Old Man Finds Love Part 3 of 3

Old Man Finds Love
Part 3 of 3

“Girls, girls, please! Headmaster exclaimed. Id a demonstration would help,” he added.

Maddi leaned into me and kissed me briefly on the lips. 'Is that it?' Headmaster asked, seemingly disappointed.

Maddi looked at me and covertly rolled her eyes. I don't know how I held it together before she wrapped me in her arms and kissed me deeply. The kisses became increasingly passionate, needy, and demanding, with our heads tilting one way and the other. Maddi grabbed a breast, causing me to moan into her mouth. Our meshing lips opened wide, sucking at each other's lips and allowing our tongues to probe and play.

My body tingled with the sudden caress of Maddi's hand gliding up my thigh as we kissed. 'See what I mean, Sir?' I squealed before pulling away from Maddi.

I stood up, flicked off my flats, and curled on the couch next to Headmaster. She can't keep her fucking hands out of my pussy or hers, Sir, I teased at Maddi, enjoying the ripple down my spine at hearing the dirty words effortlessly flowing.

'I can't help being horny,' Maddi pouted, lowering a hand to cup her pussy.

A bulge pushing against the fabric of the Headmaster's trousers attracted my attention as I turned to look at him. 'Like another demo, Sir?' I asked with a gaze of innocents.

The headmaster nervously cleared his throat. Well, it might help, he replied, masking his apparent interest.

Maddi's hand slipped down inside her panties to strum her clit beneath the fabric. 'Both hands,' I encouraged.

Maddi rolled in her lower lip as her other hand disappeared into her panties. 'I'm so wet. Listen, Sir,' she moaned with the sound of slippery masturbating fingers disturbing the tranquility of the suite.

I stretched out and palmed Headmaster's cock bulging in his trousers. 'Oh, sorry, Sir!' I shrieked with mocked surprise. 'Maddi's not the only one excited,' I added, fluttering my wayward hand to my chest for effect.

I tentatively lowered my hand and pressed my palm against the swollen outline. Maddi, it's throbbing! I shrieked again.

“The Headmaster wants more than a demo; Maddi managed between gasps and moans.”

I unbuckled the headmaster’s trouser belt and released the catch. 'You shouldn't be doing this,' Headmaster protested, but his voice was dry with arousal.

'What have you got in there for me, Sir?' I grinned, unzipping his fly and then reaching into his underpants.

'Hey, Maddi! Look what I've got!' I shrieked excitedly, pulling Headmaster's cock out of his pants.

Headmaster softly moaned as I curled my fingers around the hardened flesh and its sculptured veins and started stroking. 'Like that, Sir?' Maddi teased, watching him squirm with pleasure.

'Yes, but . . .,' he muttered, trying to keep the longing out of his voice and his resolve weakening.

My other hand burrowed into his pants and cupped his sac. 'You're a naughty girl,' Headmaster moaned as my moist lips slid over his cock's meaty head.

Headmaster's ass writhed against the couch as my tongue flicked across the tip, tasting the oozing pre-cum.

My ponytail then swung wildly as I bobbed back and forth. His moans grew louder as I built up to take all of his cock while playing with his balls.

Suddenly, my eyes widened with the thrill of my fingertips detecting a tingling sensation. 'Naughty girl,'

Headmaster groaned as his cock pulsated against my lips, and cum flooded my mouth.

I swallowed and sucked his cock dry before licking my lips clean. 'Oh, wow! I've never had Headmaster cum before,' I giggled at Maddi.

Maddi left the couch to join me and stared at Headmaster's cock. 'Hey Jordi, look how big and hard it still is!' she exclaimed. 'Nothing like the boy's cocks,' she added, chuckling.

'Come on, give me a hand,' I grinned before reaching inside Headmaster's academic gown to grab his trousers.

'Girls, girls, that's enough,' Headmaster pleaded as we pulled his trousers and underpants down his legs.

'We can never get enough, Sir,' I giggled.

I extended a knee over the Headmaster’s hips and lifted his erection from his stomach. 'It'll never fit,' Maddi gasped.

I pulled the crotch of my panties aside. 'I'll make it fucking fit,' I grinned, feeling his cock twitching against my palm as I aimed it between my thighs.

My eyes widened as Headmaster's bulbous head stretched my pussy lips. 'Oh fuck! Fuck! Fuck!' I cried out with fullness and friction as his cock pushed deeper and deeper into the sensitive internal flesh.

I tentatively rocked my hips, adjusting to the tight fit. 'Oh, Sir, that feels so fucking good,' I moaned, taking another hit of adrenaline.

Maddi wrapped her arms around me to unbutton my school blouse as I ground my pussy against Headmaster's groin. 'I've noticed you are looking at Jordi's big tits, Sir,' she childishly laughed, releasing the strain on the first button fighting against my heaving breasts.

I held the headmaster's gaze as each button was released, and the blouse eased out of the waistband of my school skirt. I smiled, watching him moisten his lips as Maddi unclipped the front catch of my bra and finally peeled the fabric open to allow my breasts to spill free.

Aren't I a naughty schoolgirl? I teased, wiggling my breasts at Headmaster.

I know what naughty schoolgirls want, Headmaster moaned before grabbing a breast and devouring as much as he could stuff into his mouth.

I moaned, feeling the hard nipple throbbing against his probing tongue. 'Oh yeah, suck my tits. Suck them fucking hard, Sir,' I groaned, arching my back to offer more flesh.

I grimaced with the perfect balance of pleasure and pain as the Headmaster's lips locked onto the nipple. He then forced a loud moan from me as his mouth pulled, drawing the breast back and tugging until allowing the captured flesh to slip from his lips.

Is my schoolgirl pussy nice and tight, Sir? I moaned, grinding my mound into his groin.

'Oh yes, child,' he moaned, adrenaline surging through me with our immoral words.

Headmaster drew the other nipple into his mouth to suckle. 'Cum for your Headmaster, Jordi,' Maddi urged, cupping the freed breast and rolling the moistened nipple between her thumb and finger.

I felt the stirrings of an orgasm in the depths of my pussy, budding and spreading with the threat of engulfing me. I moistened my dry lips and began to pant in anticipation. The nipple slipped from Headmaster's lips, and Maddi's other fingers pounced on the discarded flesh.

Headmaster held my enraptured gaze. Do you like being a naughty schoolgirl? he asked.

I had to remind myself to breathe. Yes . . . Sir, I gasped, hungry for air.

Teasing me the way you're wearing your school uniform?' Headmaster continued.

'Yes . . . Sir,' I gasped again.

Every part of my being was caught in a tidal wave of tortuous pleasure, surging towards a climax. I could feel the pressure building inside me, and my heart was racing.

Every thrust against Headmaster's groin brought me closer. 'Who am I, Sir?' I muttered breathlessly.

You're a naughty schoolgirl, he answered.

My trembling body was pleading for release. 'What am I doing to you, Sir?' I grimaced as I teetered on an edge.

Riding your Headmaster, he grinned teasingly.

I used what little self-control was left to prolong the ecstasy. 'Dirtier. Tell me!' I shrieked.

Fucking your Headmaster's cock, you schoolgirl slut! he exclaimed.

My mind and body couldn't hold back the illicit thrill cursing through me with the obscenities. I was gone, my pussy convulsing around Headmaster's cock. My eyes firmly shut and mouth wide open, and gasping for air, I rode out the sensation until the climax finally subsided. I collapsed against the Headmaster's chest, panting for breath, and cradled in his arms.

'Go to my desk and bring me one of the boxes in the top drawer, child,' the Headmaster instructed Maddi.

That wasn't in the emails! I watched as Maddi returned with a long and narrow box, intrigued but also a little concerned at the change of plan. 'Here, Headmaster,' she said, sitting on the couch and handing it to him.

Surprisingly, Maddi appeared unfazed.

The fantasy seemed to have a life of its own as the Headmaster opened the box and removed a double-ended dildo! My mind processed the options. Was it going to be a schoolgirl and a schoolgirl? Schoolgirl and Headmaster, and if so, who? Was it Maddi or me? My mind frantically searched for any other possibilities.

I soon had the answer with a return to the plan. 'Do you like my tits, Sir?' Maddi grinned, starting to unbutton her blouse.

'You're well developed for a schoolgirl. Beautifully, actually,' the Headmaster replied.

Button by button, Maddi's ballooning breasts nestled in her white lacy bra were revealed to the Headmaster's gaze. 'Would you like to cum on them, Sir?' she teased, sensually biting her lower lip.

Maddi unclipped the bra and peeled open the fabric to release her full and rounded breasts, formed tightly at the chest and tipped with large, rosy-red nipples. 'Yes, child,' he exhaled before handing me the dildo and a tube of lube.

I took a moment to compose myself as Maddi shimmied down the couch on her back and Headmaster straddled her waist. 'Lube up, Jordi,' Maddi chuckled over Headmaster's shoulder with him bent over her.

'Should I end the fantasy?' I pondered to myself.

I took a deep breath and decided to go with what was unfolding. 'It's not me that's going to need the lube,' I grinned, slipping the dildo into my moist pussy.

I squirted a generous amount of lube onto my hand and stroked the cock hanging between my thighs. 'Don't want lube on your academic gown, Sir,' I chuckled, lifting it out of the way.

Headmaster flinched with the cold sensation of my finger applying lube to his asshole. 'Relax Sir. Just a little lube,' Maddi teased and giggled.

I caressed the head of the dildo around Headmaster's asshole, spreading the lube around. I'd never done anything like this with anyone. My first tentative toying of my pussy was the only experience I had to draw on. I eased the head past his sphincter, forcing a low groan of pleasure as I eased the dildo inside. The fit seemed to loosen as my hips established a gentle rhythm.

We soon had a mutual deep penetration, sharing the dildo and the exact source of pleasure. 'Ooh yeah. I love fucking your ass, Sir,' I serendipitously moaned with the sensation.

I draped myself over Headmaster's back to place his cock between Maddi's breasts. 'Cum on her big schoolgirl tits, Sir,' I urged, my slippery hand pumping the hardened flesh.

My hips thrust into Headmaster's ass as my grip pistoled through the tight cleavage. 'Cover them with cum, Headmaster,' Maddi giggled.

'Is this what you want, child?' he uttered, his seed then hitting Maddi on the neck and a stream of sticky wet cum meandering across her chest.

More droplets added to the cum seeping into Maddi's cleavage as I milked Headmaster's cock dry. 'Oh, Sir!

What a load! Thank you, Headmaster,' Maddi grinned.

I pulled the dildo out, and Headmaster climbed off the couch, struggling to stand up with his trousers still around his ankles. I've never met such naughty schoolgirls, he gasped.

'And you're a naughty Headmaster, Sir,' we both giggled, signaling the end of the fantasy and the three of us softly laughing.

Maddisyn stood up, clutching her breasts to contain the flow of cum. 'How about a shower to get you cleaned up?' I suggested. 'I'll return the favor from last week,' I added, smiling knowingly.

'Use the ensuite. I'll collect your clothing and leave them in the bedroom,' Doctor Love suggested.

Last week's shower sex wasn't the only thing on my mind as we went to the bedroom off the suite. 'Did you know about the dildo?' I grinned at Maddisyn.

'No, but I wasn't surprised. Doctor Love sometimes includes clinical procedures that provide therapeutic benefits for Guests,' she replied, sounding plausible and without the slightest hint of anything wrong. I almost believed it for a minute as we entered the ensuite.

I took a moment to bask in the beautiful facilities as Maddisyn adjusted the shower. The patterned heritage tiles and contrasting antique brass tapware look lovely, and the white roll-top bath with claw feet is fantastic. The old-fashioned white dressing table has a beautifully decorative mirror frame and a gorgeous selection of cosmetics.

We stripped out of our uniforms, and the steam embraced us like a warm cloud as we stepped into the beautiful shower. 'I'll soon get you clean,' I smiled, working gel into my hands as the warm water cascaded over our bodies.

My palms roamed over Maddisyn's soft and youthful skin, coating her neck, shoulders, and arms in a lather of fragrant white foam. I loved the feeling of my cleansing palms and fingers, then gliding over the curves of her breasts and exploring the depths of her tight cleavage.

Our eyes locked as a hand swept over a hardened nipple. 'It seems a little unfair that I had most of the fun,' I teased.

'What are you suggesting, Jordyn?' she grinned with an eyebrow curiously raised.

My finger returned to circle the aroused flesh sprouting through the soapy suds. 'I don't remember the therapy ending before you helped me shower last week,' I flirted.

My hand teasingly followed the stream of bubbles flowing between Maddisyn's breasts to coat her stomach before running over her mound to cascade between her thighs. 'You know I enjoy providing guests with what they like,' she finally replied, holding my gaze.

Maddisyn rolled in her lower lip as my cleaning palm caressed between her thighs. 'What would you like?' I asked, noticing her breasts starting to heave excitedly.

Suddenly, I shrieked playfully as Maddisyn pulled me into her embrace. 'The same thing you like,' she giggled at my reaction.

Our bodies clung together, the softness of our breasts pressed against each other as Maddisyn wrapped her arms around me. Our kisses were tender at first and then increasingly passionate and demanding as our lips molded into each other.

Maddisyn parted her legs invitingly as my fingers teased her pussy lips. 'Oh Jordyn, just finger me,' she gasped, drawing breath.

I grinned, watching Maddisyn's exaggerated eye roll as I inserted two fingers. She returned my grin before capturing my lips and working a hand between my thighs. Our locked lips stifled our moans as we finger fucked each other, with the water streaming down our bodies to flow through our stroking fingers.

Suddenly, Maddisyn began gasping for air, her body trembling against mine as my fingers worked her to the verge of ecstasy. Then her stomach convulsed uncontrollably in my embrace as she rode out the climax, whimpering and sighing until the very last wave of pleasure subsided.

Our lathered palms roamed over each other's soft and silky-smooth skin, smiling and laughing as we traced our bodies' curves. Finally, raising our smiling faces to the stream of warm water and allow it to cascade down our bodies to rinse the foamy suds away. We dried ourselves and sat at the dressing table in white cotton bath robes and slippers, smiling, laughing, and talking about role-playing as we did our hair and makeup.

Maddisyn went to the bedroom to collect our clothing bags. 'I'll leave you to get dressed and continue the consultation,' she smiled, handing me my bag.

I got dressed and returned to the suite. Doctor Love was sitting on the couch, writing my case notes.

'Could you mention I enjoyed helping Maddisyn with showering?' I asked, imagining her smile when typing up the notes.

A smile slowly crept across his face. 'Yes, certainly,' he replied.

'I'm sorry for swearing. It's so unlike me,' I apologized, sitting on the opposite couch.

'You seemed to find it. . stimulating,' Doctor Love commenced counseling.

'It wasn't my only surprise,' I answered with a coy smile.

'Tell me your thoughts on the therapy?' he continued.

'You both made it so realistic. It was amazing,' I replied, the excitement in my voice. 'Enjoyable as well,' I added, raising my eyebrows and grinning.

Doctor Love smiled at my reaction and paused thoughtfully. 'What makes it so exciting?'

'The immoral situation, skimpy uniforms, teasing you, and taboo sex,' I answered without hesitation.

It's easy talking with Doctor Love and sharing what turns me on; our sexually charged discussions are often as exciting as they are enlightening. He seems to guide the conversation with skillful prompts and questions. What we started unpacking was terrific. There was more to my fantasy than some sexy fun.

My headmaster and student thing is obvious. Given my work, I contributed.

Others like different scenarios, usually involving abuse of authority or trust and exploiting vulnerability. He articulately explained that age differences can emphasize the disparity in power and control.

I seem to have a thing for captivating older men with a presence, I replied, causing an acknowledging smile.

I observed some personal traits that gave insight into why you find the fantasy erotically arousing, as Doctor.

Love mentioned. I just sat there as he continued to amaze me.

It was more than just the inappropriateness of what we were role-playing. 'You experienced the thrill of being helpless and intimidated. But even more arousing was overcoming the imbalance of power and authority,' Doctor Love explained.

Doctor Love continued to astound me with his perceptiveness. I loved the thrill of exploiting my body's sexual allure, seizing back control over the headmaster's abuse of authority and a position of trust, and using him for my sexual pleasure. It all seemed so obvious after our discussions.

“I don't condone what we acted out. It's just a fantasy, I said with concern.”

Perfectly normal adult fun when confined to the bedroom, he smiled reassuringly.

After discussing the role-playing and listening to his analysis, I wondered if Doctor Love believed in sexual therapy. Maddisyn said in the last session that other Guests benefited from the treatment. She mentioned earlier that Doctor Love sometimes includes clinical procedures for guests' therapeutic benefit.

I was also surprised with the change of plan, the sex toy. I commented, giving him a teasing look beneath my eyelashes.

“Role-playing is also an opportunity to experiment and have new experiences. Maybe something to share? Doctor Love replied with a not-too-subtle hint.”

Surprisingly pleasurable, I answered with a grin creeping across my face at the possibility.

I recognized the subtle smile that constantly formed on Doctor Love's face when his thoughts were proved correct. 'I have another unopened box you can have,' he offered before going to his desk drawer.

“You think of everything, doctor,” I smiled as he handed it to me.

Email Maddisyn how things work out. We'd both love to hear. Doctor Love smiled, accompanying me like a perfect gentleman.