Friday they all arrive as the sun drops out of the sky, I am in my new outfit, feeling on top of the world, and eager with anticipation to be included in the “party”.
After everyone has settled in, Misty takes me up to Elena’s bedroom to see what I have learned, I rush to her delicious body, she swats my hand from her breast, and pushes me back a step.
“Your Aunt may be a wham bam thank you Ma’am, type hussy, most women are Not. We ladies, need to feel respected, special, wanted, adored. Taking the time to sincerely show your affection makes all the difference. Your’e eager enthusiasm is darling, now think of a nice thing to say to make me feel wanted.”
I stood dumbfounded and a little confused, taking in all her beauty, soft pale skin, fiery red hair, sparkling green eyes, not knowing what to say, I looked into her eyes, and what I felt was total inspiration flowed forth,
“I want to dive into the emerald pools of your eyes.”
Misty visibly swooned, falling into me, embracing me with the tightest lasting hug, I could feel her sobbing, and her tears falling down my shoulder. I thought what I said was OK, but was confused about her reaction. When she released our embrace, she wiped her tears away, telling me,
“You are going to melt hearts.”
Remembering all of my lessons, my moves calculated and deliberate, doing my best to quell my puppy like enthusiasm. I romantically embrace Misty, softly kissing her neck, my hands caressing her alabaster skin She gave me a sweet little kiss, that opened up to a more passionate deep kiss, telling me,
“Take off your clothes and let me get a good look at you.”
“Take off your clothes and let me get a good look at you.”
I pulled off my tank top, seeing Misty lick her lips, I turned around and bent over as I
pulled my shorts down, standing up in front of her with my hard cock pointing at her.
Misty leaned in, licking the pearls of precum bubbling from my tip, clutching my balls, and softly moaning as she engulfed my member.
I closed my eyes, doing my best to stay standing as Misty made my knees buckle from the pleasure she gave me.
Her tongue pressed my tip against the top of her mouth, simultaneously tugging my balls and shaft, releasing her grip as my cum flowed into her mouth.
Standing up, holding my face and kissing me deeply, my cum swirling from her tongue to mine. My penis regaining full stiffness, I press my shaft against her abdomen as we continue our passionate kiss.
Misty falls back onto the bed, pulling me with her, my body landing on top of her, my tip perfectly positioned to penetrate.
I remember ‘Go Slow’, instead of stabbing my cock into her, I kiss her neck, her shoulders, all around her full firm breasts and pink nipples. Gently teasing her sensitive nipples with the tip of my tongue, her body motion and moaning encouraging my efforts.
Slowly kissing, nibbling and caressing my way down the curves of her abdomen and hips.
I could see the swelling of her clitoris emerging from her pink lips, hovering my mouth above, breathing heavily onto her swollen nub.
Misty squirmed, gasping at the delicate tease electrifying her body, running her fingers through my hair, she pushed my face into her hot pussy.
My tongue pressing firmly against her clitoris, my fingers tickling and probing her lips.
Her grip on my head tightened, her hips thrusting into my face, fucking my mouth with her clitoris, vocally expressing her pleasure as her body writhed in orgasm.
Not even a moment to breathe, Misty pulled me up to kiss her, guiding me to penetrate her wetness. I slowly slipped my shaft in, parting her full lips, feeling her silky warmth enveloping me.
I took a moment to revel in the pleasure of Misty, she was so full of love and warmth, in contrast to my Aunt’s insatiable appetite for orgasms.
I stopped thinking about my motion, the passion and love I was feeling took over, deep long thrusts, firm embrace, delicate caresses, kissing deeply, rolling around through different positions, everything building the pleasure between us.
Misty riding on top of me, her breast swaying and bouncing, Misty cries out loud,
“I LOVE YOU!”
Her body trembling in waves of orgasm, goosebumps rising all over her flesh, she collapses on me having aftershocks of pleasure. Embracing me with all her might, the feeling of her love bringing me to orgasm deep within her. Uttering,
“I Love You“
As my seed filled her vagina.
We held each other so tight, like our lives depended on our bodies being stuck together as close as possible, our loving energy filling me with passionate intoxication.
Misty rolled off, holding back her tears, grabbing my Aunt’s robe she went for the door, looking back at me from the doorway, saying,
“You are so sweet and loving, don’t ever change that!”
Wiping a tear and adding,
“I will tell Letty and Rosie that you are ready for them.”
And she was gone.
I took the moment to soak in the loving glow that I felt from Misty, woken out of my trance by Rose and Leticia at the door. They both had changed out of their sexy bathing suits, into wonderfully erotic lingerie. Rose wearing a white babydoll negligee with a low cup bra that presented her dark thick nipples perfectly. Leticia in a mesh tiger print bodysuit, her firm tits pulling the fabric taught, enhancing the transparency and visibility of her conical nipples.
Rose directs me,
“Stand up sweetie, we need to get a better look at you.”
I get up, Leticia spins me around commenting to Rose
“He is a lot bigger than Larry’s”
Gripping my shaft firmly like checking the fruit at the market. Rose puts her hand with Leticia’s, both hands intertwined, stroking me, milking out my slippery precum.
They simultaneously push me back onto the bed, climbing up my body like feline predators, lightly dragging their nails and teeth against my legs and thighs, my body electric from their touch.
Rose ascending to straddle my face, as Leticia straddles my hips. These ladies do everything in unison, Leticia accepting my cock in her squeaky slick pussy, Rose feeding me her cum filled pussy, grinding into my mouth.
As I savored the sexual flavor, I imagined who had deposited it inside Rose, thinking it must have been Jose’s as my tongue delved in deep.
Leticia saying,
“Whoa! I just felt you get even harder!”
Grinding her hips down into me with an increasing tempo, beautifully moaning in orgasm, signaling to me I can let my orgasm flow forth. I happily comply, releasing my cum, thrusting in, then distracted from my own pleasure, by the wild face fucking orgasm of Rose. The unison of our climax felt so cosmically perfect, feeling the tingling pleasure all the way down through my toes.
The ladies coordinately swapped positions, rotating their bodies to land where their friend had been. Leticia dripping my cum all over my face and mouth as Rose captured my hard-on in her puffy velvety pussy.
Thinking in comparison, Leticia’s pussy was taught and creamy, her lips feeling firm against my tongue, her clitoris greatly swollen and stiff, my seed draining out mixed with her tangy cream. Rose’s vagina felt soft and velvety, like a warm soft hug around my shaft, her hip motion undulating, moving my shaft back n forth inside her, I could feel my tip smashing around her cervix. Each move amazingly forcing my shaft around, triggering pulses of pleasure with each movement.
Right as I felt the tingling of my orgasm bubbling up, Leticia began singing out with her climax, fucking her clitoris against my mouth and tongue. Rose following with her climax, grinding down hard, breathing heavy.
The two ladies continued to swap positions after every orgasm, I lost track of how many revolutions we fucked through, my cock staying turgid for the duration. Rose finally collapsing to my side, Leticia taking the opportunity to do the same on my other side, surrounded by love, we cuddled in a heavy breathing mass, slick with sweat and semen, I slipped off to sleep within their warm embrace.
Saturday
Enjoying a heavy slumber all the way to sunrise, waking to my Aunt’s lips coaxing my penis to rise, before I could clear the sleep from my eyes, she swiftly extracted my full morning cum load, then sharing the flavor with a deep kiss. This routine was becoming familiar, the next step was for me to fuck my Aunt’s brains out, achieving her thunderous climax by hitting her special spots I had discovered and been shown.
“I needed a taste of your love before Misty capture’s your attention. She is really smitten by you, didn’t stop talking about you last night”
Elena informs me.
“Let’s go get breakfast cooking, Misty is already up, ready and waiting for you.”
Misty had an impatient lustful look about her as I came down to the kitchen to eat. The others were still in bed, Misty was wearing an emerald lacy bustier her pink nipples partially concealed by the pattern of the lace, matching lace panties and thigh high nylons, covered in a transparent matching emerald robe. Her makeup was done, her hair quaffed, she looked dressed for a boudoir photoshoot at 9AM.
I hungrily gobbled up breakfast as fast as possible, my eyes feasting on the view of her sexy figure, my hard on straining the fabric of my shorts. As I finished my last bite, Misty wrapped her fingers around my stiff member, through my shorts, guiding me upstairs to the bedroom.
She closes the door behind her, drops her robe, swiftly moves into my arms, her momentum carrying us to the bed, intertwined caressing and kissing.
Feeling lost in the warmth, passion and love, penetrating gently, our bodies coupled in rhythmic harmony. I felt like I was aglow, radiating loving energy from my body, feeling Misty’s embrace, receiving me and reciprocating. Noticing, my motions were driven by sharing my loving feelings for her, rather than achieving our orgasms; though the orgasms flowed between us uncountable times over the next few hours.
Taking a moment to regain breath and composure, Misty rolls out of my arms, away from me, sobbing. I am so confused, feeling like a boiling teakettle overflowing with love for her, feeling her love, her essence filling my senses. ‘What is there to be sad about?’ I thought to myself.
Deep sobs and tears flowed from Misty, I tried to hold her close, at my touch she jumped from the bed, grabbing her robe and rushing downstairs.
I grabbed my shorts, pulling them on as I chased after her.
I found my Aunt in the kitchen refilling her wine goblet, asking me sarcastically,
“Did you break her heart, sweetie?”
I stood there like a lost puppy, trying to believe my Aunt was being sarcastic, avoiding the thought that I had hurt Misty.
“Aww, it is not you my dear, she is just emotional like that, always has been, it is Not you.”
Elena took a swig of her wine, then consoled me in a hug.
The others, all came in to the kitchen from the pool, the guys singing the Led Zeppelin song Heartbreaker. The ladies both coming over, joining my Aunt, hugging and consoling me. Still confused a bit, but quickly getting distracted by the attention, my hard on poking out gave everyone a chuckle, at my erection persistence.
The guys headed out for resupply, the real reason they all came in, and the ladies took me upstairs, Rose suggesting,
“Let’s take him to the Rumpus Room”
I learned that was the name of the locked room, finding inside a plush cave of sexuality, antiqued mirrors on one wall and the ceiling, deep dark red paint and dark wood floors, the aroma of oiled wood, tangy sexual scents and lube lightly filled the air. I inhaled deeply savoring the enticing flavor of it all.
A large matching red and dark wood stain contraption, stood in the corner of the room, a leather hammock hanging from chains attached to eyebolts in the ceiling, a matching wood bookshelf with assorted leather items, dildos, bottles of lube and towels.
The leather hammock, I understood, but the wooden contraption in the corner had me puzzled and curious; a large X shaped platform with soft adjustable shackles at each end of the X, a wheel on the base, that tilted the whole X platform from horizontal to vertical. The smooth dark finish, clean cut outs, radiused corners, dovetailed joints and mechanical controls, all showed my Uncle’s fine craftsmanship.
Then the thought came to me, ‘Holy Fuck my Uncle was just as sexually wild as his friends have been! Damn, he built this room for them all to enjoy!’ In that realization I felt silly, just now connecting my Uncle in all of this free sexuality.
My Aunt abruptly yanks my shorts off, Rose and Leticia guide me to the X, facing me towards the platform as they restrain my wrists and ankles with the soft shackles, holding me securely to the X.
My Aunt adjusted the angle of the platform, my ass at the right height for her and her friends. In the mirror, I could see them all putting on strappy leather panties, with a dildo affixed to the front. I smiled and closed my eyes with the thought of what was to come.
I felt a finger slipping in to my ass, goosebumps flourish across my naked flesh, arching my hips back to greet the contact, the slickness of lube, then the pressure of the tip of a dildo entering more easily than I though it should, past my sphincter. I reveled in the pleasure, with a firm deep thrust, Rose buried her dildo in me, a feeling that hit me in the gut, pushing my breath out. As I inhaled I began trembling in climax, fucking my ass back in to Rose as much as my restraints would allow.
This immediate climax was the first from an onslaught of penetrating pleasure, each lady taking their turn fucking my ass, making me cum, swapping toys for larger ones. Not once did they touch my penis, during this strap-on gang bang.
I gave up on supporting my body, attempting to meet their relentless pounding, finally succumbing to the intensity of the pleasures, hanging from my wrists and the friction of my flesh sticking against the smooth wood, my ever hard cock pulsing out streams of cum.
It must have been hours, they saw my exhaustion, taking a pause to check on my restraints and overall condition, my Aunt wiping the sweat from my face, the ladies caressing my shoulders and back.
My Aunt adjusted the angle of the platform, to position me horizontally, taking the strain off of my wrists. Relaxing into my new position, I felt another pressure on my sphincter.
There was a warmth and tenderness that I hadn’t felt before, looking back and seeing Jose behind me, slowly sliding his huge cock inside my ass. I had a flash of panic, embarrassment, feeling like I was being wrong, for enjoying the feeling of a man entering my ass.
All those thoughts vaporized as I felt Jose increase his tempo, driving his massive cock balls deep, I thought, “Fuck! All of his massive cock is in me!’. His thrusting crescendoed, delivering his cum deep in my ass with grunts and groans, stuffing me thoroughly. The fluid warmth of his cum in my ass gave me the most rewarding sensation, receiving his sexual energy, inducing my own orgasm as he deposited his last drops with vigor.
I came back to the conscious thought, ‘I can’t believe how good it feels to be fucked by a man!’ Not carrying any more taboo or uneasy feelings about it, only desiring more.
Larry was there next, satisfying my craving for hard flesh over silicone dildos, his presence was not as powerful and commanding as Jose’s, but his motion still sent orgasmic electricity through my body, pushing me through three orgasms before Larry added his seed in my ass.
I was absolutely spent, hanging on to the X like a limp wet towel, my Aunt helped me up, and Leticia quickly climbed in to my place, facing out, as Rose secured her down.
I reclined in the leather hammock, watching my Aunt, Rose, Larry and Jose all focus on Leticia’s pleasure, Leticia didn’t hold back in expressing her orgasmic pleasure with singing, moaning and out of breath grunts, all three treating her until she softly asked them to stop. Released from the X, laying on me in the hammock, as Rose was the next on the X. Jose, Larry and my Aunt serviced Rose, she reached her limit faster than Leticia.
Leticia, noticing my hardon poking her from below, capturing me between her thighs, suggesting Jose be next, and saying,
“Let’s see Max fuck Jose”
My mind exploded, I had no imagination of that possibility; feeling the instant ache in my hardon, told me I wanted that experience.
Leticia lubed up my shaft, Rose lubed up Jose’s ass, my Aunt adjusted the platform for my height, Rose guided me to his sphincter, telling me,
“Go slow and smooth, you’ll get the hang of it. Oh… and you can never have too much lube, always add more.”
Jose’s sphincter was tight, not inviting like a vagina, I pressed my tip firmly against his sphincter, Rose used her finger to push my head inside. Once captured, I slid slowly up Jose’s ass, his tightness slick with lube, reminded me of Leticia’s slick pussy. I had no Idea wear to aim inside him as I thrusted rhythmically. I listened and responded to his reactions and moans, his body quivered, then Jose howled out in climax, his flowing cock, adding to the sticky puddle of cum on the floor. Pumping into his tightness, releasing my cum, savoring the sensation of my cum lubricating my thrusts.
I slid out, admiring the cream dripping from his ass, Rose guided Larry into Jose next. Watching them together, thinking that I have now experienced both sides of that coupling; a week ago, none of this was anything I could have conceived or imagined. Pondering which side I preferred; Delivering, my energy and intention all external, giving pleasure, shooting my seed, Receiving, deep internal pleasure, uncontrollable release. Both sides are amazing, I’ll just go with the moment, for which side I am on, taking a moment to watch the fucking in front of me, as a participant instead of a voyeur.
Saturday, December 13, 2025
Mature Guidance- Part 3- [MF, MFF, MMMFFFF Swingers, Age Difference, First time Bisexual, Oral Anal]
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