Spring Break

My best friend's son was on spring break. I was on the prowl.

Helen was ecstatic when we set up the plans on the phone. I couldn’t believe I’d finally get a chance to meet her son Michael, who would be arriving today to enjoy Spring Break with me at my beach house. Helen and I had known each other since elementary school, but college and then careers kept us on opposite coasts. So we were phone friends, talking every week, but kept far too busy to plan vacations at all—let alone vacations together.

In spite of the reality that twenty years had passed since Helen gave birth, it was a shock to see Michael, a grown man, step through my door and say he was Helen’s son. In my mind, Helen was still twenty.

“I walked from the bus station. It’s really coming down.”

“You should have called me! I would have come to get you!”

Once he came into the light, I was even more disturbed by this man appearing before me, when I was expecting someone who matched the stories I knew: He wouldn’t eat his broccoli. He got picked on at school for being a nerd. He started a food fight on his sister’s birthday. But here in my living room was Tall, Dark and Handsome. At night, I touched myself to just this picture of a man. I slid my big, glass dildo as deep as it would go and dug in, imagining this face hovering over mine. Now he was in my presence, and my nipples were twisting themselves on cue.

“I didn’t realize how long the walk was till I was on it.”

His voice was low and resonant. I stood dumbly in the doorway, letting his sound reverberate through my body until I came to and saw his expectant face.

“Come in, come in! Michael! I can’t believe you’re here!”

I got his coat from him and told him where his room was so he could go get changed and warm. When he came back down, I had a tray with cheese, crackers, veggies and dip all laid out.

“Come sit next to me!” I said, plopping down on the couch. He came down the stairs in sweatpants and a tank top. When he sat down next to me, I could see the outline of his flaccid cock halfway down his leg. I did everything I could not to look at it.

“I can’t believe you’re so grown!” I said. “It’s about time we met.”

“Mom talks about you all the time, I kind of feel like I already know you,” he said. “You look just like your pictures.”

“Hardly,” I smiled. “But there will be lots of pretty girls around on spring break. Although, I have bad news. This rain isn’t supposed to clear up for a few days.”

“I was less interested in girls. I just was looking forward to surfing.”

“You’re not interested in girls?”

His cheeks turned red as he looked towards his lap and smiled. “No, I am…”

“They make you nervous?”

“They always have.”

“You haven’t always been the big, strapping man you are.” I said. “It will get easier. Oh! Did you want something to drink?”

“Whiskey, if you’ve got it.”

“How old are you?”

“I just turned 21 last month.”

“Oh! The years keep piling on. Well, yes! I’m sure a whiskey will warm you right up after your long train ride, and walking all the way here in the rain…” I was on my feet and heading into the kitchen to rifle through my cabinets. I found a bottle of bourbon that wasn’t too rough, and pulled it out, along with two tumblers. “I think I’ll have some, too.”

I sat down on the couch next to Michael, gently placing our glasses down on two wooden coasters on the coffee table. Michael took his drink and raised it, “Cheers. And thank you so much.” He downed the shot and added, “I’ve been wanting to come up here for spring break every year, but I always ended up at home instead.”

“You should have been off on some wild adventure,” I smiled with my glass to my lips. That’s what spring break is for.”

“I just don’t want to disappoint Mom and Dad.”

“Well, I know that’s not possible. She brags about you all the time. Top of your class. Grad schools fighting over you. And she said you were handsome, but you never can trust a mother’s word for that. But look at you!”

“I don’t know. Girls don’t seem to notice me.” It was an incomprehensible thing for him to say. This was not a man who went unnoticed.

“It’s possible you’re so passionate about your studies, that you aren’t noticing them.” I took a sip. “Have you ever had a girlfriend?”

“Once…but it didn’t go very well…”

“Why not?”

“Can I ask you about something?”

“Of course!”

“It’s personal. And I know we don’t really know each other that well, but I’ve always heard about you, and I just don’t have anyone else to ask, and I need to know before I try to…. Can I ask you something, and we keep it just between us?”

“That depends. Have you committed a crime?”

“No, no. Nothing like that.”

“Are you in trouble?”

“No…it’s about sex.”

I felt called out, like he could see how hard my nipples were, to have him sitting so close to me.

“Yes, sweetie. That we can definitely keep between us.”

“Obviously I can’t talk to my parents about it.”

“I understand.”

“And the guys at school…they just make shit up. They don’t know anything.”

I laughed. “You are a smart one.”

“My girlfriend and I only had sex once—or almost? I don’t even know if it counts. And then she broke up with me.”

“You’re sure she wanted to have sex with you?”

“Yes! I mean, she planned it! She said, ‘I booked a hotel room for your birthday, and we’re going to have sex.’”

“Wow, so this just happened? How long were you dating?”

“Only three months, but I’d never even tried dating before, and I didn’t want to leave college still a virgin. Neither did she. I’m not even sure we liked each other, we just wanted someone to date.”

“So what happened?”

“I pulled out my cock—I’m sorry, my penis.”

“It’s okay. You don’t have to censor yourself. You can call it a cock.”

“I pulled out my cock, and she just looked at it—she was almost afraid. And then she kissed the tip, but she didn’t want to take it into her mouth.”

“Was there anything about it that was…?” Oh, Christ, I didn’t want him to feel more pressured than he already did, “Do you have any…you know…Is your cock—penis-No, I mean…Is it…somehow…uncommon?”

“No, I think it’s…I mean…I don’t know. I didn’t think so, but now I don’t know.”

“I was just asking. Go on.”

“Anyway, she pulled away, and I thought it was over, but then she said, ‘Maybe it’s better if we just skip to the sex part.’ And she pulled down her panties, and pulled off her dress, but she didn’t take off her bra, and I thought that was strange. And she just said, ‘Okay, let’s go.’ And she spread her legs and I saw her pussy—her vagina.”

“Were you hard?”

“Yes, ma’am. I was really hard. So I went over to her…and I tried, but…But I didn’t even get my head all of the way in before she said, ‘I don’t think I want to do this.’ And then the next day she texted me that it was over and she didn’t want to see me anymore.”

“Oh, sweetie, I’m sorry.” I put my hand on his leg, and my pinky came in contact with the tip of his cock, through the fleece fabric. It was hot to the touch, and it twitched at on contact. I quickly withdrew my finger. “She just wasn’t ready.”

“She was ready until she saw my…thing. You know.”

“Is she the only one who has seen it?”

“Yes. Like that, anyway. You know…when it’s hard.”

“Well…you’re hard now, aren’t you?”

“No!” His face was crimson, his eyes huge. “I’m just talking—”

“You are hard, sweetie. Look. I can see it.” I darted my eyes towards his tented pants. He shut his eyes tight.

“I’m sorry…”

“You don’t have to be sorry, Michael. I don’t mind.”

“You don’t?”

“Don’t be embarrassed. The trick is to find someone who is excited when she sees your cock, who can appreciate it, because she knows what she wants to do with it.” Where the fabric clung to his cock, I could see he was thick as well as long, with a pronounced head that I wanted to feel drag up and down the walls of my pussy. “Once you’re out of your college bubble, and encounter women in the real world, that shouldn’t be difficult.”

“From the way she reacted, I don’t think it’s going to go that way...”

“It doesn’t look like there’s anything wrong with the shape of it…” His legs were brazenly spread, and his eyes were fixed on my hands. I took a chance and gently stroked his cock through the fleece fabric. He didn’t pull away—rather the surging power in his cock seemed to grow, threatening to tear through the straining fabric. “It’s long and thick and strong. If I had to guess, I’d say she was a little intimidated by it. It’s hard to imagine something like this could thrust deep inside of you and feel pleasurable. But if you and your girlfriend are patient, and take your time with each other, you’ll be surprised what’s possible.”

“I think you’re just being nice to me.”

“It’s possible there’s some other kind of problem. Would you like to pull down your pants for me, so I can take a good look?”

His eyes were wide, and his cheeks were fuchsia. But then he broke into a charming, laughing grin. “Yes, Ma’am.” I pulled down his sweatpants and his cock came springing out, standing tall, on its own. I knelt between his legs on the floor, and I let my eyes glide over it from base to tip, first on one side, then from above. I took his cock in my fingers and pulled it towards me, so I could look down the other side. I stroked his head with the tip of my nose, and gave it a wet kiss with pressing tongue.

“It’s absolutely perfect.”

“How can it be perfect if it scares women away? Is that how every woman is going to react?”

“No, sweetie. But it’s why it’s so important to do things that…warm a woman up.” I let my fingers glide lightly up his shaft, enjoying the fullness of his veins. I gave his balls a little sucking kiss before continuing. “Because when she’s very, very horny, her tight little pussy will become slick, and open, and when it does, the only thing she’ll want in the world is your cock, and then more of it.”

“I don’t know how to do that. I honestly have no idea what I’m doing.”

“You’re carrying an awful lot of responsibility between your legs. You may not know it yet, but when you leave college in a few months, accomplished and driven and handsome as you are, there are going to be a lot of young women throwing themselves at you.”

“I doubt it.”

“They will. And you’ll feel powerful. She’ll have high expectations. If you’d like, I can teach you.”

“Teach me…what?”

“How to make a woman dripping wet. How to exercise control, and stamina. How to last as long as a woman needs to cum all over your cock, again and again. Would you like that?”

“I…yes! Yes. Yes, ma’am, I would.”

I took the edge of my sweater in my hands and said, “I’d like to show you something.”

“Have you ever felt a bare breast in your hand before?” I asked, as he stared at my tits, his mouth open and gaping.

“Can…can I?” He reached out his hand and I nodded. He delicately cupped my breasts with his big hands and swiped my nipples with his thumbs, watching them stiffen with every pass. He closed his eyes and squeezed my breasts.

“Do you like how they feel?”

“Oh, God, yes…”

“I like how your thumbs feel making my nipples stiff. Roll them between your fingers.”

He took them between his fingers as though he were handling priceless jewels. Then he slowly rotated them.

“Keep going,” I encouraged until they began to burn, and I let out a little yelping moan.

“Was that too much?”

“It won’t be if you soothe them with your tongue.”

“Fuck…he moaned, before taking my nipple in his mouth and gently lapping at it with loving strokes.”

“Good boy…” I moaned, my hands on the back of his head. “Now suck on them, hard. The longer you linger there, the wetter my pussy gets. How does your cock feel?”

“I feel like it’s going to burst.”

“You’re eager to fuck, aren’t you?”

“God…Yes…”

“You feel powerful?”

“Fuck, yes…”

I pushed him back on the couch with a dabbing index finger to the shoulder, and I slid between his legs. I gave his head a kiss with swirling tongue before looking up at him to say, “If you don’t know how to use this, it will be your downfall and the downfall of everyone it touches. But if you learn how to control this power…” I gave his lengthy shaft a stroke with my tongue from the base to the tip, where it swirled around his swollen head. “… it will be an ever-replenishing source of joy and pleasure.”

“It feels…hard to control…”

I opened my mouth wide and took his enormous cock into my mouth, past my tongue, and down my open throat, until my lips were nearly touching his pelvis. He slid out in a whoosh, and I came bobbing up, with wet smiling lips.

“Would you like me to teach you what I know?”

“Yes, please, ma’am.”

Should this be a series? Let me know if you’d like more in the comments!

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