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Shy Boy

"When her frustratingly reserved lodger James texts from a dull London conference, Jayne assumes he's bored—until he starts issuing explicit instructions about what he wants to watch her do."

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James had moved into my spare room two weeks ago, a decidedly sexy academic type. Lithe, dark hair, horribly good-looking. And a bit younger than me. He's somewhat introverted, but interesting and clever, and extremely charming once you get him talking.

When he arrived, I organised a little get-together with a few of my friends who live locally, including Harmony. It was a lovely, warm summer afternoon, and we had a delightfully boozy time hanging out in my old-world wood-heated bathing tub, but that's a different tale. I live in a winsome little village in the East of England, a more eclectic community than you might think, lots of quirky, unconventional types. My house is old and sprawling, and somewhat on the quiet side since my bastard of a husband walked out on me a year ago. Hence, I thought I'd get a lodger in, a bit of company, but James was far more distracting than I was expecting.

****

It had been a couple of weeks since James had moved in, and we'd slipped into a familiar domestic routine. Coffee together in the morning. In the evening, I would cook—I have something of a culinary flair; we'd chit-chat; it was pleasant.

Since James arrived, I'd let my occasional hook-ups drift. They met a need, of sorts, but were not particularly satisfying. During the day, I'd started to entertain ever more frequent fantasies about James taking me out for a romantic dinner or walking in on him while he was showering—there is only one bathroom in my house, which doesn't lock, so it was perfectly plausible it might happen. Come time for bed, and I had developed a habit of masturbating to escalating dirty fantasies about having sex with James—about him going down on me or taking me forcefully over the kitchen table when he came home from work. I'd even entertained what it might be like to have a three-way with James and some cute young chick.

Despite my best efforts, James kept our conversations stimulating yet devoid of flirtation.

One morning, towards the end of our routine morning coffee, James casually announced that he would be away for a couple of nights, some dull fucking conference for intellectual types in London. I was unenthusiastic. In my experience, conferences were just an excuse for people to fuck each other. I had no doubt James would have plenty of offers. Well, fuck you, James, I seethed.

****

To distract myself from the total lack of interest James was showing in me, and for leaving for a fuckfest conference, I thought I'd invite my good friend Harmony over for a gossip. She has got herself ensconced in a rather entertainingly complex relationship situation. Harmony is seeing a married couple—Rob and Charlotte — who're a sort of throuple. Inevitably, both Rob and Charlotte have initiated independent hook-ups with Harmony and, of course, told Harmony that she mustn't let on to the other—a totally distracting and entertaining mess.

I do love Harmony. She's cute, sun-kissed and funny. She is, however, fucking unreliable. She arrived at my house late and slightly the worse for wear. On the upside, she was carrying a couple of bottles of very respectable reds.

"Where's James?" she asked as she ambled into the house.

Where's fucking James!

"Oh, he's away. I think at some event in the City," I replied, doing my best to sound like I didn't give a shit.

"Oh, that's why you asked me over—missing your man already," Harmony replied, grinning.

"No, babe, I wanted to see you. And find out about what's going on with R and C, of course."

I kissed Harmony, took her hand, and escorted her to the lounge. I had set down a couple of glasses in anticipation and because I'm a good hostess.

Harmony had the annoying ability to look like she had made no effort choosing what to wear, yet still looked drop-dead gorgeous. Her cut-down jeans and cropped vest top looked cute. No bra, nipples clearly visible. Effortlessly confident and chic.

We sat on the sofa and chit-chatted our way through the first bottle. As I got up to replenish our supplies, I nonchalantly enquired, "What's going on with R and C then?"

"You remember at your soirée for James, I said Rob wanted to see me on his own without Charlotte, and that Charlotte and I had a dalliance or two without him?"

"He caught you," I gasped.

"No, he's just getting a lot more persistent. He's been sending me nude pictures. As if they'll entice me to fuck him."

"Have you saved them? Can I see?" I do love a good dick pic.

"You want to? He's not an impressive man. You know it was always Charlotte that I was into," Harmony emphasised.

My phone vibrated. I could see out of the corner of my eye that it was a text message from James.

"Is that from James, sweetie? You'd better read it," Harmony teased.

"Sorry, just in case there's a problem," I lied.

James: Hey, how's it going? What are you up to? I'm bored. Dull meeting. No one interesting to hang out with.

Good, I thought, then quickly replied: Oh, that's rubbish. How are you entertaining yourself?

Bollocks. A flirty text chat with James might be a perfect way to progress things along a bit.

"How is James?" Harmony asked, bursting my flirtation bubble.

"He's bored," I replied.

"Well, he should have stayed home. I'm sure we could have entertained him."

I ignored her tease.

"The pictures—show me the photos Rob's been sending you."

Harmony passed me her phone, and I started flicking through Rob's photos. The first few were of him in his underpants, standing in front of a dressing mirror—not impressive. I continued to flick through the next few until I came to images of him posing naked on a bed.

"And you've been fucking him?" I asked, questioning Harmony's judgment.

Rob seemed to be in his late 30s and looked like he had let himself go somewhat—balding, slightly tubby, a cock of modest proportions nested in a mound of sprawling pubic hair.

My phone buzzed. Harmony grabbed it, pointed it at my face, and started reading the text message from James aloud.

James: I'm in my dingy hotel room, on my bed, trying to find something to watch on TV.

Harmony started to type on my phone.

I watched as she wrote: Hello James, it's Harmony! Jayne and I are having girly drinks and gossiping about sexy men. Wish you were here. Lots of love. Xx

I was grumpy with Harmony, and she knew it.

"Chill, babe. Let's have some fun with your young man."

I relaxed, sat back on the couch, and smiled. "You're such a fucking flirt, you know that!"

"Yup," she said, grinning at me.

We could see the three flashing blue dots, indicating James was typing a message, and watched silently, waiting for a reply.

James: Who are you gossiping about?

Harmony thumbed a response at an impressive pace.

Harmony: You remember Rob, the less interesting half of the couple I've been seeing? Jayne and I have been looking at photos he sent me, but they are not particularly titillating. We were hoping you might be able to help us out ;). BTW, I think Jayne is grumpy with me for using her phone.

"I'll set up a group chat. Then we can have a nice little three-way," Harmony said, smirking.

Harmony joined the chat and gave me my phone back. She then grabbed her own device and started typing.

My phone buzzed.

Harmony: Hello, It's H.

James: Hello again.

I wondered if maybe James was just not good at picking up on my in-person flirting. Now we are online. Before I could finish my analysis of James' introverted personality, my phone vibrated.

Harmony: Would you like to see what we're up to?

James: Yes, please. I hope you're being good girls.

Harmony pulled me towards her, turning her head towards the phone she held out in front of her.

"Smile."

She kissed me firmly on the cheek. Holding her lips in place, I heard the familiar click of a picture being taken.

"Cute!" Harmony said, showing me the photo.

"Let's see what our man thinks. There, sent."

"Harmony!" I said, sounding disapproving.

The photo was just suggestive enough that James would get the message that if he wanted to play, we'd be willing participants.

James: Girls together, my favourite.

Jayne: Don't get too excited. We're just sitting having some wine.

Harmony: You never know where the evening will take us ;). Your turn. Show us what you're up to.

Our phones pinged simultaneously. James had sent us a photo.

"Ooo, what has the naughty boy sent us?" grinned Harmony.

The carefully cropped picture displayed James lying on his bed, his exposed torso suggesting that he was buck naked. A cliché, I know, but he looked ripped, muscles clearly defined. And a vast improvement on the pictures of Rob I had been perusing a moment ago. I was curious; why was he suddenly being so flirtatious? It didn't matter. I felt a pleasing tingle in my cunt. Harmony looked at me and smiled knowingly. Clearly, she had experienced a similar reaction.

Harmony: James, are you naked? Did you not pack your PJs?

Jayne: You do know it's highly inappropriate to send your landlady nudes? :)

James: I like to pack light, and it's a warm night; I didn't want to get all hot and bothered ;).

James: Sorry, Jayne, have I overstepped?

Harmony rebuked me: "For fuck's sake, Jayne, what are you thinking?"

"Sorry," I fumbled.

"Don't fret, we can get him back."

Harmony pulled her vest top over her head, exposing her bare breasts.

"Take off your dress, babe," she instructed.

I was taken aback; sending nude photographs to men was not something I had ever done before. Needs must, I thought to myself, and lifted my frock over my head. Harmony gave me a disapproving look.

"And your bra!"

I unclipped my bra and discarded it on the floor. Harmony took my hand and put it around her waist. Pulling my body against hers, pressing our breasts together, I felt her stiff nipples press against me and was somewhat taken aback by how nice it felt. We both looked toward her phone.

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Harmony: Oops. We've not got anything on either. Well, not much. Have we gone too far?

Jayne: Aren't you lucky to have such an open-minded landlady? ;)

Sitting topless on the couch, we waited for a reply. Harmony's body spellbound me. I'd confess to being somewhat envious of Harmony's tits. They're smaller than mine but much perkier.

Our next message. Another photo.

James was lying on the bed, his hand mostly covering his erect cock, just the bell end exposed. He was smiling, seemingly enjoying our exchange of ever-naughtier pictures.

James: Have I seriously overstepped now, Jayne?

"He's quite impressive, isn't he?" Harmony exclaimed.

James's cock was impressive, and I was desperate to see more.

Jayne: You're such a shy boy at home. You're not leaving much to the imagination. I'm quite shocked.

James: Are you really shocked?

Jayne: No, actually, I'm rather impressed.

Harmony: Perhaps we might get to see the whole package, see what we're missing out on?

There was a pause before our phones alerted us to a new message.

"Oh fuck, now that's a proper dick pic," I exclaimed.

"Your man is clearly quite excited," Harmony responded.

I was enjoying our flirtation and feeling bold, pondering how far we might push our luck further.

"Harmony, lie back on the sofa, put an arm over your tits, your hand down your shorts, and touch yourself."

"Like this? I'm a little bit wet," she confessed.

"Yes, like that," I replied.

Jayne: Harmony's getting quite turned on. What else have you got to tease us with?

James replied. No message, just a short video of his hand slowly moving up and down his erection.

Harmony and I looked at each other, somewhat taken aback. I don't think either of us expected that James would turn out to be such a dirty fuck.

Harmony: James, you're a naughty boy. You've made us both extremely wet and rather horny.

James: Really?

"Your go, I think you need to show him the effect he has had," Harmony indicated.

I slid my knickers off, tilted my head back, and pushed my middle finger into my clean-shaven, slick cunt and closed my eyes. For a moment, I was lost in my own pleasure.

"Dirty girl," said Harmony, showing me the image she had snapped.

"Fuck, you can't send that," I gasped.

"Too late," Harmony smirked.

James: Jayne, now that is totally inappropriate.

"Let's get a bit more risqué, shall we?" Harmony suggested.

I wasn't sure quite what Harmony was thinking. But it was too late to back down, and I didn't want to anyway.

Harmony: Why don't you text us what you would like to see us do to each other, and we'll consider if we can oblige.

James: I think Jayne should touch Harmony's pussy.

Jayne: You're such a predictable dog.

Harmony took my hand and directed it between her legs.

"Put your finger inside me," Harmony invited.

I'd talked with Harmony about having an attraction to women, but I'd never been intimate with another woman before. This was new territory for me, and I felt nervous.

"It's okay. Just slide your finger into me. I want you to. I know you want to. And it will drive James crazy."

Harmony had a neat bush of pubic hair, which I ran my fingers through until I felt her pussy lips. Pushing gently against them, her arousal coated my finger, and I let my finger slip inside her.

"Good, babe, that feels nice."

I watched as Harmony captured the image and sent it to our voyeur.

Harmony: Like this, James?

James: Yes, just like that.

Harmony: It feels nice.

I curled my finger round so that I pressed against the inner wall of Harmony's cunt. She purred with pleasure.

Harmony: Jayne's very good at this. I think she could make me cum.

Unexpectedly, Harmony slowly pulled my hand away.

"Would you like to go a little further?" she asked.

I knew what she was implying.

"Shall we ask James if he'd like to watch?"

I paused for a moment before replying:

"I think we should."

“Ask him.”

"Ask him," Harmony repeated.

Jayne: Would you like to watch me go down on Harmony?*

James: Very much so.

Harmony: Such a man.

"It seems James is a bit of a filthy cunt," Harmony exclaimed.

I didn't reply.

"I think you need to lick my clit now. We don't want to disappoint."

I manoeuvred myself onto the couch, so my head was between Harmony's legs. Her mound looked inviting. And I wanted to taste her. Lowering my head, the tip of my tongue slides between her already wet folds. Her essence flowed into my mouth.

"Good girl, yes. There," encouraged Harmony as I located her clit.

Glancing up, I could see that Harmony had her phone in her hands and was filming me, which only served to intensify my arousal.

Harmony was close, and I was disappointed when I heard her tell me to stop. My anticipation of her squirming on my face as she came was dashed.

"Stop, Jayne, stop," she repeated.

I pulled my head away from her clean, slick cunt. My face was wet; I ran the back of my arm across it to clean myself up a little.

"What are you doing?" I asked in frustration.

"Shush."

Harmony was typing on her phone.

Harmony: Do you like what Jayne is doing to me? She's rather good. I hope you haven't finished yourself off yet. Tell her how you'd like her to make me cum. Shock us, we dare you, you bad, bad boy.

My head was fuzzy with desire. I wanted my head back between Harmony's legs to finish what I had started. My curiosity was piqued, however. What was James going to tell us to do? Any last illusion that this was a shy, reserved man was well and truly shattered.

"Let me finish you," I asked Harmony.

"No, babe, patience. Let's see quite how depraved he is."

James: I want you to turn over. I want Jayne to put a finger up your arse and finger your clit until you climax. Is that dirty enough for you? And let me watch.

Jayne: No, I can't do that. No. Let me go down on her again, please.

James: You wanted me to shock you!

Harmony: We did. And you have. I'm turning on my video so you can watch.

"Harmony, I'm not sticking a finger up your arse."

"It's what James wants, and we dared him. And I love having my hole played with. It's delicious. You'll like it, trust me."

Reaching into her bag, Harmony retrieved a small tube of lube. She took my hand and squeezed a few drops onto the tip of my middle finger. Turning onto her front, sticking her arse in the air, holding her phone in front of her.

"Let's give our man what he wants, shall we?"

I hesitated, not knowing what to do.

"Put your finger inside me," Harmony encouraged.

Placing the end of my finger against her ring, I gently massaged it until I sensed Harmony relax. I pushed inside her anus and felt her tighten around my finger.

"Now fuck me slowly. Remember, James, is watching us."

It felt dirty. Exciting. More so because I knew James was getting off on it.

Harmony was purring with pleasure. Apparently, being fucked in the arse was something she savoured.

"Now my clit," Harmony encouraged.

Sliding my other hand under her body, I easily located her swollen pea, which felt engorged and hard. My finger flicked against it, and she responded with relish.

"I hope you're enjoying this, James, you fuck; I know I am," Harmony said, looking directly into the camera on her phone.

There was no response, but I could just make out a shaky image of James gently rubbing his cock.

Harmony writhed beneath me. She was close. I pushed my finger as deep as I could into her anal passage, simultaneously increasing the pressure on her clit.

"Fuck, babe, oh god, oh god," Harmony wailed, her body quivering.

I pulled my hand away from her cunt but left my finger inside her, relishing the feeling of her sphincter pulsing as she continued to cum. When I was sure the last of her pleasure had passed, I gently pulled my finger out.

We sat next to each other on my couch, Harmony holding her phone in front of her so we could both see James frantically wanking.

"James, darling. Did you enjoy yourself? We did exactly as you asked. Isn't Jayne a bad girl? Who knew. Now we want to watch you cum!"

"We do, don't we?" Harmony asked me.

"Fuck yes," I replied.

We watched intently. Drips of pre-cum were clearly visible at the tip of his manhood. He looked directly at the camera. James rubbed himself more vigorously. We heard a moan and watched as he ejaculated—spunk pulsing over his torso. He lay back on his bed, clearly satisfied.

All three of us went silent.

"James, we are done with you," I said, realising that I desperately needed my own satisfaction.

I took Harmony's phone and ended our video call.

"Fucking men—they cum, and it's all over," I exclaimed.

I kissed Harmony on the lips.

"I need you to make me cum."

"Babe, of course. Shall we go upstairs, get ourselves a little more comfortable?"

As we walked hand in hand upstairs to my bedroom, I heard Harmony's phone buzz.

"Is that James?"

"No," she replied, laughing.

Harmony passed me her phone and showed me the latest dick pic from Rob.

"I think I'm a bit over Rob."

"I rather think you are," I chuckled.

Published 
Written by White68Black
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