Wednesday, February 22, 2006

Secret Boyfriend

How simple.

My new lover was a secret. No one asked me about her. No one wanted to meet her. No one was jealous of her.

Our relationship concerned no one but the two of us.

How refreshing.

It was inevitable that this situation would not last for long. I wanted to savor the intimacy of our secret while it was possible.

Emma reads my blog, and she was keen to try some of the sexual situations I describe. She told me, “I’d like for you to be in charge of my sex education. You set things up, and I’ll do them.”

That was a sweet and somewhat daunting proposition.

There is pretty much nothing I can’t do when paired with an attractive young woman with a craving for sexual adventure. Still, I would have to draw up a curriculum that would open her horizons, and that would take creativity.

Not that she required much guidance from me. Shortly after she appointed me her tutor, she took another boyfriend to a swing club.

The master would have to struggle to keep up with the pupil.

One Sunday afternoon, I was feeling blue.

I had been in touch with a woman who wanted to find a boyfriend for her husband. He was curious about bisexuality, but, she feared, he would never take the plunge without a gentle nudge. So she undertook to find the right man.

I fit the bill. Her husband and I share an interest in architecture and history. She liked that I was blonde, like him. She thought it would be great to watch him lose his “boy virginity” with me.

She sent me his photograph. He was handsome, no question.

She and I talked on the phone a few times. We really hit it off. She told me they were in my neighborhood a good deal, though they live in a town up the Hudson.

We planned to meet in the park that weekend. We would pack wine and a picnic.

I began to dream of telling my friends, “Sorry, I’m busy this weekend. I’m spending it with my boyfriend and his wife.” I imagined us laughing by the fire, my arm over his shoulders, sipping cocoa after a hike through the autumn leaves.

But Sunday came, and they didn’t call.

I guess he got cold feet. I guess she didn’t think to let me know.

Oh well.

I camped at my computer, desolately waiting for the call that wasn’t coming.

I distracted myself by trading emails with Jacob.

Jacob was a straight boy who was turned on by my blog. He had always wanted to try sex with a man. He thought I might be the man.

His emails were amusing, and he typed in complete sentences.

His photo was cute. It showed him on a hike—he had dropped his pants and used his erection as a hat rack for his cap, the oldest vulgar joke in erotica.

Well, this was a salutary development.

I lost one virgin, but here was another.

I thought of Emma. If I were going to bring other people into our private tutorial, I would have to look beyond my circle of friends and lovers, or else the cat would be out of the bag.

Jacob provided a learning opprotunity.

This might prove a fine time to give Emma some man-on-man action. I wondered if she would like to see me take on a virgin.

I dropped Emma a line, coyly asking, “Say, have you ever seen two men have sex?”

She replied, “Not since Thursday. Why?”

So much for the advantage of experience.

I told her about Jacob. She said she would enjoy witnessing his deflowering.

I dropped a line to Jacob. “Time to fish or cut bait, friend. You are having sex with a man today. And I’ve invited a pretty girl to watch.”

He replied, “What, you mean now?”

“It’s your lucky day, Jacob.”

I told him the pretty girl was off limits to him. But if he did well, I might let him watch me fuck her.

He said he would be at my place in an hour.

Emma beat him to my door.

We kissed and I began to undress her. This had become our ritual greeting. I always stripped her immediately upon arrival.

We were fucking a moment later.

“Thanks for coming to watch Jacob lose it,” I said, pushing my hips into hers.

“Pleasure is all mine,” she smiled, her hands on my shoulders.

Jacob was running late. Dusk was settling.

We continued to fuck.

The phone rang. Jacob was downstairs.

“He’s here,” I told Emma, resting my cock in her body. “Now, I want you to do me a favor. I want you to answer the door nude.”


“Yes. Answer the door nude and bring him to me, here in the bedroom.”

“Okay.” She grinned.

I heard a knock.

“That’s him,” I kissed her, pulling out. “Remember to check the peep hole. If you don’t see a tall boy in glasses, let me know.”

She went to the door.

I pulled on pajamas and sat by the window.

Emma returned, followed by Jacob. He was indeed tall, with curly hair and a broad grin.

I took his hand. “Nice to meet you, Jacob.”

“Same here, Jefferson.”

“And you met the pretty girl?” I said, indicating Emma on the bed.

“Yes, yes, she was kind enough to let me in.”

“Good. She has a name, but that’s not relevant to our purposes here, so we’ll let it pass.” I sized him up. “So again, welcome.”


I smiled at Jacob, then back to Emma. “So I was just telling the pretty girl that you have never been with a man. Is that correct?”

“Yes, that’s correct.”

“So you’ve never, for example, kissed a man?”

“No, never.”

“Huh.” I leaned forward and took his face in my hands. I put my lips to his and kissed. My tongue parted his lips and drew out his. His tongue followed mine back into my mouth.

His hands rested on my hips, then fell.

I felt my stubble scrape against his.

My fingers lightly traced his clothes.

I felt his erection against his jeans.

We each drew deep breaths through our nostrils.

I made sure his first kiss was long, slow and memorable.

I pulled back.

“Well,” I drew a breath and exhaled. “I guess you can’t say that anymore.”

“No, uh . . . I guess I can’t.”

“And no man has ever touched your body?”


I unbuttoned his shirt.

“Undress me, Jacob.”

We tangled and untangled limbs as he removed my t-shirt and pushed down my pajamas, as I removed his shirt and unfastened his pants.

I was nude.

He was in dark underwear.

My hands roamed the hairs of his chest. His shoulders buckled as I neared his nipples.

I smiled at his response, and looked up.

He stared into my eyes, a little bewildered.

I anchored him in our kiss.

Remember this, I whispered telepathically. Stay in this kiss, and you won’t get lost.

He pushed me back on the bed.

I laughed.

“He’s so eager!” I said to Emma. “But he needs to lose his underwear to be on my bed.”

He stepped out of his shorts.

His cock was hard, of course, and very thick.

“No man has ever touched your cock, and you have touched no man’s?”

He nodded, swallowing.

I held up my hand and waved him forward.

“Come kiss me.”

He lowered his body onto mine.

He sighed loudly.

“That’s it, baby,” I said, caressing his cheek. “Make love with me.”

He lowered his soft, full lips to mine.

My mouth was so inviting.

Emma caressed my hair, never speaking.

Jacob bolted upright.

He removed his glasses, and placed them on my nightstand.

He looked down to me.

His mouth dove down to my chest.

I fingered his hair. “That’s it, baby, I’m yours.”

His tongue and lips raced quickly around my torso, his nostrils feeding at my scent.

My flesh, his feast.

He arrived at my cock.

He had told me how much he longed to suck cock. He had practice on his fingers and dildos, masturbating as he imagined the reality.

The reality that was now his.

He touched me lightly with fingers.

Hesitant, he lowered his lips to my shaft.

He kiss my head, so sweetly.

I stroked his face with the back of my hand, against the grain of his beard.

He opened his mouth, and lowered it to take me.

“Good baby, that feels so good,” I said.

I smiled at Emma.

She looked down at me and smiled. She looked so radiant in the fading dusk.

I drew her to kiss me.

His sucking intensified.

His hunger led him to be greedy, like a starving man at a banquet.

I felt the joy of his mouth, finally tasting what it had craved for so long, finally knowing the sensation of his tongue on soft warm flesh, that flesh moving against the hardness it sheathed.

The pleasure he could give a man. That man, me.

I fucked up into his face. He took it, moaning in the back of his throat. He drooled.

“Okay, baby,” my hand returned to his cheek. “Enough.”

He pulled up and squinted towards me. Panting, he asked, “Is it okay?”

“It’s a beautiful, splendid blowjob, Jacob. But now, I want to suck your cock.”

He smiled.

I stood and he reclined back in the spot I vacated. He took care not to touch Emma, not even by accident.

Jacob was a very good boy.

I hovered over his cock.

He reached for his glasses and put them on.

That’s it, I thought. Watch.

The truth is, I don’t suck as much cock as I should. I’m far more often at the receiving end of a blowjob.

That said, I am very good at it. And when I decide to suck someone, I want it to be my level best.

“Look at this gorgeous cock,” I said to Emma. I held if forward. “So thick and large. Are you always this hard, Jacob? I mean, when you are hard?”

“I guess . . . “

“It’s like granite, Jacob.”

I lowered my mouth to the granite cock in my hands, my eyes on his. I glanced at Emma.

And I plunged him deep into me.

“Unh!” he jolted.

It was almost cruel.

I let him grow accustomed to the sensation, gently taking him in and out of my mouth.

He calmed.

I flickered my tongue up and down the tender underside of his cock, looking for his sweet spot.

Another jolt.

Found it.

I flickered and teased my new target as my lips contracted and released him.

My fingers found his perineum and ass.

His moans found new volume.

I was in top form. I was glad Emma was there to see it.

Wait—I was sidetracked with the realization that Emma had never blown me. That was for another time, not now, but how could that be?


I got back to task.

My hands moved along his lower torso. He undulated under my touch.

I pulled back. His cock, released from my lips, floundered in space, searching for me.

But I was already gone.

I crawled up his body.

“Take off your glasses, Jacob.”

He fumbled to do so as I crawled closer.

The glasses landed on the nightstand just as my lips landed on his.

My kiss already familiar.

I pressed our bodies together.

Our cocks together.

I fucked into his hips.

He pressed back into my thrusts, kissing me more firmly.

“Jacob,” I said, my lips to his. “You don’t have to do everything the first time. But do you want me to fuck you?”

His eyes scanned to one side.

“No,” he said. “I mean, I do, but I think I’d be overwhelmed.”

“Understandable. But I wanted to offer.”


“You’re welcome. Now, suck my cock.”

“Okay, should I . . . ?”

“You’re fine where you are.”

I pulled up and lowered my cock into his mouth.

He took it, in this new position, and kept it deep.

I looked down at him, fucking gently.

“Doesn’t he look happy, Emma?”

She nodded.

“Come here and kiss me, Emma.”

She sat up on her knees and brought her lips to mine.

Jacob watched as we kissed, as my hand gently touched her body.

My fingers caressed her pubic hair.

Emma adjusted her stance, spreading her legs slightly. In doing so, she brought her thigh into contact with Jacob’s arm.

He moaned.

My fingers traveled around Emma’s soft locks, touching the tender skin of her labia, coaxing until she grew wet at my touch.

Her wetness aroused me even more. I gave my cock to Jacob in longer thrusts.

I wanted to fuck Emma.

I looked at her, then down at Jacob.

“Jacob, in twenty minutes you will need to get the fuck out of my apartment. The pretty girl and I have other plans tonight.”

(I omitted the fact that that our plans were not with one another—we each had dates to fuck others.)

He nodded.

“I’m going to suck your cock again. And this time, you are going to cum. Got it?”

He nodded.

“Good.” I took my cock from his mouth.

I returned to my granite friend, still searching for me.

Here I am, baby, I thought. Come to me.

I sucked him gently, then ferociously.

My hands now knew all about his ass.

He moved and moaned, but the pressure was on.

The clock was ticking. He had to cum and get the fuck out.

My mouth was unrelenting.

He raised his hands over his head.

He imagined he was bound.

He closed his eyes.

Emma saw the conflict in his face.

She lightly traced patterns on the underside of his forearm. Gently, just the tips of her fingers.

My demanding mouth. Her encouraging touch.

It was the first time he had ever been touched by two people.

“I’m going to cum,” he sighed.

Of course you are.

One more deep plunge, and I pulled back.

He exploded.

His body buckled as he shot great loops, to the wall over his shoulder, to his face, to his chest and torso.

He panted as his senses returned.

I caressed his legs. Emma touched his arms.

“Nicely done, Jacob.”

“Thanks,” he breathed. “I know, I need to go. Can I use your restroom to wash up?”

“Of course. Down the hall to your left.”


He stood, falling slightly.

“God,” he whispered to himself.

Emma and I were fucking when he returned.

He watched silently as he dressed.

When he was back in his clothes, he stood.

“Well, Jefferson. Nice to meet you.”

“Very nice to meet you too.” I sat up, extending a hand.

He took it.

“Nice to meet you too,” he said to Emma. He leaned to kiss her cheek.

“Pleasure,” she said, as I thrust into her lightly.

“You mind showing yourself out?” I asked.

“Sure,” he laughed.

“Great. Feel free to take a bottle of water from the dining room.”

“Thanks,” he smiled.

He waved from the door of my bedroom.

We smiled back.

I never saw him again.

We trade notes now and then, but never manage to meet.

“Does that bother you?” Emma asks.

I shrug. “It’s my luck with boys. I change their lives with the best sex ever, and that’s that.”

“Poor baby,” she kisses me. “That’s how boys are, Jefferson.”

Emma knows my frustrated search for a boyfriend.

I don’t ask for much, just someone smarter and better looking than me, someone who will trade books with me, nap beside me in the park, teach me to cook something I don’t already cook, and have sex with me and my friends.

Emma dropped me a note.

She reminded me that she is smarter and better looking than me.

She said she has lots of books and she likes to nap.

She could teach me to make sushi.

And she would be glad to have sex with my friends, whenever I was ready.

Emma offered to be my boyfriend.


A man I could count on.

I now had a secret boyfriend.


Josh Jasper said...

I regret that I have but one boyginity to give for my country, and you're about 15 years too late :-)

I do share your glee in being the first man in another guy's sex life. There's nothing like it.

Anonymous said...

it was a secret for all of 2 minutes.

Chrissy said...

She beat me to the punch. As I was reading, I had the same thing in mind. Well, it was worth the try.

the swamp said...

I find it interesting and surprising that nobody ever cums quickly in Jefferson's world. People attend their first orgies, first sex with a man or with a woman, first bondage sessions, first time watching group sex, etc. In the descriptions, everyone is always incredibly turned on, incredibly engaged. Yet no one ever gets too excited and explodes after two minutes, then has to fumble around apologetically waiting to recover. It makes for entertaining but intimidating reading - even the novices in these stories seem to perform brilliantly.

Anonymous said...

mmmm. Jefferson. Makes me wish I was bi. And single. And lived in New York. Then I could be the dude that explodes after 2 minutes and gets thrown out while Jefferson tends to less excitable partners.

Josh Jasper said...

theswamp- In the future, every man will be on antidepressants that delay orgasm by an hour, and they will all take viagra.

dirty girl said...

I LOVE your stories... I can see how everyone who knows you falls for you.... if emms is your secret boyfriend.... i'd willing be your secret girlfriend ;-)
shame i'm only in NY a few times a year!

dg xx

Frenchy said...

banter to anonymous: it is my experience that when one knows how to give good sex by controlling the partner's response, any newbie can be made to last long. It's obvious j, is well practiced. n'est-ce pas?
to J: I enjoyed your humor, more please!

Rejected_Love said...

that is so cute jefferson..jees..what im missing out on being up here in cold

Alex said...

I'm just amazed, Jefferson you lead such a fun life. Good for you. This is all so new to me. I guess anything's possible in New York.

Anonymous said...

You are such a good writer!! I am trully impressed.