My Teacher Friends Ch. 03: Holiday – Erotic Couplings – Free Sex Story

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I had known Laura for nearly a full year. I spent the first few months of the year subbing at the college where she taught. Then came that spring afternoon we kissed in the mattress store, followed the next night by incredible first-time Sex between us, and the next with her offering to distribute me with her friend and fellow teacher, Lisa. I’ve pretty much been putty in her hands ever since.

I found myself at Laura’s place more and more often as the year progressed and was basically living there by the time college let out. That Horny little girl was especially randy over her summer break. Gonna my new home away from home during my lunch break from the venue where I worked became a daily treat for me.

She would greet me in different and innovative methods like when she was naked, except for an apron, leaning seductively over the kitchen sink, or curled up in bed, waiting and wanting, or Hot and sweaty, fresh in from gardening.

Those were some sweet lunch breaks. She didn’t cool off much when college started back up again in the fall, either. We just used different times of the day.

I had no idea that the prim and proper schoolteacher I had first met was, in reality, a highly charged, highly sensual, bordering on insatiable woman. I was coming to understand more about her each day. It was nice, though. We lived in relative peace, with no fighting or arguing, only kindness, consideration, and lots and lots of affection.

She seemed to enjoy our most recent tradition, starting with a cocktail on the couch after college while she shared whatever was on her chest that day. If the topic was light, my hand would unconsciously rove her chest and massage her breasts as she spoke. She appreciated my eager ear and soft caresses, and after a while, would be ready to put college out of her mind until the next day.

My petting sometimes led to kissing, then hasty undressing, and after college romps right there on the couch. More often, she would heat up and give me the look that said, ‘Upstairs, mister.’ I would willingly take her offered hand, knowing I was being led up to our bed.

Mostly, we would let the anticipation create throughout the evening and go to bed early. With bodies intertwined and sheets tangled, our musky scents and the sounds of heated passion would fill our room until we fell asleep draped in each other’s arms, moonlit.

I was actually surprised at my own ability to rise to the occasion and perform as well as I did on such a regular basis. I had never met another woman with quite her sexual appetite, but she seemed happy and well satisfied.

I concluded that, in addition to her natural hotness, playfulness, tightness, wetness, and sexiness, the delicious and healthy food she prepared for us every day must have been contributing to my increased libido and stamina. We did eat a lot of oysters and avocados.

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As the college’s winter/holiday break drew near, she shared the news that she needed to travel over the break to visit relatives out East and would be gone for over a week. We talked about me gonna New York with her, but she said that she would prefer that I meet her family under better circumstances, when her time would not have to be devoted to making the rounds between aunts, uncles, grandparents, and cousins, and we could just relax and enjoy the water and summertime fun at her family’s cottage up there, and I could get to know her sisters.

She also admitted that she missed her sisters and needed some “sissy time.” She wondered that having an impressive stud like me by her side might distract her sisters and even make them a little jealous. She said that she needed a chance to tell her sibs all about me before we all met. I was okay with that, since I had to work most of the days she would be gone anyway. The holiday season was one of our busiest times at the venue.

Her plan was to fly out Christmas Eve night and return New Year’s Day. She said the flights were cheaper on the holidays and added playfully, “Plus, I’ll have a chance to see Santa’s sleigh since we’ll both be in the air at the same time!”

The day before she was to leave, we shared our own early Christmas celebration on Christmas Eve. After we exchanged gifts, she made one of my favorite breakfasts of Swedish pancakes with bacon on the side. In between bites, I told her, “I might want to pour maple syrup on you and lick it off before you leave for your trip”

“Ooh, kinky,” she said from across the table. “Sounds messy, but Hot!”

“It does, so I think I’ll take you just the way you are.”

She giggled and shivered, and watched me avidly while I finished my breakfast, chin resting on her palm, bare legs crossed and swinging, humming lightly. When I was done, I stood and stared down at her. She knew exactly what my serious expression meant.

She stood and looked back at me with wanting in her eyes. I whisked her into my arms and carried her up to our bed. Knowing we would be aside for nine whole days, we spent the afternoon having Hot, hungry Sex nearly up until the time she had to leave.

Straddling me, impaled on my hardness, I blew my load into her for what I knew would be the last time for a long while. As I thrust into her, she trembled and vibrated above me, lost in her own searing Orgasm. When her quakes subsided and the last of my seed had pumped into her, she placed her hands on my chest and peered deeply into my eyes.

“That was incredible,” she said with ragged breath.

“Yeah, it was,” I breathed.

“I’m gonna miss you… This…” she sighed.

“Yeah,” I breathed lowly. “Me, too.”

She squirmed on me, making warm fluids squish out of her and drip down between my legs, then said, “There’s something I wanted to talk to you about before I left.”

“Sure. What is it?” I asked.

“Well, it’s kind of weird and it’s about my family, and I…” she paused.

I waited for a while, then said softly, “It’s okay, Laura. You can tell me anything.”

“Well, I just want you to know that whatever goes on or happens to happen back home has nothing to do with us!” she blurted.

“Well, that’s mysterious and random,” I said, puzzled.

“I know. It’s just that there are people back there that I’m bound to see while I’m home, and, well…” she paused, squirmed on me and more jiz dribbled between my legs. “It gets a little bizarre with my sisters and me, and the boys back home, and…” she stopped, flustered.

“Are you trying to tell me that you’re going to get with an old flame while you’re home?”

She squirmed some more and said, “I wouldn’t say that, exactly. It’s complicated.”

“How so?”

I felt my cock deflate within her as she explained, “It’s like this. My old boyfriend started dating my Sister after I moved here, and Kim is really a lot like me. All my sissies are, in fact. Knowing my naughty little Sister, she’ll try to share him with me while I’m home.”

“Like the way you shared me with Lisa?” I surmised.

“Yeah, kind of like that. My sisters and I share. We always have.”

“Wow,” was all I could say, completely soft inside her now. “I guess that explains why I’m not going with you on the trip.”

“Mostly it’s because I’m not sure I’m ready to share you with them yet.”

“But someday you will, you think?”

She perked up as she lay down on my chest and I slipped all the way out of her, “Probably couldn’t stop it from happening even if I tried. Once they meet you, that is. Can you see now, why I’m not the jealous type? I couldn’t be!”

“That would explain it,” I mused.

“I’m glad you’re not either,” she said, then added with a serious look, “You’re not the jealous type, are you, Sam?”

“Of course not,” I lied, hiding any turmoil I felt at the wondered of another guy fucking her.

“Don’t you have any old girlfriends you ever think about looking up?” she asked as if to rationalize the forgone conclusion that her old boyfriend was gonna get some from her when she got to New York.

“If I did, they wouldn’t be ex-girlfriends now, would they?” I said, sounding glum, as much as I tried to mask it.

“Now don’t worry, baby! I’ll come back home to you as Horny as ever. Probably more so!”

Trying to sound wise and benevolent, I said, “I trust you to make good decisions and come back home to me safe and sound. And Horny, baby girl!”

“I will, I promise!” she said cheerfully.

I wondered to myself, did I just give her permission to fuck another guy? Did she even ask permission or just tell me how it’s going to be flat out? Was this what was called being wrapped around her finger? I subdued those thoughts and focused on massaging her backside.

Her phone dinged signaling that her ride to the airport was five minutes away. After one last kiss, she rolled off me and quickly threw her clothes back on. She checked her look and whisked out just in time, trailing her bag behind her.

“Bye, sexy!” we called to each other as she breezed out the door. And then she was gone.

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Four whole days had since gone by since she left, and she wouldn’t be returning for four more. Re-living moments with her in my mind caused my cock to plump at the wondered of her luscious body, while my ears heated with jealousy at the wondered of her sucking another man’s cock or getting fucked by him.

Alone in my house, I lay on the couch and pulled out my half-hard and conflicted member. I wondered of her and played with myself, trying to mimic the feel of how her lips felt on my head. I pushed negative thoughts away and wondered of her, and my tool swelled within my grasp.

Then I realized just how long it had been since the last time I had cum and soon grew very hard with yearning. I wondered about how good it would feel to blast a load, if just for the sake of relieving my blue balls, and had just began stroking myself slowly when my phone chirped.

It was a text from Laura’s friend, and now mine, too, Lisa, the Math teacher and principal’s Wife. I had come to know her very well my last day at college, thanks to Laura’ s prompting. The text said, “call me pls…” So I called her right away.

As I retrieved my phone, my mind took me back to the time when Laura had invited me over for a sleepover she was having with Lisa. Laura had generously offered to distribute me with her best friend. What a night, and morning after, that was. My cock swelled even more at that memory, and I returned to stroking my hardening shaft with my Free hand as I entered Lisa’s phone number.

“Hey you!” she answered happily when she answered. “Thanks for calling me back so soon!”

“Hi Lisa,” I replied. “Anything for you. What can I do for you?”

My cock grew within my grasp at the sound of her lilting voice.

“You’re sweet,” she said and giggled. “I don’t know if Laura mentioned this or not, but Josh is out of town all this week, so I was hoping we could all get together to share a little holiday cheer!”

“That sounds fun!” I replied, “But didn’t Laura mention that she was also going out of town this week?”

“Why no, she didn’t,” Lisa cried. “I barely got to see her, let alone talk to her, that last week before break. But that would explain why she hasn’t answered my texts. Where is she?”

I told her about Laura’s trip to New York to make the rounds to visit relatives and enjoy some girl time with her sisters. After I mentioned Laura’s sisters, Lisa posed the question, “Have you met any of Laura’s sisters yet, by the way?”

“No, I haven’t,” I replied.

She laughed over the phone, then said in a conspiratorial voice, “Well they are, each and every one of them, as beautiful and sexy as our Laura. She’s probably trying to shield you from any of them trying to sink their claws into you. Yet, anyway.”

“You think so?” I pondered. “She hasn’t struck me as the jealous type.”

“Well,” Lisa said. “She’s never had a man like you in her life before.”

“Thank you, I think,” I said.

I was about to suggest that she and I should get together anyway, when she broke the short silence with, “Well then, maybe you and I should just raise some holiday cheer between us! What do you think? Would you be up for it, Sam?”

Before I could answer, she added quickly, “And do you think Laura would mind?”

Thinking of what Laura had told me before she left, I replied, “I don’t see why she would.” Then I briefly imagined Laura ignoring her phone because she was naked in bed with some dude back home.

“Oh, good,” Lisa said giddily. “Cuz I kinda want to touch you again. Think that’d be okay?”

I felt my cock swell at the vision of a naked Lisa wrapping her sexy lips around my rock-hard meat, and told her, “Yes, Lisa, I’d like that and I would be very up for a nice holiday party between just the two of us. We can spread some… holiday cheer between us!”

“Sounds fun! Can’t wait!” she chirped.

I asked, “Do you want to come over here, or do you want me to come there?”

“I want you to come here,” she said softly.

“Okay, then,” I said. “Let me get ready for you, and I’ll be there within the hour.”

“Awesome, Sam! See you then.” she said cheerfully, and we hung up.

I took a quick Shower, and my cock unconsciously grew at the memories of the last time I was with Lisa. She had made the most of Laura’s offer to distribute me after that college board meeting, back when I was wrapping up being a substitute teacher and returning to my pre-pandemic job at the theatre.

I had all the time found Lisa to be sexy around the college, but being with her that night was another level entirely. The next morning, Laura had said that she would distribute me with Lisa again sometime, but the topic had never come up since.

Now, Lisa and I had made plans to see each other, and I surprised myself at how excited I got thinking about it. Maybe it was the four-day drought, but my rod was stretching in anticipation.

I wondered about what to wear for the evening. Whatever it was, I doubted it would stay on for very long, if I knew Lisa. My cock thumped at the wondered of how sexy she could be and how hard she could get me, so I decided to give her a special holiday treat. I got an idea looking at the stockings arrayed above the fireplace.

I went to the mantle, where we had our empty Christmas stockings hung. Next to mine was a smaller one we used to give Laura’s dog treats on Christmas. Now it was empty since Scruffy had devoured his treats by the time the two of them had left on Christmas Eve.

This could work, I wondered to myself. I pulled Scruffy’s doggie stocking from its hanger and slipped it over my thickening hard on. Snug fit, I wondered. I sort of felt like the Red Hot Chili Peppers in concert when they took the stage adorned in nothing but socks over their cocks.

Bypassing boxers, I pulled on my jeans and threw on a shirt. For shoes, I slipped on moccasins. I all the time kept a go bag in my car, containing boots and extra clothes, so I was set for the short drive to Lisa’s.

As I pulled into her winding driveway, her house glowed with holiday decorations. I had been there only once before when Laura and I had gone there for a dinner with Lisa and Josh. In a brief flashback of that night, I recalled Lisa’s alluring glances and suggestive comments, all of which seemed to be completely lost on Josh. I had another passing wondered, remembering how I had banged Laura extra hard that night when we got home, fantasizing it was Lisa.

Now I was at Lisa’s place, and it was gonna be just the two of us. My cock rolled inside the Christmas stocking tucked into my pants as I walked up to the door and rang the bell. The door swung open and there she was, looking even more sexy than I remembered.

Beaming a welcoming smile, she wore a short robe of red velvet fringed with white fir, reminding me of a Hot Mrs. Santa Claus. Her robe was loosely cinched at her waist revealing a black lace bra behind it, and she was barefoot.

“Well, hello there, Sam!” she piped.

“Hello, Lisa! And Merry Christmas!” I said. “My, don’t you look festive!”

She looked down shyly and smiled. “I’m one of Santa’s helpers. Here to grant holiday wishes. Come in! Come in!”

I stepped into her foyer and took off my moccasins. She closed the door closed behind me and gave me a big hug. I pulled her close and squeezed her through the velvety fabric of her robe as she encircled my waist with her arms in a tight embrace.

“Hello, dear friend,” she said quietly. “Merry Christmas to you.”

“Merry Happy and Happy Merry,” I smiled back.

“Here, let me take your coat,” she said.

Whisking my jacket from me, she quickly hung it up. Then she took my hand and led me away from the foyer.

“Come. Let’s get away from this drafty door,” she said brightly. “I poured us a holiday tequila over here by the fire.”

Holding my hand, she led me into her spacious living room where a fire crackled brightly. She took two chilled tumblers from the mantle and handed one to me.

Gazing into her eyes and raising my glass, I toasted, “To warm fires and close friends.”

“And to raising holiday cheer,” she said raising her own. Then she added, “Together!”

We clinked our glasses and threw down the shots. She paused with her head thrown back, peered up at the ceiling, and remarked, “Well, would you look at that?”

Lifting my gaze to see where she was looking, I saw that a sprig of mistletoe hung from the ceiling fan directly above us. I looked back at her and saw a sly grin on her face.

“Well, what do you know about that?” I said with a smile. “A Christmas wish come true!”

We sucked the limes that were perched on the rims and set the empty glasses back on the mantle, never breaking eye contact. She gazed deeply into my eyes.

She stepped up to me and into my embrace. I lowered my face to hers and we began a long, delicious tequila and lime kiss under the mistletoe. She moaned into my mouth and began to grow hungrier as the kissing continued to grow deeper. Our tongues encircled, explored, and sucked on the other’s. She emitted little whimpers as our mouths pressed together.

In between kisses, I said breathily, “This fire is nice and warm. Or is it just heating up in here?”

“Both. And we are way over dressed,” she whispered back and began to unbutton my shirt. Then she stopped and said, “Before we go too far, I remember Laura saying this, and I quote, ‘We can do this again sometime, if Sam wants to.'”

She looked up at me and asked, “Do you want to, Sam?”

I answered with a question, “Do you recall what I said then?”

She smiled and replied, “You said, ‘Any time.'”

I smiled back and said, “Yep, Any time. Just like tonight. I think tonight will be perfect, in fact.”

“Me, too,” she said with a beaming smile.

“It sure has been a while, Lisa.”

“I’ll say,” she purred and returned to unbuttoning my shirt.

I loosened the cinch on her robe, and it opened slightly, showing the curves of her breasts confined within her black lace bra. I moved my hands under the soft velvet to open it more and drew her chest to mine. I could feel her erect nipples grazing against my abdomen through the lace. My arms slid further under her robe causing it to fall from her shoulders, and onto the floor.

Standing before me in bra and panties, she gazed up into my face. Her hands moved to my chest and caressed my muscles there. Moving to my shoulders, she slid my shirt off. She stepped forward and nuzzled into my chest, kissing each of my nipples.

“Can I kiss yours?” I whispered to her. She took a step back and reached behind her back to unclasp her bra. I marveled at her beautifully shaped breasts when they swung Free and at her aroused, protruding nipples, as she dropped the frilly bra to the floor. I lowered my face to her sweet tits and traced my tongue around her taut nipples.

“Oh my God, that feels good,” she sighed when I suckled them. I felt her fingers roving my back and shoulders and all through my hair. I stood back up straight and peered down at her.

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