Stepbrother With Benefits 15 (Third Season)

by Mia Clark

  Yeah, so, currently Ashley has agreed to try out my most recent creative idea involving her naked, and I have to admit I'm pretty damn excited about it. This is a spin on something we did previously and recently, but with a twist. I wasn't actually sure if she'd agree or not, but...

  Nah. She's down. Maybe a little reluctant, but in a cute kind of way, you know?

  "I'm really not sure about this," she says, whispering into her phone.

  "It's cool," I say, shrugging it off. "If you don't want to do it, you don't have to. It was just an idea."

  "What if it gets wet?" she asks.

  "Listen, Princess, that's kind of the entire fucking point here," I say. "If you aren't wet, you're not enjoying yourself."

  "That's not what I meant!" she says, laughing. Then, quiet again, she adds, "I think I'm kind of wet already. This is weird."

  "Being aroused is never weird," I tell her. "It's sexy as fuck."

  "You're just being extra bad today, aren't you?" she asks. "I meant... um... hold on, I'm going in my room. I'm going to pretend I'm not talking on the phone. I need to get my stuff."

  "Alright," I say. "Sure."

  Ashley does her thing. I'm guessing she put her phone in her pocket, because I can hear some of what's going on, but it's muffled. It's cool, though. Pockets aren't so bad. You know what's close to her pocket? Her pussy, which is something else I'd love to put something in. One thing in particular, but I guess right now I'm going to settle for listening to the inside of her pocket.

  I'm not sure if this is erotic? I mean, I have some time to think right now, so let's just do it.

  Sounds are kind of erotic, right? Yeah, pretty fucking sure they are. I love it when she whimpers and moans while I'm thrusting hard into her. Or those cute fucking adorably sexy sounds she makes when I tease her a little too much and she wants more.

  Well, you know what, Princess? That's the entire point of teasing you. You're supposed to want more, and I'm supposed to make you want it.

  Those are good sounds. I love them. What about now, though?

  I think this could be erotic if I put my mind to it. I can hear her pocket, the fabric of it, and obviously some of this fabric is pressed against her body. It's caressing against her thigh, teasing close to her perfect as fuck pussy. And she said she's kind of wet, right?

  In my experience, when Ashley admits something like that, you have to ramp it up a notch, too. "Kind of" actually means "Yes, please," but she's still got this good girl habit of hers where she's shy about admitting it. That's fine. I actually kind of love it.

  You see what I did there? Kind of. Yeah...

  I listen harder, trying to hear the telltale signs of her arousal. I've been up close and personal with her pussy more than enough times to know what's up in those regards. I love the slick, wet sound as my tongue touches against her sweetness for the first time. I love when I press a finger inside her and she squeezes tight against it. These aren't loud noises or anything, but it's kind of like a juicy fucking orange and you're just about to fill your glass with deliciousness and drink it down fast to quench your thirst.

  I'm thirsty as fuck right now for Ashley's sweet juicy center.

  Yeah, so, I've decided. I'm officially declaring it. You just have to use your imagination a little, but listening to the phone sounds from the inside of Ashley's pocket is pretty fucking erotic if you ask me. I don't even care if you think that's weird. I think it's great, myself.

  There's no more pocket phone sounds after awhile. I hear breathing now, Ashley hurrying down the halls.

  "Ethan, are you still there?"

  "I'm always here for you, Princess," I say, smooth.

  "Oh, shut up," she says, laughing. "What are you doing?"

  "Thinking of you," I say. That's the sweet way to put it, right?

  I mean, I could have said I was thinking of her delicious as fuck pussy and eating her out until she came twice, but I'm starting to realize that's not exactly sweet. Girls need romance and shit. I will romance the fuck out of Ashley, you don't even know.

  It's not like these things are mutually exclusive, though. I can eat her delicious as fuck pussy, too. Just need some romanticism every now and then to go along with it. It makes everything better in the end. Who knew?

  "You were thinking of me naked, weren't you?" she says, calling me out. "You were thinking of me naked and you were imagining..."

  "Imagining what, Princess?" I say, smirking. "If you're going to accuse me of shit, I need to know what you're accusing me of."

  "You were imagining laying me down on the bed and spreading my legs, then leaning close and pressing your tongue hard against my pussy and licking up, tasting my arousal, until you reached my clit, and then..."

  She trails off, her voice growing softer and softer the more she speaks.

  Yeah, well, holy fuck. She's good at this. Not only is she a mind reader, but she made it sound sexy and romantic as fuck.

  "Maybe," I say. That's it. I need to maintain some mystery here.

  "Maybe? That's it?" she asks.

  "I really love it," I say. "Is that a crime now?"

  "No," she says, giggling. "I like it a lot, too."

  "Good. That's the point."

  "I like when we talk about this stuff," she says. "Like... sex stuff, but when we're not having sex. I like talking about it with you. You don't judge me or anything. I know that sounds dumb, but I don't think it's easy to talk about sex with people sometimes, even the person you have sex with."

  "It's not dumb," I say, smiling. I wish I could smile at her, and hold her, reassure her. I'm stuck on the phone with her, though, so words are going to have to do. "I get it, you know? People don't always feel comfortable, because they worry about stupid stuff."

  "I don't think it's that stupid," she says. "What if they're talking, and then one of them admits to wanting to try something but the other thinks it's gross or disturbing. It could ruin their relationship, don't you think?"

  What I think is that this is some sort of test, and I'm pretty sure I'm going to fail because I have no fucking clue what kind of test this is.

  Fuck. What do I do? What do I say? Uh... I need to say something good. Yeah, that's it, Ethan. Bright fucking idea. Say something good! Because everyone always decides to say something bad instead. Uh... yeah, no.

  "That's not going to happen with us," I tell her. Yeah, that's good, right? "You can talk to me about anything. Rule number, uh... fuck... wait! Rule number twenty-one. Yeah, that's it. I'll always be here for you, Princess. Promise."

  "Maybe," she says, cheeky. "What if I say I'm interested in trying something, but you tell me that it's gross and you don't want to?"

  "Uh..." Fuck. How did I end up in this position? She's too smart.

  "I would never ask you to do something that I wouldn't do, though," she says. I can practically see her nodding in front of me, sincere, her eyes innocent and adoring.

  "So if you tell me you're interested in trying something, it means that you'd be willing to let me try it on you first?" I ask.

  Clarification is important. I refuse to fall into a trap.

  I mean, it's Ashley, so I'm not sure there's actually any traps, but I still think this is some kind of test. I don't fucking know. What's going on? I thought we were about to have fun, and...

  "Right," she says. "So, if I tell you, and you did it to me, then could I do it to you?"

  "Yeah, I guess?" I say. "It's only fair, right?"

  "That doesn't sound very assertive," she says, teasing me.

  "Well..." Fuck it. I'm going for it. "Yeah," I say. "If you tell me, and you're open for some equal exchange, then of course. Seriously, though, even if you aren't, you can still talk to me, alright? I don't want you to feel like you can't, you know? I want to talk to you about everything, Princess. No matter what. I don't want you to think you can't talk to me."

  I'm laying out my heart and soul here, trying to be a good boyfriend, and Ashley just starts laughing at me. I
t's not even a laugh, really. It's kind of a cackle. She's a witch or something. Fuck. Yeah, she's got this cackle and...

  Holy fuck, Ashley Banks has turned into an evil mastermind. What happened to my Little Miss Perfect Good Girl Princess?

  Me, probably. I happened to her. I only have myself to blame.

  "Shush," she says. "I know. I was just teasing you. There is something I was thinking about that I might want to try, though, and you've already done it to me. I liked it a lot, too, so..."

  "Oh yeah?" I ask.

  "Uh huh," she says. "Do you want to know what it is? You don't have to do it, though. I understand if you don't want to."

  "Listen, I said I'd do it, didn't I?"

  "You did, but..."

  "Just tell me," I say.

  Now that she's actually going to tell me, she gets all shy. What's up with that? First she does all of this psychological question junk, and now she's too shy to ask me? Nah, she's building up to it, I guess.

  "Alright, so, I was talking with my mom and Jacky earlier. We were doing a slumber party icebreaker game kind of thing, right? It was kind of weird, but you know my mom."

  "Yeah," I say. "She's cool, though. I like her."

  "Yes, um... well... the icebreaker was that we had to tell each other a secret fantasy we had. My mom mentioned she had, er... it was like stripper fantasy stuff? She wants to roleplay with your dad about her being a stripper and him taking her into the back room and paying for her services, if you know what I mean?"

  "I know exactly what you mean, and your mom is a freak," I tell her.

  "You can't just call my mom a freak, Ethan," Ashley says, laughing.

  "You're a freak sometimes, too. Must run in the family."

  "Ugh. You're so dumb."

  "I'm not dumb. You're the one procrastinating. What was your fantasy?"

  "The... the double penetration thing," she says. "You know how we talked about it?"

  "Aw yeah, I remember perfectly."

  I feel like it's pretty fucking amazing when not only does a girl have your cock on her mind, but she's got two of them on her mind. Me and Ethan 2.0 over here, fulfilling Ashley's secret fantasies. This is good stuff.

  "Well..." she continues.

  Wait, there's more? Uh... yeah, apparently.

  "Jacky said she reads these... they're gay romance novels. And the guys are forceful. She said that's what she likes about them. And it kind of got me wondering... I can see the appeal... and you're forceful, so..."

  "Wait, hold up," I say. "Gay romance novels? Two guys or two girls?"

  "I said guys, Ethan," she says. "Also, I'm pretty sure that it's lesbian romance if it's girls. I haven't read one, though."

  "Alright, just checking," I say. "Go on?"

  "And... I was thinking... I have a boyfriend who is rather forceful, and I could imagine, um..."

  She doesn't say more. I know what she's trying to say, so it's not like she needs to say more, but, uh...

  "So you want to watch me have sex with another guy?" I say. "Because, uh... yeah, totally not down for that, Princess. Sorry to burst your fantasy bubble here."

  "No, of course not!" she says. "That'd be weird. We said we wouldn't ever do something like that, anyways."

  "I have no idea what you're trying to tell me then," I say.

  "Um... in my mind, it was two of you," she says. "So you were with yourself, being forceful and sexy."

  "Is this like some kind of time travel or cloning thing?" I ask. "I've heard about this. Is it considered gay if you're having sex with yourself, or is that just masturbation? Tough question to answer."

  "I guess it's kind of a cloning thing?" she says, unsure.

  "Listen, Princess, I'd be willing to consider your fantasy idea here, but as far as I know, there's... no way to... fuck..."

  There's no way to clone yourself, right? Except, fuck, yeah, there is. I mean, not your entire self, but how the fuck do you think I made that dildo replica of my cock for Ashley? The kit to make it was even called Clone-a-Cock or something.

  Fuck.

  "Alright, so tell me how this would work?" I ask her.

  I don't want to be a close-minded asshole, you know? Ashley's talking to me about her innermost intimate thoughts here.

  "I was thinking... so they have strap-on harnesses and you can put a dildo in them, right?"

  "What the fuck do you know about strap-on harnesses?" I ask her.

  "I saw one once!" she says.

  "What, like in a store? What kind of stores are you going to, Princess?"

  "No, it was in a movie," she says suddenly.

  "A porn," I correct her.

  "It was a sweet and sensual movie about two women exploring their friendship and love for one another," Ashley says, correcting me correcting her.

  "Lesbian porn then," I say.

  "It was really cute and they looked like they were having a lot of fun and they giggled and played, Ethan. It was so sweet."

  "You're so fucking weird sometimes, but I love you anyways."

  "Oh, thanks for adding that last part."

  "So, hold on, let's get back to this... you want to get a strap-on harness, plug in the dildo replica of my cock, and then...?"

  "Be forceful with you!" she says, with a little too much excitement.

  "Like what? A blowjob or anal sex or what else is there?"

  "Oooh, a blowjob? I hadn't thought about that one, but I think I'd like that, too."

  "You realize that if you're wearing a strap-on, it's not like it's really your cock, right? You're not going to feel anything."

  "That's not entirely true," she says, getting all fucking scientific on me. "Some of them have inserts, where... well, you insert it into the girl wearing the harness, so it feels nice. I'd like one like that. I know that I wouldn't actually be able to feel a blowjob like you feel it, but I could feel it inside me, and it would press against my clit, too, so..."

  "Wow," I say. I have no idea what else to say.

  "It's not just about that!" she says, suddenly argumentative. What the fuck, I'm not even arguing with her? "It's the fantasy, Ethan. And watching it play out. So I would pretend to be you, or a guy I guess, or something. And that's what it'd be like. I think it'd be fun."

  "You realize you're basically telling me that you think it'd be fun to have a cock and make me suck it and then fuck me in the ass with it, right?"

  "Romantically," she adds.

  "And forcefully," I add.

  "But not too much. Just a little rough? I don't want to hurt you. I don't know how to do it. To be honest, you make it seem so easy, but it's not actually easy, is it? I guess maybe it is for you, since you've been doing it since, um... you know. Thrusting, I mean. I don't have anything to thrust, Ethan. I might not be good at it."

  I don't know why the fuck I say this, and it just kind of comes out of my mouth, because I'm supportive as fuck and I don't want Ashley to think she's not good at something. Uh...

  "Maybe it'd take practice, but I think you can do anything if you put your mind to it, Princess," I say. "Especially you. You're so fucking smart it's insane."

  "Practice?" she asks, confused. "So... more than once? You'd be willing to...? I mean, just try it! If you don't like it, that's alright. But I was thinking that, um... so if I'm in you. In your butt. And then you have an erection... I can use my hands and... there's spots in there, you know? Glands. They say that men like prostate stimulation, so you might really like it."

  "Whoa whoa whoa, one thing at a time," I say.

  "Alright, sorry," she says, cute as fuck.

  "Let's just... maybe, alright? Once or something. I'm willing to... fuck... you can't tell anyone about this, Princess."

  "Why would I tell anyone?" she asks, perplexed. I can just imagine her tilting her head at me, giving me a sexy wide-eyed look. I love her eyes. I love staring into them. I love the way she looks at me.

  "Just... yeah, I trust you, and if you really want to try it, then I'll give i
t a shot, but I don't know if I'll like it."

  "I know," she says, happy. "It'll be one of our firsts, though, huh?"

  I laugh. "Yeah, I guess so. Technically."

  "Do you want to... talk about something else now?" she asks.

  There's a seductive undercurrent to her voice that makes my cock twitch. Yeah... what do you want to talk about, Princess?

  "Are you there?" I ask. "Told your mom and your roommate?"

  "I'm there," she says. "No one else is here, either. It's just me right now..."

  "I'm ready when you are, Princess."

  *** Ashley

  Ethan's plan is... well, it's Ethan's, and I think we all probably know what sort of plans he comes up with by now. I have certainly been on the receiving end of them more often than not over the summer, so I guess I shouldn't be surprised by anything anymore.

  Sometimes I am, though. This current plan is kind of my fault, too.

  During our last week of summer vacation, Ethan started asking me a lot of questions about my school. Particularly the dorms, though. And even more specifically, well...

  "So when I come visit, I can stay with you, right?" he asked me. "It's not like there's rules against it or anything?"

  "We can have visitors overnight," I told him. "They frown upon other students staying in someone else's room overnight, though. It's got something to do with co-habiting or whatever. I don't really know. It's not a big deal if it happens once or twice, but I have a roommate, so if she complains, then they'll do something about it."

  "That's for other people living in the dorms, though, right? I'm exempt?"

  "I mean... sort of... if you stay over too often in a row, they'll look into it. I have to sign you in whenever you come to the dorms with me, and then sign you out when you leave. I never really did it last year, but some girls would sign in their boyfriends, and then if it seemed like it happened too often in a row, they'd ask their roommates or friends to sign them in instead. It's kind of a loophole, I guess."

  "Cool, makes sense," Ethan said, nodding.

  I kind of wondered at the time why he was so interested in this, but then he just came out with it and said...