Jerry

This story is fiction. The characters are adults in adult situations. Warnings: The only person you can ever hope to truly know is yourself. Trust no one; use condoms. If you are not of legal age or in a jurisdiction in which this document is illegal, go way. This is my story. Please respect the copyright. Harshawjub@yahoo.com

This is a true account of a phone conversation I had in response to a Craigslist ad.

Looking for someone who knows he would like or thinks he would like to taste a little rough play. Any or all of the following are on the menu; CBT, W/S, spanking, bondage, a little humiliation. I use sounding and electro stimulation. Your ass is mine... it ain't off limits. Your cock size is not important, just so long as you have one. Bring your fantasies and any toys you might like. If you prefer to avoid some of the foregoing, that can be discussed.

All this takes place in the privacy of my home. Once you enter, I am in charge. I am discreet. First email, then phoncon. If I decide we are to meet (in a public place) and we are both amenable to a "get together", you will know exactly what to expect. There will be no surprises.

I just need your stats and what you have experienced or think you want to experience. A pic is your option. You won't get mine in any reply, so don't ask. I stand six feet, two inches tall at two hundred and fifteen pounds. Any more you need to know. . . ask. If by now you haven't quit reading... email me. Put TBone in the subject line or your email will be spammed.

Be height weight proportional and receptive to direction. Age is not a factor. Prefer men my own age but will not reject younger (attitude is almost everything). Married, single... any label you choose.

If you are a bottom looking to get laid, don't waste my time.

//////////////////////////////////////////////////////////////////////////////

Yeah, I know. One of the longest posts in the history of Men seeking Men. It works for me, for a number of reasons. If you can't figure it out... email me and I will school you.

Responses come in three categories... Ignore, consider lightly, investigate. Most fit in the second category. As you might expect I had a lot of "fuck me now" invites. Some were hard to resist, but I was a man on a mission.

I did this about two years ago and it got me handsome, hairy Jeff. But this is not about Dr. Jeff. This is about "Jerry"...

I found two that interested me. One was a true sub with wife issues. The other was "Jerry". Jerry said he had two blowjobs from men. He read Craig's List and when he found my post he felt compelled to respond. He had never been a submissive... Didn't even know the word.

Why did I focus on Jerry? He may be just what he says, someone who needs to be controlled. What more could I ask for? A guy to take through all the steps. I get to teach him all the pleasures waiting in pain. I was salivating... no slobbering. If this guy was for real, I was like a hog in slop, or a kid at Christmas. Geez, I was getting hard just thinking about it. The challenge it presented was to become much more daunting than I had anticipated.

(Jerry's first email) I need to become a victim as I never was.I need to be submissive and will be what you want me to be. I'm 6'3" 200#x5yrs. Hope you will e-mail me in the positive.

(my response)Tell me about your experiences. I don't need details. Also, why you "need" this. I have received emails from all over... are you local?

(Jerry's second email) I am looking forward to you. I will be glad that you will take over. Where in the XXXXX are you located? If I cry a little will that be bad for you and me?

(me)I never exceed one's limits. Tears are fine. What is your sexual history... men/women. Has pain or humiliation ever played a part in your sexual expression.... in actual contact or fantasy? What do you visualize and do to your self when you masturbate?

(Jerry) I am a retired health care professional who was always the one to take over. I need to be taken over and do what someone like you would have me do. I have never experienced this but I know I need it.

(me) I enjoy what I do to a man. They in turn, appreciate what I do to them and for them. You are avoiding the questions. Without a clearer indication, I am forced to assume you are using this contact as masturbatory fodder. Unless you can be more forthcoming..., you are anonymous, I don't think I can help you in matters that you seek.

(Jerry) I am not using masticatory fodder.I need what you will do to me. Please! My first experience was about 15 yrs ago and it involved my receiving a blow job.When I would be with you,I would surrender to whatever you would do.I'm married but we haven't had any sex in a long time. I can make myself available most any time. Since I am new, what would I receive from you first?

(Me) When you come in the door you will be in my living room. I will greet you as a guest. Once inside you will undress without hesitation. You will stand naked and exposed for my inspection. I will be clothed. I will touch your skin and check for points of interest... nipples, balls, ass. I will stand behind you and put my arms around you. The embrace is to reassure you. I will mummer to you of your uselessness as a man. I will degrade you and demean you, all in whispers. I will caress you nipples then pinch them. I will move my hand down your chest to your cock. I feel it then move on to your balls. Those I will test as I did your nipples. If you react badly in either case. I will sit and you will be over my knee and I will spank your ass like you were a little boy. As I spank your ass I will be checking out you asshole. I will stroke it and see how it and you respond. I may put a lubed finger in your ass. I may spank your ass again. I will order you to your knees and make you suck my cock. I will still be dressed. Once I am convinced you are........ This has happened just this way. Any questions?

(Jerry) I have met two(not at same time) to get a bj. So I am really new. I want you to take me over. I'll do what you say. Normally, I have a couple of emails to clarify my expectations and intent. A phone call and we set up a meet at a nearby Micky Dees.

If the phone call raises no alarms and the meet is ok I have him follow me to my house. Or set up a time for his house call. The guys I get usually have some experience. Jeff, my last boy toy, had only been dominated by women, never his wife. His ass opened up like worm hole. This hot, handsome, hairy guy was an ass freak. His ass would suck in cock, fingers, dildos and most of my hand (yes, I tried and it was so close... poppers would have done it. I don't use them so it is hard to remember to pick them up. Yes, I know it`s part and parcel of the status of Dom.) Jeff is back "living the good life".

Jerry was like he had set out to fuck with my plans. His emails were... Fucking flakey. He seemed nervous, scared and desperate all at the same time. It was frustrating. I sent an email with a call no later than...

(Jerry's email) I'm sorry but I couldn't call as didn't have privacy. I do need your taking over. When are you available again by phone? Jerry

See what I mean? The guy was either the most ballsy of subs or completely unaware of protocol. I prefer the former they tend to be much more receptive once broken.

One of my son's called and wanted to stop by... usually means money. (yes, I was married once)

I sent an email telling Jerry when he had left and for him to call. The conversation went pretty much as follows. (I will spare you the tedium and myself the embarrassment of listing all the emails.)

(me) Hello?

(Jerry) Hello, is this um, uh...?

(Me) Yes, Jerry, you have the right number. Where are you?

I'm at home.

Ok, are you alone?

No, my wife is at the neighbor's she will gone for a little bit."

Okay, Jerry why do you want to do this? You say you have never done this before, right?

No, that's right this is all new to me.

Okay, do you understand what we will be happening?

Yes, I want this. I need you to take control of me.

Ok, Jerry have you ever seen any videos about domination or bondage or submissives. (I had posted a pic of makemedoitsir off a porn video site... He is my ideal slave. In the pic he is tied to a bed with spreader bars in a most appealing position. No one could have any doubts as to what I had in mind. He is a standard of perfection. Not so keen on his master's attentiveness.

(Jerry) No, I have never... you mean like that picture on your ad?

(me) Yes, have you seen videos on the internet like that?

(Jerry) No, I wouldn't know how to find anything like that. I just know that what your ad said is what I need. I need you to take control.

(Me) Ok, Jerry and I will where are you now?

(Jerry) I'm at home, I thought I told you?

(Me) Yes, you did now are you sure you alone?

(Jerry) Yes, I `m sure.

(Me) Ok, Jerry that's good. Now, here's a cliché, but what are you wearing?

(Jerry) I'm wearing a tee shirt and work out shorts and sneakers.

(Me) Jerry, are you on cell phone?

(Jerry) Right now? Oh, yes, no, I'm on the home phone.

At this point, had I not heard the age and nervousness in his voice, I would have asked his age or IQ. I have had phone sex before... This was grueling. Like pulling hen's teeth.

(Me) Ok, Jerry which hand is holding the phone?

(Jerry) "Right now? Uh, my left." I still wasn't sure the IQ question was out of line. If this guy ever had sex with anyone... it would have been torture for somebody.

(Me) Ok, Jerry, is your tee shirt tucked in or outside your shorts?

(Jerry) outside.

(me) Good. Now Jerry, I want you to stick your right hand under your tee shirt and lightly rub your fingertips across your left nipple and tell me how that feels.

(Jerry) I am touching it. I can feel it.

(me) Yes, I know you can feel it. Tell me does if feel different when you touch your nipple than the surrounding skin?

(Jerry) It feels, uh, good, I guess.

(Me) Ok, Jerry. That's good. Now I want you to take your thumb and forefinger and pinch your nipple. That is what I would be doing if you were here. I would be watching your eyes to see your pain.

(Jerry) I like that you will take control of me. I need that.

(Me) I am taking control of you. You will do what I tell you, when I tell you. If I tell you to do something, you will do that until I tell you to stop. Is that clear?

(Jerry) Yes, mm.." He wants to say sir. He feels it inside. He almost does it. There is still resistance. I don't direct him to address me with any title... yet.

(Me) Now Jerry, this is important. I want you to imagine me standing in front of you. I want you to know the things I tell you to do are exactly what I will be doing to you. Do you understand?

(Jerry) Yes, mmm. I'll do it, mmm.

(Me) Ok Jerry. You should still be pinching your nipple." There is hesitation that tells me he is not. Jerry, take your nipple between your thumb and forefinger and tell me when you have a good grip.

(Jerry) Ok, I still have it.

(Me) ok, Jerry. Now I want you to squeeze the nipple. Pinch it hard. I will be looking into your eyes. Pinch it harder. Harder. Jerry pinch it harder. Now!

(Jerry) Uh, it's starting to hurt. Ouch, it hurts.

(Me) Jerry, this is what I do. I know you can take it. Don't let up. Don't you let go. You hear me, Jerry? I would be looking in your eyes and know it doesn't hurt enough. Now, pinch that nipple. Pull it away from your chest."

(Jerry) Mmm.. Yes. It's really hurting, now. Mmmm"

(Me) Hurting is good. Jerry, you need this.

(Jerry) I do need this... it hurts.

(Me) Ok Jerry, let go of the nipple." I hear a small sigh as he releases the nipple. "Jerry, take your hand out from under the tee shirt. Now, lightly rub your fingertips across the nipple outside the tee shirt. Tell me what you feel.

(Jerry) It's tender. It hurts to touch it.

(Me) Good boy! That's how it's supposed to feel. It reminds you I am there. It reminds you, I'm in control. Now Jerry, pull your shorts down below your cock and balls. Do you trim or shave your pubic hair?

(Jerry) No, I never have, should I?" After a moment. "There down, my shorts. You told me to take them down. There down." There is an undertone of eagerness in his voice. I think he is trying not to let it show.

(Me) Of course they are down. I told you to pull them down and you are to do what I tell you. If there is any hesitation I will spank your ass Is that clear?

(Jerry) "Yes sir..." He has progressed without much effort.

(Me) Jerry, I want you to understand that I don't put up with any argument or hesitation. Do you understand?

(Jerry) Yes sir. I need this. I need you to control me.

(Me) Good boy. Now Jerry I want you to take your right hand and spank your ass. Do it. Do it NOW! I feel and hear the shift in my own voice. Nice guy is gone. Now the fun begins. I hear the distant sound of flesh on flesh. "Jerry, don't be a pussy. When you hit like a little girl, I can hear it. I said spank that ass and I mean for real. Now let me hear it. Smack harder! Let me hear you need my control. Smack that ass Jerry!" I hear the unsteady yet sharp sounds of flesh on flesh. He is doing it. Each smack brings a little involuntary sound from his lips. "Keep smacking that ass until I tell you to stop." I listen and can now hear the pain in his voice through the little sounds he makes. "Ok Jerry, Stop." I wait for silence and give him a chance to appreciate the stinging his ass is feeling. "Jerry, I want you to cradle the phone between your chin and shoulder." I hear a muffled shifting sound as he moves the phone.

(Jerry) That stings, it hurts. Wow!" I hear a deep sigh as he adjusts to the sensations.

(Me) Jerry, I know it stings. It's supposed to. Now Jerry, I want you to touch your dick. Play with it. Is it cut or uncut? (Jerry) Uncut. There is a question in his voice that I don't detect. I was getting excited. Must be more careful.

(Me) Jerry, take the foreskin between your thumb and forefinger and stretch it, pull on it."

(Jerry) I don't have any foreskin. I was circumcised."

(Me) I understand the questioning in his voice now. I must be more attentive. "Jerry, play with your dick. Stroke it like you are jacking off." A moment then, "How does that feel?"

(Jerry) Feels like I could cum. If I keep doing this I will come.

(Me) Ok Jerry, let go of your dick, you can't cum right now. You only cum when I tell you to. Is that clear?"

(Jerry) Yes sir.

(Me) Jerry, describe your balls and ball sack."

(Jerry) What do you mean?

(Me) Do they hang low or up tight against your dick?

(Jerry) I guess they hang? He seems unsure.

(Me) Jerry, I want you to take your left hand and wrap it around your ball sack, between your balls and your dick. Can you do that?

(Jerry) Yes. I have it like that now. What should I do?

(Me) Without putting pressure on your balls, I want you to pull your sack up and away from your body. You should feel this all around your groin, I don't want you to hurt your balls. If you do this right there is no pain in your balls."

(Jerry) Yes sir, it only feels like I'm stretching the skin. My balls don't hurt." These is a wonder in his voice, that he can do this and not feel pain.

(Me) Jerry, I want you to take your right hand and spank your ass again."

(Jerry) Ok." I hear the sharp smacking sounds. He has remembered the angle and fell into the rhythm right away. I listen for less than a minute. I look down and realize my cock is hard and precum has soaked through my shorts.

(Me) Jerry, stop smacking your ass. How does it feel?

(Jerry) It stings and so does my hand. It hurts.

(Me) Jerry, you should still have your balls in your left hand. I want you to take your right hand and gently caress you red ass. Be good to your ass. Feel the heat and feel how the pain flairs and fades as you rub your ass. Be good to your ass." Then a pause. "Jerry, I want you to shift your left hand so it is cupping you balls. Tell me when you have them in hand."

(Jerry) Ok, I have them in my hand.

(Me) Good boy. Jerry I want you to keep rubbing your ass and focus on how good that feels. When I tell you to I want you to squeeze your balls. Wait until I tell you to. Jerry, is your ass feeling good?

(Jerry) Oh yes, it feels better.

(Me) Ok, Jerry keep rubbing your ass and think about how good it feels. Jerry when I say squeeze, I want you to squeeze your balls hard. Rub your ass Jerry. Squeeze your balls Jerry. Know that I am rubbing your ass and squeezing your balls, at the same time." I hear a sudden "Oomph" as the pain forces him to catch his breath. "Jerry keep rubbing your ass. Feel how good it can feel. Now squeeze those balls. Remember I'm doing this to you. I am not a pussy. Now squeeze those balls like a real man would. Keep rubbing your ass. Squeeze harder Jerry." I hear the pain in his voice escalate. "Jerry, don't stop squeezing, You hear me? Don't you dare stop or I will spank that ass until both cheeks are cherry red. Jerry, stop rubbing your ass and play with your dick. Hold your balls keep the pressure on your balls and play with your dick."

(Jerry) It hurts. My balls hurt.

(Me) Jerry, it is supposed to hurt. That lets you know I am in charge. You would never hurt yourself like that. This is me doing this to you. You are a worthless slut. Letting a man do this to you. Play with your dick while you squeeze your balls. Say it Jerry. Say, `I am a worthless slut."

(Jerry) In a conversational tone, " I am a worthless slut".

(Me) Want me to spank that ass some more. Say it, BITCH!" Say it like you mean it. Say it like it's the truth. Tell me. tell your Daddy. Say it boy! Now!" Even as my voice gets progressively louder he is telling me.

By the time I am silent he is almost shouting, "I am a worthless slut!"

(Me) Jerry, how does your dick feel?

(Jerry) It feels like I could shoot. It feels good.

(Me) Ok Jerry, let go of your balls and let go of you dick. I hear relief and disappointment in his sigh. Jerry I want you to take both hands and keep them outside your shirt and pinch both nipples. You know how to now. Pinch them hard. Feel how your cock likes it. Pull your nipples Jerry. Pull them away from your chest. Twist them Jerry. Make them hurt like you know I would. Pinch them harder. I mumble so he can hear, "You worthless piece of shit". Then louder, "Twist them Jerry. Don't make me spank that ass again. Pinch them harder, PUSSY! Do it or I'll spank that ass so hard you won't sit down for a week." I hear him moan and I know we together I would see the pain on his face. I would make him look me in the eye and I would twist harder. "Jerry, I am watching you and I know you can do this. Pinch them harder, NOW! Pinch them until you want to beg me to stop. Beg me Jerry and I'll stop. Beg me BITCH! Don't stop. Keep pulling and twisting. Beg me BITCH! Make hurt until you can't stand it. Make it hurt until you have to beg."

(Jerry) It hurts. I want to stop. I have to stop.

(Me) In a conversational yet threatening tone, " No slut, it doesn't work like that. You have to beg. You have to want to stop. You are not pinching and twisting hard enough." Now louder, "Hurt those nipples. It's me doing it! Not You, you pussy! Now hurt those nipples like I will. Make them hurt until you have to beg."

(Jerry) Gasping for breath, "Yes sir. It hurts so bad. I want to stop. I have to stop."

(Me) I know he is not hurting enough. He wants it to stop, but not really. "Look at your dick boy. Is it still hard?"

(Jerry) Yes, but it hurts. I want to stop. Please let me stop. I have to stop. Oh god, please stop."

(Me) I heard you bitch. You think I stop at the first whimper. Don't you let go. Don't you stop. I want to hear you really beg. NOW BEG BITCH!"

(Jerry) Oh, PLEASE stop it. I can't stand it. PLEASE!"

(Me) Whose in charge? Who is doing this to you?

(Jerry) You are Please stop, please." His voice fades into whimpering. He is afraid. Afraid the pain will never stop... also he is afraid it will stop. He needs it to stop and yet he needs it. His brain is fucked up good now.

(Me) Ok slut, let go the nipples." I hear him gulp, both to take in air and take in the shock of what he has allowed to happen to his body, to him. "Look at your dick. Is it hard?"

(Jerry) Yes, it's hard and leaking". His breath is almost normal now.

(Me) Play with your dick, Jerry. Be good to your dick.

(Jerry) Ok, yeah. Feels good. I'm close to cumming."

(Me) Don't you dare cum, Bitch. I decide when you cum. Tell me when you're about to cum. You can get close but stop when I tell you to or we will not play together. You hear me?"

(Jerry) Yes sir, I had to stop, I was too close."

(Me) Jerry, take your right hand and using your thumb and forefinger squeeze the head of your dick."

(Jerry) Ok, I'm squeezing it. It feels ok. Not much feeling really. (Me) Not like that you worthless piece of shit. Do it like I do it. Squeeze it like a man, you pussy. NOW SQUEEZE IT! Twist it between the thumb and forefinger. Get some feeling into it. Now squeeze it." I can hear his breathing becoming more excited once again.

(Jerry) Now it... ouch. Now it hurts. Ouch!"

(Me) Ok Jerry, let go of your dick and look at it. Tell me what you see. Is it hard or soft?"

(Jerry) It's, it's going soft."

(Me) Ok, Jerry. I want you to stick all four fingers of your right hand into your mouth and talk to me.

(Jerry) Ok, there in my mouth." His voice is not muffled but his words are slightly garbled.

(Me) "Ok, Jerry, I want you to really stick them as far back in your mouth as you can. I want you to touch the back of your throat and I want to hear your gag reflex. This is how it will be when I make you suck my cock. Keep talking to me while you do this." I can here him mumbling and then hear him gagging. He is trying to talk and when he gags his voice is sharply interrupted. He is doing as I said. "Ok Jerry, good boy. Now, once more let me hear you gag on my cock." Again, quicker now I hear him gag. "Ok Jerry, you can stop. Take your wet fingers and play with your dick."

(Jerry) Ok, it's getting hard again. I am close to cumming.

(Me) Slow down. Stroke it nice an slow. Back away from cumming. Jerry, I want you to take your balls in your left hand.

(Jerry) Ok, it feels good. Real good.

(Me) Jerry, let go of your balls and let go of your dick."

(Jerry) Ok." I can hear the disappointment in his voice. Good.

(Me) Jerry, I want you to take both hand and gently rub both nipples. Out side your tee shirt. Tell me how that feels.

(Jerry) Feels good. I never knew... feels go good.

(Me) Jerry, I want you to stick your fingers in your mouth again. You know how to do it. Let me hear you." I hear him gagging and my cock throbs. I look down and see the precum spot is noticeably larger. "Jerry, I want you to take your balls in your left hand and move them around inside your sack. Be good to your balls. Now take your spit slicked fingers and stroke your dick. Be good to your dick. Don't cum. Let me know when your close.

(Jerry) I'm close. God it feels so good.

(Me) Jerry, keep stroking your dick and squeeze your balls. Keep stroking and squeezing. When I tell you to I want you to squeeze real hard on your balls. You understand?" I can sense the anticipation of pain he is experiencing. When will it come?

(Jerry) I'm close. Can I cum? Please let me Cum. Please!

(Me) Stroke it faster. Make it feel good.

(Jerry) Oh year, can I cum? Please let me cum." His voice is desperate now.

(Me) Ok Jerry, stroke it faster now. You can cum. Squeeze your balls NOW! Squeeze them hard and cum for me Jerry. Cum NOW! There is a battle between his pain and ecstasy. I can hear it in his moans as they join forces.

(Jerry) Oh god.. Oh god.. Ooooohh Godddd! I'm cumming. Oh god. Oh god." He is spent. His voice is cleaner now. As he gulps for air, "I came. It's never... It was great. Oh my word. I never."

(Me) Keep stroking. Keep squeezing those balls. I didn't tell you to stop yet.

(Jerry) Yes sir, please may I stop it's getting sensitive and it hurts. Please may I stop?"

(Me) Yes, drop you dick and balls. Tell me Jerry is there cum on your hand?

(Jerry) Yes sir, it's all over my hand there was a lot.

(Me) Jerry, put your fingers in your mouth again just like my cock. Let me hear you gag. Just because you came doesn't mean I did. Now suck Daddy's cock, boy." I hear the gag reflex twice before I stop him. "Jerry, clean the cum off your hand. Suck on those fingers. Get them clean and shiny. Let me know when you are done."

(Jerry) All of it is gone, sir. That was fantastic. I never..." I cut him off.

(Me) Jerry, we're not through until I say we are. Now take your right hand and mild out any remaining cum. Tell me when you're done. Tell me when it's all on your fingers.

(Jerry) There is not much there, but I got it all.

(Me) Good boy, now stick your tongue out as far as it will go and let it hang there. Talk to me I want to hear your tongue hanging out.

(Jerry) Yeth thir, ith outh.

(Me) Ok, keep it there. I want to see cum, my cum on your tongue. I wait through a slow twenty count. Ok, boy you can swallow now. What are you supposed to say when someone does something like this for you?

(Jerry) Thank you, sir. That was great. I need you to control me. I want you to control me. We have to get together soon."

(Me) You think because I let you cum it's over? We're not done yet. Now take both hands and play with those nipples outside the shirt. I want you to take them like before and twist them and pull them away from your chest. Make them hurt. You came and I didn't. You only thought of yourself you selfish bitch. Now twist those nipples." There is no lust covering the grimaced groans, only pain. I am silent for a ten count. "Ok, boy. Let go now."

(Jerry) Oh, thank you sir. For everything, I need you to control me."

The rest of the conversation was directed at ensuring he was indeed interested. He was.

Like I said, it may not be hot... but it's true. I am interested in comments and if you want to know how it went we got together and how the riding crop came into play. J. H.