by Annie Stone
“Will, please, don’t stop, don’t stop,” I plead. His fingers wander from my pussy to my ass, spreading the wetness to my anus. He lets go of my neck and pushes two fingers into my rear while the other hand works my pussy. He then starts a rhythm while sucking on my clit, and I explode as my orgasm comes hard. He doesn’t stop but fucks and licks me to my next high point, which isn’t far behind.
He then turns me over and pulls my hips up to him while his fingers play with my anus.
“Has Matt had three fingers in you yet, baby?” he asks, and this conversation makes me feel uncomfortable. I try to hide my face.
He laughs quietly. “Come on, baby, don’t be shy. Tell me,” he says and kisses me on the cheek.
I shake my head. Will pushes three fingers into my pussy—the fingers that haven’t yet been in my ass—to make them wet and then pushes them carefully into my back entrance.
I feel filled. He keeps stopping and gauging my reaction, but I want it and push towards him, I want to feel him deep in me. “Yes, please, please.”
“What do you want, baby? Tell me.”
“Take me now. Please!”
“You want my cock in your ass?”
Why am I so damn shy when it comes to anal? And why am I so shy when I have to talk about sex with Matt or Will? I can normally chat about it forever. Well, ‘forever’ might be a slight exaggeration. I just seem to be a bit ‘closed’ around these two, and especially when it comes to my ass. Hasn’t it always been a bit taboo? I mean the most practiced taboo, but it hasn’t really been generally accepted yet.
I have always thought that I was quite open about my sexuality, but now I blush if a hot man asks me if I want his cock in my ass.
Will senses my uncertainty and pulls his fingers out and disappears quickly to the bathroom. He returns moments later and we lie on the bed, face to face.
“Okay, baby, what’s up?” he asks.
I close my eyes, thinking this might be better.
“Baby, look at me. Talk to me.”
I open my eyes, my brown ones looking into his beautiful blue ones. “No idea, Will. Somehow you guys make me nervous.”
“How come?”
“Oh…I…” God, finding the right words is impossible.
“Okay, starting from the beginning. I’ve always thought I was clear and comfortable about my sexuality but somehow—and believe me, I had a long internal debate about it—anal makes me kind of nervous. Not the actual act, I don’t think. But I kind of think of it as taboo—and every time the subject comes up I turn red,” which is what I promptly do.
Will laughs quietly. “Haven’t you had this conversation with Matt?” he asks and I shake my head.
“Not really. He said, several times, that he wanted it and it turned me on, the idea of doing something forbidden.”
“It’s not forbidden, baby.”
“I know. Will, tell me something, why do you want it? Why does Matt want it? Why does any man want it?”
He grins at me. “Well, I can’t speak for all men, but I like it because it’s different. Don’t get me wrong; I love my cock in your pussy…that’s my favorite.
“Even more than a blowjob?”
“Oh, you’ve found out that I love fucking your mouth?” he jokes and kisses my lips.
“Hard to overlook…” I say, and he grins again.
“Like I said, I love vaginal sex but it’s nice to have a little variety. It’s tighter and wider at the same time. It’s difficult to put into words. The anus is very tight, and it feels amazing when it’s tight around my cock. There’s more friction.”
“Did you already do it with lots of women?”
“Yes.”
“I…I mean, isn’t it more, you know, intimate than other sex?”
“Not for me.”
“What about for women?”
He strokes my cheek gently. “Do you think it’s more intimate?”
“Somehow yes. I mean…I wouldn’t do it with just anyone. I’d never had a finger in there before you and Matt. And yes, it’s something I’d like to try with someone I trust. I’ve just never let anyone get that close.”
“Apart from us.”
“Apart from you. And it’s happened pretty quick.”
“Do you trust me? Do you trust Matt?”
I nod. “Completely.”
He smiles at me and kisses me on the mouth. “You know we wouldn’t do anything that would hurt you.”
I nod.
“Cool. Do me a favor.”
“Anything.”
“Actually two favors,” he grins.
“Still anything,” I answer honestly.
“First, talk. You have to talk to us, tell us what you want, what you don’t want. You must be honest with us and tell us if something isn’t right. And, this is really important, you must tell us when you’re hot and you want sex. It’s not just about us. Your needs are just as important.”
“Noted but I can’t promise anything. Somehow I get nervous around you two sometimes.”
His eyebrows draw together. “How come? You trust us, don’t you?”
“Sure, but…oh God, I’m going to go red…you’re both so hot, and you both turn me on so bad,” I whisper.
Will laughs and pulls me to him. “You’re so hot and turn me on.”
“I’m being serious, Will.”
“Me too.”
I don’t believe him for a minute but let it go.
“Okay, what’s the second favor?”
“Promise me you’ll be open. Don’t shut yourself off to things just because you think it’s the right thing. Let us find out for ourselves, what the right thing is.”
I look at him doubtfully. “What do you want to do to me?”
He laughs. “Nothing definite, just in general.”
I snuggle up to him. “Okay, I’ll do my best, promise.”
“Thanks.” He kisses me, his tongue pushing into my mouth.
“What do you want to do now?”
“Let’s try that cock in the ass business,” I say with only a little blushing.
He grins at me. “You have no idea how much I’d like that, but Tom would kill me.”
I frown. What does Tom have to do with anything? I’m confused. “Tom?”
Will bites his lip as if he’s already said too much. “I meant Matt. Matt would kill me.”
I don’t understand anything anymore. I’m pretty sure it wasn’t a slip of the tongue. And how come someone gets to say what we do in bed or not? If I want anal sex with Will and not with Matt, they’ll have to deal with it. I mean, just because I do something with one of them doesn’t mean I’ll want to do it with the other one, does it?
I promised Matt he could use the riding crop, but I don’t want Will to use it. Not because I don’t trust Will but because it’s something between Matt and me. Anal sex might be what Will and I have. Well, I’m not sure it will be but what the hell does Tom have to do with anything?
Tom also flirted with me, sure, but it never came to anything, not like with Matt, or Will if I think about it. Does this mean that Tom wants to sleep with me, too? Am I expected to spread my legs for all three of them? Oh my God. Were they looking for someone very specific to rent the fourth room, someone they could all fuck? Am I the only one who has actual feelings here? Am I imagining things?
I’m confused and hurt and strangely turned on by the idea that Tom wants me, too. I also feel used and humiliated while lust blooms in my belly as I imagine Tom being as good in bed as Matt and Will.
“Thea, talk to me.” Will’s voice has a tinge of panic. “What’s the matter?”
“I…I need time to think.”
I let go of him and sit on the edge of the bed, my elbows on my knees, and my head resting in my hands.
Will’s arms come around me. “Thea, whatever you’re thinking, it’s not like that.”
I sit up and lean against him. “I think that room was for someone who’d fuck all three of you.”
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“Perhaps it’s exactly what you’re thinking, after all.”
I close my eyes. “I think you had someone very specific in mind, and if it hadn’t been me, it would’ve been someone else.”
He breathes in sharply. “It’s not like that. Not completely. Over the last three years, around 150 women have looked at the room and not one of them clicked for us. Tom knew you were the one as soon as you walked in. He didn’t want to risk losing you, which is why he gave you the contract to sign there and then, even though we’d agreed to make the decision together.”
I hunch my shoulders. “How many arrangements like this have you had?” I ask, haltingly.
“None, promise.”
“Why did you even want to do something like this?”
“We didn’t, Thea. When we moved in six years ago, we thought about what we’d do with the spare room. It was empty for years. At some point, we joked that a woman we’d all want to fuck should move in. But we didn’t take it seriously, well, perhaps a bit, but we never thought we’d find someone. Because we like different things in women. There’s only one thing that we all like…big tits.” As if on cue, he starts kneading them. “And yours, baby, are perfect.”
I push my breasts out and into his hands. He bites me softly on my shoulder, leaving more marks, and I moan quietly.
“Am I just a pawn in this game? Have you played me? How come Matt came on to me first? Am I supposed to just let myself be fucked by Tom? What if I don’t want to? What if I only want to sleep with one of you?’
“Okay, okay, baby, one question at a time. We haven’t played you; it’s your decision. Matt came on to you first because that’s what we agreed. And, yes, Tom wants to fuck you, but that’s your decision, like I said. If you don’t want to sleep with him, that’s cool. And to answer your last question, don’t be silly, it’s already pretty clear that you want to fuck at least two of us.” He pinches my nipple and I scream.
“What about jealousy?”
“Of course we’re jealous. You can’t sleep with anyone else apart from us. I don’t want you even looking at anyone else.” He grips my breasts and presses them roughly.
“Oh Will,” I scream out as my head falls back. “What if I don’t want to sleep with Tom?”
“Don’t you want to sleep with him?” he asks me while he’s biting my neck and shoulder.
“I don’t know.”
“Don’t you think he’s hot?”
“Sure, but it’s not just what’s on the outside that counts.”
“Okay, well spend some time with him, get to know him, and then decide.” He carries on kneading my breasts, pinching my nipples. He’s making me lightheaded. I’m so turned on that I want him in me right now, but I still want answers from him. I have to know if it’s just sex or if there’s more to it.
“Will, what am I to you? A slut? A whore?”
He flinches. “Of course not, Thea! You are not a slut. Do you really think we just see you as a cunt to fuck?”
I half turn to him to look him in the eyes and my voice has a dangerous tone. “Don’t you ever use that word when you’re talking about me, William King.”
He takes my face in his hands and holds me tightly. “Do you think you’re just a cunt for us to fuck, Thea?”
I punch his chest. “I hate that word! It’s degrading and disrespectful, and if you call my vagina that one more time, you’ll never go anywhere near me again.”
“Don’t fuck with me, Thea, and give me an answer. Do you really think you’re a cunt for us to fuck?” he asks me again and his voice sounds just as dangerous as mine.
“It sure looks that way, doesn’t it? I mean, you don’t even know me, and you give me a room because I’m attractive, because you all want to fuck me. How else should I interpret it?” I spit out.
I try to escape his grip, but his fingers are clamped around me and won’t let go. His eyes have changed color and look stormy, like a hurricane is brewing.
“Finding women to fuck isn’t a problem for us. In fact, we haven’t done much else in the last couple of years. I’ve been a monk compared to Tom and Matt, and I had a different woman in my bed every week. Those two were wilder than me. I joke that they’ve fucked their way through half the population of Frisco and yeah, we’ve often fucked the same woman. We’ve never been short on women.”
I want to be repulsed, want to find the way he talks about my sisters in spirit disgusting, as if they’re just meat and not even human beings.
“You are such a misogynistic asshole, William King. How can you...how can all three of you treat women that way? Just use them up and throw them away?”
“Fuck that moral bullshit.”
“Moral bullshit? You fucking asshole. Let me go.” I try again to free myself, but his hands are still around my face.
“Calm down, Thea, you’re just turning me on and making me want to fuck you in this state,” he seethes.
“You’ll never fuck me again!” I scream.
“Sure, baby. Your body is mine, and I’ll have it when I want it.” Oh my God, he’s making me so hot!
“Really? Do you want to fuck me and throw me away, or is Tom allowed to have the leftovers when you’re finished?”
“You’re out of your fucking mind! I totally want to put you over my knee!”
“Don’t even think about it, Will. Sexual stimulation, yes but definitely not as punishment!”
He pushes his hand between my legs and feels my wetness. “And you’re sure it won’t stimulate you if I put you over my knee? You’re almost dripping,” he taunts and pushes two fingers into me from behind. I’m angry and so turned on. My body moves and arches against him, clamping around his fingers. He moves me onto my stomach and slaps me smartly on my ass while he fucks me with his fingers.
I scream out and want to fight him as his fingers work faster. His slaps are deliciously painful. His fingers are relentless. I’m getting hotter and the line between lust and pain blurs. I push my ass up as his hand slaps my naked skin, and I moan loudly. His fingers push against my g-spot as my fingers claw at the sheets.
“Harder, Will, please, harder!”
I spread my legs wider for him so he can fuck me deeper. He pulls his fingers out and pushes his cock into me roughly. With every thrust, he slams deeper, his hand still slapping my ass. My arms shake with the pressure, and my legs can hardly hold me up. I sink down to my elbows, and he pushes even deeper. I scream out as my lust overwhelms me and I come long and hard. But Will doesn’t let up and carries on fucking me and spanking my ass until I come again, even harder than the last time. He still doesn’t come with me and keeps going.
My legs shake as I scream and moan and bite the pillow. He grabs my hair into a ponytail and holds it tightly. He pulls me up so he can put his arms around me as he bites my shoulder. He bites my earlobe as he whispers, “Is that punishment or sexual stimulation?”
His hand moves between my legs and massages my clit as his other hand pinches my nipple. “Punishment or stimulation?”
He pushes me back onto the mattress and begins to slap my ass again and again while his cock pushes deeper. “Punishment or stimulation?”
I scream out; I can’t take any more. My body is at its limit.
“Answer me, Thea!” His hand slaps on my skin.
“Stimulation! It’s so hot, Will, don’t stop, please!” I pant and fight for air.
He grabs me and rubs my clit, slaps my ass, and fucks me. We come together, and I feel his warm seed shoot into me. I shake from exertion as he puts his arms around me, lays me on the bed and spoons me. I press against him and enjoy the feeling of his cock in me.
He strokes my stomach, kisses my head, and whispers sweet nothings into my ear. My sexy Will. My Will who fucked me without a condom.
“You didn’t use a rubber.”
“I know.”
“You can’t tell me you’ve fucked hundreds of women and then fuck me without a rubber.”
“I get mysel
f tested every four weeks, and I’ve never fucked without a rubber. That was the first time.”
I should be pissed, really pissed. He shouldn’t be making those kinds of decisions without me. But…
“And? How was it?” I ask.
He laughs quietly. “Fucking amazing. I never thought something so thin could make such a difference. I will never fuck you again any other way.”
I nuzzle into him. It’s not the first time that I’ve had unprotected sex, but the first time was not exactly amicable, and I push those thoughts out of my mind.
His strong arms hold me, and his cock is still in me. I know I want him only like this, too.
He strokes my hair out of my face. “Baby, you’re not just a fuck. Not for any of us. You’re not a slut because you’re sleeping with two, well, maybe three, men. And the women I slept with knew exactly what they were getting into. I never promised anything, I’ve always been straight up, and they’ve been cool with it.”
“You didn’t say anything to me.”
“Because it’s not a one-off thing with you. We’ve already fucked three days in a row,” he jokes.
“What happens if I decide that I don’t want to sleep with Tom, as well?”
“Just wait and see what happens.”
I bite my bottom lip. “Would it destroy your friendship?”
He pulls me closer to him. “No way. Sure it’ll be a bit strange, but we talked about what’d happen if you only chose one of us, and we all agreed it’d be a shame, but we’d live with it. Baby, no pressure. I wasn’t supposed to say anything. It just kind of slipped out. Forgive me.”
I kiss his arms. “It’s just that I like you all and value your friendship. You guys are so tight, support each other, you know each other’s secrets. You have a great dynamic. Every time I see you guys together, I’m fascinated and glad that you have people in your lives who get you. I guess I get a bit sad that I don’t have friendships like that. Sure, I have Sam and Josh, and I love them both very much but I don’t have anyone I grew up with, who knew me when I was a kid. I’m kind of jealous and at the same time very protective about what you have. I don’t want to risk it, it’s too valuable.”