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Subject: Re: True Story-First Encounter

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Date Posted: 14:09:34 08/14/18 Tue
In reply to: Ulysses 's message, "Re: True Story-The Next Phase" on 16:49:34 08/13/18 Mon

As the day approached and with the nightly reports it became less and less a fantasy, but more and more unbelievable. It wouldn't be real until I tried to sit down the next day. Even when approaching her door I just couldn't wrap it around my head that this was actually going to happen. Firstly I was casually late. I may have done that subconsciously on purpose. Do we chat for a while, do we get to know each other, do we have coffee before getting down to business? My finger reached for the doorbell in slow motion. What the hell was I doing? This is not like me at all. I don't do things like this. I am not an adventurer, I don't take impromptu Summer drives, I am the guy who has to think about it a couple of days before buying a pair of socks. There was still time to turn and go, forgetting this ever happened, but my feet stayed planted and my finger depressed the doorbell.
Her familiar face answered the door. There was nothing special about her, no leather chaps, no black gloves, no thigh high boots, just the regular mom I've known for 10 years, but never really engaged in conversation, conservative blouse and brown slacks, a light touch of make up, just like any other day in passing at the grocery store.
"You're late" she said matter of factly. I tried to stammer out an excuse before being cut off "Shoes at the door." I could barely undo the laces with my heart pounding and hands shaking. She held out a plate "Empty your pockets." She sat on the couch and motioned for me to come before her. She seemed so casual. It was like she does this all the time, but she had said before that she had never done anything like this before and had suppressed her desires all her life and I believe her. She was living out every fantasy and desire she had ever had while I had great reservations about the whole thing.
She lectured me about promptness, told me I was a very bad boy and deserved strict and severe punishment. She was like a completely different person, very self assured, in control. She asked me if my butt was clean. I thought this a rather odd question. "of course." I said a bit confused. "No...dingleberries or streaks in your underwear?" "Of course not, well not that I know of." "Well, we'll see. Bend over that table." As I put my elbows down on the obviously cleared computer table I was questioning what the hell I had gotten myself into. Is this woman crazy? She undid my jeans and pulled them down questioning why I was wearing no underwear and I told her I don't wear any. "Naughty boy!" with a stinging slap on my right hip. I felt her part my butt cheeks and a finger encircle and just barely poke in. "A bit moist, but it's passable" I was so relieved I had passed inspection and about to tell her the deal was off and get the hell out of there. Her index finger touched my lips and pushed it's way into my mouth. "You will want to get that good and wet." As her slobbery finger touched my anus she ordered "Push like you're trying to poop." I didn't question it, I did as I was told and felt her finger probe and explore my rectum while she said "Poop. Poop it out!" My head was exploding with thoughts and questions. Her slimy finger appeared in front of my mouth "Oh God no." "Don't you dare tell me no!" with that her finger entered my mouth. She did that a couple more times until her finger was brown. I gagged and felt sick, but dare not say no and though it entered my mind to say "Look lady, you're fucking crazy. I'm outta here!" I didn't. It was as if she had put some sort of spell on me. She then had me pull my jeans up and wait in the middle of the room.
I never asked her what that was about, but I later reasoned that she was establishing her dominance right off the bat by being in control of my body, both outside and in, not to mention taking control of my mind. Having early on expressed my fear, I guess you would call it of bodily functions she was exposing that and perhaps preparing me for things that may come.
She set a straight back chair in front of me and busied herself about the house for several minutes. She sat down, undid my jeans and lowered them around my ankles and told me to hold my shirt up. She had a stern tone, but didn't yell, didn't make exaggerations, very matter of factly "You have been a very bad boy and I am going to punish you severely!" She had notes from my nightly reports and reprimanded me on every point in detail. She did overstep a boundary which we had discussed. She held my penis and slapped it with every word "Have you been touching this thing?" I practically fell to my knees the she dragged me across her knees.
My eyes were about a foot from the carpet, my feet dangling just above. I had been in this position before with great anticipation and intimacy with girlfriends. I those situations I would feel my penis throbbing on her thigh, gyrating my hips about to feel the beautiful sting and warmth in my rear anticipating the glorious outcome. I did feel excited, but with the direct and factual lecture on my behavior and the sterness and determination of my disciplinarian I felt mostly dread. Her hand felt both comforting and frightening rubbing and kneeding my backside. A sharp sting on my right cheek, the warmth penetrating, then another on the other cheek. Every several seconds repeated. It felt good, it felt familiar, my rear was heating up, my member starting to throb. Then it started to hurt. It was becoming faster and unpleasant. It was becoming a matter of enduring this. Brief pauses and continuing. It was a real spanking and it was hurting like hell. I clenched my teeth and eyes, which were by now watering. My hands were flailing and trying to support myself, my legs were kicking. "Oh Miss Circe, stop please!" but she continued striking every inch from my tailbone to my knees. It had to have been 20 minutes in total. I was limp. She helped me up and curled me in her lap like a child and held and comforted me. I wasn't crying, but certainly on the verge. I don't think I've ever been held and comforted like this in my life.
After some time she led me to the wall and had me put my nose to it. I was barely able to stand. After some time that finger entered my mouth. Knowing where it was going I made sure it was wet. It felt good this time. That finger exploring inside of me, squeezing my burning asscheeks. Thank God this time she didn't put it in my mouth.

My first ordeal was not over by far. I will continue our first encounter at a later time.

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Re: True Story-First Encounter Part IIUlysses21:13:14 08/14/18 Tue

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