3. Tom
Chapter three
Tom
J ack watches Cassidy get safely inside her flat before he closes the door and turns back towards the couch. “Am I going to get told off for not talking to you about that offer beforehand?” he asks as he sits.
I frown as I consider the question. “I knew you wanted her, Jack. I’m surprised you haven’t suggested it before now.” And then, “I’m not mad, no”.
“She seemed really keen, right? So why did she run off like that?”
“You’re friends and she doesn’t want to fuck that up. Let’s give her a chance to think about it and see how we all feel in a few days.”
“That makes sense. And, as much as I want to have fun with Cassidy and you together, I don’t want to lose her friendship.”
“Maybe if we set some ground rules, it would help?” I suggest.
Jack stares broodingly at me. “Like what?”
“How long the arrangement would last. When it would happen. Talk about how we’d continue as friends afterwards. You know, stuff like that.”
“Yeah, that might help,” Jack responds, seemingly deep in thought.
“You want me to head off too?”
Jack ponders my question for a moment. He likes his own space. But I’m enjoying the nights that I stay over and they are becoming a more regular occurrence.
“No, I want you to stay.” He reaches across and fists my t-shirt as he leans in closer and presses our lips together. I give a soft moan, which fires Jack up instantly.
“If I might be sharing you with Cassidy soon, then I want to have you all to myself while she makes up her mind,” he growls against my lips before devouring me.
The next morning I stumble out of the bedroom, blinking to try to wake up. A loud banging on the door woke me. I have no idea how Jack has slept through the racket.
I grabbed my jeans as I left the room, so I pause to pull them up. My chest is bare, but whoever is banging on the door seems to be in a rush. I unlatch the security chain, drawing the door open to find Cassidy waiting on the other side. She looks me up and down and my body warms with the attention.
“Hey, you okay?” I ask in a gentle tone. I don’t want to scare her off.
“Yep.” She pops the P at the end, nodding her head as she moves her gaze high enough to meet my eyes.
“What’s the rush?” I draw the door open wider and gesture for her to step in.
“Scared I’m going to change my mind.” Her hair’s pulled up in a messy ponytail, and I want to reach over and tuck the loose tendrils behind her ear. She’s wearing baggy navy yoga pants with cuffed ankles and a grey t-shirt that says ‘Not Today Satan’. Her feet are tucked into slipper-like shoes. She bounces a couple of times on the balls of her feet and it makes me want to reach out and soothe her.
“Jack’s asleep. Should I wake him up?” Her hands appear to be shaking. “Hey, there’s no pressure. You don’t have to do anything. We want you to feel comfortable.” I reach out to clasp her hand, giving it a gentle squeeze.
“I’ve not slept much.” Her gaze burns into my own. “I’m a little wired. I couldn’t stop thinking about it. I couldn’t relax and I don’t think I’ll be able to until I know…”
“Know what?”
“What it’s like to be shared between you and Jack.”
My body loves that answer. My cock throbs as I picture what she’s insinuating.
Her free hand comes up towards my chest, but she hesitates before making contact. “May I?” she checks, her teeth worrying at her lip.
“Yes.” I sigh as her hand flattens against my pec. Her hand tenses as she makes contact and I hear her soft intake of breath. I’m still clasping her hand, welcoming her step closer so that we stand toe to toe. Her hand sweeps over my chest before tracing the tattoos on my arm. My pulse leaps with enthusiasm.
“So it’s a yes, then?” It seems obvious, but I need to be sure that we are on the same page.
“Oh, yes.” She nods with a shy smile, but it doesn’t match the wicked look in her eyes. I can almost watch the scene she’s imagining play out in the reflection of her gaze.
“You guys were gonna start without me?” Jack’s voice comes from the bedroom doorway. I stiffen and gaze back to where he stands. He’s buck naked and definitely pleased to see us both. My heart thumps harder as Jack runs his hand down his chest in a lazy manner, making his way down his happy trail until he grips his hard cock. I can hear Cassidy panting as she watches, too. And I can’t help the small groan that involuntarily leaves my lips. I am so ready for this. The thought of the three of us together delights me. It’s going to be incredible.
“Never, we were just getting acquainted,” I drawl.
I wonder if we should just jump in and do this right now. Everyone seems very much in agreement, but I know that these two have become firm friends over the last couple of months, and I don’t want anyone to feel awkward later.
“Jack, go and cover up. Let’s all sit down and just talk for a moment and check we are all in the same place.” Jack pouts before dipping his head in a nod and turning back to the bedroom.
“Oh my,” Cassidy whispers. She stares at Jack’s rear as he grabs some sweats and pulls them on. Her mouth opens in an O shape and she mutters, “Commando? God help me,” whilst fanning herself with her hand.
“Do you want a drink, Mac?” I move towards the kitchen, smiling at the nickname and the memory of how it came about. She looked lost, standing in my bar, with her hands holding her torn skirt together. I would have helped anyone, but the sparks between us that night left me wanting. I would have quite happily bent her over the table and made her scream if she’d asked me to.
“Some water, please.”
I chuckle in response. “I think we are all feeling a little thirsty right now.”
I grab some glasses and fill them with iced water before I make my way back to the lounge as Jack comes out of the bedroom.
Cassidy smiles as I hand her a water and then I wink at Jack as I pass a glass to him.
“So, it’s a yes?” Jack grins towards Cassidy.
“It is.”
I very much enjoy the way a blush spreads across her cheeks. She takes a sip of her water and glances between us.
“So ground rules. Let's talk about expectations so we all know what’s happening and what we want.” I look to Cassidy, given she was the one who advertised for this. “If we’d been two strangers from the internet, Cassidy, what would you have asked us before this went ahead?”
She gulps. “Er, good question. I hadn’t gotten that far. I guess I’d want to know if either of you have any kinks I need to know about. If you’ve done this before. What you’re willing to do… stuff like that.”
I wait to see if Jack answers. He leans forward, looking Cassidy straight in the eyes as he starts to speak. “I’m willing to do anything, Cass. I want to give you as much pleasure as possible and receive the same in return. Yes, I’ve done this before—with Tom and another woman. It was good. Everyone had an amazing time. So much so that we did it a few times until she moved away and now she’s happily engaged to be married. Tom and I have been invited to the wedding, actually.” He chuckles to himself and glances across at me with a big grin.
“Is this going to be a onetime thing, Cassidy?” I ask in a quiet voice. She turns her attention to me.
“I think so, yes. It’s research for my book.”
“So, how do you see things going afterwards? It would be a shame to lose the friendship you two have.” Her brows knit. Jack shifts his body towards her while he awaits her reply as well.
“I don’t want this to affect our relationship. Our friendship means a lot to me.” She looks towards Jack and then back at me. “And I’d love to get to know you better, Tom.”
“Okay, so a one-off and make sure we all come out the other side, being able to look each other in the eye,” I summarise with a smile.
“So you’re saying I’ve got to rein it in so she keeps some respect for me after?” Jack drawls and I watch as he winks at Cassidy. Jeez, her blush is endearing. Does she blush that colour all over?
“What do you mean? Rein it in?” Cassidy asks with a look of intrigue.
“Aw, doll, I want to do plenty of filthy, dirty things to you. I want you to have trouble looking me in the eye afterwards. I want you to see me and remember every single thing I did to you and be ready to go all over again.”
Cassidy gulps.
“But I can rein it in. Make sure you get a fuck ton of orgasms and fodder for your book. Make sure that me and Tom have a bloody good time and be able to act normally with you afterwards.”
“I’m not sure I want you to rein yourself in. I want the total experience. I don’t want you to not enjoy yourself as much as you would if you were being your true self.”
Jack nods knowingly. “Well then, you’re in for a fucking good time, Cass.”
“Do you have any kinks or limits we need to know about, Cassidy?” I ask.
Her tongue pokes out to wet her lips. “I’m not sure. I’ve never had sex with two people before, so we might have to warm up a bit first. I’m not big on degradation. I love praise. Perhaps we could see how things go and take it from there?”
“That’s a great idea. So when’s this going to happen?” I ask.
Cassidy takes in a gulp of air and blurts out, “I think sooner rather than later, before I lose my nerve.”
“Okay, are you on contraception, Cassidy?”
“I’m on the pill. And I got tested a while ago to make sure my ex hadn’t passed on anything nasty. I’ve not been with anyone else since then.” She blushes deeper.
“Jack and I got tested recently too. It made for a fun date.” I grimace at the memory. “We were both negative, and I’ve not been with anyone else but Jack since then.” My eyes land on Jack. I’m intrigued to hear his response. As far as I know, he’s only been with me. But what if I’m wrong?
“When was it?” he asks me with a frown.
“March.”
“I’ve only been with you since then.” His tone sounds almost bewildered. Is Jack surprised that we’ve inadvertently been exclusive? It isn’t something we’ve discussed before.
“Are you working tonight?” Jack asks, and I nod. “Off on Wednesday?” He knows my usual night off. I give him another nod.
“That makes the most sense for me if it works with your schedules. And if you’re happy to be naughty on a school night. Although…” I pause for a moment. “I could see if Abby can handle next Friday night if I get an extra staff member in. That way, there’s no rush the next day.”
“If you can make Friday work, that’s better for me,” Jack says. “Cass? What about you?”
Cassidy sits there looking a little like a deer caught in headlights. But she shakes it off and says, “Friday works. I’ll be ready, but where?”
“We can stick with familiar territory and go to your place, or here. Or find some neutral ground like a hotel room?” Jack suggests.
She mulls it over. “Would you be okay if it was here, Jack? I feel like I want familiar.”
“Sure thing, doll.”
So it’s set. We are doing this. We agree Cassidy will come over at 6 pm on Friday and we’ll have something to eat first.
“I better get some work done, then.” Cassidy rises from the chair. “What do I need to bring on the night? What should I wear?” she asks us both.
“Something comfortable is fine.”
“Or the hottest thing in your wardrobe,” Jack chimes in. “Whichever makes you feel sexier.”
Jack and I stand side by side and watch Cassidy leave. There’s a fire in my belly—excitement about what Friday will bring. I turn to look at Jack, who smoulders as he looks back at me.
“Shall we pregame? Take the edge off?”
I can’t help but laugh at his suggestion. “Even if we took the edge off now, we’ll both still be ready to go by the time Cass gets here Friday.”
“Well then, may as well start the day with some fun.” Jack drops to his knees. Just where I like him. He unbuttons my jeans before pushing them down. My hardening cock springs free and continues to stiffen as Jack wraps his palm around it. He squeezes me firmly, in the way he knows I like, and his warm breath caresses my skin as he takes me in his mouth.
“Fuck, look at you, swallowing my cock,” I praise as I grab the back of his head. He alternates between swirling his tongue over the tip, collecting every drop of pre-cum and taking me deep in his warm, wet mouth.
He fumbles with his sweatpants, releasing his own thick, hard cock. He fists it as he continues to swallow my length. As he takes me deep to the back of his throat, my hand tightens in his hair, making his deep groan vibrate through me.
“What are you most looking forward to about being with her?” I pant out, trying to hold down the orgasm that threatens to explode from me any second. It seems a shame to give him something else to do with his mouth other than giving me the best head I’ve had in my life, but I want to get a feel for what Jack wants out of the night so I can fulfil everyone’s sexual desires.
Jack lets my cock slip from his lips but works my shaft with one hand and his own with the other. His eyes close briefly as he gulps in air. His lips are swollen and his eyes flash with need as he stares up at me from his position at my feet. I adore him like this.
“I want to have my face buried between her legs while you fuck me from behind. I want her on her knees in front of both of us—sucking us off. And I want her in between us—one of us fucking her mouth while the other pounds her pussy.”
Fuck, I do enjoy Jack’s filthy mouth.
“Sounds good to me,” I pant, as Jack takes me back into his mouth and sucks me dry.