What a shocking turn of events has it been for you. Even after being back at work for two weeks, your mind still felt boggled. Even though you thought that the power of alcohol would blot out any memory of you porking you mom, hoping it was a bad dream, it wasn’t the case. Not only did you have to come to terms with what you did, but you also had to deal with the fact that she’s now bearing your child.

On top of all that, that one persona you made during your early years of MILFbanging had broken free of his cage. Knowing that he won’t be locked back up anytime soon, you have no choice but to deal with it. If he was going to be living in your head, you hoped he won’t hijack you like a car. Sometimes, you’d wonder to yourself if you were about to go insane.

With the weekends arriving at last, you could take a big sigh of relief as you were free to vent your mind. Wanting to catch up on some cardio, you decided to take advantage of the nice sunny day and take a jog around CHS’s track. Apart from some slight fixes, it hasn’t changed a whole lot since last time. Ever since Soarin’ and Rainbow Dash got hitched, it’d been rather lonely for you.

“Heh, I remember this place,” MILFlove smirked as poofed out of thin air in a puff of smoke, flipping a coin, “All those years ago, that nice lady gave you a nice smack on your ass.”

“Okay!” you replied, jumping a bit, “One, give me more warning the next time when you’re going to pop up and Two, that was a long time ago.”

“Looks like your memory serves you well. Heh, even that accident didn’t do a dent on it.”

“I much rather not remember that day.” You give your legs a good stretch, “I missed out on much and I loathed being wheelchair-bound.”

“I know that. But hey, at least you got to bang your boss again… not to mention that hot nurse.”

“Yeah, Redheart was something.”

“Heh,” MILFlove took another puff of his cigar and stood up, “she took real good care of ya. I’ll leave you to your jogging. Keep yourself in motion. You’ll need it.” MILFlove fades away with a wave of his hand.

“Thank you, sensei,” You sarcastically quip as you positioned yourself at the start of the track, “He’s going to get on my last goddamn nerves.”

Getting into your stance, you breathed deep before getting into a sprint. You never felt your legs tiring much as you always seemed to be in motion. Such is the life of a fitness nut. But hey, a healthy body and mind go hand in hand. In fact, you liked being quick on your feet, indulging in the adrenaline rush of running. You wanted to go as fast as your legs allow.

As you were on your tenth lap, your eyes caught a glimpse of something that was a mix of cornflower blue and light scarlet. Being able to zip past you, you took it as a challenge. Picking up the pace, you increased your running speed to where you were able to catch up to her. To your surprise, it was none other than another old flame of yours, Windy Whistles. Her body, tits and ass and all, still in their prime. She has aged quite well and with grace. After your lap, you retreated back to the benches to catch your breath.

“Heh, I wonder if you planned on coming here knowing that I’d be there.” You snarked as Windy walked to your side.

“Is that any way to greet an old friend with benefits?” Windy teased as she knelt next to you, “It’s been years, Calc. How’re things going?”

“Between becoming my boss’s right hand, busy working for a decent living, nearly getting splattered in a crash, and burying my father… things have been good as far as I can see,” you answered.

“All business and not much time for fun? You must be feeling quite… stiff right now, hon.”

“Yeah. I came down here to work out all that stress and whatnot. It’s a shame that your daughter and Soarin’ don’t have time for this anymore.” Your dismay causes Windy to brush a hand along your legs. Such a touch from her, it’d been a long since you’ve felt it but good lord does it feel good. “You never lost your touch. Haven’t you, Windy?”

“That’s an understatement, Calc.” Windy moaned, looking at the sight of your rising erection pitching a tent in your pants, “Hmmm, looks like your tool is still excitable as I last remember it.”

“You know me, I’m no slouch, Windy.”

Not by a long shot, bucko! MILFlove laughed.

Hey, how about you shut up! You snapped back, Not a good time right now.

C’mon. She’s feelin’ ya up there.

How about letting me do her in my own time!

“Something wrong there?” Windy asked with concern.

“Oh, nothing,” you answered back, “Just a little exhausted from the running. I’ve been active, but not as much as of late.”

“And it looks like you’re about tapped out. Even fitness nuts like us must know our limits.” Slowly, Windy brought her face close to your ear. The feeling of her breath against your skin felt tantalizing, to say the least, “My hubby is out of town until next week. How about you come back to my place and we can catch up on… old times.”

“Really?”

“Come now. I’ve been eager to see you again after our last encounter.”

The way she sounded… it was flirting if you were familiar with it. Though sly, she wasn’t very subtle. Ever since that one time she smacked you on your ass all those years ago, you’ve come to fondly remember her spunky attitude and one day getting some more from her. Her short hair makes compliments her C-Cup breasts and fine ass, cute, sexy, and youthful for a milf. With a sigh, you ultimately decided to surrender to your instincts.

“Yeah, why the hell not,” you said as you gathered your stuff, “Looks like the sun is about to set a bit. You have something in mind for dinner?”

“That I do.” She sang as you followed her to her car. “I have a feeling you’ll like what I’m making. Chicken parm, the good stuff.”

“Hmmm, now you’re making me hungry.”

Getting in her car, she drove you down the familiar path toward her house. All the while, you kept glossing over her beautiful slim figure. Whether it was by your own compulsion or the other one in your head, it was all the same thoughts. Her perky C-Cup chest orbs, firm ass, slim and slightly muscular figure and her sexy calves, a woman like her must treat her body like a temple. Though such thoughts made you hard, you didn’t even bother to hide it. Windy was no stranger to your johnson in all its glory.

“Heh, I know you want that fine piece of woman there.” MILFlove snickered from the back seat, “I know it and so does she.”

“I wonder if I should’ve made putting a muzzle on you as one of the conditions.” You groaned back.

“What fun would that be? I’m already beginning to enjoy our little exchanges.”

“But you’re making me feel like some mental case.”

“You’ll be getting a lot of that from here on in.”

“Jesus Christ, fuck me running.”

Arriving at her house, apart from what looked to be extra but small space, it still looked the same as it did years ago, inside and outside. But for the inside, there was a set of double doors that led to the extra room. In it was what looked to be a hot tub and all the fixings that usually comes with one. Lord only knows how much sexy time did Windy Whistles spent in that soothing hot bath.

“Looks like you made some additions to your house, Windy,” You remarked as you sat down.

“The hot tub? Oh yeah, we had that set up a couple of months back,” Windy replied as she brought out the ingredients one by one, “Bow wanted something to do with the extra bit of back yard we had and we both agreed on a hot tub. I mean, why not splurge for once in a good while?”

“True. True. I bet you had tons of fun in there.”

“You wouldn’t believe how many times I’ve driven Bow wild in there. Oh, the look on his face when he busts a fat nut. Priceless.”

“Now, you’re getting me all excited.”

“Well, keep that tool in your pants why don’t ya. We’ll get to that soon enough.”

Kicking back on the couch, you breathed deeply as you began to relax. Yet, the imagery of Windy Whistles scrumptious ass bouncing around in your mind caused your cock to twitch about with excitement. As badly as you wanted to whip it out and start spanking your monkey, you were more civilized than that and knew restraint. It’ll have it’s hour soon.

As you were about to close your eyes, the familiar figure of MILFlove, clad in his usual attire, manifested on the adjacent chair. He smoked from his usual cigar while reading what looked to be a newspaper. It seemed that your alter ego tries every attempt to look and act like a douchebag.

“Dude, remember what I said about a little warning?” You internally groaned.

“As I’ve said, only you can see and hear me.” MILFlove nonchalantly remarked, taking another puff, “But that’s not why I’m here this time. I want to discuss the elephant in the room or rather… the sexy hot babe in the other room over there.” Pointing to his right as he folded the newspaper, you drifted your sight to Windy reading from the book as she has all the fixings for dinner out. The jiggle of her ass… maintaining your restraint was quickly becoming a chore.

“Seriously? Listen, I want to take things slow with her. I’m a little winded and-”

“And what? Amigo, listen, she’s obviously shaking her booty on purpose! She’s basically begging you to come over there and get busy with her!” His insistence starts to anger you.

“Listen, you little asshole! You’re already starting to get on my last nerves! Remember, you’re the guest and I’m the homeowner! Got it?!” Your declaration earned only a light snicker from him as he stands up from the seat. He nods as looks on at you.

“Well, you are right in that you’re the homeowner.” MILFlove raises a palm towards you, “But, you got it wrong when you called me a guest. Like it or not, I’m part of your psyche, an instinct of yours. I’m you and you’re me, as fucking cliche as that sounds.” His hand began to glow and as if compelled by some unseen force, you began to stand up. Any attempt to resist was useless. “Plus, I know you want to tap her again. I can see it in your eyes. Furthermore, I’ve been caged up for years and I want to feel a little pleasure damnit.”

“What are you doing?”

“Assuming direct control.”

“...”

“Oh, YOU LYING PIECE OF SHIT!!!”

As MILFlove disappeared, you were puppeteered into the kitchen, stepping softly to avoid alerting Windy. Getting closer and closer to her rear end admittedly made your cock grow even harder. Once close enough, you were compelled to wrap your arms around her midsection and wedge your clothed member between her buttcheeks. She gasped in surprise from the sudden touch and groping yet a moan of pleasure escaped her lips.

“Got a little impatient, didn’t ya, buddy?” She moaned as you slipped one hand under her shirt and bra and the other under her shorts and panties. If she wasn’t sweaty down there, you could definitely feel her getting wet over the sensation, “Ohlordyes! You haven’t lost your touch one bit.”

“Only refined it, Mrs. Whistles,” you purred as you held her tighter, “God damn it! I... can’t… MILFlove! Fuck you!

“Nah, I don’t swing that way. Come on, the only way I’ll let go of the reins is if you would just surrender to the moment.”

“Asshole!”

“Hey stud, how about we wash up before we have dinner? Give it to me, hot with sweat in the shower.” Windy moans as you were compelled to drag her to the bathroom.

Once there and the door was locked and shut, all bets were off. You wasted not a single ounce of time as you stripped yourself and her of every bit of clothing. Naked and in your natural forms, her bare beauty whittled down your will to resist. Looking at her, your mind became more blinded with lust.

“As I’ve said, if you want me to stop playin’ ya like a fiddle, just surrender willingly to your lust and I’ll set you loose like the horndog you are.”

Hearing your alter ego’s words, you realized there was no way out other than to let loose. In all honesty, there were times where you yearned to tango with Windy Whistles once again as she had that bit of energy that reminded you of yourself. Then and there, your dick made your decision for you.

“Heh, I knew you’d think with your dick at this point. Go on, go hog wild on her! Atta boy!”

Feeling the reins being lifted, you at that point where you didn’t care about your previous inner gripes. Her twat was salivating with arousal, begging for the warmth of your dick. Holding her tightly from behind, you slid your thing between her thighs and near her cunt, thrusting back and forth as if you were fucking her in the ass. Her firm thighs provided the right amount of friction to keep you enjoying it. Even her moans, the oh-so familiar audio cue, said as such.

“Oh yes! Oh, how I’ve missed this so much! OH YES! KEEP GOING, CHAMP!!! WHOOOOOO!!!” Windy cheered you on as she got close to her orgasm, “It’s been a while since my last go! Show me what you’ve got!”

“Oh damn, and you’re not even close!” MILFlove remarked, “I wonder how many orgasms she’ll have before you blow your load.”

“Shut… UP!” You yelled internally, “This is my bitch!”

As you went on with your motions, her body tensed up and the herald scream signaled the advent of her blissful release. Even as she rode out her orgasm, you didn’t yield one bit. Oh no, not only were you going to give this woman a proper fucking but you were going to silence the entity inside your head. His influence or not, you were going to fuck Windy Whistles to oblivion.

Turning her around, you gave her a brief but passionate kiss before taking her into the shower. Turning on the hot water, you lathered up a loofah and scrubbed her from tit to toe. In between scrubs, you snuck in a few licks of her snatch, tasting like a light citrus drink. She reveled in your touch as your soap-coated fingers glided across her skin, moaning as if she was going through a dry spell.

“Oh god yes! I missed being touched by your fingers!” Windy breathed, “But I missed your cock even more!” Leaning against the wall, Windy gave her ass a hypnotic jiggle, akin to a ‘come hither’ gesture, “Come on, bad boy! My snatch needs some lovin’!”

“Well now… looks like roun-”

“Ahem! What did I say!”

“Alright, I’ll leave this to you, slick.”

Grabbing onto her hind quarters, you slid your eager rod between her puffy wet folds, still as snug as you remembered. Wet with arousal and shower water, it was easy to slide right in all nice like. In and out, in and out, you pounded away at her cunt as you pelvis smacked against her firm behind, driving you further into your primal lust. Windy, the athletic mother of one of your equally athletic friends, felt good in the sack and her moans are evidence of that.

“Oh yes, Oh please, play with my titties like you wanted to!”

You needed no further instruction as you began to slowly massage her orbs as you rammed away at her. Twiddling her erect nipples between your thumbs and fingers, you drove her further mad as she howled your name with abandon. Though not as big as you were used to, they fit just right in your hands. It felt good to feel her erect nipples brush against your palms as you massaged her supple titflesh.

“Oh god, Windy!” you groaned, “I missed fucking you so bad!” As you forced her further into the wall, you felt her inner walls beginning to tighten around your hardened cock. You knew what it meant and you too felt close, “Damn you’re tight! I’m about to bust a nut!”

“Go ahead, big boy! Empty your nuts in my hole! It’s a champion’s reward!”

Slamming her ass a few more times, your pelvis firmly rested against her cheeks as you pumped a fat load in her quivering snatch. The hot rush of your cum was enough to deal the finishing blow and send her over the edge. You hardly noticed or felt the rush if her lady juices soaking your crotch as the hot shower water sprinkled over your respective forms. But hey, at least it kept the whole thing less messy.

Following the refocusing of your mind after a good fucking, you cleaned both you and Windy off and dried her first. Seeing as how her husband isn’t due back for a while, she suggested the idea of eating dinner in the nude. Though unorthodox to you, you didn’t mind it one bit, a chance for you to bask in the nude without worry and your dong to have some freedom. If it’s to keep MILFlove from annoying you, not a blink came from you and you agreed.

Sitting in the living room again, it took all your willpower not to masturbate at the sight of Windy wearing nothing but an apron. Just seeing her ass jiggle about drove you insane. You wanted nothing more than to stroke it and bust a quick one yet you felt she has something in mind for later on. When she called you into the dining room, the table was set. Time now to sate your hungering stomach.

Thirty minutes after dinner, you relaxed on the couch with your member standing tall and proud in the wind. With Windy off doing something, the creeping sense of boredom washed over you. To stave it off, you subconsciously started stroking your hardened erection while thinking of the round of sex you had in the shower. Not wanting to blow your lid too early, you went slowly and smoothly, almost feeling the warmth of her body.

“Calc, Champ!” Windy’s voice called out, “I’m ready!”

Your dick eagerly twitching, you followed the sound of her singing into the hot tub room. The room had a relaxing interior with a tinge of east asian decor. To say the place gave off calming vibes would be selling it short. Be it Bow or Windy herself, they had the right idea and the good taste to boot. Speaking of which, a very naked Windy Whistles, sat in the tub, spread eagle.

“I can already tell that you like what you see.” Windy remarked as you entered the tub, “Tell me, were you stroking it as you waited?”

“I’m going to plead the fifth on that,” you giggled, “If I did, I’d be thinking of that ass of yours.”

“Heh, I know you’re fond of my firm behind and that isn’t a secret to me.” Windy seductively wanders over to your side and straddles your lap, “And I don’t see you squeezing it like you wanted to.”

“Heh, straight to the point, Windy. You remind me a bit of myself.” Your hands drifted to her asscheeks and gave them a squeeze, earning a breathy moan from her, “But I must say… you and Bow have some nice taste in decor.”

“Have we come to fuck or discuss home improvement?”

“A little of both.”

“A little of both?” MILFlove asked, “We all know you’re here fo-”

“SHUTTHEFUCKUP!” You mentally snapped back.

“Okay then. Go get her, Alpha.”

Snapping back to reality, you pulled Windy in for a kiss as your hands traveled all around her soaking wet body. But your hands inevitably decided to stick with her asscheeks like superglue, squeezing it like the softest of clay. Windy truly had the ass that is the envy of many women and you were inclined to agree. Bow Hothoof was truly one lucky bastard for shacking up with such a gorgeous woman.

“Enough with the damn foreplay, Calc!” Windy gasped as she broke the kiss, “I want that thing inside me... NOW!”

“I doubt you’d care if I busted inside you like last time.” You aligned the tip of your cock at the entrance of her caves, “But in the off chance I knock you up, are you going to hunt me down?”

“Will I- NO! I’d do nothing like that to a friend with benefits! If I do get pregnant, it’ll be easy to convince my hubby that it’s his. Now, let’s give the champion his reward.”

Arms resting on the side of the tub, you held your breath as Windy impales herself on your shaft with a slight splash. Like last time, the interior of her cunt felt familiar yet nicely snug. Any mortal man would cum the moment they entered such a cavern but not you. You were no ordinary man. You have the power of experience, charm, and superhuman stamina on your side. Pounding away at her pussy would be a warm up for you.

After getting her bearings, Windy Whistles began jumping up and down your shaft with progressively increasing speed. Sometimes you had to admire a woman’s combined desire and motivation when it comes to sex. Your cock is the stuff of legends and she is enjoying every single inch of its fleshy form. Already warmed up enough from the last round, you had enough conditioning to withstand her ministrations. Yet all the kicking back felt boring to you and her jiggling breasts kept tempting you.

At that point, you gave a mental ‘fuck it’ snd sat up and latched your mouth onto one of her nipples. She gasped the moment your lips made contact and held you in a tight embrace while brushing the back of your head. Though you weren’t able to get even a trickle of milk, the feeling of sucking on her nipple was good enough. Hell, Windy absolutely enjoyed the feeling of her nipples being stimulated.

“Oh my, a hungry champion you are!” Windy moaned as you kept suckling from her teet. Out of curiosity, you supplemented it with a light slap to her ass, netting a lustful yelp, “OH GOD YES! OH, PLEASE, SPANK ME HARDER!”

“You got it!”

With additional force, you brought your open palm down hard on her firm ass with a wet slapping noise. Finding the right amount of force that doesn’t cause much harm, you kept spanking Windy to her pleasure. She became more lost to lust with every slap. It made you wonder if that was one of her kinks and if she was into BDSM yet the thrill of the moment prevented you from going further with those thoughts. There was some fucking to be done.

“Can you feel it?!” Windy moaned, “Can you feel my pussy walls clamping down on your cock?! Oh, I’m so close! Please, blow that big load inside me!”

Feeling yourself getting to that familiar point, you gave 110% to your moves. Thrusting in tune to her bouncing, you grit your teeth as you felt your member quiver and balls grow tight before the inevitable came to pass. Your vision became tinted with white as your sticky load filled her pussy in a tide of passion. Never did you stop as you came and you came so much inside her that her stomach pudged a fair bit. Truly, you were the biggest of horn dogs.

“You’ve never slowed down one bit since we’ve last met.” Windy wheezed as she collapsed on top of you, “Hmmm, neither has your figure rusted out.”

“I always find the time to treat my body right,” you replied, rubbing an exhausted Windy’s back, “Besides, my anger is my drive.”

“That’s the way it should be. I have to say… you did me like a champ and I like that. No wonder why I consider you a friend with benefits.” She shifted around in your embrace as she traced a finger along your pecs, “Would you mind if we stay like this for ten more minutes?”

“You’ll hear no argument from me.”

“I can certainly tell.” MILFlove remarked as he lit of another stogie from the doorway, “The way you went at her… Damn, you’re an animal.”

“And what did I say about barging in while I’m having me time!” You snapped back, “Now I’m wishing there’s a way to put you back in your cage!”

“And what would be the fun in that? I love our little exchanges. It’s like a fucking comedy.”

“As it stands, you’re a huge pain in my ass. Furthermore, stop interrupting me while I’m banging some woman.”

“Fair enough. But I will say this. Good work on fucking her like a beast.”

“...”

“Asshole.”

Author's Note

Cue the apologies for such a long wait. But, you know how it is with me. Schoolwork, IRL BS, other projects, and general laziness I've been bogged down quite a bit. But, I'm able to bring this chapter out this week before BronyCon (I won't be going so you'll not see me there. ). But, here I am with another chapter of this long-running series of smut of mine. Stay tuned for the next two chapters will show the past in a new light.