Lynn's Journey Pt. 03

This is a voyeuristic view of a true story that covers a year-and-a-half long-distance Dom/sub relationship. There are many chapters. The writing is exactly as it was, cut-and-paste from the emails, and has not been edited. This may not lend to readability, and sometimes the responses to some emails are not chronologically in time with each other. I'm documenting this here in Lit so I can remove it from my computer.

Extracting the emails from a secure email system is tedious work. I've changed the format a bit to make it easier for me. The names have been changed, and any personally identifiable details have been removed, but the rest is exactly as it was.

I like feedback and comments, though they're not necessary. I realize some of this may have gaps in spaces where we met or had some very intense phone sessions. I'm happy to answer any questions to fill in the gaps if you message me or comment.

Moths To Flames

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Friday

From: Lynn

Jun 23, 2018 2:06:45 AM

Hi Sir,

Hope your day was less hellacious than yesterday. Do you at least get to relax a bit this weekend? I hope so, it bums me out to think of you under that much stress. I also miss your emails and that little fluttering feeling I get when I see there's a new, unread message. I never know what you will send and love the surprise. I understand you are busy, so no worries :)

I'm off to bed. I know, what a party animal... in bed at 9pm on a Friday night. The concert I went to yesterday was a blast and I didn't get home until 1. That coupled with my migraine earlier in the day has left me feeling like a zombie. I'm craving sleep.

See you in my dreams, Sir. Miss you.

Always,

Kitten

Saturday

From: SIR

Jun 23, 2018 11:25:24 AM

My Kitten has written such wonderful things for me this week. I enjoyed them more than you know. I've been very busy lately, and I miss you. We will talk on Friday from 1 to 2:30 ET. Here is a story from you from the vault. It's not one of mine, but it's good. It makes me want to fuck you. I may have to reconsider my current position on that.

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I didn't hear you come in. Had I heard you I would have turned of this naughty video I was watching. But as it is, you have caught me watching as a girl is bent over a desk and is having her naked bottom spanked by an older man. A few weeks ago, after we had both had a few drinks too many, you gave me my first spanking. I had never imagined that being dominated would have turned me on, but since that night I haven't been able to stop thinking about it but was too shy to tell you. Embarrassed, I go to turn off the video as you sit down beside me.

You stop me. "There is no point trying to hide your actions now. I've already caught you red handed naughty girl. Let's keep watching just to see how naughty you are."

I look at the timer on the video and cringe. Of course this had to be a 15 minute video that was just starting. I kick myself for not having chosen something shorter.

We both sit in silence, except for the sounds of the video. I keep my eyes on the video, as I'm too embarrassed to make eye contact with you. I can feel your eyes on me, taking in everything you see. I hadn't started touching myself yet but I had moved my skirt up, slightly exposing my lacy panties. I had also undone the buttons on my blouse, revealing my matching pink lace bra. My hard nipples are visibly pushing out against the blouse. I am longing for you to touch them. Pinch them. Roll them in between your fingers.

"Are you enjoying the video?" You ask me teasingly.

"I didn't think you were going to be home. I just turned it on and would never have if I thought you would catch me." I respond, flustered by having been caught.

"That doesn't answer my question. It just proves to me you are naughty. Again, are you enjoying the video?" You respond, this time sternly, which turns me on.

"It's just starting," I respond shyly "I don't know if it's any good yet."

"Well that's a saucy answer. I guess we will have to keep watching and see what effects it has on you. From that I will decide what punishment you deserve." I note excitement in your voice even though you are speaking in a very serious tone.

Just the mention of punishment makes me very excited, wanting to encourage you to follow through on a real punishment but nervous about this new role of acting submissive, I shyly whisper "I think its already making me wet."

You give me an evil smile as you move your hand to between my legs, slowly moving up my smooth thighs. I feel your fingers searching for a wet spot on my lace panties. I can't help but open my legs for you, eager for your touch. Having found the wet spot you desired, you start rubbing the rough lace. I love the feeling of lace against my pussy. The texture of the material is emphasized by your strong fingers. I give a little gasp which makes you smile. You say "You naughty girl.. Pull these aside so I can feel if your pussy lips are also as wet."

I pull up my skirt a bit more and pull the lacy material aside to allow you to see my shinny pink pussy lips and wetness coming from my slit. Your face tells me you aren't disappointed.

I continue to hold the panties aside for you as you start you finger just outside my wet hole and move it along my pussy lips towards my clit. You run it back and forth a few times. Slipping your finger between the lips but careful neither to touch my clit or put your fingers into me. You are driving me mad.

As I feel the excitement building in me you stop, taking your hand away and looking at me very seriously. I'm flustered and disappointed. I want more but can see from your face that you don't plan to continue yet. I'm not sure if I should let go of my panties and cover myself again or not, so I stay perfectly still.

"What? You expect me to pleasure you despite you being so naughty?" You say. "No my dear, I was just checking to see how bad you've been. There is no question now that you are a bad, bad girl. As I see it, your crimes are firstly, watching videos without me. Secondly, as is obvious from your state of being half dressed, you are guilty of planning to touch yourself, excluding me from your pleasuring. And your third crime is being so very wet. I will need to see this whole movie to decide how to best punish you. That gives you until the end of the movie to prove to me you deserve to be pleasured after the punishment."

You unzip you pants and open them, looking to me to know my duty. I let go of my panties but in my nervous state they slip and instead of covering me back up, they only cover one pussy lip. I'm too nervous to fix them.

In the video, the girl is still bent over the desk being spanked. The spanking however have become less steady as the man takes time between easy one to rub her behind, play with her pussy lips and clit, and finger her wet pussy. She is moaning softly with pleasure. Hopeful that I will soon be in the same situation, I put my hand into your boxers to discover a semi-hard cock. I love discovering you like this. It turns me on so much to feel you getting harder and harder. I gently play with you inside your boxers for a few moments before you are too hard and I need to take you out in order to keep playing.

I pretend to be paying attention to it however still am watching the movie as I start to handle you, sliding my hand up and down the shaft.

My attention is pulled from you to the movie as the man has turned his attentions fully to her pussy. He is rubbing it. Fingering it. And most excitingly to me, giving it gentle slaps. With each slap on her pussy I can feel my own pussy getting wetter. You let me enjoy the scene for a few moments as I continue to play with you. I run my hand the full length of you cock several times and then, as I get more distracted, switch to just a few fingers circling the head and over the top.

The video is transitioning as the man pulls out his cock and is preparing to enter her, currently rubbing it around her wet pussy and on her ass red from spanking.

My drifting attention frustrates you. "I told you, this isn't about your pleasure." You sternly say. "Stop being selfish and put my cock in my mouth." I love hearing you tell me that. It's one of my favorite phrases in my fantasies, along with "bend over" and "you've been a naughty girl."

I bring my face down towards you cock, kissing your tip and then opening my lips slightly as I push my face down, letting you savor the feeling of slowing being taken deeply into my mouth. Just as slowly, I lift my head, keeping my lips tight around you so you can feel the whole experience. I repeat this several times, down and up, each time getting quicker until I start to build up a steady rhythm.

I can no longer see the video but can hear them fucking. I know you are watching it but I'm starting to feel bratty. Hoping to get you to pay attention to me I stop what I'm doing and start to focus just on your cock head, bringing just it in and out of my mouth and then taking your cock into my hands I focus just on licking the tip and head. Drawing circles with my tongue and licking the rim around the head. As I still am not distracting you enough I look up to your face as I flick the tip with my tongue and then start licking the whole length like an ice cream cone. Between licks I start to say "Mmmmm" as though it was the best ice cream I've ever had.

You let me continue, but when you finally look down at my face you realize that I've been trying to distract you. "Shouldn't you be showing me that you are a good girl right now? This behavior is just proving to me that you are naughty and not deserving any pleasure after your punishment. Stop fooling around and put my cock back in your mouth."

I pout a little for not getting praised for my licking but follow your instruction.

This time you are not letting me get distracted again. You put your hand into my long hair, and firmly grabbing a handful, you start guiding my head up and down. You quickly return me to a regular rhythm as I alternate between just having your cock go in and out of my mouth, sucking gently with the in-outs, and trying to use my tongue more as you move me along the length.

I can tell you are getting closer and closer to cumming. I can hear too that the video is coming to an end. I can hear her sucking him as well. Soon he will cum on her body but I know you prefer a seamless experience and won't stop to cum, but rather will cum in my mouth. You've jokingly said before "it makes for easier cleanup and more lets you more quickly move onto the next steps."

You continue to move me up and down your hardness, now going deeper and deeper, more forcefully pushing me to take more and more. Although my eyes become slightly watery from suppressing my gag reflex, I am happy to take more, loving the feeling of your cock in my mouth and my hair being pulled.

As you are about to cum you release my hair. This is my warning. I keep sucking on my own, knowing soon I will have a full mouth of your hot seed. Soon, as anticipated, you cum and I swallow as much as I can. Not being able to swallow it all as quickly as you cum, I switch back to licking, cleaning you up.

Once you are clean. I sit back up. I notice the video has ended and wonder when that happened as I was so distracted. I know what the end of the video means. I wait patiently as you collect yourself, staring as the ended video screen.

After a few silent minutes you turn to me and say, "Well naughty girl, time for your punishment. Follow me." You get up and head to the bedroom. I hesitate for only a moment before I follow you, nervous and excited for what's to come...

I find myself holding my breath as I walk to our bedroom. I am so nervous and yet excited about what will happen next that I only remember to breath when I walk into the room and see you. You are sitting on our bed and look pleased with yourself. I wonder if you've decided to focus on pleasure more than punishment. I relax for a moment but the relaxation is short lived.

"Don't come any further. Let me look at you." You say, sounding quite serious but I can see in your eyes that you are enjoying this. I stand in the middle of the room silently looking at you. I must appear quite disheveled. My skirt has dropped back to its regular position, hem hanging just above my knees but my blouse is unbuttoned, my lace bra partially visible. My hair is messed up from where you held it as you guided my mouth up and down your cock.

"Well miss, it seems you've been a naughty girl. I didn't think you had it in you but it seems this nice, polite behavior I've been seeing from you has all been an act. Now that I know you really are naughty, I think I need to consider working some discipline into our relationship." I'm not sure how to respond. This is all new to me, outside of my fantasies, but you seem at ease in your new roll.

"Well, what have you to say for yourself?" You ask.

"I'm sorry?"

"That sounded like a question, not an answer. I think you meant to say - I'm sorry Sir for being a bad girl."

I look at you with disbelief. There is no way that you are new to this. You are far to confidant and sure of yourself. You must know me better than I knew myself as, much to my own surprise I find myself repeating your words. "I'm sorry Sir for being a bad girl."

You smile at how easily I comply with repeating your words. Your voice remains stern. "And how should bad girls be treated?" You ask.

"They should be punished." I respond, careful not to make my answer sound like a question again.

"I believe you meant to say - They should be punished Sir."

"Sorry, that's what I meant to say." I reply too quickly.

"Then say it. I want to hear you say the words."

"Sorry. They should be punished Sir."

"Very well. Let's discuss your punishment. I feel the punishment is best when it matches the crime and as I remember you are guilty of three crimes. Do you remember what the three crimes where?"

I rack my mind. It seems like so long ago since you caught me watching that spanking video and then told me my crimes but in reality no more than twenty minutes had past. "The first one was for watching that video Sir." I reply confidently.

"Correct. That spanking video is not something a good girl would watch. Do you remember your other two crimes?"

I was less sure about these. "Was one of my crimes that I was going to touch myself?"

"Correct. You have fooled me into believing you were shy about touching yourself but that has been an obvious deception. I am very disappointed in you."

"I'm sorry. I would never have done it if I had realized you where home."

"And that deception is what makes it all the worse of a crime and why you will be punished for it. And what was your last crime?"

I stand in front of you silently as I search my brain. It's not coming to me.

"Well?" You ask after a moment.

"I can't remember Sir." I hang my head a little. I can't believe how quickly your personality has changed and how eagerly I am responding to my role of your bad little girl, caught and deserving punishment.

"It disappoints me that you weren't paying attention but as this is the first time I've had to punish you I will overlook that infraction. Don't forget again as I will not be as lenient."

"Yes Sir. I'm sorry Sir." I say, intrigued by you mentioning a next time. We haven't been living together that long so we are still discovering each other's quirks. I'm not sure how I would have felt if I has known how much you seemed to enjoy disciple but right now, despite being the most nervous I've ever been in my life, I'm enjoying this and am excited about a next time.

"Your third crime was for being so very wet. A pussy that wet should be shared with me but you were obviously planning to keep it to yourself. That cannot be tolerated."

"I'm sorry Sir. I hadn't been meaning to be selfish but when you put it that way I see it was wrong of me.

"I expect you to remember from now on. If your pussy is wet than you need to share it with me."

"I will Sir."

"Very well. So now that we're refreshed on your crimes, it's time for your punishments. Your first crime was watching a spanking video. The matching punishment will obviously be you getting a spanking."

"Yes Sir." I respond, almost eagerly. This is what I has been hoping for. "Where would you like me?"

"Come and lie over my knees."

I walk to you and awkwardly lay myself across your lap. I haven't been in this position since I was a little girl and I really had done something bad. Then I was much smaller and more easily could lay across a set on knees. You however know where you want me and guide my body into place. With a few adjustments I find myself comfortably supported by your lap and the bed. My bottom now in the perfect position for your hand.

"Let's get this out of out way." You say as you move my skirt up, gathering it around my waist. You tenderly rub my pink lace covered bottom. "Now my lovely, how many spankings do you think you deserve?"

I have no clue. The only other time you spanked me it was in play, we were both a bit drunk, and I definitely wasn't counting. I give what I think is a safe answer, "How ever many you think I deserve Sir."

"No. You aren't getting off that easy." You respond, still gently rubbing my bottom. "I want you to think about it. How many spanks does a naughty girl deserve for watching a spanking video. The girl in the movie took over a hundred swats but I think that's too much for our first time. What do you think?"

I scramble to come up with a number. "The movie was fifteen minutes long. What about fifteen spanks, one for each minute of the movie?"

"Hmmm. I like the way you think. I'm going to use that logic I'm going to double that number - fifteen spanks will be firm and the other fifteen, although still firm, with be mixed with pleasure."

"What do you mean?" I ask, happy my response pleased you.

"I'll show you." With that you raises your hand and then quickly slapped each of my cheeks. SLAP! SLAP! I let out a short scream.

"That hurt!" I say, shocked, nearly yelling at you. My bottom is stinging.

"It's supposed to." You say as you raise your hand and do it again, this time a little harder SLAP! SLAP! Again, one on each cheek.

"That really hurts!" I say, this time less yelling and more surprised. Without thinking I move my hand towards my sore bottom to rub it.

"I don't think so. Stay still miss." You say as you grab my wrist and pin it against my back with your free hand.

"Now let's get these panties out of the way before we continue." Using your free hand you pull down each side a few inches at a time. The rough lace tugging across my burning bottom until you pull them down far enough so they drop down my legs to rest around my ankles. "That's better. I would however like these cheeks to be a bit more rosy."

This time you spank each side twice. Hard. SLAP! SLAP! On the left check. SLAP! SLAP! On the right cheek. This time I let out a gasp which bordered on a sigh.

"That color is pretty." You say. "Those were firm spankings. Were you keeping count of how many that was?"

"Eight Sir."

"Good girl. Now let's try some of the pleasurable spanks. Would you like that?"

"Yes please."

Your hand comes down even harder on my left cheek SLAP! Just as I am about to protest about it hurting more than the firm spanking, you start to rub the spanked cheek, taking out some of the sting. I let out a little moan. You repeat this hard SLAP and rub on my right cheek. Again as the moan escapes me you repeat the process on the left and then again the right.

"You seem to be enjoying these. Let's try a combination now. First the left." This time you slap me hard three times, only following the third spanking with a little massage. My eyes are starting to tear but the moan that I let out as you massage me lets you know I'm enjoying this. "Now the right." Again you slap me three times, following the third with a massage.