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Lesson #1The last boyfriend I write about was a special person. Jack was a lover, a friend, my disciplinarian [when I needed it] and a gentleman. He’d had a good marriage, with a loving woman but, told me several times that, I was more female than she was. After being together [but not living together] for about six months; he not only started telling me that he loved me but…proposed.He could be very strict with me, as I said above, when I needed it.He was one of the three or four guys that, after being with them for a while, I knew what they were like and should have married them – one of them. As a slut, I just wasn’t smart enough to realize that. He WAS one of the three that I would have been very happy to get pregnant to. He knew that because, one night after some great sex, he asked me why I was crying…I told him. I was lying there leaking one of his great loads of seed and couldn’t put it to good use. I cried, Jack played while he comforted me then; he put me on my back and gave me another nice load. A little later, I made myself look decent and we went to dinner. I always found it to be very sexy to be out somewhere, dressed very well, leaking a recent load of seed from the guy I was with.If you missed that story; we met at a local ABS one night. I’d sucked his cock through the glory hole then, he’d gone outside to wait for me and relax. When I didn’t show up, he came back in and found me in the same booth, relaxing for a few minutes between cocks. It had been a good night and I was a mess by then. I’d lost track of how many cocks I’d sucked and how many I’d bent over for. By the time he entered the booth I did have a bellyful of cum and was a mess. I had cum in my hair and on my face; on my neck and on the front of my blouse – especially the front of my blouse. I’d started leaking in the last hour so I was sitting there leaking into the skirt; cum had run down my thighs, onto my stockings and my cunt was on fire…tingling, I was trembling [after the last good fuck] and still glowing all over.I remember him entering the booth and looking at me for a minute then, locking the door. He stood me up, turned me around and forced me to kneel on the little bench facing the wall. Something in me told me to obey and I did. I had no idea; Jack slammed me against the wall, pulled my skirt up then…filled me with cock.It was a pretty rough fucking. He called me some names, kept me pinned against the wall, pulled my hair hard then just fucked hard until he came. When he left I just sat down and tried to get some kind of control back. I was shaking like hell from head to toe, I’d just been ****d in a sort of loving way and now, I was a mess of nerves. I sat with my skirt pulled up and my legs spread wide; leaking his load of seed. God, that had been nice!I blew a few more guys then decided to leave.Jack was waiting for me outside. We talked then went to a secluded area for a few hours of fun in the back seat. He was older and, a lot of what I saw and felt excited me. His touch was electric and he was a very good kisser. I excited him in the right ways; at least enough that night to get fucked two more times. I sat on his lap and rode him for the last one – we both had a nice orgasm during that one. We started dating the next week.I found myself trying to look better and better for him. He started buying things for me which included some nice lingerie…Jack was old fashioned. He got turned on by nice fancy lingerie; all of the things I loved to wear and most GG’s didn’t. When we were out, in public, I not only tried to look good for him but act decently. I tried to behave myself, dote on him, allowed him to treat me like a lady and above all…behave well. When I did something [something stupid] that displeased him; I was told about it, warned of the outcome. A few times, the warning was a well-placed smack to my backside. There were also some very ‘public’ warnings; the kind you get at a restaurant or in front of a salesperson, “Bobbie…if you don’t stop, right now, I’m going to take you home and give you a good spanking!” most of the time I obeyed. The combination of the open threat and, the threat of a spanking, had that effect on me. The humiliation of being told that, in front of someone, also had quite an effect.Something like a month into our relationship; I found out, the hard way, that Jack meant it. A bitchy attitude was something he just wouldn’t tolerate at all.We’d been going to a nice little restaurant for dinner out; at least once a week. It wasn’t just the place – which was older, but nice, a little run down but with good food – it was the staff. The waitresses were, for the most part, a little older. From the very first time they had kaş escort been nice to us. They knew ‘what’ I was; they knew we were in a sexual relationship. As a ‘couple’, we were accepted by them. They joked with us, became very friendly and casual; to the point that we exchanged winks and nods, some jokes and were on very good terms. There were several comments about the way I looked, most evenings; they realized that I wasn’t just a guy in a dress. It was also obvious that we weren’t just out for dinner; in a short time I was going to be the gurl under my man. I have my times of being bitchy, PMS bitchy, nothing satisfies me. That night was one of them and I was on a [not so good] roll. I was being a little bitch to everyone and Jack took it as long as he could. I was even being bitchy to the waitress, for no reason at all. There were a few warnings – which I didn’t pay attention to – then the final one; in front of the waitress, then…“Please ask the chef to put our meals on hold…we’ll be back just as soon as I handle a little problem.” Then to me, “Follow me, right now.”I obeyed, I knew he was pissed. Once we were through the door, Jack gripped my arm firmly and marched me to the car – I stumbled along in my heels, trying my best to not fall on my face. His car was in a dimly lit part of the parking lot and it was after sundown. At the car, he opened the back door then ordered, “Get in Bobbie…slide over to the other side and sit there.” I had pushed all of the wrong buttons.I sat and listened to a long lecture about how I was behaving; I got the other part too, the part about how he enjoyed everything else about me and loved being with me. He did care about me very much.As I realized, that I was about to get a spanking, cold chills ran through my body. Everything I was wearing was too tight and I had to pee suddenly. Jack listened to my apologies but brushed them off. I tried to hug and kiss him but that didn’t do much good then, the words that you don’t want to hear, “I’ve had it with your behavior tonight…you know what I’m going to do.”Jack then closed the car door and said, “You know the position brat, get over my lap and do it now.”By then I was actually trembling. I knew enough to shut up and obey him. The lecture continued as he warmed my backside up over the skirt. Once he’d covered about everything, the skirt was pulled up and bunched around my waist then, my panties were pulled down enough to bare my ass. There were goose bumps exploding everywhere back there; all over my backside and even down my thighs. As he started to spank my now bare backside; there were a few more things covered between hard smacks. And, they were hard ones, this was no game; I was being punished!I knew better than to try and resist him or stop the spanking – I’d brought it on all by myself; I was now ‘taking my medicine’ like any bitchy naughty girl/woman. Jack had no problem finding the target; my ass was perfectly framed by the garter belt and stocking tops and – he found it with painful accuracy, over and over. As my backside became wrapped in fire, I tried to take it the best I could. I bounced, wiggled and kicked like hell while fighting back tears. A few minutes later I lost that fight in spades; following a long howl of pain the dam burst and I simply started to bawl! Jack made sure that I had something to bawl about.As suddenly
as it had started, the spanking stopped. I found myself sitting beside him, on a sore backside, panties down around one ankle, stockings and garter belt twisted; a few of the garters unsnapped…shaking like hell, trying to catch my breath and crying…really crying. He handed me a box of tissues saying, “Now…we’re going back to finish dinner, once you’ve pulled yourself together. You will apologize to the waitress before you do anything else.” I nodded a ‘yes’ blew my nose and wiped my eyes. My little ass was on fire and throbbing! Now, I really, REALLY had to pee!“When I get you home…you’ll be given the rest of the spanking.”He helped me out of the car, waited while I straightened my clothes then, walked me back to the restaurant. I made the apology then sprinted for the toilet, just making it in time.The meal was mostly silent; I sat on my sore backside and behaved myself. My biggest problem was finding a comfortable way to sit; the lower part of both cheeks was pretty painful when I put my full weight on them. On the way to his house I asked if he was serious about continuing the spanking. I’d moved close to Jack, was trying to cuddle a little and, hopefully, could talk him out of any more spanking. It didn’t do any good; I was going to be spanked again or, just be taken to my apartment. I stopped talking about it.Once escort kaş we were inside of his house, Jack asked if I had to use the toilet. He then waited while I emptied my bladder in the downstairs powder room. I only peed a little; I was very nervous and just couldn’t relax enough to let it all out. The longer I sat, the more nervous I got. By the time I walked back into the hallway I was trembling all over again but, resigned to take my punishment. I was then hustled to his den/office; where he sat in an armless chair, had me stand in front of him then, removed my skirt and panties. There was no conversation; I was placed over his lap and the spanking started all over again. By the time he stopped I was sobbing like a k**, my nose was running [again] and my ass was really on fire! That had to be the hardest spanking I’d been given in years! I was sent to the bedroom to wait for him. I kicked my shoes off and just flopped, hugged a pillow and continued a good hard cry.We talked for a while and I started to feel better. It turned to absolute tenderness and some foreplay before sex. Sore ass and all, I welcomed his cock inside good and deep then…amazed myself with a very hard orgasm. We talked more after, I apologized a lot more after, and things were back to normal with us. Everything except my sore backside.I was up early [my bladder was about to explode] and during my trip to the bathroom, checked out my still tender backside in a mirror. Both of my cheeks were bruised…damn, were they bruised! Especially the lower parts of both. Like any good slut I helped Jack with his morning wood; riding his cock became very uncomfortable after a while so he finished with me in the missionary position. We spent some time after, kissing and cuddling, before going to fix breakfast. I’d only put on the blouse and panties to go downstairs. As I was doing the dishes, Jack bent me over the counter, pulled my panties down [which were a little cum soaked by then] and began a good hard fucking. That ended with him sitting on a chair and me riding his cock while we made a mess. When the nice little session was over, I was told, “We need to get cleaned up and you, my dear, need to press some things. We’re going to do a little shopping for something I’ll need in the future.” I didn’t ask.Our shopping trip took us to the Southside of Pittsburgh; Jack wouldn’t tell me exactly where but, as we got closer, I knew where we were headed. As he parked I had a bad feeling but said nothing; I just took his offered hand and allowed myself to be led into the store. It was Saturday morning, other than the salesgirl, we were the only other people in the seedy adult toy store. We were greeted pleasantly then, the girl led us to the area that Jack had come to see. As we walked down the aisle I was filled a feeling of dread. The girl led us to a section that was nothing but BDSM equipment – paddles, straps, whips, floggers; I could almost feel the pain as we walked along.Things became more embarrassing when they began an open discussion of what he wanted – more so when he explained the reason and who it would be used on. The girl looked me over a lot, smiled at me a lot and was just too helpful while explaining some things to Jack. His ‘something different’ turned into her going to a room in the back and bringing out something that wasn’t on display…a new product. It didn’t look like much but, she handed it to him then launched right into an all too vivid description of it. As I listened, I began to tremble just a little, along with becoming weak in the knees…“It doesn’t look like much and is lightweight. It’s made of a material called Lexan; very strong and a little flexible, almost impossible to break. People have told us that the effect is unbelievable and the sting from it doesn’t go away for a long time.” She looked directly at me when she said that…Jack was slapping his one hand with it…I was getting more nervous by the second.It was another time that everything I was wearing suddenly became too tight. Then…the one thing I didn’t want to hear from him…“I hate to ask but; do you have a private place that I can give this a brief test?”That shot a chill through me! I was bruised from the spanking the night before, my ass was still tingling a little and I felt the little bruises when I sat down. Now, I was going to be paddled!?!After looking around the store, the girl said, “We have a small stockroom/washroom in back. I suppose you could ‘do it’ in there…if you wanted to.”I didn’t want to, I wanted out. Jack had other ideas; with the paddle in one hand and my wrist in the other, he led me down the hallway as we followed her to the room. It wasn’t much; two walls of shelves, kaş escort bayan a sink and toilet, a straight backed armless chair…shit, I knew what that was for.She left us; Jack locked the door then turned to me. Taking me in his arms he said, “This won’t take too long; I just want to see how effective this paddle really is dear.”There was a long kiss and a nice tight hug; I told him that I had to pee. I had to wipe too; I’d been leaking his cum during the trip and now, my cheeks, my little balls and the crotch of my panties were a slimy sticky mess. He waited and watched as I used the toilet, wiped what I could then stood up. There was no reason to pull the panties up – they would be coming right back down in a very short time.What I didn’t like about the paddle, were the three rows of big holes in it. I allowed Jack to help me over his lap then adjust my position. Once my skirt was pulled up, he slipped the panties down a little more…I tried to relax as much as possible and remember to breathe. He gave my backside a few little taps with the paddle and asked if I was ready; before I could answer there was an explosion of blinding hot pain! It took my breath away, I saw spots; damn did that sting like hell! There was a short hesitation then four more, just as hard, I yelled…I howled! My voice rose in pitch as I emptied my lungs again…there were five more then Jack stopped. He stopped but the pain didn’t! As I lay there, puffing panting and squealing, the pain seemed to keep building and it wasn’t getting ‘mellow’. I could feel at least four separate spots that were burning like they were on fire! Jack rubbed my backside and waited for me to calm down a little; the problem was that I wasn’t calming down…it was getting worse! He ran his fingers over a couple of the bruises and I moaned in pain at his touch. I had the one leg of the chair in a death grip and one leg of his slacks the same way. I was hanging on for dear life and shaking like hell all over! “Jack…Jack honey…please no more please…” I moaned/squealed [and I meant that!] god did I mean that. The nex
t two were a major shock and surprise; I remember arching my back hard, kicking like hell and really howling! When I stopped kicking there were three more; fast and pretty hard, so fast that it took me a few seconds to actually react to the pain. My eyes misted over, I wiggled and kicked like hell then…Jack helped me stand up…on very rubbery legs! Fuck! I could hardly keep my knees from folding under me! By the time I pulled my panties back up then, smoothed out my skirt, I was simply bawling. I couldn’t help it and I couldn’t stop it…I just bawled out loud. Pulling the panties up had even been painful!I didn’t want to touch myself back there and I damned sure didn’t want to rub it!Jack held my arm as I walked/stumbled to the cash register. I’d cried all the way there and then, stood there shaking like a leaf and crying while he paid for the paddle. To my complete embarrassment, there were at least four other people in the store now and, they were watching me bawl! We were halfway home [to my apartment] before I was even close to calming down. I’d gone through more of that box of tissues; a lot more. I wasn’t sitting either; I was lying on my side, in the seat, with my head in his lap. By the time we got to my apartment, I had to pee again. Following a very uncomfortable sit on the toilet, I checked the damage in the full length mirror on the bathroom door. My ass was very bruised in spots, I counted five that were absolutely livid and nasty looking. Two of them were on the very bottom of my cheeks…right where you put all of your weight when you sit down.I quickly changed into nothing but a T-shirt; after I fixed lunch for us [I stood to eat mine and didn’t eat much] Jack had a long talk with me. It was mostly about my occasional attitude problems – and a few other things. I’d have to call the ‘talk’ we had a loving lecture…the same tone that would be used on an errant girlfriend or a wife. By the time we got to that I could sit but, it was still pretty uncomfortable. We’d moved to my little sofa; Jack was sitting, I was laying on my side with my head in his lap…I only planned to sit when it was absofuckinglutely necessary. I’d tried to put on a new pair of ‘boyshorts’ he’d bought for me [there were four new ones in different colors because they turned him on]. They were all lace, except for the front panel. I’d tried but couldn’t handle the lace rubbing across the bruises on my butt. Once he left I took some Tylanol, chasing it with a big glass of wine. The pain didn’t go away but, after a while, it was ‘manageable’ enough that I could relax and sit. That sucked; I was working as an independent bank courier then. Most of every day was sitting and driving, between stops, to pick things up and drop things off. The beginning of that work week was pretty uncomfortable for me. Lesson #1
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