Sex Ed Lessons: Part 18

Chapter 29: Letty gives Tim his final lesson.

By LiminallySpaced. Listen to the Podcast at Explicit Novels.

After our first tryst, it had been me that had tried to initiate a repeat, succumbing to my own lust and frustration, but Kerri had turned me away, always citing spending the evening with Mike as the reason why, but also always providing me with photographic aftermath to tide me over. But now Kerri was reaching out to me, and her pictures were implying that she was definitely not getting what she needed from Mike.

I wasn't sure what that meant for them and their relationship, but at that moment my mind was on the good news this was for my balls, and not the potential bad news it was for them.

"Show me how bad you want it" I wrote back. I needed a quick solution to my problem, and Kerri was offering it, but that didn't mean I couldn't tease her a bit.

What came back shortly after was a second series of photos, a wanton expression of Kerri's arousal.

The first was a high, downward angle shot capturing Kerri, on her knees, tits out, looking up at the lens. The point of view was clearly meant to mimic me looking down at her, and by the way her mouth hung open, it was clear what she wanted. My cock surged as I thought back to our first encounter when she greeted me that exact same way, and I crossed the distance between us to slip my cock between her lips.

The second was a shot of Kerri from behind, up on her bed. She was on her hands and elbows, her back arched in a severe swoop. Her toned, perfect ass was angled toward the camera, her legs spread wide, giving me a full, delicious view of her cunt. A cunt that was already swollen and wide, and already glistening with moisture.

My cock was rock hard now, imagining tasting that wet cunt, of sliding myself into her from behind, but still I wanted to tease more yet.

"You look delicious," I wrote back, "but I want to see more. I want to watch you cum."

I idly pawed at my erection through my pants as I waited for a response. As minutes ticked by, I got momentarily worried that maybe I had asked for too much, but at the same time I recognized that we had gone so far past any lines of decency or respectability at this point that surely I had nothing to worry about.

Kerri very quickly assuaged any concerns with her newest message finally came through attached with a video file.

The video began with Kerri in nothing but a thin, sheer robe adjusting her camera into the perfect position. Stepping back from the camera, she did a quick pose, ruffling her big mane of curly, black hair, then set down in a comfortable-looking lounge chair directly in front of it.

I made a note to myself to fuck her in that chair at some point.

Staring deeply into the lens, Kerri ran her hands over her body seductively, teasing me by gently butterflying her thighs in and out, giving me a peek, but never enough to see everything.

Hard nipples pushing through the thin fabric of her robe, her hands slowly slid up and opened the folds of the garment, giving me a full view of her thick, olive breasts. She smiled and sighed as she caressed them, squeezed them and kneaded them.

Her hands dripped down the front of her body until they came to rest on the insides of her thighs, still gently butterflying in excitement. Then, like the parting of the Red Sea, she pushed her thighs wide, and finally gave me an unobscured look at her perfect, swollen lips.

One hand jumped back up to her mouth where she took two fingers between her lips, suckling them like they were my cock in order to wet them. Then the two juicy fingers traveled back down between her legs and began exploring her cunt.

Gasps and moans accompanied her swirling fingers as they danced around her clit and dipped deep into her tight canal, and soon I watched her body start to focus on the sensations as she settled into a rhythm. Her brow scrunched up, her eyes closed, her mouth began to hang open, and I watched as the world around her fell away. The only thing that existed for her in that moment was her pleasure.

I squeezed my cock through my pants again. I was as desperate for release as she was, entranced by the only sounds coming through my speakers, the slight, wet sloshing sounds of a cunt being pleasured. The short gasps and squeaks of a girl about to cum.

And cum she did. Kerri's moans ramped up in pace and volume. Her body stiffened, and her thighs clamped shut around her thrusting fingers. She gripped the armrest of the chair as she rode out her pleasure, only loosening their clamp on the fabric when her moans faded and her breath settled

Kerri took a moment to bask in the afterglow of her orgasm, smiling to herself, but soon her eyes found the lens of the camera again. Smile melting into lusty desire, she slipped off the chair and crawled towards me until her face was the only thing in frame.

"I need your cock," she said, through still-settling breaths, "so get the fuck over here. Now."

Who was I to refuse?

I made my way to her house in record time, and took the stairs two at a time to get to her room. My hands were already working on my belt as I passed into her room, and upon my arrival she met me halfway, on her knees, adding her hands to the desperate freeing of my cock.

We both gasped as my erection sprang into view, and Kerri wasted no time taking me into her mouth. She gripped my pants tight as she sucked, speeding her lips and tongue up and down my shaft. Pleasure ripped through my body as she devoured my cock, and my hands gripped her hair tight as she enthusiastically fellated me.

My hips began to buck and thrust as I matched her slippery lips, meeting each slide downward with a forward thrust of my own. One of her hands left their grip on my pants and joined her mouth on my cock. The driving of my hips was getting harder, deeper, and the extra distance my cock had to travel through her fingers ensured I wasn't in danger of choking her as she took my thick erection into her warm mouth.

"Fuck, fuck, I'm gonna cum!" I bellowed, but Kerri made no attempt to slow her sweet suction. I cried out one more time as my balls lurched toward her chin. My cock flared and pulsed, and Kerri's body held still as my cum pulsed hard and deep into her mouth. Gripping her hair tight, I felt her swallow once, twice, three times. I filled her mouth as this Greek goddess pulled every drop of pleasure out of my aching balls and sent it down her throat.

Pulsing subsided, and breath returning to normal, Kerri gently slipped backward, drawing my cock out from between her lips agonizingly slow.

"There, we're even," she said with a smile, a small trickle of my escaped semen clinging to her chin, "now we can focus on round two."

I smiled back, hardly believing the eroticism exuding off the girl kneeling in front of me. I took off the rest of my clothes.

Round two was left us both breathless again, and the night ended with her thick thighs squeezing me tight, her cunt orgasming around my newly hard cock. Soon her body set me off too, my balls sending a second load careening into her body as I fucked her from behind in the very position she had taken in that picture.

It was lovely. She was lovely. And it was the beginning of a series of trysts that kept my cock hard, my balls empty, and my mind off of Christine.

We didn't talk about the why of it, or really talk that much at all; I think it made it easier for us that way. There would just generally be a message, an expression of want and need from one to the other, and if the timing was right I'd soon find myself balls-deep in Kerri's mouth or cunt, filling her to the brim with every drop I had.

The way Kerri took my cock was absolutely sublime. Her body needed my cock; needed my cum; and I was more than happy to give it to her. Her thick athletic body pitched and rolled with me perfectly, and was cushioned in just the right places to take even the hardest strokes. Sex with Stephanie had been amazing, but the excitement of experiencing a woman sexually for the first time always seemed to give our lovemaking a certain teacher-and-student vibe. With Kerri I felt like we were equals. We had a sexual chemistry that made us feel like teammates working together for the same goal, and the forbidden, fleeting nature of our arrangement allowed us the freedom to play and explore in ways I don't think either of us really had with any partner up to that point.

"No one's ever done that to me before, you know," she said one evening as we laid together on the thick shag of the area rug in her living room, cooling down from a raucous first round. We hadn't even made it entirely out of our clothes before I had bent her over her parents' coffee table and hurriedly pushed into her from behind.

Shirt off, bra on, skirt bunched around her waist above the delicious flair of her sweet apple, we both gasped at the air in lusty need as I quickly found a rhythm for my thrusts. A loud, breathy moan welcomed me each time I bottomed out deep in her soaked center, and I could feel the tension rise inside her as her orgasm fast approached. The pleasure was mounting, overtaking both of us, and without warning I raised one hand and brought it down hard on the meat of her ass.

This wasn't unusual, as I had spanked her ass before, and her cries of affirmative pleasure were just as loud this time as they had been in previous encounters. What was different this time was what I had done next.

Feeling both our orgasms nearing their eruption, spurred on by the abandon of the wild spanking, when my hand came down on her cheek the final time, I repositioned my grip to stabilize myself, and in doing so pressed the meat of my thumb gently against Kerri's puckered asshole.

"Oh yes!" she cried, loud and long, at just the merest pressure on her rear. The pressure was building, I could feel her beginning to tremble around me as my cock surged forward harder than ever. Sweat rolled down my wrist and over my thumb. I felt the liquid pool at the entrance to her exit, and in the heat of the moment I slowly applied more pressure, and felt the very tip of my thumb slip past her sphincter.

"fuck!" she bellowed and shook, her body almost immediately exploding in orgasm. "Fuck, oh, fuck, Yes!" she cried. It wasn't the first time I had felt her cunt spasm around my cock, but what was new for me was the feeling of her asshole spasming around my thumb, and it sent me rocketing over the edge.

My cries joined hers and I pushed into her deep and long one last time, and held myself there tight against her as I pumped her orgasming body full of hot jizz.

"Never with Mike?" I asked, idly stroking the top of her bra-covered cleavage as we lounged and recharged.

"No, not even with Mike." She paused for a moment, deciding whether or not to continue to open up. "I've only had sex with one other guy besides Mike, and, there's actually quite a few things I've done for the first time thanks to you. Things I am absolutely fucking LOVING, by the way." She laughed

"Oh, yeah? Like what?" I said, intrigued to learn more about her.

"Well obviously your finger in my ass was a first," she said in a syrupy tone, "and I didn't know I liked being watched, and I had never had a guy cum on me until you wanted to see Mike finish on my tits that first time"

"Didn't have much sex with the first guy?"

"No, no, we had sex all the time, but it was just, it was all new, you know? We fucked to fuck, not to find out what we really liked. That's all it really is at first. The experience itself is the high; it feels good, but neither of you really know why or how yet."

"Yeah, I know what you mean." I said solemnly, remembering my nights with Stephanie. "That's why we're doing this, isn't it?" I said after a moment

"I think so," she said quietly, "Mike's a great guy, but, I'm his first. And he's excited, he's eager, and we have lots of fun, but I just think we're looking for different things right now, physically."

"So why go behind his back?" I asked as non-judgmentally as possible, "why not just break up with him?"

"Because I like having a boyfriend. It's fun." she said, shifting her weight so her hips flared out even more, "And because the sneaking turns me on. And right now I'm very interested in exploring what turns me on."

It made sense in the moment, and her honesty was refreshing. I was interested in turn ons too, and the thought of Kerri with another man, exploring her newfound sexuality was quite a turn on.

I wanted to know more.

"Your first was Bill Dorsett, right?" I asked, remembering the guy Kerri dated right before Mike.

"No, Bill and I never had sex."

"Never? I find that hard to believe, knowing you the way I do now" I said with a slight chuckle.

"Oh, I wanted to, but he had this weird hang up about it. I probably swallowed a gallon of his cum though," she laughed.

"Oh yeah?" I said, feeling my cock begin to thicken

"Yeah, he was a total fiend for head. He tried to return the favor plenty, too, but the boy was, not talented. Which is why we didn't go out that long."

"And in all that time sucking his cock, he never wanted to cum on your tits, or your face or anything?

"No, he was very, particular," she said with another chuckle, "the only thing he wanted on his cock was my mouth, and when he came he liked to hold my head, which I hated."

"Oh, really? I'm sorry, I know I; " I started, realizing I had done that to her a number of times, not even thinking to ask if it was ok

"No, no, don't apologize," she said, cutting me off, "I like it when you do it."

My cock twitched.

"How was his cock?"

"It was fine, average. Good size for sucking."

My cock twitched again.

"So who was your first, then?"

"This kid named Matt who went to Belmont. The girls and boys soccer teams would always travel together and share game days, and I kept seeing this guy from their boys team watching me when we played. He was hot, too. Made it hard to focus on the game."

"Umm, tell me more," I said. The story was beginning to stoke the heat inside me, and I slowly slid my hand down Kerri's body seductively.

"Well, after one of my games, the boys game had started and I noticed he wasn't playing. The girls had snuck some booze in water bottles so I was a little buzzed, and decided it was time to talk to him. He had been injured and was out for a couple weeks, which was pretty good timing."

My hand started softly stroking the tops of her thighs. She shifted slightly beneath my touch, and her breath got deeper.

"We talked, and hit it off, and so when his team hit the field for the second half, he and I snuck off to my team's bus, and I,” she stopped and sucked in a breath as my fingers danced around her small strip of pubic hair.

"Yes?" I said softly.

"And I sucked his dick." she breathed. "And then, like a week later, we met up and he, he fucked me in his car."

"Did you swallow when you sucked him off?"

"Yes," she breathed again as I tickled her thighs.

"Did he return the favor?"

"With, with his fingers."

"I see," I said, dipping my own fingers down over her pubic bone and between her already soaked cunt lips. "Like this?"

"Yes," Kerri moaned as my fingers slipped inside her.

"Was he the first cock you sucked?"

"No," she gasped

"Tell me."

"I was a camp counselor the summer after I turned 18," she began through a shortened breath, "I had, had a crush on one of the older boy counselors. My friend dared me to tell him, so I did, and by the end of the first week, we started sneaking out to the empty cabin after lights out, so I could blow him."

"How often?" I cooed, finding a luxurious pace for my fingers to dip in and out of her hot center.

"Every night."

"Did you swallow?"

"Every time."

"Did you like it?"

"Yes. I didn't know what to expect, but the feeling, being on my knees felt powerless, but giving pleasure like that was so, empowering. Controlling his body, feeling him pulse into my mouth, oh god, I fucking loved it."

Her body was starting to move with my hand as it rocked into her.

"Did he return the favor?"

"He never offered, and I never asked," she said between gasps. "I didn't care; all I wanted was his cock in my mouth. Afterward, I'd sneak back to my cabin and into bed and, and, touch myself till I exploded."

"That's so fucking hot," I said beginning to kiss her neck, "did anyone ever find out?"

"My, best friend at camp," she moaned. "I told her, she didn't believe me, so I told her to come watch."

My cock was back to its full length, pressing hard against Kerri's thigh as she wriggled against my hand. "How did she respond?"

"She called me a slut, and threatened to tell on us." her cunt humped against my palm. "But then the next night, I went out to meet the boy, and she was already there. On her knees," Kerri gasped, "sucking my guy's cock."

"Oh wow," I said nibbling down to the tops of her breasts, "what was that like?"

"She was right," Kerri gasped, breaths getting shorter and quicker, "It looked so slutty, and so fucking hot. I hid in the bushes, and, and touched myself."

I pulled down the cup of her bra with my teeth and took her nipple between my lips.

"I could see, oh my god, I could see his cock, throb and pulse as he, as he came in her mouth" she said with a long moan, "and then I fucking exploded."

"Did you break it off with him?" I said between suckles at her nipple

"That's the thing," she said, a lusty smile pulling at her lips, "I didn't say a goddamn thing. I just, just kept going out to meet him every time he asked, kept sucking his cock for the rest of the summer, kept swallowing his cum, and I knew, the days he wasn't with me, my best friend was sucking his cock. I knew, and I didn't care. It turned me on so fucking much!"

That was all I could take. As she let out her last exclamation, I slipped off the couch onto my knees, spread her legs, and pushed deep into this wanton woman's tight, steamy cunt.

She pulled her knees up toward her face, spreading wide to greet me, and I held her strong thighs tight as a I fucked her long, hard, and deep.

"Yes; yes; that's it; that's it!" she cried, each thrust sending spikes of pleasure through her young body. Her chorus of "Yes, yes, yes!" sang out like a breathy mantra each time her wet walls stretched to welcome my plunging prick.

She was already so close to cumming before I slipped into her that it wasn't long until I felt her body stiffen around me, her moans come fast and quick, and her body spasm and grasp at my wet piston in glorious orgasm.

As if Kerri's strong body cumming on my cock wasn't enough sensory overload, the thought of Kerri, on her knees in the woods, sucking and swallowing cum for the first times in her life sent me careening over the edge.

I felt the hot tension inside me snap, and after one final, deep push, I pulled my dripping cock out of her sweet center, crested over her pubic bone, and with only three fast strokes from my hand, my balls pulled tight and ropes of hot euphoria began shooting out over Kerri's still gasping body.

White streaks raced up her folded body, painting her stomach, tits, and chin in sticky, white cum. Her chorus of "Yes" returned, and I groaned and cried out as I splattered her hot body with every drop I had. Her position put her face mere inches from her presented tits, and she lashed her tongue around in her open mouth, desperate to catch one of the thick, leaping ropes peppering her skin. My body was rocked hard by this orgasm, but it was the smile on her face as I made her a sticky mess that made sure I'd never forget this night.

Kerri and I were a good fit, and we started seeing each other more and more frequently. The secrecy required, the fear of getting caught, was a big part of the appeal for both of us though, and as things went on we found ourselves pushing the boundaries of that secrecy more and more. We were getting addicted to each other, and to the rush.

Kerri lived with her father, her parents having divorced a number of years previous. He was often gone, so we generally had the house to ourselves, but on more than one occasion we pushed our luck by hooking up with her dad right downstairs. Kerri would come up with some excuse to retire early, and then either quietly let me in and sneak me up the back stairs to her room where we'd cover our mouths, desperate to stay silent as we made each other cum, or sometimes meet me in their detached garage where I'd bend her over the hood of her father's expensive sedan.

We only almost got caught a couple times, but they were both very memorable, albeit for different reasons.

The first time was a normal weeknight. I had finished my shift at work, and found a new message waiting for me that I couldn't resist: a full frame photo of Kerri's full, olive breasts, framed by her arms crossed beneath them, with the message "They need your cock" accompanying it. My pants instantly began to grow tight. She knew titfucking was a turn on of mine, and she had teased me with it in her dirty talk while she pleasured me with her body, but as of yet I had never had the honor of sliding my cock between those two perfect globes.

Clearly that was about to change.

I raced over to Kerri's, parked out of sight, and made my way to her back door to wait. Her dad was home so we had to be quiet, but soon she met me at the door and with a quiet giggle snuck me up to her room.

We barely had the door shut before we were all over each other. In seconds, Kerri had freed her breasts from her top with a delicious jiggle, dropped to her knees, and taken my cock into her hungry mouth. Her lips were loose, and extra wet, and she made sure I was nice and juicy, not shy about letting her saliva drip down between her cleavage.

Once I was nice and ready, she popped me out of her mouth, a long string of thick saliva hanging loose from her lip to my tip. She pushed her big, firm tits together around my length, and in a breathy sigh whispered "fuck my tits!"

Her slick globes pressed tight around my length was like nothing I had felt before. Different than a mouth, different than a cunt, her firm cushions trapped my cock against her breastbone, creating a deliciously unique, pleasurable friction on the sensitive underside of my tip. Stephanie and I had dabbled in titfucking, but it was nothing like this. I had never been enveloped like this before.

My mind flashed to Rachel, and how achingly close my cock had come to her amazing tits when we hooked up in her tent after prom. I wondered how amazing her tits must feel wrapped around my cock if Kerri's felt this good.

I thrust and thrust, Kerri quietly cooing and smiling every time my tip surfaced from her deep cleavage. Tilting her head down, she began lapping and suckling at my cockhead, and I felt my whole body begin to tremble. The sensations of sliding through slick, soft flesh and ending each stroke with a twirling tongue and a sucking mouth was unlike anything I had ever experienced. I gasped, earning me a wide-eyed look from Kerri that silently screamed "be quiet!" and resigned myself to hanging my mouth open as pleasure began to rocket through my body, building and building.

It was then that the knock came at Kerri's bedroom door.

"Honey, are you still up?" It was Kerri's dad. Our eyes burst wide with shock, but Kerri never released my cock from her tits, and I never stopped fucking them.

"Uh, yeah, dad, I just,” Kerri fumbled for an excuse, “ I just got out of the shower; I'm getting changed!" She was struggling to keep her voice level as I continued shaking her body with my thrusts.

The pleasure was building to a breaking point inside me, the thrill of her father being just feet away from us, from catching us, sending me into overdrive.

"I just wanted to let you know It's gonna be a late one for me tomorrow, will you be ok getting home from work?"

"Yeah, dad, no problem," she practically gasped. My cock surged, straining hard with need, savoring every slip and slide through her cleavage

"Text me as soon as you get home, ok? You know how much I worry about my little girl out alone after dark."

"I know, dad," She said. Her cheeks immediately flushed with embarrassment, and she smiled a knowing, naughty smile. I knew what she was thinking; oh, if only he knew what daddy's little girl was doing at that exact moment. That she was pleasuring a man, a man who was not her boyfriend, with her luscious, swollen tits, and that she was about to make him cum all over her.

This nonverbal acknowledgment of our taboo encounter set me off. Her father was informing her that he was heading to bed when my balls lurched up and exploded. My cock caught an unexpected angle, sending it cresting upward through her cleavage, and just as he was telling his daughter he loved her, my blinding joy launched the first thick rope of semen up onto Kerri's lips and chin in a heavy arch.

We both hung our mouths open silently, mine in intense pleasure and sensation, hers in pure disbelief of the timing of my orgasm. "I love you too, dad," she finally sputtered after a swipe of her tongue cleared her cummy lips. My cock launched volley after volley of hot cum across her chin and neck, slipping and pooling around the tops of her pushed-together breasts. "Goodnight!"

My throbbing and pulsing stopped, and we both held our breath for what seemed like an hour as we waited for indication that we were once again alone. After we heard the loud click of his bedroom door, we both burst out in silent laughter. I was sweating profusely, and Kerri; well Kerri was an absolute mess.

Both still laughing, I reached for my phone, and she struck a sarcastic pose as I snapped a photo of the cum-splattered goddess kneeling before me.

"Your tongue better be loose, buddy, because you're just getting started!" she chided with another laugh.

We were being naughty, dangerous, unethical, but It was so much fun.

The second time we were almost caught left a much different flavor in my mouth.

Sometimes, when her father was home and there was just no way to get me into the house, Kerri would sneak me into the detached, free-standing garage next to the house. These nights were different from nights in her bedroom, because there was no time to waste fooling around. We had to get down to business quickly, as to not create too much suspicion by Kerri's absence.

The old couch in the dark corner was our usual playpen. Kerri would always wear something easy access on the bottom when we met there, and clothes usually stayed partially on, and the lights usually stayed totally off. As she'd take my hard cock deep into her buzzing body again and again, I always found myself wondering how many times she had been on that exact couch with "Matt from Belmont." Wondered if he got to cum inside her like I did.

Sometimes, however, we would get more creative with our surroundings, and really explore the space. On more than one occasion I had felt the cool metal of her father's work bench press against my bare ass as his daughter, on her knees in front of me, quickly and efficiently worked my length with her mouth and hands until she emptied my balls down her throat.

That night, however, was special. She had been particularly annoyed with her father for some reason only teenage girls have and understand, and she wanted to act out. After sucking my cock to a delightfully sore state of rigidity, Kerri took me by the hand and led me over to the expensive luxury car her dad jokingly referred to as his "other daughter." Flipping her skirt up over her bare, luscious booty, Kerri leaned over the hood of the car and wiggled her wet cunt at me enticingly.

Taking the hint, and not needing any more invitation, I sidled up behind her spread legs. Hard cock in hand, I dipped the tip gently between her steamy folds, gathering some of her juices, then slid it forward to tease her clit a bit with the spongy head.

Kerri moaned; one thing I had learned is that Kerri hated being teased, and by hated I mean loved.

Her hips began to slowly gyrate, trying to will my cock to its final destination, but I continued to deny her. She actually began to whimper, and it was only when she let out a breathy "Please" that I slipped my tip back, lined up with her desperate entrance, and obliged her.

Kerri was fired up tonight, and as soon as I pushed all the way into her, she began to writhe and moan.

"Yes, fuck me! Fuck me!" She breathlessly repeated, and I was happy to give her what she wanted, driving into her hard and fast. Both our bodies were on fire; my balls slapped her clit with each thrust, and we felt her father's car shift and rock slightly each time our bodies collided.

"Your thumb!" She gasped, "give me your thumb!"

I knew exactly what she wanted, and was more than happy to give it to her. Slipping my thumb into my mouth to get it nice and juicy, I dropped it to her tight, puckered asshole, and pressed gently. Just enough for the tip to push inside her.

Her body rocketed into overdrive.

Kerri was splayed out, laying flat against the hood of her father's car, hands gripping and grabbing at the slick finish as she took my cock in her cunt and my thumb in her ass. I felt her body begin to tremble, and she began biting down hard on the first knuckled of her left hand, desperate to keep quiet as the sensations coursed through her.

My eyes suddenly caught headlights pass through the windows of the garage as a car pulled up to Kerri's house. When the lights shut off, I recognized the car right away: It was Mike.

Kerri didn't notice, she was too far gone down the pleasure path, but I watched the car as I fucked her, waiting to see what Mike was up to.

"Fuck, fuck, fuck, hnn" Kerri moaned as her body exploded in orgasm. The hood of the car took the whole weight of her body now, her legs useless beneath her at that moment as I felt her tight, wet body spasm around me.

The light from Mike's phone lit up in the car, and all of a sudden I could see his face.

Mike had been almost a non-entity in the affair Kerri and I were having. Our relationship with him and our relationship with each other never crossed paths, so the reality of what we were doing had never really sunk in for me; it was easy to compartmentalize and focus on the sex, and not the consequences. But now the reality was unavoidable. Now I was looking at my friend while just a few yards away I was inside his orgasming girlfriend.

Kerri's phone started to buzz; he was texting her.

Kerri's orgasm was winding down, but mine was just heating up, and her gasps turned to lusty coos as I continued fucking her, my eyes never leaving her boyfriend's car.

Mike got out of his car, and leaned on the hood, holding his phone to his ear. He was fully in view now as I drove into Kerri's swollen, cummy cunt.

Her phone began to buzz again. He was calling her.

"I want it, I want it," she gasped as she received each hurried, erratic thrust I barreled into her, still unaware that Mike was so close outside.

Her phone buzzed again.

I felt Kerri's nimble fingers reach down between us and gently grasp at my swinging balls.

I lurched over her and groaned, grabbing her shoulder hard for purchase. I tucked my head into her thick mane of black hair to hide my uncontrollable verbal release, pushed as deep and as hard as I could into her tight, teenage cunt, and erupted hot and strong inside her.

"Yes, baby, yes" she cooed, my grunting pulsing body holding her tight, pinning her against the hood of the expensive car.

Orgasm fading, and cock beginning to soften inside her, I gasped "Mike's been calling you, he's here."

"What?" she quietly exclaimed. Pushing up against me, we both stood up, my cock still firmly tucked between her legs, and looked through the garage window at Mike idly glancing at his phone before holding it up to his ear again.

Kerri's buzzed again.

"Shit," she said, disconnecting from me and hustling over to answer it.

Winded and still vibrating from the experience, I slumped back onto the couch, dick still bouncing in the night air.

"Hey, baby," she said into the receiver. I bristled a bit at the phrase; she had called me baby only moments before as I was filling her with my cum. "I know, I'm sorry, I was in the shower. You're here? Yeah, I can, ok, let me put on some clothes and I'll be down in a minute."

"Sorry, I gotta go, Tim." She said after she hung up the phone. She leaned in and gave me a peck on the lips, and then made her way toward the rear door of the garage. "That was amazing, seriously," she chuckled, "do me a favor and wait until we leave before you do, ok?"

"You're leaving?" I said, for the first time in our affair I felt a slight pang of jealousy.

"Yeah he wants to talk, and dad's inside, so we're gonna go somewhere."

She promised we'd get together again soon, and disappeared. A few minutes later I saw her exit through the front door in a new outfit, meet Mike with a kiss, get in his car and head off, leaving me alone in the garage.

Late that night, I got a message from Kerri.

"Thanks so much for being cool tonight."

"No problem," I wrote back, trying my best to maintain a level of coolness that was quickly beginning to fade. The truth was, for the first time I began to feel bad about what she and I were doing. "How was your talk?"

"I was hoping you'd ask. It was really, productive." A picture came with her response. Opening it up my cock twitched as I gazed upon a close up shot of Kerri's swollen, well-fucked cunt, a serious amount of thick, creamy juices clinging to her lips and spilling out onto what was clearly car upholstery beneath her. "I came so fucking hard, Tim."

"Oh wow," I wrote back.

"It's hard to tell what's mine, what's his, and what's yours." a smiley emoji and a "goodnight" signaled the end of our correspondence.

Lying in bed, looking at that photo, I thought about Kerri, still full of my cum, in the back seat of Mike's car, taking his cock, cumming on it, and then being filled by his cum as well.

It felt wrong. The walls were beginning to close in, and our affair was starting to feel too real. I knew it had to end.

I pulled out my cock and jerked off one more time.

Chapter 29: Letty Lessons

"Hey, Tim, are you actually gonna do some work today or are you just gonna sulk?"

I heard Gina's voice, but I didn't hear her words. It was mostly just indistinct noises and hums. I was sleepwalking my way through most things lately, trying to just keep my head down and not think about sex, love, the future, anything. It wasn't a great solution to my problems, but it was an easy one.

After that night in Kerri's garage, fucking her on the hood of her father's expensive car, only a few yards from her unsuspecting boyfriend Mike, I decided I was done. Kerri and I had an explosive affair, but I was starting to feel used. I felt used, and I felt bad. Mike was my friend, and I was fucking his girlfriend behind his back. I never thought I'd ever be the kind of person to do something like that, but at that age, it's the hormones driving the ship, not your head. I was trying to change that.

I felt used, and I felt dumb, and I didn't want to feel either, so my decision was to not feel anything at all. I stopped replying to Kerri's salacious emails, no matter how many lewd pictures she included as incentives, and just drifted into the mental ether.

No Kerri, no Christine, No Stephanie.

No Tara.

No point.

"Tim!" Gina shouted, finally breaking my trance.

"Huh? What, what's up?"

"Jesus, what is with you lately, dude?" she said, shoving a box of copy paper into my chest. "You've been on Mars for weeks, and I can't keep covering for you with Letty!"

My mind drifted to Letty. She was my boss, but she was also my mistress. She had been having me come in after hours for "training" in order to teach more how to be a better "employee," lately. It was a glorious torture that left my jaw and cock deliciously sore from pleasuring her, but also my balls full and blue.

She had yet allowed me to cum in her presence. She told me I couldn't until I started thinking with my head and not my dick. I so desperately wanted to, but I didn't know how. I needed guidance. I needed Letty, but even those workplace rendezvous had seemed to taper off recently. I chalked it up to just being another part of my depressing;

"Wait, covering for me? What do you mean?"

"I've been covering for you with Letty to make sure she doesn't fire your ass!" Gina said with gusto. "I love slacking as much as the next person, but you; you've just been on another planet lately, and I didn't want to see you get kicked out of here."

"Why would you do that?" I said, asking about the reason for her kindness, but also internally cursing her for denying me time with Letty.

"Because you've clearly got stuff going on, Tim, and I've, been there. Everybody needs a hand sometimes even if they won't admit it." She said with a kindness to her voice, before the edge came back and she issued a stern "now get your ass to work!" and poked me hard and headed off.

"Thanks, Gina," I said weakly, "I owe you one."

"Two, Tim; you owe me two. And it's gonna be a doozy when I finally charge that tab." she said walking off, not turning back at me.

My eyes drifted down to her plump ass swaying hypnotically beneath her slacks. I couldn't help but wonder what that debt would be. Then, in the distance of the store I saw Letty, our boss, and I began to get slightly mad. Mad that Gina's courtesy had saved me from afterhours meet ups with Letty. Mad that she had denied me Letty's sweet torture.

I walked toward her. No one but me knew what she had hiding under the unflattering work outfit she wore every day. How perfect and tight her body was. How supple her tits were. How gloriously tight her cunt was. I needed it.

Crossing right in front of her, making sure she could see, I dumped the paper I was carrying all over the floor. I just kept walking, leaving the papers cast all over the tile.

Letty stopped.

"Excuse me, Mr. Miller," she said curtly.

"Hmm?" I responded dismissively.

"Are you going to pick that up?"

"What if I don't?"

Letty stared at me over the rims of her glasses.

I reached over to the nearest shelf and, without leaving her gaze, knocked a package of pens onto the floor.

"Pick that up right now, and then you will be seeing me after work for training tomo; "

"Tonight." I asserted, cutting her off.

Her piercing blue eyes stared right through me. I could tell she sensed the desperation behind my eyes.

"Tonight. Now clean it up."

"Yes, Mistress," I whispered so only she could hear. Her eyes went wide, then shifted to either side to make sure no one else was around to hear.

She straightened her shirt and continued on her way. I dropped to my knees and began doing what she asked.

A few hours later I'd find myself on my knees again, once more doing exactly as she instructed, only this time I'd be nude, rock hard, and drenched from chin to chest in the juice from her cunt.

Letty leaned back against the desk in her office, trying not to reveal how flustered she was after the orgasm I just gave her, but I could tell. The nipples on her exposed breasts were like diamonds, and the pale, smooth skin on the flat of her chest was flushed crimson. Her cunt was swollen, wide, and creamy.

I sucked the remnants of her thick, sweet juice off my fingers and felt a smirk pull at my lips. God, this woman tasted good.

Straightening herself out, Letty reached for her riding crop and placed the flat whip end under my chin.

"Stand." she said, her breath still a little shaky.

"Yes, Mistress." I said, and did as I was told.

She stood back and examined me. Unlike previous times, Letty was completely nude save for her white button down blouse, which hung open, parted to the sides by her perky breasts. She shifted her weight. Her hips rolled. My cock flexed. Her eyebrow went up.

"Tell me," she said, running the crop over my body, "why did you force my hand today? Why did you want me to punish you?"

"Because I deserve it, Mistress." I said, the thoughts of Kerri and Mike flooding back to me

"Why?"

"I was having an affair with my friend's girlfriend, Mistress. And I ended it."

"Why?" she said, taking my balls into her hand. "Didn't you enjoy your friend's girlfriend draining your balls behind his back?"

"I did, Mistress," I groaned as she rolled them back and forth, "but it was wrong. It wasn't worth it, and it needed to end before someone got really hurt."

"I see," she said, grasping my cock and stroking slowly. "So you came to me because you needed someone to fuck?"

"No, Mistress," I said truthfully, "I came to you because I felt guilty. I needed, penance."

"I see," she said, beginning to stroke me more deliberately before leaning in to whisper in my ear "I can give you penance."

A shiver went through my body.

Letty moved toward her desk, guiding me by my cock. She sat up onto the lip. Spreading her long, toned legs wide, she guided my tip to her still-dripping opening.

"Fuck me until I tell you to stop. Do noT Cum under Any circumstances."

"Please, Mistress," I groaned.

"That is your penance."

Another shiver ran through me.

"Yes, Mistress."

Letty's legs closed around me, pulling me, and I pushed, entering the silky embrace of my boss's wet, vice-like cunt.

We both gasped as I bottomed out inside her. Her scalding center enveloped me completely, squeezing, sheathing my hard, straining cock.

I braced myself on the edge of the desk, my legs feeling momentarily weak.

"Fuck me." she said sternly.

My eyes were closed, I was still adjusting to the amazing sensations encompassing my cock, taking in the feeling when I felt a mild slap on the side of my face. My eyes flew open.

"Fuck me," she said through lusty eyes, "or the next one will be harder."

I looked down at my boss, my cock inside her, and realized that reclined back on her desk, allowing me to fuck her was the most submissive she had ever been with me. My cock throbbed inside her. "Yes, Mistress," I gasped. I began to thrust.

Pure sensation coursed through my body as I began slipping in and out of her. She was so, so tight, but she was so, so wet.

"Yes. Fuck me." She said through wavering voice, "HARDER."

"Yes, Mistress," I groaned and began to thrust harder. The feeling of her tight cunt racing along the length of my cock was electric. I felt her heels pulling at my back, asking for even more.

"HARDER." She grabbed my hair tightly.

"Yes, Mistress," I obliged and drove harder into her. Her perky tits jiggled violently. The desk began to shake and stutter as I drove my whole body into her

"Yes," she said through gritted teeth, "yes, that's it, that's it,” Her eyes drifted shut and her tight lipped expression began to slacken and hang open.

"Fuck,” I croaked as the fire began to boil inside me. My cock was vibrating, I was sweating profusely. I could feel my orgasm beginning to rear its head. I closed my eyes.

A slap came across my face, harder this time.

"Don't you Dare cum, Mr. Miller!" Letty asserted, her crystal eyes piercing through me now. "Don't. You. Dare."

"Yes, Mistress," I croaked again. I didn't want to disappoint her, truly. I only wanted to cum if she thought I deserved it. The thought made my cock surge harder.

I gripped Letty's thighs with my arms, adjusting my angle and stability, and began to drive myself into her like a mad man.

"Yes, yes,” she groaned as I threw my whole weight into fucking her.

I cried out, the sensations inside me getting harder to deny. The spring coiling tighter and tighter.

"Yes, fuck me, fuck me,” she had never been this open with me before. Her eyes drifted closed again, her mouth went slack "Don't you cum, don't you cum, "

"I won't, Mistress, I won't." Sweat dripped off my face, splattering in droplets onto her bouncing tits.

"Don't you, don't you,” the flush on her chest returned. Her mouth hung open fully. I felt her hand tighten in my hair, and her whole body tense up. Her heels pulled me deep into her, as deep as I could go, and the walls of her molten cunt began to spasm around my desperate cock.

My desperate cock that was practically on fire. It took every ounce of my strength not to explode into this woman's amazing body, but somehow I managed to control myself.

She made no sound at first, seemingly holding every sensation in as tightly as she held my cock, until finally, a loud, expressive "Uh" echoed in the office and her whole body relaxed.

Her breath returned, heavy and quick. Her eyes opened. There was something different in her eyes; the iciness was momentarily gone, replaced with a certain euphoric glaze. Letty may have been a harsh mistress, and an icy boss, but good God she was a gorgeous woman.

"Did you cum?" she said, the words practically dripping from her lips

"No, Mistress," I said through gasps, still holding my orgasm at bay.

"Good boy, Mr. Miller," she said with a slight smirk and gently pushed me off of her.

"Thank you, Mistress." It was torture to have to leave her cunt.

"You've done everything I've asked of you, Mr. Miller. It's quite admirable." She looked down at my cock, painted with her thick, creamy cum. "And I know the state you must be in. But your penance isn't over yet."

My whole body was vibrating from how blue my balls were, but somehow I loved it. Somehow I knew I needed it.

"You did the right thing, ending your affair, but you must continue to do the right thing." She walked toward me and cupped her hand around my swollen balls. "Until further notice, these belong exclusively to me, in or out of this building. You will not empty them, alone or otherwise, until I give you permission, do you understand?"

I was too overtaken by the command to speak.

"Do you understand, Mr. Miller?" she exclaimed, squeezing my balls enough to remind me she was there

"Yes, Mistress," I yelped, "I understand."

"Good," she said, letting go of my balls and making her way toward her clothes. "You may go."

Still vibrating, I floated through getting dressed and began to make my leave.

"Tim," Letty called to me as I reached the door, "If you do as I say, it'll be worth it, trust me." there was a duskiness to those last two words that I felt in my loins. "And if you don't, I'll know."

She waved me off and I hustled to my car. I hit the gas and got home as quickly as possible, tumbled up to my bedroom and whipped out my straining cock and;

I stopped.

I wanted so badly to cum, but I also wanted to please her. I needed to prove to her, and to myself, that I had control. So I did what she instructed. There would be no cumming of any kind until she told me I could. I put my cock back into my pants, and tried to focus on anything else as I fell asleep.

 

The first few days were torture.

I felt like my balls were constantly boiling, like my skin was electric, and the faintest stimulation, visual or otherwise, would cause my cock to get ragingly erect. I didn't think I was going to be able to do what my Mistress wanted me to, but I was committed to trying my best. Then, like a cresting wave, suddenly I felt calm, more focused, and the desperate need to shoot my load receded into the back of my mind.

"You know I gotta say, I don't know what's gotten into you," I heard Gina say as she approached my table in the break room, "but you seem like a different person lately. What're you, looking for a career in office supply stacking or something?"

"No, not at all," I chuckled, "I just, re-prioritized things. Cleared my head."

"I see," Gina said, suspiciously.

I heard the click clack of stiletto heels, and all of a sudden my resolve was fading. Letty entered the break room and approached Gina and I. She was wearing the tight skirt she always wore on days when I had to stay late for "training." I felt my cock start to thicken; did this mean today was the day?

"Mr. Miller," she said, peering over her glasses at some paperwork on a clipboard, "I've been looking over your recent work these last few weeks and I have to say I am impressed. Punctuality is greatly improved, your focus has been excellent, and your overall productivity is stellar." She flashed her icy blue eyes at me over the lip of the clipboard. "Keep it up."

Oh, it was up, alright.

"Thank you M; Letty." I felt sweat on my neck as I almost blew the whole game. She started off, the click clacking of her stilettos returning, and suddenly I felt slightly panicked. "Is there anything else? Anything you, need me to do?" I said, desperately hoping for an invitation to stay late.

She paused for a moment, then shook her head with a "no, that'll be all," and continued on.

I felt my breath come back to me and my spirits dip.

"Are you ok? Gina asked.

"Yeah, I'm fine, just, want to do my best, you know?"

"Um Hmm," she hummed sarcastically. There was a silence. Gina idly picked at her coffee cake with her fork. "Hey listen, Tim, remember that favor you owe me?"

"Sure," I said, taking a sip of my coffee

"I think I'm gonna be calling it in. Tonight. If you're free."

"I seem to have nothing but time lately. What exactly is this favor?" I said inquisitively,

A smirk pulled at her lips and her eyes narrowed. "I need you to come to work with me tonight, at my other job."

"That's your favor? You need me to help you out at your other job?"

"Yes."

I tried to sigh as discreetly as possible. I was happy to help, but I wasn't exactly looking forward to spending my night cleaning rooms or, whatever else, at a retirement home.

"Yeah, no problem. Whatever you need."

"Excellent," Gina smiled, and then bounced off

I sighed for real this time. Well at least I wouldn't have to worry about being horny tonight.

"Hey, Shelly, this is Tim, he's gonna be helping me out tonight," Gina said to the security guard behind the desk at the main entrance to the retirement home.

"Ooh, he's a handsome one," the big, black woman offered back, "why don't you send him up here to help Me out when you're done with him?" We all laughed. I noted how her large breasts pressed against the fabric of her uniform. I felt a stir in my pants.

It seemed strange to me to just walk a total stranger into a place like this with no pushback, but I guess it wasn't the first time.

"This place doesn't seem so bad," I said, trying to make small talk as we walked the quiet halls. It was a nice-looking establishment, as nice as any retirement home could really be. There wasn't another soul in sight.

"Yeah, it's ok," Gina said, "it's an easy job and they're very good to me. Very accommodating." she waved me over to a door toward the end of a long hallway.

"This the janitor's closet?" I asked

"Not exactly." She keyed the lock and pushed open the door to reveal a fully furnished room unit. Bed, couch, kitchen, it was all there, and it was all liveable. "I work the night shift, so they let me stay here overnight whenever I want."

"Oh wow, that's pretty nice," I admired.

"Yeah, I'd rather be here than at home, honestly. At least it's quiet here. Make yourself at home while I go get ready." Gina moved off toward the back bedroom.

I wandered around idly, looking at the amenities. Quiet was right. This seemed like a cool place to hang out, but then I noticed something that seemed a little off. There was clearly a separate bedroom, as Gina had just gone into it, but the actual bed was set up right in the center of the room. And what's more, it wasn't a medical bed as I expected, but a normal bed with a rather ornate metal frame. Very odd for a retirement home. In front of the bed was a table with a computer on it. And a camera.

"Hey, what's this computer for?"

"That's what I need your help with," she called out from the back room.

"You need me for tech support? I thought you were like a janitor or something; needed me to help you clean floors."

"No, it's much more interesting than that," Gina said, walking out of the back room in a pink, silk robe. "You see, my job here is pretty easy, and I finish my rounds very quickly, so that gives me plenty of time to explore other, entrepreneurial endeavors."

She padded past me toward the computer, booting it up.

"You're an eBay seller?" I said, playing stupid.

"No, Tim," she said with an eye roll, turning back toward me. "Let's just say I'm a, performer. And I have a lot of fans who like to watch me 'perform.'" She slipped the pink robe down off her shoulders and revealed all the curves of her body hugged tightly by lacy black lingerie.

I gulped hard and took in the vision before me: plump breasts held up into beautiful, deep cleavage, belly button ring accenting a soft, flat stomach, flared hips into thick, luscious thighs, legs dipped in sheer nylon.

"So, what do you need me for?" My dumbness now less an act and more a result of being totally dubstruck by Gina's body.

"Well," She said with a slight smirk, slowly sauntering toward me, hips swaying, "I'm usually a solo performer, but I promised my fans special bonuses once I hit certain subscriber milestones, and I just hit my first one. And I thought you'd be the perfect person to help me give them what I owe."

"Oh yeah?" I choked out, "what do you owe?"

"At this milestone, I owe a special video," she dripped, moving inches from my face, "in which I suck on a real, live cock, and take a nice, big load."

"Oh my." I eked out. I could feel myself sweating. My cock strained against the fabric of my pants.

"What do you think?" She said, running her fingers up and down my forearm, "do you think you can help me out?" She licked her lips for effect, the little minx.

I wanted to. So badly. I felt the word yes forming at the back of my throat as I took in Gina's palpitating cleavage. She smelled amazing.

But then I thought of Letty. I thought of what my mistress tasked me with. And how desperately I wanted to follow through on what she demanded of me.

"I,” I began, shocking myself that I was even going to say it, “ can't."

"But you owe men one, Tim," Gina said with a pout, "and I can guarantee you won't regret it."

"I can't, really." I was almost shaking.

"Are you sure?" Gina stepped back from me slightly. "You can cum wherever you want, Tim," she said, running her hands over her body, "in my mouth, on my face, on my tits, "

Her hands reached the cups of her lingerie and gently pulled them down, presenting me with two bountiful, luscious, naked breasts. Breasts I desperately wanted to squeeze and suck. Breasts that needed my cum.

"Gina, I can't tell you how much I would love to do exactly what you need me to do, but the truth is I can't. At least not right now. Maybe if in a few weeks; "

"This is a one-time offer, Tim." she said, giving her tits a slight shimmy. It was electric.

But I stayed firm (in more ways than one).

"I'm sorry, Gina. I can't."

Gina paused, staring at me, scanning me. Then with a long sigh she slipped the cups back over her tits and grabbed her robe.

"Fine, Tim," she said, dismissing me with a hand wave, "whatever you want. It's too bad, it would have been a lot of fun."

"I know," I said, my breath slowly returning to normal, "is there anything else I can help you with?"

Gina chuckled. She walked toward me one last time, and gave me a kiss on the cheek. "Goodnight, Tim. I'll see you at work on Monday."

I floated out of the room, down the hall and past Shelly at the desk, barely registering the teasing remark she sent my way as I left the building.

My cock screamed at me the whole drive home. I couldn't believe what I had just done. Or hadn't done for that matter.

Waiting for me in my inbox was a message from Kerri. A photo. Her nude body draped in the backseat of Mike's car, racing stripes of his thick, white cum stretching from her bellybutton to her lips. She was winking.

"Wanna be next?" the text read.

My cock surged again.

I closed the photo and drowned myself in the sheets of my bed.

I expected an intense sense of awkwardness that next week at work, but much to my surprise, Gina acted like nothing had changed at all. We still chatted, we still joked, and there was zero mention of her asking to suck my cock on camera for the internet to see.

Not that I wanted to talk about it, that is. I was more than happy to just keep my head down and focus on doing what Letty asked of me, but even though nothing had changed, something definitely had changed. Now whenever I saw the faint shuffle beneath Gina's work shirt, all I could think about was her amazing breasts, and how badly I'd love to suck, lick, or fuck them.

Head down, Tim. Head down.

The week passed without incident, and pretty soon it was Friday. That's when I heard the click clack of Letty's stilettos get louder and louder. That's when I felt the hair stand up on my neck.

"How are you, Tim?" she said cordially as she approached.

"I'm good Letty, how're you?"

There was no response, just a quick, awkward smile.

"Tim you've continued to impress me with your change in attitude as well as your commitment, but I'm going to have to ask you to stay late tonight to help me with something once again."

A chill shot down my back straight into my cock.

"Sure thing, Letty, no problem." I half choked. That quick smile returned and the click clack of her heels got quieter and quieter.

"Good news or bad news?" I heard Gina say approaching from behind.

"Uh, I'm not sure," I managed, "I gotta stay late tonight."

"Ha! Man, you just can't win, can you?" Gina said, slapping me on the back before she continued on. "Don't let her work you too hard!"

I gulped and tried to hide my erect cock as I finished the work for the day.

Closing time rolled around, and I waved to Gina, the last one to leave for the night. Excited, but throat dry, I locked the door behind her, and made my way toward Letty's office.

I stood outside, attempting to collect myself, then I knocked.

"Come in, Tim,"

I pushed open the door. Letty was waiting for me, her slim, lithe body leaned against the lip of her desk. Her white blouse was open just enough to show me the top of her tight cleavage. Her black skirt hugged her hips intimately. Long, fishnetted legs cascaded into those high, stiletto boots. There was a new addition to her outfit tonight though; a black, leather choker of some sort. A collar with a metal hook at its center.

My cock twitched hard as I took in the whole package.

"It's been quite a while since you were last here, hasn't it?" She said, straightening up and taking a confident pose in the middle of the room.

"Yes, Mistress,"

"And I gave you a task to complete didn't I?"

"Yes, Mistress."

"And did you complete it?"

"Yes, Mistress," I said, eagerness forcing itself out with the words.

She tapped the edge of the desk, and I quickly moved over to it, resting my ass on the lip.

"How do I know you're telling me the truth?" she said, circling around me to the rear of the desk. "How do I know you haven't spilled your seed since then?"

"Because I want to please you, Mistress. I wouldn't lie to you."

Letty returned to my sightline, carrying something behind her back that I couldn't see.

"I know you wouldn't," she said with a slight smirk. She gently placed the item she was carrying on the floor in front of me. It was a pillow.

Letty was inches from my face now, staring through me with her icy blue eyes. Her hand fell to my groin. I was rock hard. She felt it. She smirked again.

A knock came from the office door. I froze.

"Who is it?" Letty bellowed.

"It's Gina." Her voice hit me like a cold shower. If she caught us, we could both be in big, big trouble.

"Come in."

My eyes went wide and shot back at Letty who could only smirk. The faint creak of the door whipped my head back toward its origin, and I waited, ready to be outed by Gina.

What I wasn't ready for was to see her standing in the doorway wearing the exact same lingerie outfit she had worn that night the previous week.

"Take your place, Gina," Letty said, the hand on my cock now gesturing to the pillow before me.

Gina smiled and narrowed her smokey eyes.

"Yes, Mistress."

My stomach dropped like a ton of bricks. Gina padded into the office, her full hips swinging, her thick, beautiful cleavage bouncing slightly with each step, stopped in front of me, and lowered her knees to the pillow.

"Wait, the other night, it was a set up?" I said, bouncing my eyes back and forth between the two women

"You needed to be tested, Tim. You did as you were told. You've resisted temptation. You've refocused yourself," Letty said, running her hand across my chest. "And now it's time for your reward. You may proceed, Gina."

A wry, mischievous smile pulled at Gina's lips.

"Thank you, Mistress."

Suddenly it all made sense to me; All the times I had seen Gina waiting outside as we closed up; how could I have been so dumb as to think I was the only person Letty had ever done this with? My mind flashed to Gina on her knees, pleasing Letty the way I had, they way she was about to please me.

Her hands moved up my legs. Fingers lowering the zipper. Gently she reached inside, searching for my cock; it wasn't hard to find. Tips brushed the thick shaft, feeling it. Grasping it. Suddenly the cool air of the office passed over the sensitive skin of my revealed erection.

"Oh my," Gina cooed, taking the time to feel all its length and girth with her hands, inspecting it. "You weren't kidding, Mistress."

She wasn't kidding. Letty wasn't kidding. Letty had told Gina about my cock.

Gina grasped me firmly at the root, causing my desperate hardness to throb. She looked me in the eye, and with a soft smile that said "I'm going to enjoy this," licked her lips, opened her mouth, leaned in, and took the flared head of my cock inside.

I almost screamed.

Slowly but deliberately she began to drag her slick, pillowy lips up and down my shaft, her tongue making a delicious swirl around my tip at the apex of each stroke.

My hands tightened, fingers gripping the edge of the desk like ten tiny vices.

A steady rhythm began to develop, Gina's hair swaying gently as she continuously penetrated her warm, wet mouth with my cock. Little coos and moans vibrated their way up my shaft and into my body. I was buzzing.

"She's very good, isn't she?" Letty dripped into my ear, running a hand across my chest. All I could do was nod in agreement - she was very good at this. My mind wandered briefly, wondering how many cocks she had sucked to get this good at it. Had she started in high school? Had she perfected it in college? How many men had had the immense pleasure of looking down and seeing this amazing girl work magic on their cocks? How many in this very office?

I was sweating profusely. The sensations Gina sent coursing through my body were immaculate.

"Don't fight it, Tim," Letty encouraged again, "give Gina what she wants."

I moaned loudly as she took my entire length into her mouth. I felt my head slip into her throat.

"Tell him what you want, Gina."

Gina slipped my cock all the way out of her mouth for the first time since she began.

"I want your cum, Tim."

I groaned again as she enveloped me once more, slipping effortlessly back into her rhythm.

"Ae you going to give it to her, Tim?" Letty said, pressing her perky tits into my arm, "are you going to give Gina all your cum?"

"Y-yes, Mistress,” I barely croaked out

"I bet you've got a lot for her too, don't you? Stored up in those big, full balls, "

"Yes, Mistress, "

Gina's pace increased. My body started to shake. My mouth hung open.

"Are you going to cum, Tim? Are you going to cum for us?"

All I could do was nod. The hot coil inside me was drawing tighter and tighter. Pleasure surged through me.

Letty's hand dropped down into Gina's hair, gripping it; it was Letty who was guiding her now. Letty was facefucking Gina with my cock.

"That's it, Tim, cum for us, Cum For us."

I let out a loud cry and an "oh, fuck," and the tight spring of pleasure inside me snapped.

At that very moment Gina's mouth left my cock, replaced by a hand; Letty's hand.

My eyes snapped downward: Gina sat back on her heels, eyes closed, mouth open, arms pressing her generous breasts together into bursting cleavage, as Letty jerked my cock at her face.

A millisecond later, almost a month of pent up sexual frustration unleashed itself all over my sexy co-worker.

The first rope of hot white pleasure ripped out of me in a spiral of joy, leaving a long sticky lash up Gina's cheek, over the bridge of her nose, and up into her hair.

The second came splattering onto her chin and lurching into her open mouth.

More into her mouth.

More across her face.

More splattering down her neck and onto the swell of her tits.

I lost count. My eyes closed. It felt like my whole body was racing out through the head of my cock.

"Yes, yes,” Letty encouraged, stroking me with a continuous pace, directing my juices all over her subordinate.

It felt like forever, but was probably only a matter of moments, but eventually the spurting stopped, and Letty slowed her pace. The final remnants of my cleaned out nuts dripped and ebbed over her fingers.

My breath remained deep and heavy. I opened my eyes and took in the unbelievable sight before me: my co-worker Gina, on her knees, absolutely painted from head to knees in my semen.

"Holy shit, holy shit,” was all I could manage.

Gina smiled, and pushed some of the errant strands into her mouth with her finger.

"Well done, Mr. Miller," Letty said, releasing my cock. She held her cum-streaked hand out to Gina. Gina leaned in and sucked my cum off our boss's fingers. I saw a chill of excitement run through Letty's body. "What do you say, Gina?"

"Thank you, TIm," Gina said between sucks and licks, cleaning off Letty's hand.

"Holy shit" I whispered in refrain.

Her hand now clean, Letty offered it to Gina, who took it, and rose up to her feet.

Letty let go and made her way to her desk to retrieve something.

"Can I get you like, a towel or something?" I weakly offered to Gina. I was still in a state of shock.

"No thank you," she replied with another wry smile, "not yet."

Letty returned from her desk, a long, thing leather leash in her hands. She handed it to Gina, and then opened wide the neck of her blouse.

Gina approached, and clicked the hook end of the leash into the metal fastener on the collar around her boss's neck.

I saw that chill return, but this time something was different. Something changed. It was almost as though I witnessed a transference of power. I wasn't sure exactly what I had witnessed, until Gina spoke.

"Clean me up," she said to Letty with an assertive tone I had never heard anyone use with her before.

Letty nodded her head, and then our boss, the iron-fisted taskmaster, the woman who bent my will and made me happily obey her very command as my Mistress, bent forward and began licking my cum off Gina's chest. Then her neck. Then her face.

Letty's tongue caressed Gina's cheeks, up over her nose, even her forehead, lapping my spent seed off her employee's face and into her own mouth. I watched her throat periodically pulse as she swallowed it down.

Once her face was clean, Letty stepped back, and Gina commanded "open." Letty opened her mouth wide to show she had swallowed everything, to which Gina responded "Good girl."

I was dumbfounded at the display. Everything I thought I knew about our relationships and power dynamics were now completely out the window.

"Come with us, Tim," Gina said, and made her way out of the office, Letty following obediently behind on her lead.

"Yes, ma'am," I said in disbelief, and made my way after them.

To be continued in Part 19

By LiminallySpaced for Literotica.