Chapter 4

About that last night--although only eighteen, I would have sworn only had one more fuck in me before requiring some much needed sleep. Alice insisted that I bestow it upon her sexual tutor, Denise, and I did so, but only after we engaged in an oral threesome which served to revive my slumbrous shaft.

It was Denise who set the scene for our salubrious sexual gyrations by having Alice recline on her back while I knelt behind her head and fed my cock to her oh so succulent mouth. Not to be left out, Denise got on hands and knees and attacked Alice's juicy cunt.

As I settled over Alice's face, I felt her nose and cheeks sliding across my wet, tumescent shaft, and then the indescribable sensation as she enveloped my cock with several "Gluck, gluck" sounds.

I reached down and tweaked her stiffened nipples, alternating between them. Her lean stomach quivered in response. I never knew if I caused it or if Denise's feverishly dancing tongue on her sex was responsible.

"Cum for us, Alice," Denise crowed triumphantly.

I could almost sense the stirring of Alice's orgasm building in my own prick as several sharp pangs of pleasure racked her lithe body from Denise's talented mouth as it worked on her cunt.

My cock slipped from Alice's mouth as she moaned, "Oh, yeah--fuck me with your nose!"

That made little sense to me, other than she had a side to her that was just coming out. Then too, Alice was hardly coherent as her orgasm rushed in on her, causing her to writhe and tremble while chanting, "Yes, yes, yes, yes!"

Denise, knowing what the other woman wanted, intensified her efforts, sucking harder at her clit, using her fingers to pummel the teen's cunt until poor Alice was enveloped in a series of mind-boggling spasms. It was an orgasm like no other.

Denise allowed Alice to rest, occasionally stroking my shaft ensuring that it remained fully engorged and ready for use. Alice dozed off, snoring ever so softly.

One never knows when one will say something that is profound; nor does one know when one will say something equally stupid; especially when one is just eighteen. At any rate I chose that particular moment to ask what turned out to be one of the most important questions of my life.

Kissing each of her hands, I asked: "Denise, my love, I appreciate all that you've done for me. Tell me, what can I do to pleasure you more than anyone else?"

I heard her gasp at the question. Alice came out of her fugue-like state and went wide-eyed at Denise's response.

"I ... I've never been asked a question like that before, Donald."

I apologized immediately, only to be hushed and told to allow her a moment to answer.

My hands were now manipulating her breasts. Her nipples had stiffened and grown to full size, and as she replied I absentmindedly flicked them and rolled them while I absorbed her words for all time.

"I can't believe that someone so young would think to ask such a ... such a profound question."

"Well, I didn't..." Denise didn't let me finish, interrupting to say, "For starters you can listen to my verbal responses. I ... I can't say for certain what they will be, or have been in the past. When I'm really excited and on the edge of cumming I have no idea of what I say, nor do I remember after."

"I've heard you say things like, 'faster, or harder, '" I offered. Off to my right, I saw Alice nodded her head in agreement.

"Exactly, and I think you try to follow those requests."

"I do," I said. "I really want to please you, Denise," and to illustrate my point, I left off her right breast and slid my hand between her thighs. She was already wet and ready for me. I lifted her up into my lap and began to play with her pussy and clit. As she got wetter, my fingers went deeper and pressed harder. A light stream of pussy juice was now flowing down my fingertips and into her panties and shorts.

"Cum for me, Darling," I whispered.

Denise moaned and came. Moments later, intent on repaying me, she removed my hand from between her legs and took my rubbery cock in hand and began jerking me off.

She stopped before I erupted and after about a minute said: "You asked me a serious question before."

"Yes," I said.

"I didn't answer you completely."

"Oh?"

"The male should ask the woman what she wants. He should ask at an opportune moment, close to her orgasm. I believe that all women will answer honestly at that time. At any other time such questions will be met with dishonesty as often as truthfully. It's our nature to deceive the man. Our history has bred it into us. At least I think it has."

"That's it?" I said quietly.

"No, that's not it. Once the woman has told the man what it is that she desires from him, he should strive to give it to her. It might be a simple request, such as kissing her as they fuck. It might be something he finds extreme, and is reluctant to do for her. But if he does as she asks, she is his, forever, no matter what their circumstances."

"I don't understand, Denise. How can she be his forever?"

"Let's assume she's married. He can have her whenever he wants, of course it can't be under impossible circumstances, but in the normal course of events she will make herself available to him and more, she will do things for him most woman won't do for their husbands or lovers."

"What kinds of things?"

"Let me show you, Donnie dearest," suddenly abandoning me and skipped to the closet and rummaged in a small box before returning to me where I reposed on the rumpled sheets. I noticed that Alice was now awake and watching us.

Denise had a shy look on her face as she handed me the lubricant she'd gotten from the box. For the first time I knew what she was up too. Her eyes looked down and I watched her shiver as I opened the lube and poured some onto my palm.

"You've done this before?" I asked gently.

"Gentlemen don't ask such questions, Donald. It only leads to answers one may not want to hear."

"I see," I replied, understanding the implications in her answer. I applied some lubrication to her anus and heard her moan.

Alice moved closer to see what I was doing. "Did that hurt?" she asked, worriedly.

"No, of course not; I'm nervous, that's all."

I lubed my cock and pressed it against her rosy pucker.

"No! Don't you dare do it that way; use your finger first!" Denise said, her voice rising in fear.

I apologized for my stupidity and was relieved to hear her assure me that since it was my first excursion into an anus, it was not the end of the world. "Open me up with one and then two fingers first."

Alice watched dreamily as I introduced my middle finger to the rosy spider web of Denise's anus. Denise returned the favor by tickling my balls.

Moments later, Denise shuddered twice and said, "Donnie, would you add another, please?"

And with Alice's face mere inches away, I introduced my other middle finger to her anus and stretched her further while moving my mouth toward her cunt and sucking hard at the now frothy entrance.

I heard Alice's intake of breath as she saw both fingers prying Denise's asshole wider and wider without causing any apparent distress to Denise.

Denise was moaning with want by the time my second finger slithered into her ass. It was obvious she like anal sex. "Are you still hard?" she asked, reaching back to make certain of it. "Maybe Alice should suck it some."

"Alice?" I said hopefully.

"Oh, yeah, sure, Donnie!" Alice replied, taking me into her mouth and sucking hard.

I studied Denise's lower body, committing her ass to memory and to my surprise, I noted several pronounced, but fading bruises around her anus. I would later conclude that Frank had made them, for it certainly wasn't me. But for all I know she might have acquired them elsewhere. Denise, I would later discover, was something of a slut.

Alice removed me from her mouth, and breathing heavily, said, "You'll never be harder, Donnie, put it in her!"

The second I touched her, Denise began to push back and growl. It was a deep sound, full of things I didn't understand, but I held her hips and my cock as we broached the initial entry. I watched in awe as our bodies struggled against each other and I slowly sank into her asshole.

"Fuck my ass, Donnie!" Denise groaned. "I need to be filled back there!"

I hastened to change position to oblige the lady, leaving the bed and pulling her so that her ass was slightly raised in the air.

"Are you really..." Alice began; her eyes were as wide as I'd ever seen them.

"I ignored Alice and concentrated on Denise.

"Denise, won't that hurt terribly?"

"No, dear, not anymore than when you accepted him into you."

"But--but that's normal. This--this isn't--not at all."

"It hardly hurts when done properly, and Donnie has--as you can see--accomplished that with lubrication and gentle prying with his fingers."

"I'm ready, Donnie," she said, and I lost no time in first thrusting my prick up to the hilt in her cunt, to moisten it. Denise shuddered from the sensations it caused, perhaps she was experiencing another mini-orgasm, perhaps it was only the expectation of what lay ahead, in either case, I didn't care.

Seeing Alice licking her lips, I withdrew and let Alice to touch it before placing my throbbing member against the small orifice that lay gaping open before me.

Even to me it appeared I was attempting to penetrate a formidable fortress, and I had to remind myself that women occasionally passed turds of approximately the same size as men. Obviously, if women could rid themselves of feces that large they should be capable of accepting a cock like mine without too much discomfort.

The first inch was relatively easy. But then Denise cried out, "Stop a moment, Donnie, something's not right.

"What is it?" both Alice and I said at the same time.

"I need to..." Denise started to say, but I was already reaching around to her front and massaging her clit. A moment later I increased the movement of my fingers.

"Oh--oh--OHHHH!" she sighed and came on my fingers. Apparently this caused Denise to relax just enough to allow me further entry. Now I made a decision to back out before delving any further into her shit-chute. On my next foray inward, I heard her grunt and felt her give a convulsive twitch. I shoved hard--and gained a full inch and a half.

Moments later I was fully embedded in her ass and moaning louder than she was. But I'm a little ahead of myself. I truly believe Denise was cumming before I was fully immersed, for she had a pillow stuffed in her mouth to quell her screaming--and that was very early on to say the least.

"Does that hurt, Denise?" Alice inquired. I glanced over at Alice. She had two fingers thrust up her twat and one working its way into her asshole. Apparently she wasn't paying any attention to me personally. She was intent on what my cock was doing, and on her own rapidly approaching orgasm as well, but not much else.

It wasn't the first time I'd thought of fucking Alice back there, but for the first time it certainly seemed doable.

"I ... I never thought it, Donnie," she husked.

"Thought what, Dear Denise?"

"You must know that I've done this anal thing before. But I--I never felt like this..."

"Does it really hurt so badly, Denise?" Alice asked a second time.

Denise turned to look at Alice, gave her a warm smile and said, "No, Alice, it doesn't hurt much at all. But he--he's much thicker than my former lover, and it feels like I'm completely filled up with him."

It occurred to me that she meant someone other than Frank had fucked her from behind. I hadn't thought of that possibility at all. Suddenly a new door opened to me on how treacherous a woman could be. They could lie with one man, and then join another after washing themselves carefully. Neither man would know there'd been another inside her just minutes before, or after. I wouldn't have known about Denise and Alice had I not watched them through the peep-hole. Well, Denise knew I was watching, hadn't she? Of course, she had covered the hole the one time and opened it another, wanting me to see them. How was a man to know if a woman had just been with another woman; a subtle change in their perfume? Hardly. If they were careful, and most women are that, then the man hasn't a clue, unless he stumbles over them somehow, or they want him to know.

Somewhat angered by this discovery, I renewed my ass fucking and began rubbing her clitoris as well and soon had Denise huffing that she was going to cum from it.

With each subsequent thrust Denise sobbed and her body shook. Then she began to sob and cry, urging me to fuck her harder and faster, which I tried my best to do.

"Are you cumming?" I asked, thinking she surely had to be with the racket she was making.

"YES! GOD ... YES!" she cried joyously as her ass clenched around my prick, and it was all I could do to keep pumping into her. The feeling of her tight sheath around me was exquisite, and brought me a fever pitch. Not to be outdone, Denise kept pushing back at me, yelling for me to go harder, in fact she actually urged me "to analize her. In my semi-confused state I thought she'd said analyzing and had to ask her why she'd used that word to describe what we'd done. That had her laughing for several minutes, before she gained control and explained exactly what she'd said and what it meant. Then I was laughing with her.

I used the next few minutes to tell her she was beautiful, that I adored every part of her body, and that she was much to kind to me. Alice, still fingering herself, nodded continuously, as if it were she that I was whispering the tender words too.

Both women seemed to love each and every word I uttered. And I improved as I went on, saying things about having to kiss and fondle her everywhere to show my appreciation. Denise's eyes sparkled with what I took to be love, and she allowed me to do as I wished with her. Pushing myself down the bed, I applied my lips and tongue to her slippery cunt, still wet with excitement. I also renewed my acquaintance with her delightful clit, and fingered her using three, then four fingers and finally sent my thumb into her gaping asshole.

Denise humped my face and after several delightful minutes discharged copiously into my mouth and face, causing me to sputter my thanks. While she shrieked with laughter, delighted that I'd made her 'shoot like a man!'

I turned my attention to Alice and went down on her as I had with Denise. She came quickly, but did not spurt any discharge.

Denise cleaned my member off with a washcloth and the three of us lay entwined for a while, and then Denise began laughing crazily, and then made perfect sense by saying: "It's your turn, Alice. Let Donnie mount you now."

I kneeled on the edge of the bed. A serious look came across Alice's face and I wondered if she had realized how bizarre things had got. I truly expected her to change her mind and demand that I take her home. But, true to femininity everywhere, she surprised me by smiling at me while running her fingers over the pussy that I'd just munched away at for fifteen or so minutes.

"All right," she said. And that was that.

For some unknown reason I felt a desperate need to taste Alice's backside before penetrating it. I took hold of her legs and pulled her back toward me. I was kneeling on the floor; my face now level with her cunt. I reached forward and stroked my hands up the inside of her smooth thighs.

"Do you like what you see?"

"Very much, Alice."

"What does it make you want to do?"

"Don't you mean, what am I going to do?"

There was no answer, but I heard her sigh, and realized that she and Denise were kissing. Undeterred, I rubbed my thumbs ever so lightly against the bone of her pelvis while I applied a series of soft kisses to her thighs.

After a minute or more of this combined with Denise's kisses, poor Alice was aflame with lust and had her hand between her legs so that she could rub her clitoris. I commenced to shift my thumbs to her asshole and worked them in, stretching her as I had with Denise earlier, and met no resistance from Alice at all.

I began kissing her anus, then moved to sucking and licking away at it, while Alice wriggled her ass from the delightful sensations I was causing.

"Are you almost ready, Donald?" Denise cooed, having broken off her kissing with Alice.

"Getting there, getting there," I replied.

"He's kissing my ass," Alice said, then giggled, "I never thought I'd actually have somebody do it, you know? I mean, it's an expression you hear every day, but..."

I stuck my tongue into her ass.

"OH! OHMYGOD!"

"Are you tonguing her, Donnie?" Denise said quickly. There was an excitement in her voice that hadn't been there through all of our previous sex.

"Mmmm, yes, why, am I not supposed too?"

She laughed wantonly, and said, "You are the naughtiest boy! You keep surprising me."

"Isn't he though?" Alice added gyrating her rear as fast as any stripper I've come across in the years since.

I decided it was time to fuck her there, and sent a finger into her backside. Alice didn't make a sound, but her ass was quivering. I decided she was opened enough to try entering and guided my cock to her entrance and gave a shove.

"UGH!" she gasped, but that was the only sound she made as I maneuvered my way inside her anus.

I gave another shove and found myself fairly well embedded in her ass.

Actually, I had less trouble entering Alice's ass than I'd had with Denise. Alice was an inch or so taller than Denise, but other than that I couldn't fathom why she was less troublesome than the more anally experienced woman, but that's the way it was.

She began moving, rotating her hips just slightly. It felt very exquisite. My mouth had left her anus nice and wet, and as I burrowed into her I couldn't resist feeling her thighs and breasts from behind. I pulled out, slid my cock down and allowed the head to rest against the lips of her sex. Alice moaned loudly, "Yeah, oh, yeah ... put it in!"

I moved to comply, but Denise intervened. "No don't do that!" she warned.

"What's the matter?" I asked.

"You don't go from anal to vaginal, Donnie. It's dirty--I mean, really dirty. You can transport fecal matter into her vagina and cause all sorts of problems. One must take care in these matters. One must..." She paused trying to think of an acceptable explanation.

"We understand," Alice said, answering for both of us.

I placed my cock back at her anal entrance.

"Slowly. Very slowly," Alice said as I reentered her asshole.

I did as she asked, slowly allowing the head to be sucked in by the desire of her anus. When it was in, she told me to remain still, and began rotating her hips. The feeling was superb.

I pushed again, just a bit. She moved. I pushed. Before long, I could feel her ass cheeks against my belly.

"Now, baby, I'm going to fuck you hard," I said. But first I tried to get in a better position to do so, and exited her then repositioned myself and reentered her.

"Feels good," Alice chirped.

Denise was milking Alice's breasts and she seemed to like it. I made a point to remind myself to try that with her another time—and did with wonderful results.

But I digress, I began fucking Alice, deliberately changing the angle of my thrusts.

"Oh yeah! That's it! That's it! Fuck me, Donnie!"

Seeing that Denise was no longer playing with Alice's breasts, I reached around with a hand and gave one a nice squeeze.

"That's nice, baby!" she cooed.

I increased the pace of my fucking.

Alice prattled, "Oh, baby ... you ... are ... something ... OH, OH, OH!"

Denise was rubbing Alice's clit harder than I would have dared too, and I filed that away for future reference.

Alice was shuddering and crowing, "Oh, yes, I'm going to come. Fuck me. Let's come together."

I felt her body jerk under me and told her that I was going to fill her ass with my cum.

The innocent girl I'd lured to my home with Denise evaporated into thin air to be replaced by a wanton, lovely slut who was suddenly screaming, "Let your cock burst inside of me, baby ... Let me feel that hot juice scald my asshole!"

I felt as if I'd melt and erupt at the same time.

Denise implored us, "Cum for me guys,"

Alice ground her ass into me.

I spewed my load inside of her as my cock tingled and burned as never before. I came and came until I fell forward, still jerking with after-spasms, completely drained.

We deposited the well fucked, former virgin at her front door at a quarter after eleven that morning. Alice's mother gave her daughter a careful examination, although she never touched her, but Alice, having been coached on how to behave so as to pass detection followed her cues to perfection and went to her room without any further scrutiny from her mother.

I should add that while Alice and I continued fucking one another's brains out for the next two months, we ultimately went off to college, she to Wellesley, and I to Georgia. We met again some twelve years later and resumed our lovemaking as often as she could get away from her husband. Alice had developed the most magnificent ass I've had the pleasure of plowing. I mention this only because she admitted that she was 'starved for affection in her bum, ' as she put it. I did my very best to feed her in that regard.

I'd rather not delineate each and every instance Denise and I lay together; instead I will keep to those times when something of import occurred; and nothing more important happened than night in her room, with her wedding looming just six days away.

Denise was seated on a settee using a new vibrator; she glanced up and saw me watching, then she eyed my bulging cock, still in my pants and felt compelled to say, "You don't always get to my special places, Donald. I'm sorry, you try, but you just don't."

"How can I do that, dearest Denise?" I was certainly willing and eager to try.

"Take those clothes off for starters," she laughed. Already nude herself, Denise said, "I have a new position for us to try."

I never questioned her matter of fact like statements. She was older and more experienced than I. I was her devoted slave in matters of love, and or sex.

"Donnie darling, you're going to love this. You can lie with that lovely cock of yours up to the hilt in my slippery pussy." She moved quickly to her bed and lay down. "Here, lie down by my right side—on your side." Denise rolled onto her back, as I climbed up beside her, then threw her right leg over my hips. "Now bend your knees ... yes, like that, and now raise your right leg."

When this was done, Denise placed her left thigh between mine, and then somehow twisted herself so that her ass was aligned with the head of my cock. I figured I was in for another ass fuck, but that wasn't the case at all, for Denise then took my cock in hand and brought it to her cunt and sent it in. "Give it a good shove, love," she said and giggled at the rhyming of her words.

One thrust later I was complexly housed inside her. "And now," she said, "we'll take it nice and easy. We can go on, or just cuddle. Are you comfortable?"

"Yes, I am!" I happily replied.

"I am too, my darling, boy. Now just stay still for a moment I want to have a talk with you. First, I want to thank you for allowing me to have my way with your adorable, Alice. Were there more time, I would ask that we do it again, but my wedding will be here before we know it, and I can't spare a minute other than these precious few with you.

"I hope I've contributed enough to make you a model lover. You know, you're already superior to most men, and with more practice you shall be among the finest lovers a woman might have."

"That's a wonderful complement, dearest Denise."

"No, no, you are deserving of every word of praise I lavish on you. I love that you show great discretion and see certain things sexual funny. That's as it should be. Sex is a fun thing. Two people sharing themselves with one another. I have no doubt that women will find you a favorite personage, welcome in many a bed.

"Remember, discretion is the key to success with us. Alas, so few men understand this. Now, it's important that you understand that we cannot continue indefinitely. After the wedding, well Frank and I will be together more often than not. Life has a way of separating people, you know? And while I realize that family circumstances will throw us together on occasion--I want you to know that you will always be welcome between my legs and elsewhere--it won't always be possible to find the time or place to get together."

"Why are you going on like this, Denise?"

"Oh, I guess it's my way of telling you to seek other outlets for your considerable sexual prowess."

"I've got Alice!"

"Think ahead, Donald. You'll be off to college soon, and new adventures. Alice will also be off to school, and bear in mind it will be a different school. Life will grab you by the balls, Donnie. It will take you to places you never dreamed of. You are special, you're extremely intelligent, and see things in people that others miss. Your family has some money, and that will certainly open some doors that your talents might be unable too. But most of all, you will find women wanting to help you in any way they can.

"Now, on that note, I have one important piece of advice to give you regarding your next few lovers--let them all think, at least at first, that they are your first woman. This almost assuredly increases their satisfaction, and probably yours as well, as they will strive to make the experience memorable for you. I have my own reasons for your taking this course of action. Once a woman knows you've lain with another, they will be relentless to discover who preceded them in your arms. You may think of a lie and momentarily deceive them, but they will persist, and keep after you until you contradict yourself and they ferret out the truth."

"I understand, Denise, my first love," I said and kissed her, while thinking of Miss Ginger, my true first love. Yes, I understood all too well. Silently, I thanked Denise for helping me understand to some extent, the wiles and wants of the feminine mind.

"And now, Donald, now that you know where it is, please be a dear and rub that middle finger of yours over my clit while you slowly move your hips."

I was happy to oblige, and did.

The following day my sister, Maureen returned home from college, ostensibly to be maid-of-honor at Denise and Uncle Frank's wedding. Maureen brought a boyfriend with her. His name was Barney, and he seemed a nice guy as far as I was concerned.

A dinner party was arranged with the immediate family members, i.e., Maureen and Barney, Ashley and her date, a gawky seventeen year old, named Kenny, mother, Denise and me. Frank was still out of town, but would be arriving in three days, with the wedding itself scheduled for Saturday.

It occurred to me that my sister, having brought a date for the wedding, and with almost a week before the wedding itself, was paying little attention to him. I made a note to ask Denise about this at the earliest opportunity, as it seemed to have some significance in female behavior, but I couldn't put a finger on it. I recall thinking that Maureen should be showing him off--she wasn't--or at the very least, I felt she should be fawning over him if for no other reason than to make her sister jealous. But she all but ignored poor Barney, who tried to make conversation with my mother and younger sister, Ashley, while continuously glancing at Maureen like a banished puppy.

I wouldn't have placed all that much significance to her actions if we hadn't run into several of Maureen's former high school classmates after dinner at a local hangout where we stopped off for a drink.

With more than a little instigation from Maureen, each of them took a turn at flirting with me. Denise ignored both me and them, not wanting to call attention to her special interest in me. She had cautioned me earlier about my behavior, especially if I had a drink or two, and I used that advice to flirt right back at Mo's friends.

One girl, whose name I believe was Tanya, made it a point to rub her breast against me on two occasions, once while getting up to go to the powder room, and again on getting up to dance with one of the other girls.

I caught Maureen glancing at my crotch for any telltale evidence that Tanya might have excited me. I made sure she wasn't disappointed. And on leaving, Maureen accidently fell into me, and not Barney, who was standing next to me. I caught her and managed to grasp one of her breasts. I held it a second longer than necessary and was surprised to have her thank me for my chivalry.

We made it home, and my mother and Denise said goodnight to us. Us, meaning Ashley, Maureen, Barney and me. Ashley's date had been dropped off at his door after kissing my younger sister on the cheek.