Instruction to Practice

     There had not been an inquiry to our "Mentor" from her "Student-son" for some time...since their so-called test week some time ago.  School was almost over for the year and SHE was wondering, had he found a girlfriend.  She kind of hoped not as with him knowing and experienced sex, she thought it way too early in his life for a commitment, let alone an "accident."  

      On the other side, he too realized it had been some time since he had had a "lesson" from her due to he was busy with school work and helping his dad on the farms.  He had listened to those older boys at school talk about "butt-screwing" girls and he thought it was a foul subject, seeing he had so much fun and satisfaction learning from Mom....and seeing and touching her nude body, something he had fantasized about for some time, then experienced it and then wanted more, thus the almost begging for instruction at first, how would he bring this subject up to her?

       The Mentor of this pair wondered too is his interest had waned, surely not with a boy in his late teens, she also began to miss his questions and his advances when she realized on her end, his Dad, her main man, was not performing as he had in younger years.  She recalled she was very tentative, almost reluctant to engage with him in intimacy, but she had needs hidden a bit deeper than his.  Driving home from shopping one day, she came to the conclusion she really did miss their sexual interaction, fond memories of that "Final Test" week came flooding back, bringing her to rub her hand between her spread legs as she drove the road to their farmhouse.  A smile lightened her face as she recalled his serious request to stop the pain of his brutal erection...a fond tear came to her eyes as she responded that afternoon by letting herself throw caution to the wind and letting him enter her while she was still almost fully clothed...that action on her part eased her trepidations and later many of his questions were answered as they grew to enjoy each other.   There again, the two seemingly parallel rail tracks that do seem to meet on the horizon.   She thought it strange what she was so afraid of at first, now she wondered why it wasn't happening with more regularity. Once that realm is entered, it's difficult to go back.

        Meanwhile,  our student was thinking about a subject he was afraid to bring up with her.  Yes, he heard the older boys brag about it, so he went yet again to library and found that section hidden away from sight where more explicit anatomy books were stored.  It took some exploring, but during his study hall time he spent a few minutes a day perusing the subject of yes, anal entry sex!  Looking at the few photos and several drawings, he was quite turned on about it, and he paid rapt attention to the preparation the female should do before the act.  He pondered how he could bring this subject to the forefront with, yes, his Mom!  Surely, he thought she must have experienced it in her life.  He remembered how no request yet had been denied.  Our young student placed the book back on the shelf, but had to stay in that secluded section for a bit as he had generated and erection while looking at the book and thinking about suggesting this act with his "mentor."

         At home, other than a kiss and hug, the two admired each other at more than arm's length, he because he was plotting his next move, and she wondering if a move was happening soon....how things can change.   The two still had their signal, she removing that old pair of panties from his dresser drawer when she had the time and/or urge for a session.  One particular afternoon in late spring, our boy was going to take an early shower and go to a school baseball game...he opened his dresser drawer to get clean underwear and here were that pair of panties!  Not folded neatly on the side with his handkerchiefs,  but spread open over his underwear...they were almost yelling at him...we are overdue for sex!   Or so it seemed after an extended period since their last encounter.   Hmmmm, he thought and he bunched them up in his hand, now might be the time to bring up the subject of anal entry with her! 

        Our boy slowly ventured thru the house and saw her at the kitchen sink preparing the evening's meal...he sauntered up behind her, of course admiring her wide behind in an old "everyday dress," nothing suggestive about it other than what he knew was concealed under it...something he had grown to desire over and above what the girls his age show....they just didn't possess that soft, mature allure.  He placed his hands on the pronounced flare of her waist to hips transition...of course his hands moved to her belly, causing her to wisely lay down the knife he had in hand and lean back toward him, welcoming finally some attention from him, so different they both thought of their first meetings on a "carnal" level.  She even took his hands and affixed them tighter around her. With her hands on his he moved over her belly paunch and felt the groove that transitioned those large, soft thighs that sprang forth below her hips.  He had sure grown to appreciate those legs...so long and slender below the knees, so inviting above, even with some signs of time showing, some cellulite and ripples, just showing the time & experience she had and hard work done.  She turned around to face him, her arms around his neck, pulling his lips to hers offering quickly an open-mouth kiss that seemed to last minutes as his hands roamed over her body.   

       "I was beginning to think I was being neglected," she whispered in his ear,  " it's been a while since that busy week we had during spring break."

       "I know," he answered, "I concentrated on school like you tell me all the time, but I sure re-live our time together..."

       "I'm glad I haven't been forgotten," she offered, "Is there anything I can help you with now?"

        He nervously shuffled his feet and said, "Yes, there is....I, I, I, was wondering if maybe sometime soon we might....you know...maybe do it in your No, no hole?"   He braced himself for a negative response, almost wishing he hadn't mentioned.

        Upon hearing his request, a shiver ran up and down her spine, her pussy twitched and her whole body shook from her head to toes in an instant...she thought this request would arrive someday, just not so soon in their string of encounters.  She turned back to her food prep at the sink, now facing away from him.  "Are you sure you want to try that?" she asked, "It is so frowned upon, but I guess with you and I, nobody will ever know, right?  Also, do you know it takes some time to prepare on my part, understand?"

         "Oh, I know it does, I've found some info about it of you have to do.  And of course, nobody knows of our sharing each other.  It just seems so exciting to experience, not that what you have shown me so far isn't.  

          The Mentor stayed quiet for a bit...her mind racing back to an almost forgotten time when she and her main man were quite younger, they had clumsily tried the anal act and almost abandoned it until she found the right products to prepare for it....yes, they did a time or two, but just too much time was involved, but now was different, she had more time and what she and her young student/son had done so far had brought her renewed joy in the act after a few years of declining performance by her main man.  In a short time she actually was glad he had brought it up to her as she fondly recalled the prep was worth the result.

          She turned to face her charge once again with a wry smile....."Sure, we can try that," she agreed, "You said you know what is involved on my part.....Hah, I know you will be ready in heartbeat.  We will need to do it before you start your summer job, now that school is almost out.   Give me those panties you have in your pocket, they will be back in your drawer with a special sign when I'm ready, OK?"

          He, of course agreed, thinking to himself it was almost too easy....a smile spread across his face thinking back to that afternoon at his desk with a painful erection got this chain of events rolling.  What had started with he thought a one-off encounter, slowly blossomed with his request for further "involvements" as she too began to enjoy the role of "mentor" sexually to her son.   Their roles slowly being examples of his wants filling her longing needs.  He was so glad he had discovered those special textbooks in the school library, other than experiencing the actual act he was better informed than those boys at school that bragged of their conquests of all kinds.  

           As they parted ways, she admonished him saying, "You better study hard for those finals, this will require good grades on your part for me to participate."

           "I'll get started right now," he agreed.

            Finals week came and went, the last two days of the school year arrived, and his report card showed good improvement....he showed his mentor his proud achievement.   She smiled and said, "Your lucky day is tomorrow, your father will be with a couple neighbors at a tractor demonstration and won't be home until after suppertime,  we have all afternoon to ourselves!" 

             Our young fellow went to school a half-day that morning, she had all morning to prepare...she had looked and looked and finally found the little kit of prep items she had saved all this long time....  an old enema bag, some small tubes of unopened lubricant, and.....two things that made her shake in anticipation...a pair of butt plugs !  Relieved at having found the "kit," she quickly did her morning house chores, bid her main man farewell for the day and began to go thru the prep mode, but first she felt the need to trim her pubes back some as the younger man enjoyed...then got in the shower to clean up in and out!  As she went thru the regimens, she felt it almost strange that she was actually looking forward to what was at one time foul, forbidden act...she wanted to appear at her best, quite a switch in a few months from that hasty, clumsy first encounter with her pleading son.  While she soaked and "expelled" in the shower, she also used up several samples of hair care and body care samples she had collected.   She thought she best appear and be scented at her best.   Finally after deeming herself "evacuated," she stepped out of the shower, a rare morning one.  As she dried off she looked in the mirror at herself, took a long look at her legs, those slender calves and a side view of her long, ample thighs...rubbing her hand over the gentle bulging curve the front flesh made from her hips,  her somewhat prominent belly, then she turned to see the wide pair of butt  cheeks she possessed.  She paused to wonder how a young man could be attracted to such a body, but he sure was, and it made her oddly proud...the next thing she turned toward the mirror to check her breasts, modest as they were the bit of sag and prominent nipples made them attractive....All dried off, she turned her attention to her face, she thought a bit more "paint" than normal was  in order for the day to add a bit to her perceived "plain" appearance.   All of a sudden she remembered the most important part...the plug!   She quickly grabbed it and the lube and lay on her back,  treated the plug with a liberal amount of slick 'em and boldly worked it into her long dormant anal orifice.   She took her time working it in and finally it entered.   An odd calm overcame her body as she settled down to wait for the afternoon dressed only in a pair of panties and an old but, unused shorty nightgown from long ago.  A lightweight robe too was donned to conceal her from his roaming eyes when he arrived home from the last day of school. The last thing she did was take that old pair of panties to his desk, spread them out and place the spare "plug" for him to see when he got home.

      At school our student was kept occupied by fun and frivolity by his unknowing friends, even was invited to a swim part, but declined, as he had something better to do...experience a woman as opposed to just looking at a few girls.   A couple friends with a car dropped him off at home, and now alone began to really look forward to the afternoon.   She had prepared him a simple lunch, that he quickly devoured with her standing by him...when he was done she took the plate away, with him announcing, "I'm gonna go take a shower, OK?"

       "That will be fine," she agreed, "And don't put too many clothes on after."

         He looked at his desk and gasped!  There was the signal, the old panties and his first look at a real butt plug....he touched it, held it in his hand and turned it around, thinking soon he will be removing one for reals from a somewhat stretched anus...his mentor/Mom!   He showered quickly, his mind racing at what was soon to be at hand.  After drying off, he put on a pair of thin running shorts, no underwear.   He slowly made way to his folk's bedroom, bed was wide open, she stood at the foot, now only clad in the old, short, spaghetti-strapped, knee length gown.  Another first, it was so thin and the light was behind her, he saw no bra or panties....she demurely coaxed him towards her,  he noticed she looked almost radiant with a bit more make-up than usual, her arms reached around him, his too around her shoulders, the kissed and things stalled for a few seconds like they had forgotten the "script."   

          Sure, both were on the tracks to somewhere they hadn't ever been together anyways.  Both knew the destination, but the route was untested...she invited him to lie down with her side by side...his hands felt those wonderful thick thighs of hers, her hip and soon her unfettered breasts.   She continued to kiss his face and nibble at his ears, her warm breath turning him on even more...what a change from that first day on the edge of his brother's bed when both were at a loss.  Now they both knew the goal.    His left hand found her belly and soon dipped down to her pubic area....he noticed she had trimmed again.  He ran his finger thru the now manageable pelt.

           "I thought you would like it if I thinned that out some more," she commented.

            Before he could answer, she got up on her hands and knees and directed him behind her...."Let's move on, I so excited," she blurted out, " bare my behind so you can experience what I have done for you!"

             Our young man removed his shorts, then moved here skimpy gown off of her behind and up her back...exposing her fine wide, soft, pale buttocks....he felt them from cleavage to hips, his erection no at full salute.  She spread her knees a bit and there he saw it....a plug inserted in her anus to dilate it for his entry.  He was at a loss as to what to do...she said, "Slowly work that plug out, not too fast then wipe the lube off on your knob.."  He slowly complied, his eyes affixed on her slightly open anal muscle ...another first!  He slowly slathered the excess lube off the plug and onto the end of his prominent erection. "Move forward to me so your knob is at my vent....slowly let it touch me with a little more force each time," she instructed.

               This  was almost beyond hs comprehension, he was being now ordered to enter her with his dick , had he had too big of an idea too soon in his sexual journey?  She too, at his instant was wondering if she too had agreed to something too quickly.  But, they both persevered,  and soon his knob disappeared into her...."Slowly again for a bit," she suggested, readying herself for possible pain with full insertion....it had been years since she had done this.  Meanwhile our student watched with awe has his fledging manhood entered her forbidden orifice.  Was this really happening?  He watched her ass shake and move with his strokes,  she began to moan a bit and even stifle a yelp or two and pleasure overcame and discomfort on her part.  

            Suddenly, she said, "Stop, I want to see you, let me get on my back!"

            Our student reluctantly pulled his tool out of its play tunnel and let her re-position telling her, "I want to see you too, I love to watch your tits, see your pussy and feel and kiss you!"

            She pulled her legs back with her hands under her knees, even requesting a pillow placed under her lower back...he then had the added thrill of watching himself re-insert into her a second, much easier time.   Everything looked and felt better and she sounded off with grunts, groans yelps of encouragement....almost screaming out, "That's the way I remember it...don't slow down," she admonished.  

             All this verbal and visible stimulus caused of course, plus he got to massage the back side her thighs like a baker kneading dough, helped  him to get to the point of bursting....he warned her, she was ready...there it went, his stream exiting his steel like pipe into her tender conduit...what with a view of her face, her bust, belly and pussy, it was truly beyond his expectations!!  "Oh, let it go, let it go!" She screamed. "you worked so hard for this, enjoy it like I am!"

            Quivering in ecstasy, he kept stroking until his erection began to soften...he stopped to watch as he slowly extricated it from its tight confines.  She relaxed her legs so her feet were back on the bed...he watched as a bit of his deposit slowly appeared at her still slightly agape sphincter...he also saw a last bit drip from his penis...to seal the deal, they both placed fingers to retrieve the excess, then exchanged fingers to each other's mouths!   Funny how those parallel rail tracks seem to meet at opportune moments. They now lay on their sides facing one another, their mouths met and they exchanged tongues...  seemingly not wanting this encounter to end.   

             Our "Instructor/Mom" spoke first...her eyes slowly scanning his face, "Thank you so much for re-igniting my interest in sex, as it was fading so...slowly brought back to life that day you were in pain, you claimed, it took a while with you requests, but I'm glad you had the idea...just now was sure a great time, yes it will continue as our secret!"

             Our student likewise expressed his pleasure, "I know it was a crazy gamble of a start for me, and thanks for playing along with my asking for demonstrations of things I have been curious about and satisfying my curiosities about your body in particular and women's in general.  You've made me feel like I think a man should, and yes,  our secret!"  

            "Please don't get up and leave me yet, we still have plenty time...I want you to hold me for a while and please don't go if I might doze off," she requested.

            "I'll be right here," he assured her.

              Quickly, her eyes closed, she was tired...his mind began to relive the last few months.  It began with that plaintiff plea for relief from a "painful" erection, then a few days later a more natural encounter...then progressing to her demonstrating oral on him, then he performing oral on her, then finally that few days when together they reviewed all they had done capped by a 'Doggie" adventure.   All that culminating in what was until today a far-off dream....an actual anal experience he asked for and surprisingly received! All this from a reluctant partner that soon became a willing tutor and participant...his loving, nurturing...somewhat sexually un-fulfilled....yes, Mom.   

              Our mentor had turned away from her student and he didn't see she had awakened...she stayed silent, her mind now reviewing the past happenings....she told herself to be glad she had agreed to their original exploratory act....then agreeing to more ventures that awakened and re-kindled her zest for sex with now a progeny of her and her main man...she still had needs...the son had wants and curiosities....who better to demonstrate than her, she rationalized.  Besides that, she surely enjoyed the fact the young one was quite enthralled with her body...late middle-aged as it was....she was once again perhaps proud of her modest bust with a bit of sag, with prominent bright pink nipples, ample hips and large inviting thighs, not to mention her once more useful, hairy when she wanted it to be, pussy!!  The parallel tracks yet again.

              Our guy was now lying on his back, she turned to her back smiled at him while noticing his penis was just asking for stimulation...her right hand reached for it and began to fondle it, of course causing it to stiffen right before her eyes...a new experience for her...he watched, letting his right hand now explore her thigh, just as he daydreamed of doing for quite some years, even....their lips found each other soon and she to his surprise mentioned...."It would sure be a shame to let this opportunity pass, our first double dip, what do you think?"

              Out of extreme surprise he had to agree, "For sure, that would sure be something!  I miss your pussy."  In short time his mouth found her left nipple, and his hand ventured down her torso...a move that he had used a couple times now that caused her legs to spread.  Again, recalling what those older guys around school bragged about doing.  Oh, how he enjoyed sucking on her breasts, just marveling at their pliability!  She began to coo in delight, even more so as his hand found her hairy slit and his middle digit parted her vaginal lips.   His mentor then advised him to get up and put some excitement between her legs...he responded quickly, approaching her charms with his rock-hard manhood at the ready!  It slipped in so much easier than into her posterior and hour or so earlier....he was now at home, and she welcomed him!  He glanced down to witness his knob's entry into her...such a fine view to have...he was also quite taken by the ease at which he cold stroke in an out of her...she again relayed her delight also, grabbing firmly at his arms while he watched he bosoms move as his groin bottomed out against hers.....he was able to go a bit longer this second time causing her to ask, "Are you near coming? I sure am," she stated.   

             With that stimulation and thoughts of the earlier interaction, he was more than ready...He got closer to her getting down on his forearms ...he felt close to that charge that courses thru his body when he ejaculates....this was so special, he was on top of her, in her pussy that he had now grown quite fond of...."I'm gonna cum, it feels so good,' he exclaimed, "Wow, twice in one afternoon...I'm so lucky."  

              He continues to pump, she finally had to tell him to stop...he had run himself dry, as it were.  "You can stop now,' she ordered, "let's just enjoy this moment. You have worked hard this afternoon and I'm glad you are pleased!"  

             "I'm so pleased too,  wow having you twice in close succession is a dream come true, you know," he offered.  

             "Oh, you young guys, trying to be so proud of yourselves, I'm just glad to be of service for you," she concurred, "but don't expect this from an older lady all the time...hah, hah."

               With that, their "Afternoon Delight" came to an end...Her thoughts were of the awakening she realized while offering herself to him as instructor, and he was still dumbfounded when he thought back to that day at his desk with an erection she tentatively decided to relieve for him had now grown into a course in sex that he thought he had passed with flying colors!

               Her final words to him, "You have had enough instruction, but....please only "practice" with me for a long while, please."

               "Oh, yes, I'll love to "practice" with you, he said.