clean. Then stuffed it in a plastic bag intending to thoroughly wash it when she got home, then put on her shorts and top before going into the bathroom where he was still in the shower. Pulling the curtain back so she could see around it, she smiled as she saw his soap covered body.
"Jason it's Friday and your parents will be home for the next two days unless they are going somewhere I don't know about. So we can't get together until Monday and unless either your parents or mine leave. So I have a little gift for you to keep you happy."
"What's that?" he asked curious.
"This dildo is almost the same size as the one I used today, just a little smaller in diameter but almost the same length. It has a suction cup on the bottom so it will stick to a chair or wall or any smooth surface, like this," and stuck it to the tile wall of the shower enclosure, "I want you to use it at least once per day, if we can't get together to keep that cute little butt receptive and happy."
Jason looked at the 6" cock sticking out from the wall and realized it was bigger than his own 5" tool. "Ok Ali, whatever you say," he replied smiling at her, "but I'd really rather you were using it on me..."
"Just keep that thought Jason..."
"You mean add it to the list: Ali is my best friend, Ali is beautiful, Ali is always right, Ali knows best, and Ali can fuck my butt whenever or wherever she wants because it belongs to her and she knows I love it!"
"Now you're getting the right attitude Jason, just keep thinking those thoughts," she grinned then ducked out of the room.
"God! What a sexy creature she is!"
Jason finished his shower and when leaving brushed against the dildo still stuck to the wall of the shower enclosure. 'Sure can't leave that thing there,' he thought and pulled on it only to find it was firmly in place. Finally he figured out he needed to break the seal on the suction cup base in order to remove it and then dried it off with his towel. Holding it in his hand, it seemed huge, especially alongside his now limp cock dangling just below his hands. 'No wonder my butts a little sore right now, she reamed me pretty good today.' Hiding it in a drawer, he put on his running shorts and a t-shirt and started killing time until his parents arrived home.
Next door Ali was just finishing her shower and was a very happy girl. Things with Jason were progressing nicely and he'd told her he thought she was beautiful! Even better yet it seemed that every day he was more and more submissive and dependent upon her for his emotional state and seemed to really want to please her however she wanted. Her only concern was what to do about her sister, Sally'd gone too far today and almost blown the whole thing...
Wearing only a towel wrapped around her still damp body, she went looking for her little sister, and not surprisingly found her sitting at her computer in her room.
"So you finally fucked him with the harness. How was it?" The younger girl asked as Ali stepped into her room wondering how she could know that. The questioning look on her face telling Sally of her surprise.
Shaking her head and rolling her eyes, Sally smirked at her. "Earth to Ali! The Camera! I watched the whole thing! I was surprised though when you took your clothes off, well except for your panties to do it and then later let him see your baby titties. How long before he get's to see your pussy?"
"Sally he was a real emotional mess when I got there today, he was sitting in the kitchen sobbing his heart out not even able to eat. It took over an hour to calm him down and get him to tell me what happened to upset him so much. What did you do, slip him a laxative or something? Having him shit himself, then all of you laughing at him covered in shit was too much for him and he said something about Ann storming out calling him a wimp. He's scared to death one of you will tell someone; I doubt he'll even be able to look any of you in the face for awhile."
"I stuck a suppository in him when we diapered him the last time. Worked really quick too, only about 20 minutes before he started pooping his diaper, kind of wet and runny though. I knew we'd wasted him when he was crying in the bathtub when I left. Don't worry I've already talked to Ann, Marci and Kathy and none of them will tell anyone about it."
"So we broke him down and then you got to comfort him," Sally continued, "How'd you get him to let you fuck him, not once but twice; not to mention tie him up like that?"
"Well like you said, I comforted him and finally got him calmed down and had him tell me what happened. Then told him I'd make sure none of you girls told anyone. Then told him I needed to make him feel better and he said he totally trusted me and was willing to do anything I wanted. So I decided to do another Harry Potter role play game, since he'd really liked the vibrator magic wand routine. This time I played Draco and had him tied up as a captive, then... well you saw what we did. The amazing thing was he was screaming for me to do it harder and faster and he must of cum at least four or five times and I never even touched his cock. Then after the first time he begged me to do it again!"
"Wow! He must really like it then!"
"When we did it the second time, after about a couple of minutes it seemed like his was cumming continuously. It was really amazing. I didn't know that was possible for guys. I mean I knew women could have multiple orgasms but I didn't know guys could."
"So back to what I asked yesterday. When do I get to fuck him?"
"Easy there Sis, right now he's afraid of you and I need time to get him totally dependent on me. Remember you're playing the 'Bad Guy' role. You're the one who's paddled him twice now and humiliated him repeatedly. I am the one who's picked him up after you've broken him and then made him feel good. So give me some time to firmly establish his dependence then we'll work out a way for you to do it too; but I'll probably have to be with you the first time..."
"Ali I don't mind being the Bad Guy to get you your permanent toy here. In fact it's fun most of the time, but once Jason is firmly yours I want a boy too and I'll expect you to help!"
"Once there's no doubt that Jason is totally mine, then I'll help you get any boy you want. But we need to finish with Jason first!"
"Agreed!"
"So what's our boy been doing since I left, obviously you've been watching him."
"Apparently you left him the other dildo, because he brought it out of the bathroom and hid it in the third drawer of his dresser. Not very smart, his mother puts clothes in his drawers sometimes and she might find it. Other than that, just moping around his room..."
"Since his parents are home on the weekend, I told him we couldn't get together until Monday unless either his parents or ours leave for some reason."
"We'll have to work on that. Mom and Dad were talking about going to a garden show this weekend, maybe we can get him over here for a few hours anyway..."
"Sounds like a plan, I'll talk to Mom and see what their plans are." Ali replied, "I'd better go get dressed they should be home anytime now."
After dinner, Jason returned to his room and checked his email. He wasn't surprised when he found a message from the Watchers since they'd left him alone for two nights now.
To: Jason970From: Anon9746512
Subj: Weekend Instructions
Jason,
Your Supervisors report you have been a really good boy this week following most instructions and only needing punished twice. Ali reports she left a special toy with you for your enjoyment.
We are going to be very busy this weekend so for the most part you will be on your own. Just remember to keep your computer on at all times and you can surf the net to your little heart's content and jerk-off as much as you want. Only one condition.
Anytime you are surfing the net, you are to place that toy on your chair and sit on it! Yes we do mean sit on it with it IN you! Then you can do what you want while on your computer.
Have a good weekend, but remember we will be watching off and on; you'll never know when.
The Watchers.
'WHAT? I have to sit on that cock if I want to surf the internet? Good thing I'm getting used to having something up there,' he thought.
That evening Ali talked to her Mother and determined that her parents planned on spending all day Saturday at some House and Garden show in a town some 50 miles away. They planned on leaving first thing in the morning and not returning until around 8pm and would have dinner at a restaurant somewhere.
"Ali I need you girls to start on a project this weekend for me," her Mother started. "You know we've been collecting stuff for the Church rummage sale which is in two weeks. Now there's already a bunch of boxes in the basement and more will be coming in the next week or so. What I need is for the stuff already down there to be sorted. I have a bunch of empty cardboard boxes to use but we need to go through all that stuff and check each item, then box it by type. Most of what's down there now is clothing, so each item needs to be checked for tears or damage. Put Men's and Women's clothes in separate boxes; same with boys and girls but they need to be further broken down by age groups, babies, toddlers, young boys and girls and then stuff in teen sizes."
"OK Mom but there's a ton of stuff down there. Sally and I won't be able to do anything else this weekend unless we can get some help. Could we ask friends to come over to help?"
"Do you think any of your friends would be willing to? That would be a big help and you could get it done quickly and still have time for yourselves."
"Sure Mom, I know Jason next door would help and maybe even two or three of the girls Sally runs around with..."
"A boy? I don't know about that..."
"Oh MOM! Jason is NICE and very domestic, did you know he does all the family laundry and cooks, and cleans their house and he can even sew his own clothes when they need repaired. He really a good guy... besides, he's alone over there all the time and would probably welcome an excuse to get out for awhile, even if it was to work over here."
"I don't know, he's older than you girls, let me talk to his mother and see what she thinks..."
Twenty minutes later, her Mother returned and reported back. "I just talked to Jason's mother and she assured me that Jason is a very trustworthy young man. And just as you said helps her around the house all the time and she was very sure he'd be willing to help out. She'll send him over about 9:00 tomorrow morning so you girls need to be up and decent before he gets here."
"Oh good, maybe we can get it all done in only one day..." Ali replied smiling at her mother.
Later, Ali went to her sister's room and filled her in on their 'project' for tomorrow and that their mother had arranged for Jason to come over and help them. Both of them giggled over the fact that their MOTHER had arranged for their boy-toy to be sent to 'assist' them.
Glancing at Sally's computer, she stopped when she saw words scrolling across the screen and no one was touching anything. "What the heck is that?" she asked her sister.
"Jason," Sally replied.
"What do you mean Jason..."
"As much as my big sister knows about computers she obviously doesn't know everything," Sally said with a sigh. "A couple of days ago when I was on his system, I downloaded a couple of programs and installed them. One is a keyboard capture program. Anything he types gets saved to a file, I can access whenever I want. The other is a 'remote echo' program. It lets me see what's on his screen the same as if it were being done on my computer; it's a LIVE display of exactly what he's doing or looking at."
"Wow! Where did you find something like that?"
<Laugh> "Believe it or not a website for parents concerned about what their children are doing on the internet! They have all kinds of monitoring and restriction programs parents can use to 'assure your child's safe use of the net'." <laugh> "Guess they never considered the other possible uses of those programs..."
"So what's he doing now?" she asked going closer to look at the screen.
"Header says FanFictionNet.com, must be looking for new Harry Potter stories, Yep! Look!"
Harry Potter and The Gathering Storm, Chapter 1
Appeared on the screen and they could even see when Jason clicked to save the file to disk.
"Wow! That program could be really dangerous!" Ali observed, "But VERY useful too!" <giggle>
"Wonder if he's following his latest directions from the Watchers? Too bad we can't see the camera view at the same time as his screen display. Have to work on that." Ali said as she ran down the hall to her own room to fire up her computer.
When her computer finally booted up (seemed like forever) she called up Jason's camera and sure enough he was sitting naked at his computer. She watched for 15 minutes but couldn't tell if he was sitting on the dildo or not, as he wasn't moving and the camera angle was looking down at him from above. (Need a second camera too!) Then he stopped what he was doing and pushed his chair back and slowly stood up. And there it was! Sticking up from the seat was the dildo, held there with the suction cup below the balls. Jason left the room for a minute then came back and bent over the chair, with a jar in one hand as he spread something on the dildo, when he set the jar down, she could see it was Vaseline. (Must have needed more lubricant) Then Jason stood before the chair and guiding the dildo with his right hand, slowly lowered himself back down, impaling himself on it, then scooted his chair back forward and grabbed his mouse with his right hand and started looking at the screen again. About five minutes later, he was closely looking at the screen and then started squirming a little and stroking his cock with his left hand as his full attention was on the screen. 'I have to know what he's looking at!' she thought and ran back to Sally's room.
"What's he looking at?" she asked running to the computer.
"Looks like Potter fiction but really kinky both Harry and Draco dressing up as girls, and he's jacking-off while fucking himself on the dildo with this?" she said as Sally was looking over her shoulder; both ran back to her room to see the camera view.
Sure enough when they got there, Jason was bouncing up and down on the dildo while his left hand was moving really fast on his cock, until suddenly his head fell back and cum was shooting up, then dribbling back onto his hand and he stopped moving collapsed back on the chair with his legs stretched out in front of him. He stayed that way for about five minutes, before slowly pulling his legs in then slowly standing, extracting the intruder from his rear, then removing it from the chair and carrying it out of sight presumably to the bathroom to clean himself and it.
Five minutes later, he came back in view, one hand rubbing his butt and walking a little gingerly then cleared the screen on his computer and went to his bed, grabbing a notebook from his shelf on the way and crawling under the covers with his nightstand lamp the only light left in the room.
"Maybe we should do 'dress up' sooner rather than later," Sally said with a giggle and Ali had to agree. Tomorrow could be interesting...
The next morning Jason was surprised when while eating breakfast his Mother told him she'd volunteered him to go over to the Crawford house to help the girls sort items for their Church's rummage sale. "I told Mrs. Crawford you'd be happy to help the girls and the money the Church makes from the sale is all used for youth programs. Since you're so friendly with the girls I was sure you'd want to help them out."
"Yeah... Sure Mom... No Problem..." he said blushing slightly.
His Mother didn't miss noticing the blush but just smiled knowingly, "So I told her you'd be over at 9:00; I'd wear something comfortable, I expect you'll be doing a lot of standing on concrete floors and folding of clothes..."
"Tennis shoes then," he said with a nod understanding about standing on hard floors all day.
"Have fun Jason, your father and I will be out shopping till mid-afternoon. He wants to go to the hardware store for something; and It'll be battle to get him out of there, then we need to pick up groceries, so I don't expect to be back until 2 or 3pm."
"Lot's of luck getting him out of the hardware without at least two new tools of some kind and a bunch of 'neat' connectors or other doodads." He said sympathetically.
"Well it does keep him out of trouble and he does make nice things, so I can't complain," his Mother responded with a sigh.
At 9:00 Jason was knocking on the back door of the Crawford house and Sally quickly let him in, "we're down in the basement Jason, just follow me." She directed, closing and locking the door then leading him through the kitchen and down the basement stairwell. "Ali's in there getting things set up..." she said pointing to a doorway on his left.
"Hi Jason!" Ali greeted him with a big smile as he entered, "Right on time."
"Yeah Mom just told me about this while I was eating breakfast. So what are we doing?" he said looking around the room. There were empty boxes everywhere around the edge and the only item in the room was a huge pool table with a cover over it and a light directly over the center and a rack of cue's on the wall. "Wow, a pool table, I didn't know you guys had one of these."
"Actually it's a billiards table not a pool table," Ali answered. "Bigger and no pockets and you only use 3 balls. It's Dad's pride and joy, he was a billiards champion when he was in college and he still plays down here every now and then but not too often recently. Mom wants to get rid of it so we can use this big room for something else but Dad won't hear of it. And don't EVER call it a 'pool' table if he's around or you're in for an hour lecture on how much more skill is involved in playing 'Billiards' Vs common pool hall games."
"So what ARE we doing?"
"OK, Sally has been moving boxes of clothing in from the other room and we need to take all of it out of the boxes. Check each item for rips, tears, bad zippers or whatever, then fold it and put it in the boxes around the outside of the room. Each box is marked with what kind of clothes are in it, Baby, Toddler, Pre-Teen Boy, Pre-Teen Girl, Teen Boy, Teen Girl, Men's and Women's and there are also boxes for towels, sheets and other linens. Over there taped to the wall is a big trash bag for items unusable and they will either be sold as rags or put in the trash. So, once you get YOUR clothes off, you can grab a box from beside the door and we'll get started."
"You mean I have to be naked here at your house too?"
"Yes Jason, we are alone and you are in the presence of girls, who happen to be your supervisors to naked is required!"
"Sorry... I didn't realize it applied to places other than my house... Sorry..."
"That's OK but now you know." She replied as she noted he was already quickly removing the t-shirt he was wearing.
"Can I keep my shoes on? Otherwise this concrete floor will kill my feet and legs, if we're down here long..."
"Sure Jason, we don't want you hurting and the floor is cold."
"Thanks!" he said smiling as he stripped off his shorts and then his underwear and quickly grabbed himself to get the required erection.
Once he'd achieved it, he moved over and picked up the closest box and like Ali was doing just dumped it on the big table and then put the empty box on the floor underneath. 'Toddler' clothing he quickly realized as he started checking the items and neatly folding them and stacking them in piles before moving them to the appropriate box along the wall. Several times he had to stop and stroke himself to maintain his erection and it was getting frustrating. While he was doing it again before grabbing the next box Ali interrupted his train of thought.
"Same problem as the other day I see."
"What?"
"Same problem you had in the garage?"
"Uh...yeah... I guess..."
"Well lucky for you we got something to take care of it for you, come over here a minute."
Jason walked around the table and Ali was digging in her pocket for something, when her hand appeared she held up a plastic looking cord like thing with little balls on the ends and a connecter of some kind leaving it in a loop. "What's that?"
"An adjustable cock ring, just the thing you need to solve your problem," she said grabbing his erection and pulling him to her.
"Won't that hurt?"
"No, see it really soft silicone rubber and all we need to do is slip it over the top and then underneath your balls, then tighten it up and everything should stay nice and hard without having to stroke yourself all the time." She explained as she quickly placed the device on him and cinched it leaving his balls and cock both more out from his body than normal and his cock very hard as it trapped the blood flow. "According to the directions we'll need to loosen it periodically to allow blood flow but it seems to work just as advertized." She said smiling at him as her hand slid along his stiff shaft, sending a shiver through his body. "Now back to work!" and Jason moved back to his side of the table.
Jason grabbed the next closest box and it was a real mix of children's clothing, boys, girls, and toddlers, shorts, shirts, girls tops, jeans, socks, you name it. A couple of items went in the 'rag' bag but most was in good condition, the kids probably just out grew them. Meanwhile Ali was working on a box of mostly men's clothes and was folding a football jersey at the minute, while Sally was bringing in more boxes and stacking them by the door faster than they were working through them.
"If you see anything you want, let me know and we'll hold it out for you Jason, we'll just consider it pay for helping sort all this stuff." She told him. "Some of it is really nice and in good condition too so don't be afraid to say so, if it fits you and you want it. I've already saved a nice blouse and a pair of shorts for myself."
When Jason dumped the next box on the table he jumped back a foot and froze "Uh...." He said louder than he expected.
"What?" Ali said looking up then saw the pile in front of him and giggled. "Problem Jason? They're Just clothes, cloth like any other."
"But... but... they're... Uh... GIRL'S... un...underwear..." he stammered.
Circling the table she stood beside him and flicked through the garments. "Yep, training bras, and a really nice assortment of panties, cotton, nylon, satin, silk too, and even some sexy lace ones; so what's the problem?"
"I... I can't hand...handle girls stuff... like...that..."
"Why not? I've folded two boxes of boy's boxers and briefs, what's the difference?"
"But they're GIRLS..."
"Jason they're just cloth! Admittedly nicer feeling cloth than what you boy's wear but, still JUST CLOTH, so fold them and while you're at it put them in piles by size." She said picking up a pair of nylon bikini panties and placing them in his hand. "See they don't bite, just cloth!"
"Sizes?"
"Sure they come in all sizes just like boy's do, see inside is a little tag, these are a size 6, actually just about your size, if I'm guessing correctly."
Jason's hands were shaking as he gently folded the garment and placed carefully on the table while Ali moved back to where she'd been working. Ali was grinning as she watch him carefully inspect each garment with shaking hands then fold it like it was some fragile item and place it in one of the growing piles before him. 'There must be two hundred pairs of panties in that box; he's going be spending all day at the rate he's going,' she thought to herself. Then looking over at her sister she saw Sally leaning against the door jamb also watching the show as Jason worked on the panties with a big grin on her face.
Sally couldn't stand it any longer; she'd watched the whole by-play as Jason and Ali had discussed the girls undergarments and his reaction to them. "You know Ali, as much time as he's spending on those, I think we should keep some of them for him, he seems to really like them." She said loudly with a snicker.
"What!" a shocked Jason replied.
"Why not?" Sally continued as she walked over to him and held up several pair. "Jason, they're just underpants, just like guys wear but except for the cotton ones are made from nicer material and they don't have a slot or flap in the front like yours do, but even some boys briefs don't have those either. Quickly going through the remaining big pile, the found a complete set of 'Day-of-the-week' panties in nylon and the right size, all in bright colors, then found a pair of pink satin and lace full cut and another pair in black satin with white lace trim and set them aside. "There you go Jason, we'll just put these aside for you and you'll have nice panties to wear. They feel really good against your skin, not like those cotton things you guys wear. I'll just put them over here in a paper bag for you."
"But... But..."
"No arguments Jason, those are YOUR panties now, so get back to work and get the rest of them sorted and folded, you can't spend all day on just one box of clothes!" Sally told him and gave him a light swat on the rear to emphasize her point.
"O...Ok... I'll work fast... faster..." and he did, as the girls smiled at each other. When he finally folded the last of them he gave a big sigh and moved the garments to the appropriate boxes and dumped another box of clothes on the table; thankfully, boys clothes this time.
Sally had finally moved the last of the boxes into the room and joined in sorting and folding when Ali decided it was time for a break. "Come here a second Jason." She directed and when he got within reach noticed his cock was purple and quickly removed the cock ring, getting a sigh from the boy. "Let's take a break and go up and have something to drink. While we're at it get a pair of your panties out Jason and we'll make sure they fit you."
"I'll get a pair," Sally volunteered and dug into the bag and came out with a bright yellow pair with 'Saturday' embroidered on the front lower corner. "Here you go Jason, even the correct day," as she held them open for him to set into.
Jason trembled as he put first one foot and then the other into the openings and Sally pulled the smooth nylon fabric up his legs and over his behind, then tucked his cock in as she pulled up the front, leaving a big bulge as it pressed outward against the nylon.
"Don't those feel much better than nasty old boy's briefs," she asked as she rubbed him through the fabric, "and a perfect fit too! We'll have to dig out some more for you."
Jason was speechless, they did feel REALLY good, but... they were GIRL's underpants!
"Upstairs to the kitchen Jason," Ali ordered interrupting his thought processes, and he meekly followed the girls up the steps it was now 11:00am.
While they were drinking Coke's Jason was quiet and blushing frequently.
"I think Jason LIKES his panties," Sally snickered. She'd seen his hand drop down and stroke over the smooth fabric several times and his cock was still very hard and pushing up.
"Why not?" Ali interjected, "They are nice and he should have nice things too."
"Why don't we just let him wear them instead of having to wear that cock ring all day, <snicker> he doesn't seem to be having any problem keeping an erection with them on..." Sally added.
"OK by me," Ali decided, "Any problem for you Jason, better than being naked all the time..."
"No..No problem..." he replied blushing bright red.
"Well that's what we'll do then; finish up your drink we need to get back to work," Ali said as she got up to put her empty pop can in the trash.
Back down stairs with all three of them working, the mound of 'unsorted' clothes boxes was quickly going down while the stacks of 'sorted' boxes was growing along the walls. Jason was working on a box of mostly shorts of various types and jeans when Ali got his attention, "Wow! Look at this!" she exclaimed, and was holding up a shiny black dress with white lace trim around all the edges. "I think it's a maid's uniform."
"What is it, a Halloween costume?" Sally asked.
"No it's too well made and satin, not one of those cheap nylon jobs." Then she dug back into the box and found a couple of while aprons and another dress only this one light blue in color. "Bet these cost a couple hundred dollars each!"
Jason watched as the two girls examined the dresses gushing over the detail work and quality of the material; he was getting a sinking feeling in the pit of his stomach...
"I think they'd fit Jason." Sally finally voiced and Jason knew he was sunk.
"Come here Jason, let's try one on you," Sally said to him.
"Please Sally I... I really rather not..."
"Get your butt over here Jason," she sternly ordered, "I want to see what you look like in a dress!"
Blushing deeply, Jason made his way around the table and quickly found a blue dress being lowered over his body, then zipped up in the back. "A little large in the waist, but we can fix that easy enough," he heard from behind him as the girls pulled and poked at him and the dress. "OK so we hold out both of these and find him some shoes to go with them," Sally's voice said behind him. "What size shoes do you wear Jason?"
"Seven" he answered as his body trembled.
"That would be about a women's Nine then; I know there were some shoes in one of these boxes..." Sally told her sister.
"Ok Jason we can take that off for now," Ali said beside him and unzipped the back of the dress, then helped him get it off.
"I saw a box of party dresses when I was carrying them in, maybe we can find one or two more for him," Sally said while looking for the box of shoes.
After a brief lunch and two more hours of sorting and folding clothing, and much to his chagrin, Jason found himself the owner of two custom maid's uniforms, one white lace 'Easter or Confirmation' dress with puff sleeves, one less fancy but still very 'girly' dress and one Catholic school uniform from St. Thomas school. Also 12 more pair of panties and three pair of shoes; one black strapless with 2" heels, one white pair with 1" heels and a pair of black 'mary-jane' style shoes. The girls told him they'd store the dresses and shoes, but that he was to take all the panties home with him.
When they finally finished it was almost 4:45 and Jason told the girls his parents would be home and that he needed to get back before dinner. Ali put the stash of panties in an old backpack and handed it to him after he put his shorts and t-shirt back on over his 'Saturday' panties. "Off you go Jason, we don't want you in trouble with your parents." Ali said as she lightly kissed his cheek, "and thanks for helping out today, it's been lots of fun."
Jason stashed the backpack in the garage when he saw his mother through the kitchen window, he didn't dare carry it inside right now; she'd want to know what was in it.
"Hi Mom!" he said as he entered the back door.
"Hello Jason, did you kids get it all done?"
"Yeah just finished a few minutes ago and I didn't want to miss dinner."
"Just finished? How much stuff was there?"
"I didn't count them but, at least 50 or 60 boxes of clothes another 10 or 12 of baby stuff, half a dozen boxes of assorted shoes, and there was another 15 or 20 of books, pots, pans and assorted stuff but we didn't do anything with those."
"I didn't realize there was so much; no wonder the girls were looking for help."
"Yeah, we only took one break this morning and a quick lunch, some of those boxes were huge and held a ton of clothes; took all day to do them."
"Well I'm sure they appreciated the help and I'm glad you were willing to give them a hand, even if it took you all day. Now go get cleaned up, dinner will be ready in about 30 minutes."
"OK Mom... Where's Dad?"
"Where else? Down in his shop playing with the FOUR new tools he couldn't live without!"
"Figures..."
That evening two excited girls watched JasonCam and saw Jason once again at his computer, pumping up and down on a dildo, only this time his was rubbing his erection with a pair of bright yellow panties. "Gotya!" Ali whispered as she watched him spill his seed into the cloth.