While She's Out

Leaving me once again sitting in my doggie bed, Cindy left the room. I heard Cindy and Jailbait whispering in the kitchen for a moment, and then I heard Jailbait squeal and clap. A moment later I heard Cindy call - “come to the trophy room, bobbie.”

“Assume the position, bobbie” Cindy commanded, as I arrived. 'the position' was bent over my own desk. As I did, Cindy cuffed my hands to the drawer handles. Jailbait sat in my recliner by the fireplace, watching. Once I was in position, she was behind me, so I could not see her.

“As usual, I am going to tell you how many infractions I am aware of.” Cindy began. As she spoke, she pulled the bottoms of my Superman pajamas to my ankles. “I am aware of eight infractions.”

Eight! My mind raced . . eight?

“which one do remember the most vividly?”

I considered for a moment. “I stared at your breasts before you went out, mamm. You had to remind me those were off limits for me.”

“Yes, I recall that. Who made that rule?”

“you did, mamm, after your lover Marco asked you to.” Cindy had already selected Marco's belt from it's place on the wall.

“hmm. . . tell me more about Marco.” The first blow landed, Marco's belt cracking across my ass. I let out a yelp.

“When you first saw him, you thought 'tall, dark, and handsome'.” (CRACK)

“You said he seemed so masculine, you thought you could actually smell the testosterone oozing from his pours” (CRACK)

“You said you thought you could actually taste the testosterone as you licked his balls” (CRACK)

“oh, you remember that remark?” Cindy asked, feigning surprise. (CRACK) “go on.”

“He told you he was italian, but you thought he might be mixed . . he was very dark skinned. (CRACK)

“And now that mean, dark-skinned man has given you six strokes for looking at your own wife.” She set the belt aside and ran her hands over my burning buttocks. “ooh, that must hurt.”

Cindy picked the belt up and held it too my lips. I kissed it lovingly for several seconds until she pulled it away. “Thank you for punishing me, Marco.”

“good boy. What else did you do wrong today?”

“I broke perimeter, mamm.”

“Yes, I noticed that. Why did you do that, bobbie?”

“I thought you wanted me to follow you.” (CRACK)

“I see. Tell me more about Marco . .”

“you wanted to break your first-date rule for him.” (CRACK)

“bobbie? Speak up so our guest can here you.”

“you have a rule that you don't have sex – intercourse – the first time you meet a man”. (CRACK)

“So why would I ever make an exception?”

“Because Marco was so verile and hot you wanted him to fuck you on the spot.” (CRACK)

“ooh, and he was that hot. Still is, I suppose. So why didn't I fuck him the first night?

“He wasn't prepared. He didn't bring a condom.” (CRACK)

“I think five whacks from Marco is enough for a minor perimeter ***, bobbie.” She held the belt to my lips, and again, trembling just a bit now, I thanked Marco for my beating. “what else did you do wrong tonight?”

“I smeared your lipstick, mamm.”

“yes you did, you bad boy. You tricked me into kissing you.”

“yes mamm. I'm sorry mamm.”

“That lipstick wasn't for you.”

“I know, mamm.”

“What kind of lipstick was I wearing, bobbie?”

“my favorite color, miss Cindy. Cocksucker red.”

“why is it inappropriate for you, bobbie?”

“because my cock never gets sucked, mamm.”

“never? Not once?” she was really piling it on now . .

“no mamm, never.”

“poor hubbie. Back to Marco . . what did I do since I couldn't fuck him?”

“you were actually a little nervous, as I recall . .” (CRACK)

“you had him really turned on and you could tell he was used to just taking what he wants from women . .” (CRACK)

“you thought he might try to power himself on you . .” (CRACK)

“so you dropped to your knees and did your best to swallow him whole.” (CRACK)

“right, bobbie. I did. Blowjobs are an excellent way to tame the savage beast.” She held the belt to my lips and I again thanked Marco for my beating, after properly kissing his belt. “I think I left about half a tube of cocksucker red on his cock, bobbie.”

Cindy was again rubbing my bottom. By this time it hurt like hell and was glowing red. I actually could feel the heat, as if I had a been burned. She took a minute to tickle my balls, just for comic relief.

“your doing good, bobbie. Three down, five to go. What else did you do wrong?”

I was getting very nervous. No way I could think of five more errors . . but I could remember -

“I watched and listened as you spoke with Jailbait, mamm.”

“You were such a bad boy! I knew you would do that. I told you to stay on task.”

“I'm sorry mamm, I couldn't resist!”

“Well, Marco can't resist punishing you for it.” (CRACK)

This one caught me by surprise, it came without the usual warning clues. I let out a yelp, and felt myself tearing up. I fought it; I did not want to cry in front of Jailbait. “you were talking about Marco.”

“Yes Mamm! You left lipstick on his cock on purpose! (CRACK)

“Why would I do that?”

“You wanted to make sure he remembered you! You wanted to make sure he came back for more!” (CRACK)

Cindy had been belting me from the side. She now moved in front of me, so that my face was at her crotch. Of course she was still fully clothed, so my nose nestled in the fabric of her skirt.

“Why did I want him to come back?”

“You were horny for his cock, mamm.” (CRACK!) The real problem with Cindy standing in front of me is that she could target my balls if she wished. As bad as a belt to the buttocks could be, a belt strike on the balls was much worse. The last one had been close . .

“so what did I do, then? Did I come home to you, all horny and frustrated, and let you take care of me? Was it a lucky night for little bobbie?”

“No mamm! You called another one of your lovers and made arrangements!” I braced myself, but the blow didn't come. Instead I felt her hands cup my balls and tickle.

“hmm . . why wouldn't I go home to you, bobbie?”

“I guess . . because you wanted a real -” without warning, Cindy landed a (CRACK!!) which struck a bullseye on my exposed balls. The pain exploded through my loins, and I screamed.

“ooh, poor bobbie. We can't have you waking the neighbors. Do I need to gag you?”

“no mamm!” I buried my nose in her skirt, kissing the fabric, feeling my tears about to bust loose.

“I wanted a real what, bobbie?”

“you wanted a real man, miss Cindy!! Please! (CRACK) this blow was bit off target, still stung like hell.

“aren't you a real man, bobbie?”

“no mamm!! Please, no more!” (CRACK) (CRACK)

“I'll decide when you've had enough. Why aren't you a real man, bobbie?”

“because I let other men fuck my wife!! Cindy!! (CRACK) (CRACK) and the second blow again struck home. Another explosion of pain, and floodgates burst. I began crying like a little girl.

“we're only half way done, bobbie, it's kind of early for tears. Why don't you man up for once in you life? I thought you'd try to be stronger, especially with Jailbait watching. Four more sins left to atone for, bobbie . . “

My mind was mush. My ability to think and remember was non-existent. The pain, the offense, the panic . . I could think of nothing.

“I guess you need some quiet time, bobbie.”

“no!! no!! please!” (CRACK) Cindy immediately put the belt to my lips.

“Hold!” I took the belt in my mouth and held it, in the manner of a dog holding a bone. Cindy pulled off her panties and nylons in one motion. She balled her panties up and rubbed them on my face, wiping away my tears, but leaving her scent. “Drop Marco's belt.” I did so, and she thrust the panties in. She finished the job by using her nylons like a rope, wrapping them around my head to keep my panty-gag in place.

“wait right there, little one, I'll get your favorite memory enhancer.” I sobbed into my gag and looked after her as she walked out of sight. A moment later, I felt her hands rubbing cold ointment on my balls. It only took a moment for the familiar burning to begin. Her 'memory cream' was actually icey-hot or some such thing, she never would tell me exactly. All I knew is it hurt like hell.

From behind me I heard, “C'mon, Jailbait. Break time.”

They turned the light off behind them, and left me tied over my desk with my balls on fire, sobbing into Cindy's panties.

I love the wicked and humilation side lets hope next dates he has more humilating tasks??
Fantastic so far!!!
Droopy and Miss

Another awesome segment! Thank you.
Loving Wife, Mother, and Bryan's Slut

That last segment was very hot

Thanks

GH

Donna, gh thanks for the support, glad you liked it

Shankly - a man in bobbie's position is very focused on the present. Minutes seem like hours.
The next date seems like the remote future -

A very different and interesting tale...thx for your time and effort

I just caught up - Damn that is a ONE HOT story. Thanks for sharing.

Zinc I hope different and interesting doesn't mean bad - I did warn in the beginning my work would be a little more soft core than most . . Hope you enjoy it.

Timmy thank you! I admire your work. I really want to give Clarrisa a good hard spanking . .

Here's the next segment

______________________________________________________________________ ___________________

I don't know how long they were gone. One looses sense of time under these circumstances.

I do know that if they had been much longer I would have caved in and released myself from my bonds. You see, bondage Cindy-style is more safe, and yet more cruel, than you might imagine.

Bent over my own desk, with my hands cuffed to the handles of the top desk drawers . . and also knowing that the key to the cuffs is in the center drawer – I could wiggle across the desk and pull the drawers from the desk anytime I wished and be free (albeit with desk drawers dangling from my wrists.) Another few seconds and I could be out of the cuffs.

I am not bound by the cuffs, I am bound by her will. Only by power of my own will did I stay in place until she returned . .

I heard the door open and the girls enter. Cindy was talking in her stage whisper . .

“shh, he probably fell arelax, we bored him so. Leave the light off.”

Playing along, Jailbait - “so, more stimulation next time?”

“I think so. You don't want to be soft on him, he wouldn't appreciate you properly. Go ahead, wake him up.”

I nearly jumped through my skin as I felt my ball sac given a slight squeeze. Not enough to punish, more of a warning shot . . I said something like, “mphhh!” The hand suddenly pulled away.

“ow! My hand feels all tingly now!”

Cindy laughed. “silly girl. Did you forget about the memory cream? You better wipe that off.”

Jailbait must have been close behind me, because the convenient place to wipe her hand off turned out to be my inner thigh. “oppp!” I muffled.

“well, you woke up Mr. squirmy now. He's dancing quite nicely for us. Go get the ice water.” Indeed, I was having a hard time remaining still. I sensed jailbait leaving the room. Cindy walked around in front on me and knelt down, so that she was nose to nose with me. It was still dark, I couldn't read her facial expression well . . she began kissing licking around my eyes. “poor baby. I told you I wasn't cutting you slack tonight. I hope the memory cream worked. My student seems have a high aptitude for this subject, she is itching to get ahead of her planned lesmisters. I'm sure you won't object though.”

As she said this, I heard Jailbait return. I could also hear the distinctive sound of large bowl of icewater being set down nearby. Against all better judgment, hope soared . .

“bobbie has a strange reaction to icewater, Jailbait. Another one of the differences we were talking about. A real man would not be involved in any plan that included you applying ice water to his cock or balls. But bobbie, on the other hand, gets all happy when he hears the swishing sound. Thinks he is going to get out of jail. Don't you, baby.” I knew better than deny it; I nodded my head sheepishly. “go on then, Jailbait . . “

I heard the water swish, and a moment later the freezing sensation on my balls. While it wasn't exactly pleasant, it was a relief to have the residue of Cindy's memory cream carefully washed off. Jailbait did an annoyingly thorough job, all the while seeming to stifle were giggles. “Jailbait honey, don't forget the blow dry.”

Cindy, still kneeling in front me, eye to eye with me in my bent over position, asked “do you like my panties, bobbie?” I nodded and muffled something incoherent. I could feel Jailbait blowing air on my balls, stirring them gently with her fingers as she did so. I was loosing my mind.

“Have you remembered your other sins, bobbie?” I had thought of one more. Not four. This was going to be bad. But, it was a yes or no question. I nodded. “alright, then. I guess I get my panties back, then.”

Cindy stood up and ungagged me. On cue, Jailbait's teasing stopped, her breath and fingers withdrawn. Reflexively, within my limited range of movement, I tried to move back, as if chasing her hand. This drew a giggle from Jailbait. “bobbie! I don't believe I ever had a boyfriend who loved being teased the way you do. Even when you know there is no honey in the pot for you, you can't help getting excited, can you?”

“That's not fair, Jailbait, I think any man would be in a bad way by now. If he wasn't a bit desperate, I would not be doing my job.” She paused, standing above me now, running her hand through my hair. “what else did you do wrong, bobbie?”

“I failed to invite Jailbait into the house promptly, mamm. I'm sorry, I was so surprised.”

“Yes, you did, bobbie. You embarrassed me in front of my guest, made me appear to be a poor host.”

“I'm sorry, Cindy. And Jailbait. I am so happy you're here.”

“That's nice, dear. And I glad you thought to apologize to her too, not just to me. Of course, I should have expected that. It's your wonderful permisterality.”

I wasn't sure if I was being mocked; Cindy sensed my confusion. “honey, the reamister it hurts when I tease you is that the things I say are true. But the nice things I say are true as well, you know that. You truly are a good permister, very polite, sensitive . . that's why you have won Jailbait over so quickly.”

I'm not sure, I think I heard a small gasp behind me. “I have some news for you about the rest of your punishment . . of your remaining four offenses, three of them involved Jailbait. Including blocking the door so she couldn't come in. Jailbait has persuaded me to allow her to handle the punishment for those offenses. But she doesn't want to do it tonight. She feels you have taken enough for one night.

“But you and I know better, don't we, bobbie?”

No one creates no-win situations like Cindy. “yes, Cindy”, I answered softly.

“so – forget what you did with her tonight – just tell me the one last sin you committed with me.”

“I am sorry Cindy, I can't recall anything else.”

“ooh, not a good answer. Marco might have a tired arm by the time he's done thrashing you.”

From behind me, I became aware of the sounds of a fire being tended. The fire I had built hours ago had all but died, it sounded like Jailbait was getting it started up again. Cindy picked up Marco's belt from where I had let it fall to the floor from my teeth earlier.

“maybe I should call Marco and ask him is wants to come over so I can rub his sore arm . .” Cindy got in position in front of me; I buried my face in her skirt, kissing.

“please, Cindy, don't do that!”

“well, you know I don't like to bring boyfriends here often. But I bet he would sure like to meet Jailbait . . he's hard to satisfy, but maybe if we doured up on him . .” the first blow fell (CRACK) and I yelped into Cindy's skirt.

“no . .”

“no? what, bobbie? Do you mean, no,don't hit me any more? Or no, don't let Marco play with Jailbait?” (CRACK)

“keep Jailbait away from him, Cindy, please!”

“why should I do that, bobbie?” (CRACK) “the man fucks your wife, why would you care what he does with your babysitter?” (CRACK)

“I – uh – she -” (CRACK) “what wrong, bobbie? Are you more protective of your babysitter than you are of me? That doesn't make me very happy!” (CRACK!!) this one was a bell-ringer, direct hit, pain exploding . . . Cindy was talking, I had to try to focus . . .

“ . . remembered what you did wrong yet? Do you even know why Marco is warming you up?”

I had no clue. “no mamm . . I'm sorry Cindy!” (CRACK)

“Hold.” Again I took the belt in my mouth. Cindy knelt down. The fire was beginning to flicker now, and I could see her face a little better. “you just admitted to me that you feel more protective of her than you do me.” I stared stupidly, nothing I could say would help. “So now that you have my feelings of jealousy and my insecurities all stirred up . . tell me how you feel about Alice.”

My mind raced. Alice? What?

“I asked you a question, bobbie. Tell me how you feel about the slut, Alice Crawford.” Cindy took the belt from my mouth and rose to her feet.

Ah! tumblers fell into place . . “She's a slut! I hate her! I wouldn't be caught dead with her!” hey, that might have been a bit over the top, but I knew it was the correct answer. Or maybe just the best possible answer . .

“so why is that, when I am trying to have a normal conversation with you, and I say “Alice Crawford', I lose you? One moment your attention is properly fixed on me, and then all of a sudden – poof! You're mind is a million miles away. Or, should I say, you mind went wherever Alice was?” (CRACK)

“I'm sorry Cindy! I don't like her!”

“Marco doesn't like you looking at me. I don't think he likes the idea of you looking at Alice, either.” (CRACK)

“I wasn't looking at her! When you mentioned her name, I thought only of what a slut she was!”

“and how would YOU know she's a slut!? You seem even more certain than I am!” (CRACK!!)

“the way she dresses! She dresses for work like you dress for a date!” oops. Maybe she wouldn't connect what I said -

“I can't believe I just got called a slut by a little man in superman jammies with a red ass, blue balls, and pink chastity cage! How dare you!” Cindy rained down blows on my blistered ass until I was again sobbing. Finally, she said “hold” and I again took Marco's belt in my mouth.

“Lucky for you, Jailbait has given you a reprieve on your other punishments. But since you said you enjoyed my panties . .”

Cindy took the belt from my mouth and hung it on the wall. “I expect to see Marco's belt shining again next time I look at it, bobbie.”

“yes mamm.”

Cindy again wadded up her panties and stuffed my mouth with them, tying them in place with the pantyhose. She uncuffed me, rubbing each wrist briefly . . “Corner time, bobbie.”

I got up and shuffled over to the nearby corner. My nose was to the wall, my hands clasped behind my back. My pajama bottoms were still down, pooled around my feet, my bare ass on display in the flickering light. This is the way Cindy finished punishments . . once I was in place, she came behind me and wrapped the loose end of the pantyhose around my head a couple times, obscuring my vision and my hearing. The last thing I heard clearly was Cindy whispering, “your babysitter and I are going to have a little cuddle by the fire now, bobbie, while you stand here and think about mending your ways.”

Of course, I have no idea if they cuddled or what they did. All I know is that time passed. I was worried. Cindy was always good at getting into her dom role, but she seemed really ticked about the last few issues . . I hoped I had not said anything that would make her have second thoughts about Jailbait playing with us. It's hard to avoid saying stupid things while being belted and taunted . .

I was startled to feel hands on my buttocks, rubbing lotion over them. I braced myself for the burning to come, but it was just a soothing lotion. I felt the nylons being unwrapped; I held position until told otherwise . .

“Turn around, bobbie. At ease, soldier!” It was Jailbait! And now Cindy was sitting across the room, watching, as Jailbait had done most of the night.

“Cindy was so surprised that I made out with you by the fire.” Jailbait spoke softly, but loud enough for Cindy to hear. “She wants to see what it looks like. Kiss me, bobbie.”

Jailbait stepped slightly to one side, so that Cindy had a profile view. My earlier worries about Cindy's jealous anger disappeared in poof of lust; I kissed Jailbait. Tentatively at first, but then I realized I wanted to give Cindy a show. I returned the embrace, hard enough that Jailbait bent back at the waist a bit, and kissed her hard, passionately.

When we came up for air, Jailbait looked to Cindy.

“You've made your decision, then?” my wife asked.

“Yes.” Jailbait looked me in the eyes as she answered Cindy. “Like you said, he's won me over.”

“Are you sure?” Cindy asked. She sounded a bit amused.

Jailbait didn't break eye contact. I felt mesmerized. “I have never been more sure of anything, Cindy. bobbie, please assume the position one more time.”

I tried not to knock anything over in my rush to assume the position. Jailbait walked in front of me. “I am pretty sure I can trust you, but still . . Cindy says it's important to follow certain procedures.” Jailbait recuffed me to the desk. She bent down and removed the anklet and showed it to me.

“When this night started, I really did not think I would be using this. But I changed my mind.” She knelt on the floor in front of me, as Cindy did earlier, face to face.

“I thought it was so hot when Cindy did this. So intimate, but so . . dominant, I guess.” She kissed me again. In my position I could not drive the kiss, I could only accept what she gave. After a moment she stood up and circled around behind me, her anklet jingling in her hand.

“Good news, bobbie. I came prepared. Even though I didn't think I would be using it, I brought the key.” As she said this, she leaned fully over me, her body resting on mine, and held the key in front of my face. “and the lock.” Now she also held a small lock in front of my face. The lock looked like the one on may cage already, except it had painted little white and black stripes on it. As I watching with growing understanding and horror, she inserted the key in the lock and popped it open.

“I painted it like a jail uniform! I thought you would like that. Help us all know which is which. Do you like it?” I was too stunned to respond before she straightened herself up and knelt down behind me. I herd a click and a giggle. “There we go, bobbie. You're double safe, now!”

Whew. bobbie has a hard life.

Thanks

Gh

In no way...What I explained rather poorly is that I've read my share of stories and I don't think I've ever read a story with a similar plot. I enjoy its originality and I find it has an interesting balance of domination and true affection, which for my permisteral taste is essential. Jailbait's role in that adds to the complexity of the challenge to maintain that balance. In my opinion you've walked the edge without crossing it to this point. Thank you for your effort.

GH: you're right of course. And who among us wouldn't trade places with him? Tell me why and we'll both know, I don't have a clue.

Zinc: the challenge for me is to envision a world where a relationship like this could actually work. For such an unstable molecule to last any period of time would require a fine balance. It would be a relationship ever on the edge . .

Short segment tonight:
______________________________________________________________________ ________________________________

I don't think I have any actual memory of the moments that followed. Having never been takes enough to actually black out, it's disconcerting to have a hole in my memory . .

The next thing I do remember is being on my back, Cindy riding my face as she always does when she comes home from a night out. Eventually she tremred and came, making soft whimpering sounds. She slid down beside me and wrapped herself around me.

“thank you lover, I enjoyed that. Even if you did seem a bit distracted.”

I thought about her choice of words. Calling my current emotional state 'distracted' was an incredible understatement. The highs and lows . .

“my brain is mush, Cindy.”

She had appeared ready to fall arelax, but she opened her eyes and looked at me. “Rob, did I push you too far?”

My mouth opened but no sound came out. I didn't know what to say because I didn't know what I felt. Tonight was heaven and hell all rolled into one. God I loved Jailbait joining us, but . .

“Maybe not so much too far, as too fast . .”

“I know, honey. I'm learning as I'm going along too. Let me just point out that you asked me to push your limits . . and make you suffer . . make you crazy with lust . . you know what I would really like to do?”

“cut off these locks and fuck my brains out?”

“hmm. No, you did a good enough job just now, I don't believe that is necessary. I'd like to go to relax. We'll talk more in the morning. Maybe your thoughts will be clearer. OK?”

“Good idea, Cindy . .” I said, trying to convince myself. As if on command, she drifted off to relax. Eventually I did to.

As usual, I woke up before Cindy. Even though I fell arelax later and had considerably more cause to feel worn out than Cindy, I had a built-in alarm clock. At a certain point around dawn each morning, I would try to erect, and the cage would make sure that did not happen. The result was a daily rude awakening.

On mornings like this that I had the pleasure of waking up with Cindy, I always tried to get out of bed without waking her. I was able to do so, and retreat to the bathroom for my morning routine. I thought about the conversation ahead.

The more I thought about it, a few things became clear.

I needed relief. I felt like I was going to explode. And now it was twice as far away.

Cindy was right. She was doing what I asked her to do.

Then it struck me that Cindy had orchestrated this entire scenario for me. I felt a built guilty at being sulky.

But she had to understand, I am going insane here . . but, the most important thing of all: Don't Fuck Up. Don't give her any reamister to take Jailbait out of the picture.

I went to the kitchen, made a quick light breakfast for Cindy – wheat toast with avocado, and a glass of juice. I put on coffee for myself. I brought Cindy's breakfast to her room on a tray and set it quietly on her nightstand.

Cindy looks like an angel when she relaxs. This morning, it was naughty angel; on her side, her back was to me, her lower leg straight and her upper leg hooked over a pillow. Her covers had were all at the foot of the bed and her perfect ass was presented in all it's glory. Her simple red panties still had a wet spot.

I had already known I was going to do morning worship, but today would be a bit different.

I bent down and began kissing and tonguing her ass. It did not take her long to awaken from this attention. She looked over her shoulder at me, surprised. I continued.

“I was afraid you were mad at me.”

I smiled at her. “Maybe I am. Or was. I could never stay that way. You know that. On one hand, I am going to go insane if I don't some relief soon. On the other hand . . .”

“hmm?”

“You are interrupting morning worship.” I pulled her panties down. She wiggled enough to allow we slide them off. She allowed me to continue in silence. After a few minutes she rolled unto her back and opened herself for me; I dove in and worshiped my wife. As usual, she was quiet until she came with a trembling gasp.

I held my position and slowly planted soft kisses around, by not on, her sex.

“ooh, breakfast in bed.” I heard her take a bite. I began servicing her again in earnest, but slowly.

“thank you so much, bobbie. I love you so much. I am so proud of the way you handled yourself last night. You very nearly charmed her pants off . . .”

I continued my work at an a steady pace and thought about that. 'very nearly' charmed her pants off? Not very satisfying.

“she left here in quite a state, bobbie. She is paying the price of being a cocktease. Do you know what that is, bobbie?”

Any question she asks me as I perform oral on her is rhetorical. That didn't keep Cindy from trying to bait me into a response.

“you realize she is teasing herself, don't you, bobbie? She was pretty charged up by the end of the night. I thought she was going to cave in and let you get her off, one way or the other . .”

Now I put my efforts into overdrive. Cindy was making my job easy this morning. Normally at this time she would be chattering about grocery shopping, what she had to do with her class next week, and so on. This morning, she was still thinking about last night. She was already close . .

“good thing I taught her the 'no sex on the first date' rule, otherwise I'm sure she would have caved. And as much as you might have enjoyed it for a few seconds, it would have really ruined the experience for you. And you're not going to get me off that easily, buster!” She pushed my head away from her.

“too far, too fast, isn't that what you said? Well slow down and take your time with me, bobbie. It's Saturday, we have all day . .” I know her so well that I could feel her body relax and her eyes close. I returned to my efforts, slower this time. Over a few minutes, I increased the stimulation . .

“anyway, speaking of rules, I am going to break one of my own.”

uh-oh. That immediately reminded me of Marco. I could do without that reminder for a while.

“I am going to tell you my plans in advance, just this one time . . .” I thought I had lost her attention as her climax began to approach again . . “If you a good boy until then, I promise I will remove my lock next time I leave you with Jailbait.”

This was about the best news I could hope for, and my spirits soared. My improved attitude must showed in my work, because almost immediately Cindy came for the second time, trembling and squirming deliciously in my grasp.

Say what you want about my demented kink – feeling a woman you love tremble in orgasm as you worship her is the ultimate high. We lay together in silence for a few minutes. Finally I asked the obvious question -

“Thank you, Cindy. When do you imagine that will be?”

“Oh, that's up to you. She put her number in your cellphone for you.”

“I can call her anytime?” This sounded suspiciously too good to be true.

“sure . . give me a day or two warning, though, so I can find something to do. Are you going to push me to go out more so you can get more Jailbait time?”

As much as this sounded like a dangerous question, Cindy was playing with me, laughing. “Ah, your evil plan is revealed!” I teased her back.

Cindy giggled. “Call her and make arrangements. Give me some notice, I don't need much. Can't be tonight, though.”

“Cindy, I have to believe that if you really wanted to, you could line up a date tonight. Several, if you put your mind to it.”

“Oh, it not me, bobbie. It's just that Jailbait already has a date tonight.”

Oh fuck. I saw it coming. I felt like a small natural, unable to gather it's wits enough to get off the train tracks. A wave of painful jealousy hit me in the gut. It didn't help that I immediately recognized it for what it was: absolutely ridiculous and inappropriate. What did I really think was going to happen? A single young girl was going to make me her love interest? Or even her sole lust-interest? In my mind I gaped open-mouthed as my own naiveté. It was a nice fantasy, though.

“you OK, bobbie?” Cindy asked softly. As always, she seemed to know what I was thinking. I just lay there, trying to expel my irrational jealousy.

“I'm just thinking inappropriate thoughts, as usual.”

“well think about this, bobbie. For years you have given me an incredible gift. Now you are giving it to Jailbait. When she goes out with her boyfriend, she will experience an incredible rush knowing that while she is out partying with this guy, you are sitting at home, desperately thinking about her . . It's an incredible turn-on, bobbie. I wouldn't believe it if I a hadn't experienced it.”

This was doing little to cheer me up. “sounds like all I've done is guaranteed that this guy is gonna get lucky. Probably the best sex of his life, and he won't even appreciate it.”

Cindy giggled. “OK, now you do sound like a possessive boyfriend.” I had realized this even as I said it.

“But,” Cindy went on, “there is some good news . . like I said, it's really a rush, and it does make me really horny. I'm sure it will have the same effect on her. But, it's also extremely empowering. It fundamentally changes the way a girl sees herself, bobbie. She won't take any cuckolds brownie. If this guy doesn't treat her right, bobbie, she'll walk.”

I chewed on this for a moment. I really didn't see any guy in his right mind doing anything to drive Jailbait away.

“Of course,” Cindy continued, “If she's horny, she'll wait until after she gets him to go down on her. She's a natural cocktease . . and I have worked to help her with this. Feel better?”

As scary as the thought of Cindy training Jailbait was, the idea of Jailbait leaving her date with blue balls was perversely gratifying. But, the fact that I cared was equally disturbing.

Just caught up. Great stuff. Thanks for sharing

Nice. Please keep going!
Loving Wife, Mother, and Bryan's Slut

Another excellent segment

peaches,

Just found your wonderful story. Thank you.

ptathuk

Very hot

Thanks

GH

A very nice place to temporarily leave us.

Great story!

Bringing the cuck sitter in ups the offense factor to another level.

peaches,

Lovely story. I would encourage you to do it right, not fast!

We'll be here, waiting.

ptathuk

Love it!
Loving Wife, Mother, and Bryan's Slut

There is the frustration of writing. You create an outline. It seems so easy, but then the details come into play. Everyone loves them and the story is great, but you feel like your running on a tread mill. You write and write, but don't get anywhere.

I finally understand why professional writers often take a year or more to produce a book and they write full time.

This is a great story, be patient and tell it to us in your own time.

Thanks

GH

Thanks to everyone for the kind words and support. While it's gratifying to see thousands reading my story online, in real life I have exactly one reader - one permister I have shared this with. Sadly, not my wife.

And since my one reader is a bit submissive, I thought she might enjoy this scene, so I wrote it for her. It is a scene which occurs in the future of my story - a flash forward instead of a flashback - but I don't think it gives too much away.

What you need to know is that Jailbait is trying to break out of her normal dating pattern and is trying to find someone who is 'husband material' . . and Steve is no longer seeing Cindy since he is trying to find something permanent for himself. But Steve is still a friend, and takes a hand here . .
______________________________________________________________________ ____________________________
Flash-forward: Future Scene, in which Jailbait Gets Arrested

It's nice to be in on the joke, for once. Tonight I am hidden in the closet. Not because Cindy is punishing me or anything like that; I put together a plan, and the price I asked was that I be allowed to watch it happen.

Cindy had just left for the evening, looking ravishing as usual. From my position in the closet I could just peek out and see Jailbait pacing in the living room, watching out the front window. She didn't have to wait long. I heard a car park outside and then a quiet knock on the door.

Jailbait opened the door and pulled James in. She made a bit of a show of looking around nervously to see if any of the neighbors noticed. After she closed the door behind her, she wrapped her arms around his neck and gave him a short kiss.

“thanks for coming over to help me watch the house, Jimmy.”

James grinned, “My pleasure.” and then he followed it with, “I hope.”

Jailbait giggled. “They say hope springs eternal. Anything in particular you were hoping for?”

James stammered and shuffled a bit. He was clearly overwhelmed. Jailbait had given me the basics: post-graduate student, chemical engineering. Brilliant. Shy. A nice kid from a good family who has a bright future – except that he is too shy to attract women.

The kid has no chance.

He seemed to have inner programming that kept him from saying, “I want to fuck you.”, or anything remotely close to the truth. Instead he said, “I can't believe they pay you just to sit in this house and watch TV.”

Jailbait frowned at him. “Let's just say the Birch's seem to feel better when I am around. You avoided my question, Jimmy.”

“What do you want me to say, Lizzy? You know what I want.” A little frustration beginning to show.

“Jimmy, I know I have more experience with relationships than you do. Most of it bad, painful experience, but experience nevertheless. I told you that I have had some bad experiences and I can only relax if you let me feel like I am in control. And I can't feel like I am in control if I let you dodge my questions. Now let's try again: what are you hoping for?”

James thought for a moment. “well – obviously – I want to have sex with you. I think I'm falling in love with you.”

“how sweet, Jimmy. I'm fond of you as well. But could you be more specific? We 'had sex' last time we got together, you were great! But somehow I don't think that's what you had in mind . .”

James hesitated . . “C'mon, Jimmy, man up and tell me what you want.”

“I want to make love to you, Lizzy.”

“hmm . . that sound's nice.” Jailbait pulled him close and whispered in his ear. “but I won't break if you use the word 'fuck'.”

I think I actually heard him gulp.

“have you been good?” as Jailbait asked this she led him to the couch. She sat down, leaving Jimmy standing in front of her.

James looked down at her. “I saved myself for you, like you asked.”

Jailbait began working on his belt buckle. “are you sure? I have ways of knowing . .” She pulled his pants down.

“Yes I'm sure. I don't masturbate anyway. I told you that. I -” whatever the next thought was never came out. Jailbait was stoking him slowly with one hand. With the other, she fondled his balls, looking at them closely, making an elaborate inspection.

“I don't know, Jimmy. Your balls aren't full. Seems like they should be by now. After all it's been a couple days . .”

“nine days, Lizzy. It's been nine days.” I very nearly laughed out loud and gave away my position in the closet. The contrast between the two was pretty funny, I thought. They were playing a game. It was a game in which Jailbait wrote the rules. Too, she was the only one who know they were playing. James looked quite serious, intent . . Jailbait continued her inspection.

“nine days? Really? I didn't realize . .” Cindy would have been proud of her. “But I'm sure you didn't come here just because of that, did you? You want to spend time with me, right? Not just sex? Go ahead, put yourself back together, Jimmy, we'll have another look at you later. Now tell me what you've been doing the last few days. Did you get that paper finished you were working on?”

James opened and closed his mouth like a fish a couple of times, and then put himself back together as instructed. Jailbait patted the couch, and he sat down as indicated. I watched for half an hour or so as they just chatted.

As they talked, Jimmy slowly moved close to her and began to get a little touchy. In his mind I guess he was trying to be subtle, seductive. The poor kid still had no clue what he had gotten into. Then I saw Jailbait swat his hand away from her breasts. She laughed. “Jimmy, I am glad you like me, but it hard to talk to you when you are so distracted!”

“Lizzy, you're very distracting.”

“Well I should hope so, Jimmy. That's kind of the natural order of things. Would you like a couple of tips on how to seduce me?”

To Jimmy's credit, he didn't even answer, he just kind of cocked him head to one side as if to say “really?” She waited him out until he nodded . .

“The first thing is, follow my lead. I am serious about needing to be in control. It'll be rewarded. Maybe not as often or as soon as you like, but I'll make sure it's worth it.” Jimmy nodded; he had clearly heard all this before. “the other thing is, when we're alone – call me 'Jailbait'”.

Jimmy looked confused. “you're . . why?”

“It turns me on, Jimmy. My closest friends call me Jailbait. You want to be my close friend, don't you?”

Jimmy paused for a moment. I could tell she had struck a chord.

“Since you brought it up, Lizzy, er - Jailbait – that's something we need to discuss.” Jimmy put some effort into trying to sound like he meant business.

“No, I don't want to be your 'close friend' as you put it. I want to be your boyfriend. I know you have commitment issues, but I have been more than patient. I love you, and it *******s me when you . .”

“It still bothers you that I occasionally date other guys?”

“Of course it bothers me. You told me the a while back that I 'just might be husband material'. Very flattering. But if I'm not even boyfriend material now . . .”

“Jimmy, I do consider you my boyfriend. And I still think you might be husband material. But I do need to warn you, I do have one date set up already. But let's you and I just concentrate on tonight. Can we do that?” Jailbait closed the deal by sliding her hand down and messaging him through his pants. Jimmy just closed his eyes and leaned back, enjoying her attention.

“Are you ready to be inspected again?” she purred, opening up his pants.

“oh my god, am I ready . .”

“hmm . . you are pretty worked up, Jimmy. And when you were trying to sound all serious a few minutes ago you were kind of scary . .” Jimmy opened him eyes now and gave her a look that said, 'seriously?' Jailbait gave him a deep kiss, all the while continuing to tease and tickle. “Do you trust me, Jimmy?”

“Of course I trust you.”

“good. I want to have some serious playtime with you and get really naughty . . but I have to be safe . . be right back.” Jailbait went to the den and returned a few minutes later with two pairs of handcuffs.

“Come here, Jimmy.” Trance-like Jimmy approached her. “put your arms around the column.” There is a column separating the living room and the den. He did as he was told, and was quickly cuffed to the column.

From his position he could see the living room, including the front foyer. Unfortunately, he was now out of my visual range – from the closet I could see the living room area and that was about it. I could only hear what happened next.

“you look so cute in that position, Jimmy.” For several minutes there was no conversation, but I could here muffled sounds of passion.

“wow. Jimmy, your balls do look more swollen now. Maybe even a little blue! Should I give them a kiss?” then, several more minutes of passion without conversation. Ended abruptly by -

“Good god! Don't stop!”

Jailbait giggled. “Sorry Jimmy. My closest friends tell me I'm a natural cocktease. I certainly enjoy it. Are you enjoying it?” Jimmy made a sad noise. But Jailbait wasn't done.

“Poor baby, cuffed to the pole. Don't you wish it was me cuffed to the pole?”

“oh . . my . . “

“Jimmy, what would you do if I were cuffed to the pole?”

“oh my god. You're a controlling cocktease, I don't think I have to worry about that happening.”

“what would you do if it did?”

silence . . Jimmy was new to the game but maybe he sensed a trap . .

“Jimmy, tell me what you would do with me if I were helplessly cuffed to the pole, wiggling my ass at you . .”

“I'd make – I'd fuck you.” he said it softly, tentatively.

“I don't believe you. Not the way you said it. Fucking is an act of aggression, Jimmy. Say it like you mean it.”

“I'd fuck you, Jailbait.” and then, louder, “I'd fuck your brains out until you screamed!”

“ooh, now I believe you. And I believe that concludes today's counsellings session. I think we made real progress here today, Jimmy.”

“Oh my god, don't you dare stop now, not again!” His voice was quivering.

Three loud bangs came on the front door.

I saw Jailbait run to the front door, looking alarmed and surprised. Three more loud knocks. Whoever it was wasn't patient.

“Lizzy! You can't answer the door!” This from the guy cuffed the pole with his pants down.

“Oh my god I forgot about that!” I saw Jailbait run back from the front door towards Jimmy “we have to take care of you, Jimmy!”

Three more loud knocks on the door. This time a voice; “POLICE! OPEN UP!”

“Hey! What are you – humph!” Jimmy might have foolishly imagined he would be uncuffed. Sounded like the ball gag came as a bit of a shock.

Jailbait bounced delightfully across my field of vision, running back to the front door, and thrust it open. “Sorry officer! You caught me in the other room!”

“Yes mamm. May I come in?”

“Of course, officer! What's wrong?” Jailbait wasn't the greatest actress in the world, she may have been a bit over the top. It was still pretty funny.

'Officer' Steve walked into the living room. Steve was dressed as he always did for a normal workday: denim, flannel, work boots . . but with different accessories. He had taken off his normal electrician's toolbelt. Instead he wore accessories that came out of a young's Halloween kit: a gold plastic badge, a toy gun, and a tiny little police cap, sized for about a 6-year old. The handcuffs looked all grown up, though. As he entered, Steve shut the door behind him.

“We've had a complaint from this location, mamm. Are you Elizabeth Quigley?”

“Yes Officer! What's wrong? What did I do?”

“Elizabeth Quigley, you are accused of first degree cock-teasing.”

“What!? That's not a crime!”

“I am not sure your victim would agree. Turn around.” Steve quickly cuffed her wrists. “We've going to have to take you downtown. Pitty the weekend is just starting, you'll be in jail all weekend waiting to see the judge on Monday. Oh well.”

“No!!”

Steve took her by one arm, and acted like he was going to lead her to the door.

“No! Officer! You can't take me to jail!” Steve did not even seem to hear her, but he did pause, looking down at the couch. Jailbait had tossed the second pair of cuffs there after securing Jimmy.

“I can and I will, miss Quigley. Besides you must have a guilty conscious – it looks like you were ready to cuff yourself and turn yourself in.” Steve picked up the extra set of cuffs as Jailbait continued to squirm and squeal.

“I can't go to jail! Please!”

“I can't have you fighting, miss Quigley.” Steve took the second pair of handcuffs and put them on her upper arms, above her elbows. This powerd her shoulders back and thrust her breasts out invitingly. “There you go, all secure now. That'll help you make friends over the weekend.”

I began to reconsider my opinion that Jailbait couldn't act as she poured it on. I think she shed actual tears. She wiggled and squirmed in Steve's grasp. “no! Please, no! I'm sorry! Don't take me to jail!”

Steve stood still, his face expressionless. “Just doing my job, mamm. Sorry.” He tried to grab her, but Jailbait fell to her knees. She began kissing the bulge in his jeans, and looked for all the world like she would try to give him a blowjob through the denim.

“are you trying to bribe a police officer?”

“Oh, yes! Please, I'll do anything!”

“well, I think you're in for punishment for the bribe attempt as well now. But before we worry about that, let's see how good the bribe is . .”

Steve unzipped himself. Jailbait immediately attacked him, going down on it as if her freedom depended on it. Steve closed his eyes and leaned back. After a moment he grabbed her ponytail and pulled her back; she looked hurt and confused.

“There is one thing wrong here. I think your bribe might be more effective if I feel your tits on my thighs . .” With one motion, Steve tore open her blouse. Exposing her breasts. Finally I heard a sound from Jimmy – muffled anguish? I could only imagine what he was thinking.

Still holding her by the hair, Steve guided Jailbait back to her task. She worked on him for several minutes. At one point Steve pulled out his 'ticket book' and pretended to be reading it. This drew a muffled protest from Jailbait. He glanced down at her. “Just do your job, miss Quigley. When you are done I will consider your bribe.”

Jailbait made another angry sound, and that seemed to bring Steve to the brink. He again grabbed her ponytail and held her to him. He grunted as he ejaculated into her mouth.

Once he let go, Jailbate slumped back a looked up at him wide-eyed.

“OK, miss Quigley, I am persuaded. No jail today.”

“You are going to let me go, then?”

“I didn't say that! You need to be punished for bribing a police officer.”

Jailbait yelped as 'officer Steve' pulled her to her feet. He took her to the couch, where he sat down and easily put Jailbait over his knee.

Steve began spanking her – hard. At first, he went hand and fast, and I watched her ass turn a nice shade of red. Steve apparently liked it too. “You look nice with a red ass, miss Quigley.”

“You asshole! Let me go!”

“Oh, not nice -” Steve began to spank harder. The whole time Jailbait was squirming and struggling, but double-cuffed, she was going nowhere. Finally, Steve slowed the pace, and began carressing her between spanks. She whimpered and squirmed deliciously. Finally he reached down and touched her sex. “hmm . . my punishment hasn't been very effective, I see. Seems like you're enjoying it.”

“oh my god, don't touch me there! It's – police harassment, or something. Please let me go!”

“no, I don't think so. But it is time for me to go. Duty calls.” Steve got up and set her on the couch, as if replacing the cushions. “thanks for the bribe.” He casually tweaked each nipple and turned to go.

“Wait!! No! You can't leave me like this!!”

Steve frowned. “You're right, that would not be appropriate.” He pulled out his key and unlocked her wrists, then her elbows. He took a moment to rub where each cuff had been . . and then he pulled her wrists together and recuffed her hands in front of her. “Hey! What the fuck!”

He then picked her up by her upper arms and marched her around to the back of the couch. “Stop it! What are you doing!”

Steve bent her over the couch. Holding her down with one hand, he removed his belt. He doured the belt in his hands, and struck her ass once, lightly. Then he used it to probe between her legs. The belt came away wet. “Yep, your having way to much fun, miss Quigley.”

“Bastard!”

Steve came around to the front of the couch. He used his belt like a rope, pulled Jailbait's wrist down almost to the floor, where he tied them off to the leg of the sofa. In her position, her toes barely touched the ground, her ass high in the air over the back of the couch. And Jimmy had a perfect view.

“It's been fun, miss Quigley. Now I believe it's time for you to make restitution to your victim, after that maybe he'll drop the charges. If not, I'll be back . .”

Steve walked out of my view, towards Jimmy, giving Jailbait a final swat on the ass as he passed.

Silence for a moment as I imagine Steve released Jimmy from his bonds. “All yours, buddy. I believe she is ready to make it up to you.” Steve gave me a wink as he passed by and headed out the door.

Jailbait began to plead. “No! Please, Jimmy, be nice! Be a gentleman! Let me go!” as she said this she wiggled her ass invitingly.

Jimmy seemed to have it figured out by now. “Gentleman? Are you kidding?” Without any warning or hesitation, he plunged into her. Jimmy fucked her until she screamed.

I watched for two hours as he used her three times, alternating between loving and angry. Ah, to be young. Jailbait loved every minute, and made a great helpless victim.

Afterwards, he released her and they lay exhausted together on the couch. Finally Jimmy noticed -
“that guy left his belt . . he'll want that back.”

“Don't worry about the belt, Jimmy. Steve said I could keep it.”