JasonCam Part 5
By Captain J
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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Jason got up on Sunday and was at a loss. He'd spent so much time with the girls during the week that with no one but his parents home, he was actually lonely. When the family got home from Church, he changed into his usual summer attire of t-shirt and running shorts with tennis shoes then wandered out the back door and sat on the bench of the picnic table.
Leaning back against the table, letting the sun warm him, his mind wandered, reviewing all the incidents that had happened in the past week, starting with the first message from the Watchers, through two days on this very table where he was blindfolded and spanked and masturbated. Then the girls were assigned as his supervisors and his whole life changed, he was naked all the time, but as long as it was just Ali and Sally he didn't mind that, not really. They were younger than him, but on reflection, both of them were pretty and very smart. And Ali... WoW! Ali was so sexy and it was like she could read his mind, she knew him so well. Sally or the other hand, seemed to want to humiliate him all the time and she was the one who always seemed to punish him; well other than that scrubbing with the brush; Sally could be mean if he pissed her off enough or disobeyed her. He worried over those dresses they found yesterday. He liked to read stories about boys being forced to dress and act like girls, but wasn't very sure he liked the idea of HIM being the one to be forced like that.
In fact it seemed that many of the things he liked reading about, especially all those exciting sexy stories from the net, where boys were humiliated, stripped, spanked, and forced to wear girls clothes or have sex with other boys weren't so exciting or sexy if HE were the victim. Well he still had all his Harry Potter stories, and he had Ali as his best friend. She was so wonderful to him, and she really knew how to turn him on and make him so excited. She really did seem to know what was best for him; I must always do what Ali tells me! 'Ali knows best, Ali is beautiful, Ali is wonderful, Ali is my Best Friend, and ABSOLUTELY Ali can fuck my butt whenever and wherever she wants because I WANT her too!'
"You seem to be having deep thoughts Jason," a voice said from behind him.
"Actually, I was thinking about you and how wonderful you are Ali," he replied with a smile.
"Well I certainly wouldn't want to stop thoughts like those! So what are you doing out her all alone on a beautiful day?"
"Just enjoying the sun and thinking about the past week and my new best friend and how real life is more... interesting than stories...."
"More interesting? Stories can be very interesting, I mean characters can do things that could never happen in real life. Isn't that why you like Harry Potter so much?"
"Well yeah, but I've read a lot of other stories too, ones where..." and he blushed red.
"It's embarrassing Ali... I mean... sex stories you know... especially where boys my age were... forced to do things..."
"What kinds of things Jason?"
"Uh...sex things... where girls were in charge of them and... made them be naked all the time... and... and they were humiliated... and spanked.... And wear girls clothes... and wear diapers... And mas... masturbate in front of the girls... and some... even had to have sex with other boys while girls watched them... and other things..."
"Oh I see and some of those things have happened to you and they weren't as pleasurable or exciting as you thought?"
"No they weren't.... I mean I like being naked in front of you and well Sally too I guess because it seems to make you happy and I like it when you're happy. And I don't mind you telling me to do things in fact most times it's fun. And I don't really mind it being punished, well except for paddling. And I really like it when you and even Sally want me to do sex things... because you make me feel good about it..."
"But I hate when it's in front of other girls or people I don't know. I really hated when Sally humiliated me and spanked in front of those other girls and... when I had to mow the grass in that bikini... and God those Watchers... I mean they seem to know everything I do... and I don't know who they are or who they might be telling about me... and I never know when they're watching... I almost hate being in my room now, knowing they could be watching me... I wish..."
"I wish... I wish, well it could be only you and your sister! I'd do anything for you and Sally. I'd let you do almost anything to me... as long as it didn't hurt me really bad... I'd even like to... well try some of those other things I've read about, well except for sex with other boys... But if it was you or Sally playing a role... you know like you did with Draco... that would be OK... in fact it was a lot of fun."
"So let me see if I understand what you're saying here. It's being embarrassed in public or in front of people you don't know that is the big problem. You don't mind it when Sally or Me are the only ones who know or see. And if it could be private between just the three of us, you'd like to try most of the things you've read about. Is that a fair summary?"
"Yeah... But there's the Watchers and they have so much blackmail material on me, it could ruin my life forever! Who knows what they've already done with it or who they've shown it too."
"Well it just so happens I know one or maybe even two of the Watchers and I'll talk to them and see if they'll back off. I can't make any promises Jason, but I promise to try for you as long as the three of us get to continue..."
"Wow! You'd do that? Who are they?"
"Jason, I can't tell you who they are. But the main one I know is a reasonable person and I'm sure she might be able to convince the others. I don't even know who or how many that might be. I do know they believe in Females being in charge of all Males, so THE PRIMARY condition will likely be that Sally and I are still in charge of you, even if they agree to leave you alone."
"Ali I LIKE you being in charge of me and Sally is OK most of the time too! Could you try to get them off my back? I can live with us three doing these things; if fact I like it compared to... before... I was lonely Ali and... and now I'm not... Please try and get things changed like you said."
"I promise to try Jason... I can't promise more than that."
"Thank you Ali... Thank you, Thank you, Thank you... You're wonderful!"
"Let me work on it and I'll let you know. I'd better get home now... Bye Jason see you tomorrow."
"Bye Ali!" he replied beaming a big smile at her.
Inside the kitchen, his parents had been watching for the past ten minutes. "Seems our Son has found a good friend," his Mother observed. "See how serious he looks talking to her, like he's pouring himself out to her, telling her all his secrets... And you're right Robert, she is a cute little thing, she's going to fill out nicely in a year or two."
"Is that bad? He's been a very solitary boy for the past few years, buried in his books and on that computer, he needs to have a good friend he can talk to and she seems to be intently listening to him. Look how animated he is, and she's letting him without interrupting. Most boys don't find a friend like that for a long time. Some never do..." his Father replied.
"It's just he's so young, he's my little boy, he used to tell me everything," she said.
"He's growing up Marion, some things a boy can't tell his Mother, no matter how close they are, but he does need to tell a friend who can understand him and support him. Sometimes it's another boy and sometimes it's a girl. You knew he'd grow up some time and break those apron strings, you just didn't realize it happens quicker than you thought. I think he's a lucky boy right now and I'm happy for him. Just like I was lucky when I met you." He replied as he wrapped an arm around her and hugged as she laid her head against his shoulder.
"Guess so," she sighed, "But I was lucky too you know..."
"We both were," he whispered as he kissed her cheek and they turned away from the window.
During dinner that evening his mother decided to find out more. "So Jason, this afternoon, I noticed you have a long talk with Ali... what was that all about, you two seem to be getting close."
"Yeah we talked for awhile, she's really nice and she's pretty and so smart too, I can tell her anything and she seems to understand me..." he replied without even thinking, smiling and very happy.
"Well it's good to have a friend like that," his father replied, "You're lucky to find someone like her. I didn't find a friend like that until I was 22 and I met your mother."
"Yeah it is!" Jason beamed, "She's wonderful!"
"Just don't forget to have other friends too Jason, it's a big world out there," his mother added, "but everyone needs at least one good friend to talk to and confide in."
There were no messages on his computer that evening from the Watchers, so Jason spent the evening sitting on his bed, reading the latest story he'd downloaded and printed out: Harry Potter and the Manipulator of Destiny, by someone called 'Wheezy1', it was great.
Monday morning the phone rang while a naked Jason was eating a bowl of cereal for breakfast and he quickly got up to answer it. "Hello?"
"Sally, Jason," he heard in response, "They brought two more van loads of stuff over yesterday to be sorted, so get your cute behind over here and help us."
"I'll put on some clothes and be right over..."
"OH NO you don't! Put on your 'Monday' panties ONLY, then come over here through the back gate in the fence into our backyard, I'll be waiting at the back door."
"But I'll be nearly naked..."
"But you won't be naked, you'll have the panties on, just think of them like a swim suit! Now quit stalling and get over here!"
"OK Sally I'll be right over..."
Jason dumped the rest of his cereal and ran up to his room and dug into the backpack Ali'd given him out of his closet where he'd hidden it after bringing it in from the garage. 'Monday' to his shock were 'thong' style and a pale green almost florescent. 'God these are almost non- existent and like a neon sign!' he thought as he pulled the tiny garment up his legs. His ass was totally exposed except for a narrow strip down the crack, which just emphasized the lack of coverage elsewhere! Jason literally ran through the back yards, to get there quickly. His parents yard hand a privacy fence, but the Crawford house just had a low hedge, where he would be visible until he got inside the house. Fortunately Sally was holding the door open and he could duck right into the house.
"Oh I REALLY like your 'Monday' panties Jason," she giggled as she gave his butt a playful swat as he came through the door. "Ali's already down there working so get too it, you know where she is."
"OK!" he replied gasping, still out of breath from his sprint across the yards. Then headed for the basement stairwell.
"Hi Jason!" Ali greeted from behind him and was smiling at him as he entered the room. "Oh wow, those look really good on you!" she continued looking at his behind as he walked to the table, then reached out and pulled on the back of the thong and gave it a snap back into the crack of his rear. <giggle>
"Where did all the boxes go?" Jason asked ignoring her comment about his thong.
"They hauled all the stuff we'd finished over to the Church yesterday in a truck and dropped of 35 more boxes. They also took all the household stuff and books and were going to sort them there as they put the stuff on tables to sell it. So we have a new mound of boxes to go through."
"OK... sure hope this is the last of it though... otherwise we'll be doing this all week, if they keep bringing a ton over everyday..."
"I doubt there will be much after today. Probably some but no more big loads. These are ones four other families have collected and stored. Any more will be an odd box or two from here or there."
"Well that's good, I didn't plan on spending a week folding clothes... but two days isn't so bad..."
"Don't be so grumpy," she chided, patting his bare behind, "Who knows we just might find some more sexy stuff for YOU in this load." <giggle>
"Yes? You were about to comment?"
"Nothing!" he replied blushing.
"Didn't think so... Now get to work!"
"Yes Ali... Anything you say Ali... Ali knows best..."
"Of course I do!" <giggle> and they went to work and were soon joined by Sally at the other end of the table, each taking a box all of which were thankfully smaller than the day before, and dumping the contents out to be inspected and sorted and folded.
"Oooh Oooh this is nice and it should fit you Jason!" Sally excitedly told him holding up a little plaid, pleated mini skirt, with a mostly green Scottish pattern. "But you'll need to get rid of that hair on your legs. Hairy legs and miniskirts don't work well..."
"No hair on the legs by tomorrow Jason, I want to see those sexy legs in this skirt!" Sally demanded.
"OK... I guess..." he replied blushing a nice crimson, while both girls were smiling at each other as he continued folding children's clothes.
They continued working straight through, finishing the last box at lunchtime. In the process, each girl had found some clothes to keep for themselves and Jason had gained another pair of shoes, girls tennis shoes, white with pink trim and pink laces; a little white girly top with 'Girls Rule!' in big pink letters on the front; which Sally decided would look good with the skirt; and a little 'crop top' with the word 'Owned!' on the front in blue lettering.
Back upstairs, they fixed themselves sandwiches and were sitting down to eat, when Jason gave a little squeak as his rear hit the vinyl seat. Ali just smiled, "Now you know why thongs and vinyl don't mix well, Jason, especially if it's cold. Oh, I should warn you skin tends to stick to it also." <giggle>
"Funny," Jason grumbled.
"Yeah it IS!" and both girls laughed.
"What are you doing this afternoon Sally?" Ali asked.
"Going over to Marci's then we may go down to the Mall and window shop..."
"Just make sure you're back here long before Mom gets home."
"Yeah... don't want to be grounded again..."
"So Jason, how about I walk you home and see what we can find to keep you out of trouble today," Ali said while reaching out and patting his shoulder.
"Whatever you want," Jason meekly replied and both girls grinned at each other out of his line of sight.
Fifteen minutes later, Sally had headed to her friend's house and Ali was escorting Jason back home, with her arm around him as they crossed the yards and were quickly inside his house.
"Let's sit down where it's comfortable and talk Jason," she said as she led him into the family room and dropped herself on to the couch. Then was pleased when Jason sat beside her then lay across her lap, his head on the far side arm rest, his chest across her legs and his butt just outside her leg, almost none of his weight on her body; her bare legs just touching his back and then he meekly looked up at her and waited; his entire body available to her touch.
Ali slid her left arm under his neck and cradled his head in the crook of her arm and used her right hand to trace little designs on his thighs, as she started to speak. "I talked to that girl I know from the Watchers Jason," and he immediately perked up, "They are very happy with your progress and she seemed pleased with you. She will talk to the others and see if they would be willing to forgo anymore threats of blackmail against you. She said that only the Watchers had seen your video or knew about you so far, but insisted that for you to be let go; you would have to remain under MY supervision with assistance from Sally, from here on out."
"Well that's OK, I like you two supervising me... And I want to belong to you anyway."
"I also talked to Sally and she agreed to no more spanking with the paddles; but said if you were bad she'd use her hands to spank you, and agreed not to involve other girls; just the 3 of us. Unless you broke your promises to behave and do what we tell you to; and she thought you needed punished more than spanking."
"That won't happen... I'll behave and do what you say... When will we know what the Watcher's decide?"
"Don't know, I don't know who they are really or how many. She said they'd send all of us emails with their decision. She did warn though, that if you backslid or didn't behave, they'd come down on you really hard!" Jason's body shuddered and trembled at the thought of what THAT could mean...
"Ali, please let them know how I feel and that I WANT YOU to supervise me and that they will NEVER need to worry about me being bad again..."
"I will Jason, and I'm sure that will please them, and it makes me happy that you want Me to be in your life like that," she replied then stroked his cheek and lightly kissed him.
"I know you don't believe me Ali, but I really do love you and I want this!" he almost whimpered.
"I'm beginning to believe it Jason but you still need to know me better than you do, and it makes me happy that you are trying so hard to love me. Just keep working on it and we'll both be happy ok?"
"You know I will Ali, I want to be totally yours," he softly replied, rubbing his cheek against her chest and reaching to hug her body. Ali just smiled down at him and kissed him again, while returning his hug and stroking his body. They sat like that together for quite awhile. Her right hand rubbing him through his thong panties and him just relaxing at the wonderful feelings she gave him.
"Have you cum yet today Jason?" she asked softly her cheek resting against his.
"No, when have I had time to?"
"Would you like to?"
"Always... but you know that..."
"Then lower your panties and masturbate for me Jason while I'm holding you. It's so sexy when I can feel your body while watching you do it; knowing you are doing just for me."
Jason didn't say anything, he just reached down and shoved the thong down onto his thighs and then grabbed his erection and slowly stroked himself while looking into her smiling face, trying to lock her eyes with his own, wanting her to know he was doing this for her.
"Good Jason," she whispered, "Do it really good for me, make yourself cum while I watch, so I know you are doing it for ME."
"I am Ali, I love you and I'll do anything to make you happy," he gasp as his hand speeded up and he watched her watching him, smiling at him as his body responded to his stroking and then shuddered and trembled when he climaxed and shot his white cum over himself until he felt drained."
"Good boy Jason, that was really a nice one," she murmured to him, then lightly kissed him and smiled, her forehead resting against his, while he gasped trying to recover his breathing.
Jason licked off his hand and Ali lifted his head. "Sit up Jason, then you'll need to go get cleaned up before your parents get home, it's getting late."
"Oh!" he said seeing the clock on top of the television, 4:15pm. "I didn't realize it was so late..."
"That's why I am in charge," she said with a little snicker.
"Yeah I know. Ali Knows best, Ali is wonderful, Ali is my best friend...." He started his mantra.
"All that and so MUCH MORE, Jason, just don't forget it! Now I need to get up and go home."
"Oh... OK..." he said and got up then helped her to stand, and escorted her to the back door where she leaned over his cum covered chest and kissed his cheek. "Go clean up and while you're at it don't forget to shave those legs, or Sally will be very upset with you!"
"Yes Ali, I will..." he replied as she stepped away and walked through the door. Jason watched her as she crossed the yard, absentmindedly scraping his cum from his body and licking it from his fingers as he did so.
That night Jason got a message from the Watchers.
Cc: AliC1996, Sallygrl
Subj: Considering your Request
We are very pleased with the progress you have made and Ali has informed us of your request to be released from our tender mercies. We are currently discussing your reports from both Ali and Sally and comparing our notes from our observations of you. A vote will then be taken and our determination relayed to you.
The only reason we are even considering your request is that you have also requested to remain under the supervision of Ali with Sally's assistance. Our Feminist creed and by-laws require all males to be supervised by trusted females, who will properly educate and guide them, with force when required. Generally we do not consider men and especially young boys to be trustworthy, however, Ali has made convincing arguments on your behalf.
We will advise you of the outcome shortly. Meanwhile, we will be watching you very closely young man, and stand ready to distribute certain videos should the need arise. Those videos will remain in our archive for possible use, even if we should find in favor of your request.
Jason read the email several times before deciding several things about the Watchers. First that they were a tough bunch of females who would get really nasty if crossed; Second, that they were in fact watching everything he did and Last, that Ali must have really argued hard on his behalf for them to even consider letting him go, even if he was still to be under supervision. It appears they believe ALL males should be supervised so why would they even consider him being totally free.
Just then his mail program chimed that a new message had arrived.
Subj: RE: Considering Your Request
Have you seen the message from the Watchers yet? Sounds promising doesn't. Hopefully they will decide in your favor and just leave you alone. As I suspected would happen, I had to promise them that I'd watch over you and supervise you and continue to educate you about women, but we thought that would be required.
Sally is on board with helping get you away from them, but reminds you that She will still be helping me supervise you and if needed will punish you if you screw up. So don't cross her!
Anyway have a good night and I'll talk with you tomorrow.
Just then it chimed again:
Subj: My Help
Just so we have something perfectly clear. I agreed to help Ali convince the Watchers to release you to her only because she's my sister and she asked me to. I will still be helping her supervise you if this get's their OK. Although I think most boys are real jerks, you aren't that bad and seem to be learning quickly how to treat girls better.
Just know that even though I agreed not to use paddles on you, if you screw up, I can hit really hard with my hands and I didn't say I wouldn't use something else. Remember my flyswatter? Likewise, I still reserve the right to bring in other girls if I think you need taken down a few notches.
Regardless of what the Watchers decide, you will be doing some things you may not like when I am in charge of you and you WILL do them or I'll let the Watchers know about your backsliding whether Ali likes it or not. Understood?
When I tell you to do something, I expect it to be done, immediately and no arguments, otherwise you REALLY won't like what happens.
Are we clear on our relationship? Let me know ASAP!
Subj: Our Relationship
Thank you for your help in getting me free from the Watchers, I really appreciate what you are doing. Furthermore, I understand what you have and have not agreed to in that regard. I've realized that you seem to enjoy humiliating and embarrassing me and I can live with that if that's what it takes to get away from being blackmailed by those people.
Please just remember that I am still getting used to and learning to be under the supervision of someone younger than myself. That's not an excuse if I screw up, just the truth. I like both you and Ali, in fact I believe I love your sister and want us to be as close as possible. I'd like you to be my second best friend someday if you are willing, as I've realized how smart and creative you are. No I'm not sucking up to you; I really DO want you as a friend and you ARE cute, smart and creative!
Last, If you feel you need to punish me, I'll accept it without argument. I probably won't like it, but I'll know you feel it's necessary. I have to trust someone Sally, and I do trust you and Ali. I only ask that you not involve others; I'm a shy simple guy and I'd prefer private punishment even if it very hard on me, vs public humiliation. I do after all have to live in this town.
Your friend I hope,
Jason was emotionally drained by the time he'd finished the email to Sally. She could be nasty if she wanted to be and he needed to keep on the good side of her. He just prayed she'd believe he was sincere and that they would work things out. Before going to bed, went to his bathroom and carefully shaved all the hair from his legs. There wasn't much to begin with, now they were silky smooth.
Next door the girls watched in real time using the remote echo program as Jason read all three messages and while he was typing his response to Sally, not even needing to actually download the message from the AOL server. They watched as he paused here and there and even backed up and added words while he was composing it.
"What do you think Ali, Is it BS or does he really want to be my friend? Will he really let me punish him if I decide to and not argue?"
"I think he does want to be friends with you Sis. He is a very private guy and at this point I think he'd let you beat his butt raw if that's what it took not to be humiliated in public. I suspect you could do just about anything short of needing medical treatment and he wouldn't complain openly. He'll cry and plead if you hurt him, but he won't tell anyone nor try to stop you. But just because he would willingly let you, doesn't mean you should or that it would be right under any circumstances. Moreover, he TRUSTS us not to hurt him too badly either physically or psychologically; and WE have to make sure that we don't break his trust in us.
"Yeah, I see what you're saying. We've taken him on as OUR responsibility and even though we can do all kinds of things with him and to him. He's not a toy to be broken and thrown away. I really like playing with his emotions and embarrassing him; but I don't really want to hurt him. He is a nice guy and not like a lot of other boys. Besides, if I were to hurt him too bad, my sister would kick my butt if not kill me...
"Well there IS THAT to remember also Sally..."
Ali was watching 'JasonCam' again later, when Jason crawled into bed and read until he fell asleep, she dropped off shortly after he did and both slept well.
When Jason got up the next morning and went downstairs to fix his breakfast, he was surprised to find Sally sitting at the table waiting for him. "Good morning Jason!" she said smiling at him.
"Good morning Sally, how are you today." As he reached down to stroke himself to an erection, while she watched him, intently.
"Good Jason, but I thought we needed to talk about your email."
"Oh... Is there a problem? I meant what I said Sally." Still stroking himself and a few beads of sweat from worry appearing on his forehead.
"No problem if you REALLY did mean it, I suppose that's why I'm here to find out for sure. Love the way your legs look without all that nasty hair on them. Do you need some help with that?" she asked nodding towards his uncooperative male part.
"You wouldn't mind? Yeah, it's not responding for some reason..."
"Worry maybe... just step over here and put it in my hand," she replied, holding her hand out palm up at just below his waist level.
Jason looked at her hand and stepped forward and had to raise himself on his toes slightly to put it in her hand, but as soon as she touched it, she gently took hold and started stroking down on it until it was hard, then massaged his balls dangling below the now stiff member. "Thanks Sally that really feels nice."
"No problem Jason, I like it too you know, boy parts are so neat; in fact Jason why don't we make a new rule. Whenever, I put my hand out like that, no matter where we are, you are to put it in my hand so I can play with it and you get to feel good; I mean it DOES feel good when it's all stiff like that doesn't it?."
"Yeah it does, but only if I or someone else keeps touching it or better yet stroking it, that is until I cum, then it doesn't want to be touched for awhile. Otherwise, once it's hard, it's kind of annoying and really very distracting, since it wants to be handled but it isn't being touched."
"Thanks Jason I had no idea cocks were like that, boys don't tell girls those things you know." As her hand returned to giving his some more gentle strokes up and down his shaft. "In fact Jason you just told me a couple of things I could use against you if I wanted to... So how about that new rule? I put my hand out and you either put your cock or your balls in my hand. OK with you?"
"Of course it's OK Sally if that's what you want. You and Ali are in charge of me and what you want comes first."
"But what if I were to squeeze your balls rather than massage them like I just did. Would you still do it willingly and would that be OK?"
"Well I assume it would be because I needed to be punished for something. I wouldn't like it and depending on how hard you did it might, cry or even scream if you hurt them, but I'd know you thought I needed to be punished... so I'd still do it."
"So back to the original topic Jason, what do you REALLY think about my being in charge of you, even though Ali will be the primary one responsible for you and I'll be helping her, but still able to tell you to do things, even things you won't like to do?"
"To be honest Sally, sometimes you scare me, especially when you decide to punish me and I don't understand why. But that said, I do like you, you're cute with those pigtails and obviously very smart and creative. And even though you can be mean at times, you don't really hate me so I'd rather have you in charge of me than some other girls I can think of; mainly because I think I can trust you."
"Well Jason that wasn't really a ringing endorsement was it, but then other than the few times we've been alone, I've been rather hard and strict with you haven't I. You don't need to answer that, I know I have. But I'm glad you feel you can trust me and that you do have some positive thoughts about me. We'll have to work on giving you some more positive things to reflect on and hopefully I'll not need to find reasons to have to punish you. Like you said in your message Jason, I'd like for us to be friends, but I want you to know upfront, I won't put up with BS, from you or anyone else for that matter."
"So where does that leave us Sally?"
"Well Jason, it leaves you standing here naked, with your tender big balls in my hand and you at my mercy if I want. But since you are agreeing to be in this position now and in the future, because you feel you can trust me; then I have a responsibility to make sure you behave and give you reasons to trust me. We will have fun together and will explore some of your boundaries along with Ali of course. In the process of those adventures, you will learn some of your limits and learn more about women and females than it would otherwise be possible for you. Hopefully we can meet each other's needs and end up good friends in the process."
"I think I like that Sally. I knew you were smart and you've opened my eyes today as to what this is all about. I want us both to be happy and I want to meet your expectations."
"So enough of all this serious talk! Get yourself some breakfast and eat, then we'll see what we can find to do this morning, OK? Standing, she got up and was beside him her hand on his butt. Be right back need to use your bathroom a minute." She said.
"OK, whatever you say..." he said with a grin and she patted his rear as he went to put some bread in the toaster and pour some juice.
When he'd finished breakfast and rinsed his plate and glass, he waited for instructions.
"We're going over to our house Jason so Ali and I can fit your new clothes properly, let's go."
"I'll go get a pair of panties," Jason, replied.
"No, we'll go with you just as you are," Sally responded, I'll walk with you and no one will see your little privates as long as you stay close behind me. Understood?"
"Yes Sally, stay close behind you and no one can see me, OK..."
"Well I guess they COULD see your butt, but they'd see that anyway with your little thongs wouldn't they."
"Yeah, I guess you're right..."
"So follow me and let's go." She said as she opened the back door and stepped outside.
"OK...right behind you..."
Arriving at the Crawford back door, Sally grabbed the doorknob and found it locked. "Shit! Ali must be taking a shower," Sally grumbled. "You stay here and I'll go try the front door." Jason suddenly realized he was standing on the back porch, completely naked and due to the raised level of the porch was visible to at least six other houses if someone was looking. He quickly squatted down and sat with his back to the house his legs pulled with his arms wrapped around them to cover his front side.
Sally walked around the house and then came right back. "Locked too," she reported, "Ali always locks all the doors when she's alone and showering, we'll just have to wait until she's done I guess. Jason didn't say anything but his body shivered and he was dreading how long he was going to be out here naked.
After about five minutes Sally got frustrated and banged on the door with her fist. "Ali! Open the damn door!" she yelled loudly. Then repeated it a couple more times, until it finally opened.
"Jesus Sally what are you trying to do, get the attention of the whole neighborhood?" said a very wet sister, standing there wrapped in a towel. "Oh Hi Jason, you guys need to get in here before someone sees you..."
"No Shit Ali, we've been out there at least five or ten minutes waiting for you to fucking unlock the door, and Jason is naked!" Sally responded.
"Well get in here quick Jason," she told him leaning around the door to where he was sitting trying to hide his body. "Why isn't he wearing at least panties?" she then asked her sister.
"Because I told him not too, I thought it was going to be a quick dash and inside, I wasn't expecting the doors to all be locked," Sally replied with a sigh.
Jason ducked between them and was quickly inside the house while the sisters stood in the open doorway complaining to each other. "Sally you've been gone an hour, I expected you back in at most 10 minutes when you went over to go get him. I was both worried and I got tired of waiting, so I decided to take a shower. What the hell took so long? You could have called on the phone you know." An exasperated older sister demanded.
"He'd just gotten up and hadn't had breakfast yet and we spent some time talking about his email to me last night and about our current and possible future relationship. Ali I really needed to talk to him alone about that. And I'm sorry I didn't think to call you." Sally explained.
"If you'd told me that before you left or had called I wouldn't have been worried or locked the doors Sally... So did you clear things up between you two?"
"Yeah, I think we both understand better how each of us feels and what to expect."
"Good, so let's get inside before all the neighbors come over to see what the disturbance was."
Inside Jason was just standing in the kitchen watching the two sisters talking and noticed that Ali's towel was only covering her front. Her entire backside was hanging out; it was looking very sexy. His eyes were paying particular attention to her behind and his erection was standing tall without any effort on his part.
"Uh... Ali, I think Jason likes the SHOW you're giving him." <snicker>
"What?" and looked back over her shoulder and saw Jason staring at her butt, then blushed before deciding to tease him. "Like my buns Jason?" she asked as she gave her hips a little swish.
"Uh.... Uh... Yeah Ali... beautiful!" he stammered.
"Why that's so sweet Jason, I like yours too," she replied while turning and walking by him and giving his a little swat as she passed, but not trying to cover herself either. "Be back in a minute or two..."
Sally walked over to him and grasp his straining cock in her small hand. "Wow Jason, seeing her like that, must be a real turn on for you. This is SO much harder than when we were over at your house," <giggle> now let's go to the den and we can get started on fitting your new clothes." Pulling his erection to lead him deeper into the house, and him meekly following.
Ali returned and joined them in the Den a few minutes later, wearing a pair of very tight shorts, tube top and flip-flops with her still damp hair tied in a ponytail. Jason saw her enter and was just standing and waiting, but his eyes followed her every movement, drinking in the sight of her long slim legs, tight behind, bare shoulders and tummy and her long slim arms as she moved around the room. Ali realized he was watching intently and added little wiggles of her behind whenever her back was to him, knowing he was remembering it bare.
"So Jason, we are going to try on your dresses and I know at least two of them will need a little adjustment, they're too big in the waist for one thing but otherwise close." She told him as she held up the pale blue 'Maid's uniform'. Then proceeded to help him put it on. As soon as the dress was on, Sally appeared with a pair of black high heels with just narrow cross straps across the toes and a thin black strap that when around the back of the foot and 3" spike heels.
"You'll need to wear these while we do the fitting Jason, or the dress won't hang right," she explained as she lifted his left foot and placed the shoe on it the buckled the strap. He tottered as she lifted the right foot and Ali held him by the shoulders to steady him while Sally put the right shoe on him. "Yeah they'll take some practice won't they Jason?" Sally said grinning up at him from below.
For the next ten minutes the girls had him walking, initially wobbling around the room getting used to the high heeled shoes until he seemed to get the hang of walking in them.
"Those really make your legs look great!" Ali told him. "Just take smaller steps and make sure one foot is firmly planted before stepping out with the other."
Then the girls spent the next hour trying the two dresses on him and marking where they needed to make alterations and deciding how much to take in or let out. "Why are you making these fit me?" he'd inquired during the process of being poked and prodded and even a couple of times stuck with pins.
"Well Jason, since you are so domestic, we thought that you should be 'properly' attired when doing housework. Besides from now on you will be working in two houses not just your own." Ali explained.
"And if you're bad, who knows we might have a little tea party with guests and we would want you correctly attired to serve them. We can't have a naked boy serving girls food, but a maid, well that's proper and sophisticated!" Sally added.
"Besides Jason, all girls like to play dress up and you are our little dress up doll. When we're done you'll look just like a real maid, not a boy in a dress. Won't that be fun?" Ali interjected.
"Uh... I guess..."
"Doesn't sound very enthusiastic," Sally murmured.
"But he WILL do it, won't you Jason?" Ali replied giving him a light swat on the rear.
"You know I will Ali.... I...just have to get used to the idea..."
"OK done with that one, let's try that cute miniskirt and one of those cute little logo tops now," Sally directed and unzipped the black dress he was wearing, helped him remove it, then handed him the little white top with the 'Girls Rule!' wording on the front, while Ali held out the tiny plaid skirt for him to step into before pulling it up and then zipping up the side.
'This is so skimpy!' Jason thought, 'My stomach is bare and I can feel most of the lower part of my butt hanging out and it just barely covers my dick!'
"Ooooh that is so sexy!" Ali purred then rubbed herself against his front, her hands circling around him and massaging is butt cheeks. "I LIKE it!" she said as one hand remained in back and the other reached under his skirt and massaged his cock and balls. "Do you like it when I do this Jason?"
"Oh Yes Ali, It feels really good!"
"Would you like to role play with us Jason?"
"Yes Ali, I always like to do that with you..."
"All three of us Jason, and I think the way you're dressed you should be the girl."
"Now you sit down on that ottoman, and we'll get our girl all pretty," she directed and sally appeared with a makeup kit and was quickly applying stuff all over his face. "That's foundation Jason, then she'll do your eyes and a little blusher and some lipstick, just relax and Sally will take care of you, I'll be right back." Ali told him as she turned and left the room.
Sally told him to close his eyes and was putting something on his eyelids, then a little brush like thing and was putting something on his eyelashes, then a pencil and was drawing under his eyes, then a brush and was putting something on his cheeks and finally some pink lipstick on his lips before taking a brush and messing with his longish hair. "One last thing and I'm all done Jason," she said as she pulled out a pink hair band and pushed it onto his head, then brushed his hair down into bangs he could feel on his forehead. "Beautiful!" she declared and stepped back, "Now stand up little girl and let me see all of you." And Jason stood on wobbly legs, still wearing the spike heels and tried to straighten his skirt, where his hard cock was lifting it in front. "Perfect!" Sally ruled.
"What do we have here?" Jason heard Ali say from behind him, obviously trying to lower her voice to sound like a man. "A little slut it looks like to me, flashing her little behind all over. Turn around girl let's look at you!"
Jason turned and saw Ali was dressed in what had to be her father's clothes, a white t-shirt and baggy pants, with a ball cap hiding her hair and heavy boots on her feet. "My you are a little slut aren't you girl," Ali said looking him up and down. "I LIKE little sluts and I know just what to do with them!" she said crossing the room and quickly had a hand stroking his thighs then the other squeezing his buns. "Such pretty lips, we wouldn't want to waste those, get down on your knees and suck my cock!" she ordered and Jason, managed to get down without falling and was kneeling looking at her pants.
Lightly slapping his head, "Don't just stare at it, take it out and suck it!" she ordered and saw his hands were shaking as he reached out and pulled the zipper down then reached in and pulled out the stiff dildo as it poked out of the fly. "Lick and suck me real good slut or I'll beat that ass of yours raw!" she demanded while grabbing his head and pulling it forward so the cock was against his cheek. Jason moved his face enough to lick the cock and then opened his mouth wide and covered the head. Ali pulled his head and suddenly it was deep inside his mouth until he gagged, and she let up enough for him to stop gagging and breath around it. "Suck me Bitch! Suck me good!" Then started pumping her hips while holding his head, fucking his mouth, watching his pink lips around the big cock in his mouth. "That's better, now you're getting the hang of it..." she growled and kept thrusting at him. After what seemed like forever to Jason, she finally stopped. "Get on your hands and knees Bitch, I want some pussy!" she ordered and shoved his head down forcefully, until he was in position, then walked around him while keeping a hand on his back.
"Hey I want some of that too!" Sally's voice said as she appeared before him wearing jeans and a long sleeve boy's shirt, with a cock sticking out of the fly of the jeans.
"What?" Jason squeaked as she knelt before him and rubbed the cock at his mouth and then grabbed his head and pulled as soon as it passed his lips.
"Just shut up and suck slut!" Sally ordered and started thrusting it into his mouth.
Jason was trying to keep from gagging with the new intruder in his mouth when he felt his skirt raised and Ali putting lubricant on his hole, her fingers quickly getting in and smearing more inside him. "I'm going to fuck your pussy real good slut, now just relax and take it!" Ali ordered as he felt the cock pressing against his hole, then suddenly it was inside and her hands were on his hips and she continued pressing slowly into him, while Sally was still thrusting at this mouth. Jason moaned as it went deeper and deeper until it stopped on that special spot which caused a spasm, then she pulled back and was moving it in and out as Jason's mind lost all thoughts other than the combination of burning and pleasure coming from his rear and deep inside him. Ali pumped him hard, slamming into him with each thrust and his body shook as he climaxed several times, then she was out and they turned him onto his back with his legs being held up and spread. When he was able to see anything it was Sally between his legs which were resting on her shoulders as her cock was now the one entering him, and he thrust his hips forcing it deep inside himself, then it started again. Jolts of electric shock shaking him as he came again and again until he passed out and collapsed.
When he woke up he was sprawled out on the floor, limp and sore all over, and he could hear the girls talking nearby. "Ali?" he asked weakly.
"Yeah Jason... You OK?"
"Weak...kinda sore too..."
"Well you had quite a workout between the two of us Jason so I'd expect you to be a little sore, I think we drained you dry too as far as your balls go, the last ten minutes or so nothing was coming out but you were still having orgasms. You really are a little slut Jason, you were pushing harder than we were until you finally passed out."
<Laugh> "Yeah Jason we could make a fortune selling your services to the boys in the neighborhood if you wanted. You took on two cocks at once and never slowed down." Sally told him.
"Rather NOT! You two were too much for me," he mumbled as he rolled onto his side trying to collect enough energy to even sit up.
"Well we liked it too Jason, so let's get you cleaned up and then we'll have some lunch. You need some energy food I think."
"Yeah... I...I'm wasted...."
Both girls helped his stand after removing the shoes and clothes, then walked him to the upstairs bathroom and guided him into the shower, and both watched as he carefully washed himself, all over. Ali used a washcloth to make sure all the makeup was off and just as he was finishing, Sally handed him the two used dildo's and told him to clean them also since he was still in the shower.
Jason's hands trembled as he soaped up the two devices, carefully making sure there was not poop left on them. One was a little longer than the other and had a hole in the bottom, the other one he recognized as 'his' toy and was maybe 5-1/2" where the longer one was about 6". 'His' was also smaller in diameter, not much maybe a 1/4" difference. The bigger one about an inch in diameter and the smaller on 3/4" he guessed. How did 'his' toy get over here?
"I went and got it while you were eating breakfast," Sally answered his unvoiced question. "Had to use a cord tied around it then my body to hold it on, we don't have a harness for that one. Still it worked pretty good, you seemed to enjoy it anyway..."
Suddenly a thought crossed his mind. "Ali, I thought nobody else was allowed to... you know my butt... you said only you could...?"
"Well since I OWN your butt Jason, that implies I can give permission to someone else, DOESN'T IT! And I gave Sally my permission to fuck you. So what's the problem?"
"No... No problem, I just thought... only you... and... and I didn't want to break any rules..."
"As much as you like doing that Jason, I figured I could use some help and Sally was more than willing to help out. One thing though, we'll have to get her a harness model like I have, that cord she used to tie it on, left red marks on her hips and we can't have that, so tonight I want you to get on your computer and order her one. Since it's for your enjoyment, you should pick it out and pay for it, don't you think?"
"Yeah... that's ok... where would I get one?"
"Just Google "Strap-on" and all kinds of sites selling them will come up. Just pick one and have it delivered to you. While you're at it order a bunch of condoms and a big bottle of lubricant, the condoms keep them cleaner and YOU will appreciate the lube."
"Now get dried off, I'm hungry," she ordered and threw him a towel.
Fifteen minutes later the three of them were sitting at the table eating lunch when Jason noticed Sally had her hand out to her side palm up. He immediately picked up his plate and walked around the table the placed his balls in her hand as he continued eating. Sally's hand immediately started massaging him then stroking him to an erection.
"What's this all about?" Ali asked.
"Just a little signal Jason and I agreed to," her little sister replied smiling. "I put my hand out like this, and Jason knows to come put his balls or cock in my hand, because I want to play with them. Seems to work for both of us."
"Oh really?" Ali replied and put her hand out palm up. Jason quickly circled and put his cock in Ali's hand.
"Hey I was first!" Sally complained.
"Sorry Sally," Jason replied as Ali stroked him. "Ali is in charge of me and you assist her, so her wishes come first, I can't change that."
"Well OK I guess, if that's why you moved, just as long as I get to play too, at least every once in a while." Sally replied frowning.
"You know you'll get lots of play time with Jason Sally. I was just trying out the signal system. Jason go back to Sally before she starts pouting and getting all grumpy," she directed and Jason circled back to the other side of the table where Sally could reach him easily.
"Do not pout!" Sally growled as she reached for Jason's balls, then grinned at her older sister.
"Not! And I'm never grumpy! Well almost never..." and both girls were laughing.
After lunch Ali decided to take Jason home and go ahead and have him order the stuff, "I'll make sure he picks a nice one for you Sally and gets lots of supplies." She told the other girl as she handed Jason 'his' toy and guided him out the back door naked and giggled as he ran across the yard to get to the privacy fence then stopped on the 'concealed' side and waited for her.
Inside she leaned over his shoulder as he placed an order for a 'Vac-u-lock' harness which allowed interchangeable toys to be used with it. "I'll give Sally the one I have! I want that one and get both the silicone 5"X1 ½" one and 7"x 1" slim one, for it Jason. Also a carton of condoms and that big bottle of lube." $130 later and a big dent in his PayPal balance, he logged back off the system. "Let's go work on our tans Jason, we're spending too much time indoors," Ali directed.
"OK, I'll get an old blanket and we can lay out back if you want."
"Don't forget lotion or oil or something..."
"Mom just got a big bottle of Coppertone, I'll grab it from the bathroom."
"Wear your thong and I'll go change into my swimsuit, see you in a few minutes..."
Fifteen minutes later, Jason discovered the joys of putting suntan lotion on a girl wearing a very skimpy string bikini. His cock was straining so hard against the thin nylon of the thong that he thought it would tear, and there was a clear wet spot where he was dripping. Jason had a very hard afternoon.