Dr. MILFlove or: How I Learned to Stop Worrying and Love the Cougars
Double the Pleasure, Double the Fun (Dean Cadence Revisited)
Previous ChapterNext ChapterThe liberating feeling after having been robbed of something and getting it back never felt so good. It seemed like only a week ago that after many weeks prior you got the use of your legs back with the additional help from physical therapy. For you, It seemed like a bad dream. But all in all, you didn't complain the entire time. It at least earned you some much-needed rest.
Seeing that the skies were clear and the temperature was mild, it was a perfect day to go out for a walk. As the breeze brushed against your skin, you let out a relaxed sigh. It was a welcoming feeling after being cooped up in a house for such a long time. As you walked, you pondered chilling out at the beach after a work week. With your income, you pondered the idea of buying some beachfront property.
As you neared the commercial part of town, your peripheral vision caught the familiar sight, a familiar sight with tri-colored hair. As her face came into view, you recognized who it was, Dean Cadence. She was still easy on the eyes, complete with that MILFy figure. She stood in her front lawn, watering her flowers while humming a pleasant tune. As you near her house, the sounds of your footsteps caught her ears. Turning around, her eyes widened as she dropped the hose, caught off guard by your presence.
“Calculus?” she gasped. “Oh my god! It’s so good to see you!” She rushed to you and wrapped you in a big embrace, planting your face between her breasts. Hugging her back, you blushed as she held you against her beautiful body. Slowly, you began to feel tight in your lower region as your erection prodded at her groin. Noticing this, Cadence broke the hug and dusted herself off. “Sorry about that, I got a little carried away.”
“No worries,” you reassured her. “I’m just surprised to run into you.”
“Same here. Please, come in. You must be thirsty.”
Accepting her offer, you walk in with her. Cozy yet not too complex, it was home for her and her family. Sitting on the couch, You look around and noticed a picture of Cadence with her husband Shining Armor, holding each other in an embrace. From the way they were dressed, you deduced that it was their wedding picture. However, Shining’s suit was remarkably different than a standard suit and tie. He wore a distinctive looking white cap with it as well. Looking at the picture next to it, he also wore the same wear. Your thoughts were soon interrupted by Cadence walking in with a pitcher and two glasses.
“I never knew Shining was in the Marines,” you remarked.
“Yeah,” she answered as she sat down. “Back in college, a friend of mine introduced me to him as we were getting our respective degrees. For someone who is headstrong, Shining was quite the sweetheart.”
“He was quite passionate in pushing the sports teams to succeed.” You muttered as you took a sip of water.
“When he said that he was applying for the marine corps, I was worried that he would get killed in action. Then he came back and he proposed to me right as he got off the plane. The whole terminal clapped for us.”
“For a couple with an open marriage, you manage to keep the romance between you two alive.”
As you took another gulp, Cadence leaned in closer, resting an arm around your shoulders. Being well familiar with her, you were used to the advances from women you knew. Her being so close to you remember that day in the showers at Crystal Prep. Being caught masturbating to the thought of her, you never expected that your fantasies would come true. The memory of doing the ol’ sixty-nine and spoons with her on the tiled floor made your cock gradually harden.
“So, I heard about that accident you had a while back from Celestia,” Cadence said. “I’m surprised you lived through it all.”
“Well, It was nothing major,” you replied. “I was more pissed that I lost a car and use of my legs for a while.” Looking down, you observed the sizable scar on your right leg. “But, I did get a nifty looking tattoo so to say.”
“Still the optimist I remembered you as when you were a student.”
Soon, Cadence leaned closer and closer to you, holding you tighter like the seductive minx she is. It seemed like months since you last saw her and much longer since you had a piece of her booty. Slowly, her finger traced your chest and abs before it came to rest at your hips. You gotta hand it to her for being so seductively subtle. It is always nice to see a woman who can be playful. In the case of Cadence, it was something she knew intimately.
“So, where is everybody?” you asked.
“My darling Flurry Heart is being babysat by my mother-in-law and Shining is with a friend of his. He’ll be home in an hour. Why?”
“No reason.”
Sliding a hand down her skirt, you started caressing her thighs. Being rewarded with a breathy moan, you dropped all subtlety as you went for her clothed vulva. Rub after rub, her panties became increasingly damp. She never bothered to stop you and make a verbal objection. Emboldened, you brush them aside and stuck two fingers up her hungry slit. You worked your magic as you endeavored to find her g-spot. With an “OH FUCK YES, CALC!”, you’ve hit your mark and knew what to do.
Adding pressure to your fingers, you diverted all attention to her g-spot. As you rubbed away at it, Cadence’s hips began to buck and gyrate with abandon. Panting and moaning, she was growing ever so close. Thinking fast, you decided to put the cherry on top with a wet and sloppy kiss. Eventually, your furious assault gave her quite a powerful orgasm, screaming into your mouth as she never broke the kiss. Pulling your essence soaked fingers out, you planted that hand on her left tit as you laid on top of her, breaking the kiss for some air.
“You’ve still got it, don’t you?” Cadence breathed.
“Well, only refined,” you snickered. I can’t begin to tell you of my exploits since our first meeting.”
“Well, prove it in bed.”
Rushing to her room where a bed fit for two resides, You grabbed Cadence by the waist and flopped onto the mattress. Furiously making out with your former dean, your hands caressed every inch of her beauty. Strands of her silky hair woven between your fingers, her bountiful chest against yours, your stiff erection prodding her clothed sex, it was good to be with Cadence for the first time in years. It was like having a sip of a drink you cherished ages ago for the first time in a long while. It felt familiar yet still invigorating as the first time.
“Oh god, yes!” She moaned as you gave her a generous squeeze on her nice ass. Like it as you do, her being clothed wasn’t enough for you. You want her to be hot and bothered to strip like the cougar she is. Sitting up, you removed your shirt in one fluid motion. The sight of your well-toned chest took her breath away so much that it made her fan her face. “Goodness, you’re still as fit when you were a student.”
“Well, a healthy body and mind go hand in hand,” you replied as you unbuckle your belt and kicked off your pants and underwear. Cadence sat there, staring at your cock for a good long moment. The sight of it made her remember that day during your senior year, barging in on you showing, shlicking herself and then having claimed your virginity soon after. Her nethers moistened with hunger, eager for your cock’s entrance. He craves your cock and you were gonna give it to her.
Lust driving her mad, Cadence started to quickly take her clothing off. Bit by bit, more of her tantalizing naked form were revealed. The moment her bra and panties were lost was when she pounced on you, assaulting your mouth with a flurry of tongue kisses while grinding on your dick. Her skin felt absolutely silky smooth, pleasurable to the touch which made squeezing her rump feel like squishing a bag of soft dough. Breaking the kiss, Cadence got up and positioned herself between your legs, licking her lips. You knew very well what was about to happen
Gripping your member tightly, she stoked it to ensure that it’s hard as rocks. It was like the highest levels of nirvana over how smooth her hands were. It felt like the softest of velvet. The inevitable tongue to cock contact made you groan with pleasure as she added a fondling of your balls to the display. You had to give it to her for going all out. She was just as incredible as your first time was. Taking the plunge, she took your spear in her mouth. You could’ve sworn that your eyes rolled to the back of your head. Cadence worked her magic with both her mouth and her soft mounds.
“Oh god, this is great. Ohhhhh yyyeeessssss…” You moaned as your balls tightened as Cadence smashed her breasts against your length as she blew you. You haven’t gotten the tit and blowjob combo in a long while and it was one hell of a treat. Soon though, your package could only endure so much as the inevitability of your orgasm dawned. As quickly as she could, Cadence swallowed rope after rope of your load. She made that quite clear as she sucked down on your cock, milking you for every ounce.
“Jesus tapdancing christ!” you gasped, sitting up and breathing heavily. “Certainly brings back some nice memories.”
“Did you regret masturbating to me in the shower?” Cadence slyly replied.
“Not. One.” Pushing her on her back, you brought her face to her puffy wet vulva. “Bit.” Licking your lips, you decided some teasing was in order. For making you feel good, it was time to do unto her as she did unto you. Licking the inside of her thighs, you went slow and sensual to make her scream your name to the heavens. Finally brushing your tongue on her labia, her cursing devolved into incomprehensible gibberish. Tangy, her cunt tasted good.
Readying up the curveball, you jammed your tongue right into her vagina. Cadence, squirmed, writhed, and thrashed around while holding onto the bed with all her might. You kept going at her insides as you teased her g-spot along with fingering her clit. Sitting up, she pressed your face in her crotch as you ate away at her with merciless abandon. She bucked her hips as you assaulted her snatch until a loud scream and an explosion of her ladycum drenched your face. After eating her out nonstop, you both caught your breaths for a few before you could think of your next plan.
“How many women did you bang after all this time?” Cadence breathed.
“More than you could shake a finger at.” You replied as you got on your knees. “Now, on your hands and knees.”
“Hmmm, you fancy doggy style, don’t you?”
“I always like to keep things fresh.”
Positioning yourself at her backside, you grabbed two handfuls of her ass and thrust into her honeypot. Surprisingly, she was still snug as she was back then, just as incredible. In and out, you pumped your cock in and out of her love tunnel. As you did, you gave her periodic smacks on her rump, causing her to yelp in pleasure. You then hilted yourself into her dripping wet pussy as you went in… deep and hard.
“Oh fuck yes, baby!” Cadence moaned as you pounded away at her. “Oh yeah, I’m gonna cum.”
“So am I!” You grunted as you gave 110% to your thrusts, cumming within minutes of her. Even as you came in her snatch, you kept on thrusting. The tightness of her pussy tells you that it was prepared to milk you of every drop and it will. After a few more thrusts, you slumped on top of her, panting and sweaty. The air was filled with the musky scent of sweat, cum, and sex. You both reveled in the afterglow as you laid in silence, oblivious to what was about to happen.
You heard the sound of the bedroom door opening. Turning your head, you saw a familiar face. Hair with differing shades of blue, you recognized him as Shining Armor, the swim team coach at CPA and Cadence’s husband. He wore a short-sleeved shirt that showed off a tattoo of the Marines insignia on his forearm. He took one good look at you before the realization sets in for him and you feared his reaction.
“Hey, I remember you.” He said as you remained in still. “You were on the swim team at CPA. Calculus was it?”
“Y-Y-Yeah?” you stammered as you assumed the worst. Was he going to use his USMC training to kick your ass ten standards to kingdom come? You drummed up a lot of scenarios in your head as to what’ll happen. But when his hands gripped the hem of his shirt, it became clear what his intentions were. “What the hell is going on?”
“Well, I’m a little disappointed in you two that you all didn’t wait until I came back.” With a fluid motion, he removed his shirt, revealing his marine-like physique which was on the same level as yours. “We could have some fun together.” Remembering that he and Cadence were in an open marriage, you nodded internally, shaking any and all awkward feelings you’ve had. The moment his member became visible to her, Cadence became filled with unbound excitement over the prospect of being fucked by two men at once.
“Yes! YES! NOW WE’RE TALKING!!!” Cadence screamed with orgasmic pleasure. “Come here, hubby! There’s plenty of room for three!”
Standing up, both yours and Shining’s members were gripped by the lust stricken MILF. Jerking you both off, Cadence brushed both tips on her sizable rack. Feeling your cock against her breasts felt absolutely sensational. You had to hand it to a woman that is skilled at multitasking. Jerking two men off at once is surely a daunting task yet she still manages to pull it off quite effectively.
Eventually, she gave your respective cocks a few more good jerks before being pelted by storm of cum. Ropes upon ropes of jizz blanketed her face as she opened her mouth to catch any splats that came it’s way. Taking a few breaths, you rebounded from your orgasm rather quickly. Looking at Shining Armor, he gave you an impressed look.
“I’ve gotta hand it to you, Calc,” he grunted as he wiped the sweat off his brow. “You’re quite good at this. The chicks would have a hard time keeping their hands off ya.”
“You don’t know the half of it, amigo,” you replied as Cadence got back on her hands and knees, giving her badonkadonk a good shake. “I think I know where this is going.”
“Indeed.” She purred. “I’ve always enjoyed the thought of being spitroasted. Calc, you get mouth while my husband pounds my pussy.”
“Fair enough,” you remarked as you positioned yourself in front of her face, inserting your cock in her mouth while Shining goes in through her front door. Once you both were in place, you and Shining gave each other a congratulatory high-five before getting to work. Cadence sucked you off with more fury than earlier while Shining Armor pounds away at his property. Though you couldn’t see her face, you already knew that she was thoroughly enjoying every second of it.
Bucking your hips, you too became lost in the rapture as you continued to service this woman with the aid of her husband. You thought to yourself how they managed to make their marriage work out when they allowed each other sexual liberties. Taking into consideration that it was a mutual agreement between them, you concluded that they had their methods of staying strong together. Still, you had the job of pleasing this woman and you weren’t gonna slouch on the job.
Receiving a tap on your lower leg, you took it as cue to halt, removing your cock from her mouth. As Shining followed suit, she motioned over to him and whispered something. It was too soft for you to hear. What could they be planning.? Whatever it was, it was sure to be exciting. Seeing them nod, Shining approached you.
“I have a plan. Follow my lead.” Walking back to Cadence, Shining briefly embraces her before taking her in his arms with her legs wrapping around his waist. At that point, you realized what was going to happen. Though you were a bit tired and winded, you were going to soldier forth with one last effort.
“Come now, Calc.” said Cadence. “My back door is open for you.”
Without a single word, you walked over and shoved your cock up her ass. She gasped from the sudden entry but was able to regain her composure as it was soon replaced by pleasure. In and out, you and Shining hammered each of her respective holes as the Dean of CPA was driven into a frenzy. Never did Cadence once think that she would take it both up her ass and pussy at the same time. At that point, all her mind could think about was dick and her craving for it.
You grunted and groaned as you picked up the pace, syncing your rhythm with Shining’s. As always, you were going to cum eventually and you were already sensitive from earlier. Giving it a final effort, you and Shining came in both of Cadence’s holes, filling her to the brim with loads of sticky white cum. Her tongue stuck out as floods of hot seed made her belly bulge a considerable bit. Riding out the rush of your releases, the three of you took a breather before bouncing back to lucidity.
“Oh my. Oh my. Oh my.” Cadence weakly said, laying between you and Shining. “I’ don’t know if I can walk.”
“Well, given enough time and you will,” you shot back. “I have to say, this was rather interesting.”
“I knew you’d like it,” scoffed Shining. “Now, there’s the matter of getting us and everything cleaned up.”
“Yeah,” Moaned Cadence as she got up. Though her stance was wobbly, she was stable. “All this sex has gotten me hungry. I can’t wait to go out to dinner with your mother tonight. Say Calc, would you like to join us tonight?
“What? Are you sure? I mean, should it be just a family thing?”
“Come now, you think we didn’t know about you fucking Ms. Velvet in the library a while back? She would be glad to see you.”
At first, the idea of having dinner with their family was an awkward idea. Being with just the mother on the other hand, it made you less resistant. Remembering the time of ravishing Twilight Velvet in the library’s bathroom made you smirk with joy. You liked the cute older nerd type in a woman. Nodding, you accepted their offer to the amusement of Cadence.
“So, who gets first dibs with the shower?” Shining asked as he cupped a fist in his hands. “Let’s decide with Rock Paper Scissors.”
“You’re on, marine!”
Following suit, you went through two rounds of the game before defeating Shining Armor. Gathering your clothes, you dashed into the bathroom and turned on the shower, washing away all traces of sex. As you got dressed, your stomach began to growl. Now you were glad you accepted their offer. You wonder what was on the menu.
Author's Note
Well, just got this out in time for Valentine's Day. I never wrote a threesome like that before but hey, first time for everything. To confirm, another OC character is next but the identity won't be revealed until it goes live. As always, I hope you enjoyed reading this. Stay tuned.
Next Chapter