Melissa IV

From: [email protected] (Sarah3333)



ADULT FANTASY STORY. MATERNAL SPANKINGS. ALL CHARACTERS FICTIONAL. IF YOU ARE NOT OVER 18, DO NOT READ ANY FURTHER. READING THIS STORY MEANS YOU ARE OVER 18.

My Babysitter Melissa Part IV by Randy

In the summer of my sixteenth year, I had another chance to spend a month with the Dobson family at their lakeside cottage while my parents went on their own vacation. Since my little games with Melissa had recently taken a delightful new direction, I jumped at the chance. It was only when I found myself along for a weekend with Mrs. Dobson (while Melissa and her Dad attended a religious retreat) that I realized Melissa was not the only one who was interested in playing spanking games with me. It had been three years since Mrs. Dobson had last spanked me as a summer guest and I guess I figured I was too old (though I should have remembered how she had still handled Melissa at that age).

On Friday afternoon, I was practicing various dives and jumps in the Dobson's new, fenced-in pool when Mrs. Dobson came out in a very sexy one-piece black bathing suit cut very low in front. I had never seen this suit before and was rather surprised to see she even had one like that. To make matters worse, she began by rubbing sun lotion all over her exposed skin. Needless to say, it was quite a distracting spectacle for a sixteen-year old boy who had only recently discovered the opposite sex. Finally, the moment I was waiting for arrived. Mrs. Dobson began rubbing sun lotion on the upper portions of her large breasts. At just that moment, I had been walking down the diving board to make another dive. But the sight of her oilng her breasts literally froze me to the end of the board. I just stood there staring. Suddenly, Mrs. Dobson looked up and saw me with my mouth hanging open. But rather than glaring at me as expected, she winked and teasingly called out:

"Young man, you'd better stop staring if you know what's good for yourself. Do you hear me?"

"Oh no, Mrs. Dobson, I wasn't staring ... really". Unfortunately, I managed to say that while keeping my eyes glued on her as she continued rubbing lotion deep between her breasts. In hindsight, it's clear she knew she had me hooked and wanted to tease me.

"I'm serious, Danny. Well-behaved young men don't stare. If you keep that up, I might just have to teach you a good lesson, won't I?" Even this remark was delivered in a rather provocative tone. And the clear implication of punishment made my heart race even faster. To show I wasn't staring, I finally dove off and swam the full length of the pool underwater as if trying to cool off (though I was also showing off at the same time). I then went into twenty uninterrupted laps as if to demonstrate further that my mind was on swimming. By the time I finished, ten minutes later, Mrs. Dobson had rolled over onto her stomach and was buried in a novel.

I got out of the pool and went back to my diving, if only to sneak more glances at Melissa's sexy mother. Fortunately, she was busy looking down into her book so that I could feast my eyes each time I passed on my way to the diving board. After three dives, I tried another cannonball, hoping to attract Mrs. Dobson's attention. Unfortunately, I overdid it and made a much bigger splash than I intended. When I came to the surface, I found Mrs. Dobson sitting up shaking the water off her book. She scolded me in a voice which was now tinged with anger yet.

"Danny, look what's you've done. You've splashed water all over me and gotten my book wet. I have half a mind to pull you out of the pool right now, take you inside, and put you over my knee. In some ways, you're even more rambunctious this summer than you were three years ago. You may well be sixteen but if you keep acting like a naughty child who doesn't mind me, you'll find you're not too old to be treated like one. Do I make myself perfectly clear?"

"Yes, of course, Mrs. Dobson, I'm sorry I splashed you".

"You'll be a lot sorrier if you splash me again, Danny", she replied with a funny little smile.

"I'll be a lot more careful, Mrs. Dobson, I promise. I'll make sure all my dives are toward the far side of the pool."

"You do that, mister, if you know what's good for you. Next time, I'm going to do a lot more than scold you."

Apparently satisfied with my apologies and promises, Mrs. Dobson turned back over on her stomach and returned to her reading. It was clear no damage had been done, especially since the water must have been refreshing on such a hot day. And she was only reading a cheap paperback.

Once again, I dove quickly into the pool and began swimming laps to try to cool down. But it was hopeless. Mrs. Dobson's remarks and playful threats had set off a stream of possibilities in my imagination. What made my heart race was the way she had smiled while warning me if she were just looking for an excuse to spank me. With Melissa and her dad away for the whole weekend, we had the house to ourselves for two and a half days. One side of me wanted to play along and see if she was bluffing. The other side urged caution. For the next fifteen minutes of diving and laps, the cautious side managed to win out. Then I made what I hoped would be a somersault dive placed well to the far side of the pool. Alas, I hit the water at the wrong angle and made one of those splashes which went out horizontally and in her direction. When I came up, my heart froze at the sight of an obviously wet Mrs. Dobson sitting up once again shaking off her paperback.

"Danny, I've given you amply warning but you went right ahead and did another cannonball, didn't you?"

"No, Mrs. Dobson, it was a flip dive which went wrong... really. And I did it on this side of the pool just to be extra careful. I didn't think I would splash you."

"That's just the problem, Danny, you didn't think... even after I told you not to do that anymore. It's clear you need a much better reminder about listening to Mommy Dobson. Please get out of the pool right now."

"No, Mrs. Dobson, really, I won't dive anymore. I'll just swim laps. Really, it was an accident."

"That's not the point, Danny. Even if it was an accident, you disobeyed my request to avoid any more splashing dives, didn't you?"

"I ... I suppose so, Mrs. Dobson," I said, sheepishly. "But I thought it would be OK on this side of the pool".

"Obviously you thought wrong, Danny. Now come out of that pool right this instant or it will be much worse for you. Mommy Dobson is going to take you inside and teach you a good lesson in obedience." With that, Mrs. Dobson put her book down, stood up, and walked over to the pool ladder.

With obvious reluctance, I swam over and slowly climbed up. She certainly didn't keep me waiting. As soon as I stepped out, she took hold of my upper arm and asked,

"When is the last time you got a good spanking, young man?"

"Oh no, Mrs Dobson, really, I'm much too old for that" I replied with real alarm now entering my voice.

"Answer the question, young man, and tell me the truth. Your mother and I speak frequently on the telephone and we discuss everything. I know exactly what goes in on your household"

"Um... I... aaahhh... ummm. I guess it was two weeks ago."

"I thought so, young man. So you really aren't too old to be spanked, are you?"

"Please, Mrs. Dobson, please punish me in some other way. Ground me for the rest of the weekend or something."

"You should have thought of that before disobeying me, Danny. The fact that you think you're too old to go over my knee will make the spanking you're about to get all the more effective. I find nothing gets the attention of a naughty teenager faster than having his or her bottom bared like a small child. Frankly, I'm surprised you've managed to go a whole two weeks without a paddling. If you were my child, you'd be getting more regular discipline than that."

"No... please... Mrs. Dobson," I continued.

"Danny, what did your mother tell you would happen if you misbehaved while staying at my home?

"Um ... she ... um ... she said you would ... um ... would spank me", I stammered.

"That's right, young man. And that's exactly what I'm going to do right now. You're obviously overdue for a good bottom warming. Now come along with me unless you want me to put you over my knee out here."

With that, she landed three sharp spanks on my bottom with her left hand to get me started toward the house while guiding me along by the arm with her other hand. Each pleas for forgiveness was met with another smack on my wet bathing suit.

Closing the sliding glass door behind us, Mrs. Dobson took me through the living room, down the hall, and into her bedroom. She then closed that door as well before leading me over to her bed and sitting down. Telling me not to stay put, she removed the belt from a pink terrycloth robe draped over the nearby bedpost and wrapped it securely around my wrists before tying it.

"Since you are now a considerably bigger boy, your mother suggested I use some sort of restraint to control you."

Before I could respond to this new development, Mrs. Dobson grabbed the bottom of my bathing side on either side of my hips and yanked it down to my knees. When I protested, she replied calmly,

"Don't think I haven't seen lots of little boys before, Danny. Besides, I always spank on the bare, just like your mother. Have you forgotten what happened the last summer you were here?".

The problem was not that I had forgotten but that a lot had changed for me since then. Indeed, I was still somewhat stiff from ogling Mrs. Dobson's breasts which were now heaving out of her swimsuit directly below my eyes and more visible than ever. While my erection wasn't that noticeable right then, I feared things would change if I continued standing there stark naked looking down her swimsuit. Thus I was actually relieved when she said,

"Now get over my knee, little boy. Mommy Dobson is going to make sure you learn a very good lesson. And afterwards, I'm going to put you to bed for a nap, do you understand?"

"Yes, Mrs. Dobson," came my muffled response as my face hit the heavy bedclothes and I felt her adjusting me over her lap.

"I'm going to enjoy spanking this cute bottom of your's, Danny," she said, squeezing and measuring my cheeks with her hand.

"You've grown into quite a handsome young man since the last time I turned you over my knee. And you've certainly got a spankable bottom. Now that I've got you over my knee, I think you're going to need two spankings from me today: one for staring at me on the diving board and another one at bedtime for disobeying me and splashing. And you'll be back over my knee tomorrow if you give me any trouble. Do you understand me?"

"Yes, Mommy Dobson,", I replied, in my meekest voice. No sooner had she doubled my sentence than Mrs. Dobson began spanking me in earnest, though considerably less vigorously than I had expected. It was as if she wanted to savor the experience or perhaps start out slow. Or had Melissa told her about the play spankings? In any case, the smacking of her warm maternal hand on my bare bottom had the same effect on me as a play spanking, especially since my wet loins pressed directly into her lotion-covered thighs. Every spank and twist on my part sent me sliding deliciously an inch or two across her warm, slippery flesh.

Within minutes, I was stiff as a board though neither of us said or did anything to acknowledge this. Mrs. Dobson just continued spanking me methodically while scolding me as if I were a small child. My bottom began rising to meet each spank. And every time her hand fell, I responded with a little thrust against her warm thighs. Over the next few minutes, I gradually lost all sense of myself and surrendered to the twin pleasures of her warm hand on my bottom and her slippery thighs below. With my hands tied and my bathing suit twisted tightly around my knees, I felt as helpless as a five year old and made no attempt to resist in any way. In fact, my restraints and childish situation freed me psychologically to express my sexual delight more openly, as if I was too young to be responsible for my behavior. As a naughty child stripped and spanked by an older woman, I could wriggle and arch my bottom and thrust against Mrs. Dobson as much as I wanted. And it wasn't long before I began a series of increasingly audible moans and cries as my hips suddenly began thrusting uncontrollably. Moments later, I began ejaculating all over her thighs.

Fortunately, Mrs. Dobson didn't get angry. In fact she just continued spanking me through the whole episode. Afterwards, she increased the force of her spanks noticeably, as if she had just been play spanking me before. Within a few minutes of this new onslaught, she had stoked up a real fire in my bottom and I began to cry as if I really was a naughty twelve year old who was learning a good lesson. The fact that I had just been naughty in a more grown up way made me feel even more like I deserved what I was finally getting - a real spanking - and I gave full vent to suppressed childish emotions and tears.

When Mrs. Dobson finally stopped spanking me some five minutes later, my bottom was scarlet and my face tear-streaked. Yet I felt more protected and safe held down over her lap than I had in any earlier spanking. For the next few minutes, Mrs. Dobson gently rubbed my hot fanny until it didn't hurt as much. Then she reached over to a jar of Ponds Cold Cream on the bedside table and scooped out a big dab.

"I think this bottom of yours could use some nice soothing, don't you, Danny?" I just nodded, my face buried in the sheets. As she continued to rub that cold cream all over my bottom, her hand began to rub deep between my cheeks and down between my legs. The more she rubbed down there, the more I forgot about my sore bottom and remembered something else. It didn't take long before I was once again pressing into her thighs and eventually rocking up and down on them openly.

"Would you like me to put you to bed now Danny?"

Once again I just nodded, entranced by her creamy hand. Mrs. Dobson then stood me up and untied my hands. Taking the Ponds in her left hand, she guided me out of her bedroom with her Ponds-covered right hand on my bottom the whole time, as if steering me. My penis pointed straight up the whole time, flopping from side to side as we walked down the hall to my bedroom. Rather than putting me in bed, Mrs. Dobson sat down first and had me stretch out once again on her lap with my legs and upper torso on the bed. She continued to rub more Ponds into my fanny for another five minutes before focusing her efforts on my hairless bottom hole. At first, her finger circled all over it repeatedly. In response, I arched my bottom up toward her and moaned audibly. That was all she needed. Her finger dipped into my bottom a little, withdrew, and then dipped back in again, sliding in an inch this time before withdrawing and returning. I heard myself saying,

"Oooohhhh Mrs. Dobson" a few times as her finger slid in and out of my bottom with an excruciatingly slow rhythm. Finally, she asked in a husky voice to roll over. As I did, she pulled the straps of her bathing suit down over her shoulders in order to uncover her breasts which dangled directly over me, brushing my face. Immediately I buried my face in one strawberry-tipped bosom and began sucking for dear life as her Ponds-covered hand found my penis. From there, things just happened on their own. I had a second orgasm within a minute and continued nursing for another half hour. Finally, Mrs. Dobson gently pushed my head away, cleraned me up, and told me to take an hour nap.

"I want you lying on your stomach, do you understand me? I'm going to leave the door to the hall open so I can check on you from time to time."

"But Mrs. Dobson, Melissa will see me when she comes home if you leave the door open."

"That's quite alright with me, young man. Besides, I don't think she's a stranger to your bare fanny from what she tells me."

I blushed deeply and stretched out on the bed hoping my hour nap would end before Melissa got home. It didn't. About a half hour later, I heard Melissa returnl. Since she had to pass by my room to get to hers, I heard her steps on the hall a few minutes later. By then, I was too embarrassed to look so my head was turned the other way. Nonetheless, I could hear her steps pause as she passed by the door to my room and got a good look at my red bottom. She then continued on to her room, dropped off a few things, and returned to the living room, passing my room for a second time. Once again, I heard her pause, this time for a good two minutes. Finally, she continued on and joined her mother. Fropm my room, I could just make out their conversation.

"Mom, I see you had to spank Danny. Was he naughty?"

"He certainly was, Melissa. I caught him staring at me three times out at the pool despite my warnings of what would happen if he continued. And he managed to splash water on me twice by doing canon balls off the diving board."

"I'm sorry I missed everything, Mom. You know how much I like spanking Danny when he's bad."

"I can see why, Melissa. He certainly has a spankable bottom, doesn't he."

"Yes, he does. And you know, Mom, sometimes I think he goes out of his way to earn a spanking by doing something after he's warned not to. Why do think he might do that?"

"I don't know. Melissa. Some boys seem to need traditional discipline well into their teens. June Morgan spanked her son, Billy, all the way through high school."

"Really? Do you think Danny will need to be spanked that long?"

"I don't know, sweetheart, but I wouldn't be surprised based on what you and his mother have told me. Danny's earned a second spanking tonight at bedtime for splashing me. Would you like to help by holding his hands for me?"

"Sure, mom. You know I'd love that".

* * * * * * *

By my junior year in high school, Melissa had extended my post-spanking hug into a longer affair during which she began gently pressing my face into her breasts. Eventually, she allowed me to steal little caresses under her sweater. Each little discovery egged me on to further exploration. Within a month, she began taking my head in her lap after a spanking, play or real, opening her blouse and brassiere, and suckling me while stroking me with her other hand. On my seventeenth birthday, while she was nursing me after a long play spanking, Melissa told me she planned to keep putting me over her knee right up through college and into my college years.

By the time I graduated from high school, Melissa had already graduated from college, taken a job in the local library, and moved into her own apartment. I attended a local college so I could be nearby. And for the next four years, my mom thought I got home from college at 6:00 every night because I was busy studing. While I did generally study til 5, I usually headed straight to Melissa's apartment after that for an hour of our games.

In the fall of my freshman year, Melissa got me to kneel between her legs on the floor (while she continued sitting on the bed). At first, she had me kiss her upper thighs. But slowly she guided my head forward, opening her thighs all the way before clamping them tightly around my face. While I didn't know exactly what to do, I certainly made up by sucking and licking vigorously for the next twenty minutes until my entire face was smeared with her juices. Apparently, I must have done something right because she moaned and signed and told me all sorts of sexy things she was planning on doing later that weekend.

After a while, Melissa released my head from her thighs, lay back all the way on the bed, and pulled me up on top of her. She then guided me into her and I found myself making love for the first time. As I thrust into her, she reached around with one hand and gently spanked me. With the sensations in front and the spanking behind (and all sorts of promises of what would happen at bedtime), I soon reached an orgasm and collapsed into Melissa's arms.

I eventually had the chance to return Melissa's attention by putting her over my lap and spanking her while fingering her until she begged me to make love to her. We were married two months after I graduated from college. Both families were delighted. And at her bridal shower beforehand, Mrs. Dobson gave Melissa a new hairbrush with a big flat back. Since I wan't there, I don't know exactly what happened. But Melissa told me she exchanged knowing winks with both her mom and mine when she unwrapped that present.


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