Lip Service (A Pleasure Chest Story)

by Penny Wylder

  He clears his throat. “Well, like I said before, the seated position is my favorite. The first thing I’ll say is, I like women who take their time. Whatever it says about us, men love when it feels like the woman is worshipping your body. Like there’s nothing she’d rather be doing in that moment than giving you pleasure.” He smiles, and his eyes land on me. “I’m sure women feel like that too.”

  There’s sounds of assent around the room. I’m finding it very hard to look away from him.

  “Oh, and being naked is always a plus. I love being able to look at all of a woman while she’s sucking me—helps me imagine what I’ll be doing to her later.” There’s some laughter, but less, everyone too caught up in his words. “As far as taking her time, I prefer the woman not to jump in with her mouth right away. She’ll take me with her hands, massaging me, making sure I’m as hard as possible before her mouth ever touches me. Then, she starts slow. Tongue only on my shaft, like a lollipop. Long slow strokes along the bottom, and quick little flicks along the sides and underneath the head.”

  In spite of my nervousness, my body is responding to his words. I feel heat and anticipation flowing downwards towards my core, and in my mind’s eye I can see what he’s describing.

  “I love it when a woman takes the time to explore my balls. Taking them into her mouth, one and then the other. It feels amazing. Finally, she’ll put her mouth on me, taking just the tip and sucking hard on it. I like to be teased with tongue while being sucked. The combination of sensations is hard to explain.”

  My imagination is too far gone to stop. I’m on my knees in front of him, naked, taking him into my mouth just as he’s describing. His cock is straight and perfect and I want nothing more than to make him feel incredible, to prove that I’m good at this. That I’m not a sexual failure. He’ll close his eyes and groan as I take him deeper.

  “After that first contact, I like a combination of things. I want a good rhythm that makes me feel like I’m fucking your mouth. I want you to keep using your tongue to tease me. And of course, I want you to take me as far as you can down your throat. There’s nothing hotter than watching your cock disappear into the mouth of a beautiful woman.” His eyes fall on me again, and I blush. He has to know I’m picturing all of this. He must know somehow that I want that. I want to take him back to my place and put my mouth on him, watch him go limp with pleasure. I want to drink him down.

  “After that, it’s up to you. I’m in your hands, and I want you to make it last as long as possible before I come. And I want you to swallow,” he says. “Swallowing is absolute acceptance. It’s total commitment to the pleasure you just gave. I think that’s why most guys prefer it. I also love it when a woman will look up at me while she’s sucking. That eye contact is hot.”

  I imagine that eye contact. His blue eyes on mine as his cock is in my mouth, while I slowly give him the pleasure that he wants. I’m wet, and I can’t believe that I’m so turned on right now. I shift in my seat, embarrassed by how much impact his words are having. I hope it’s not as obvious as it feels. The only thing more mortifying than crashing into a dick display would be having an orgasm in the middle of this class.

  “Any questions?” he asks with a laugh, then clarifies. “They don’t have to be about what I just described.”

  “I have one.” A girl behind me asks. She hasn’t spoken until now. “You mentioned using your hands to…” She stumbles. “…to get a guy hard. Well, it sounds stupid, but I’m always kind of afraid to do that because I think I’m going to hurt him. Could you explain how to do it right?”

  “Sure.” Philip smiles. “I’ll tell you one thing, your mouth can help you there. It’s easier when everything is wetter.” He looks behind him at the table full of toys. “But it’s easy enough to show you. Maybe I’ll have someone come help me demonstrate.”

  Half the hands in the room shoot into the air. I keep my hand down, the image of him and me too fresh in my mind. My body is still so turned on I’m not sure I could walk straight anyway. Philip smiles at all the volunteers. Then he looks right at me. “How about you?”

  Shit.

  3

  Philip

  The little blonde in the second row goes scarlet when I call on her.

  So far, this has been interesting.

  I’m not really sure how I’m supposed to teach someone how to give a good blowjob, never having given one. I’m sure there’s good tips that Christa would give that I’m missing completely. I can only hope that she’ll be well enough for part two of the class. Or maybe she can give me some notes.

  Christa did warn me that everyone in the class would try to hit on me. I internally roll my eyes as I remember her calling me ‘eye-candy.’ But she wasn’t wrong. I recognize the hungry look on some of these women’s faces. And there’s a time when I would have responded to that—taken advantage of the sheer lust of so many women, and taken one of them home. Maybe more than one. But I wasn’t lying when I told them I enjoyed the intimacy of that position. I’m tired of mindless fucking and waking up next to someone who doesn’t remember my name.

  That’s what I didn’t tell them about my favorite kind of blowjob—that it’s made ten times better if it’s someone you care about wrapped around your cock. But it’s been a long time since I’ve had that, and it’s what I want. So I do my best to avoid women who are looking at me the way the brunette in the front row is.

  The only person who isn’t looking at me like that is the blonde who’s walking towards me, trying desperately not to look at me. I haven’t been able to stop looking at her since I walked in. Bombshell. That’s how I’d describe her. She’s like classic California with way more curves. Skin a sun kissed tan and honey hair that I would swear has been nowhere near bleach. I run my eyes up and down her as she comes to stand in front of me. My dick responds to her automatically, and I adjust my stance so it won’t be obvious. I’d love to have my hands full of those curves.

  I extend my hand to her. “What’s your name?”

  She takes my hand, giving me an unexpectedly firm handshake. “Mayra.”

  “Nice to meet you,” I say.

  She nods, discomfort pouring off her in waves. The urge to get her to loosen up is overwhelming. I place my hand on the small of her back, guiding her closer to the table. “We’ve got a lot of toys here,” I say. “Help me hand them out, and then you can help me demonstrate.”

  “Okay.” She hasn’t looked me in the eye once. She grabs a couple of the dildos, handing them to the girls in the first row. I pass some out too, smiling at the nervous laughter that comes with me handing them a fake penis. Granted, some of these are a little outrageous. They range in shape and size from smooth and small to huge and painfully realistic. That doesn’t even cover the colors, of which some are flesh tone, some more like the Skittles rainbow.

  When everyone has something and Mayra is back at the front of the room, there are only a couple toys left. A blue vibrating dildo that is ridged and looks almost serpentine, and a realistic dildo—still in its packaging—that looks like candy. It’s a swirl of pink, blue, and orange, and the name on the package tells me it’s called a Mustang. I smile inwardly. It’s a pretty good name for a dildo. “Pick your poison,” I say to Mayra, gesturing to the toys. The look she gives the blue one almost makes me laugh. Instead, she points to the Mustang. “Good choice,” I say. “This is called the Mustang, so it’s bound to give you a pretty good ride.”

  She takes the packaging from me and looks at it. “And it’s made by Vixen, so maybe it will seduce you into a good ride.”

  My laugh is sudden and strong. I never would have guessed a comeback like that would come from her. “Fair enough,” I say, taking back the tube and twisting it open. I take out the dildo, and am pleasantly surprised by the feel. It’s soft, with the give of skin, but with resistance like a real dick.

  I reach out, taking Mayra by the shoulder and bringing her closer, face to face. I hold the dildo in front of me, facing out just
like a real penis would. Though I keep it in front of my stomach. I don’t want her hands anywhere near my actual cock since it seems eager to be hard whenever I look at her. I raise an eyebrow in question. “Ready?”

  She huffs out a breath. “Sure.”

  I’m not sure why she’s so nervous, but I’m not going to ask questions. “Okay, I’ll use Mayra to show a couple examples of how to get a guy going like this. First thing—dicks aren’t nearly as fragile as you think. Don’t be afraid to use some pressure. We like that.” I reach out for Mayra’s hand, and for the first time since she came up here she looks me in the eye. I see what I couldn’t from a distance, her eyes are green. A warm green that’s beautiful, complimenting her skin and making her face come alive. She looks so unsure, and I wonder what made her so nervous over something like this. Someone as gorgeous as she is and with a comeback that fast doesn’t get nervous over a hand job—especially a fake one. I give her my best charming smile, taking her hand, and wrapping it around the dildo in my hand.

  I desperately try not to imagine her hand wrapped around my real cock, and fail miserably. I take a moment to grit my teeth and will my dick under control. “This is a pretty safe way to go if you’re unsure.” I keep my hand on top of hers, slowly moving her hand back and forth over the dildo. “Use your whole hand to pull along the shaft, from base to tip and back. There’s hundreds of variations on this. Squeeze.” I squeeze her hand beneath mine. “Twist your hand while you move.” I twist her hand.

  “You can isolate a couple fingers in a circle to stroke the head,” I say. “That’s fun. Or use both hands.” I pull Mayra’s other hand up to join, wrapping her fingers around so the bright dildo almost disappears. She looks up at me, and we’re close enough that I see her pupils dilate. I would give almost anything to know what she’s thinking right at this second.

  “Okay,” I say. “Pair up and practice. Take turns holding and stroking.” I hear a few scattered giggles at that. “I’ll come around in a couple minutes and give you pointers.”

  I look down at Mayra, moving my hands back so I’m only holding the base of the dildo. “Why don’t you give it a try?” I say softly. A soft blush comes to her cheeks, but she doesn’t say no. Instead, she slowly starts to move her hands up and down the colorful dick. Way too slowly. “You’re nervous.”

  She looks up at me, startled. “No.”

  “Liar,” I say. “You don’t have to be nervous.”

  “I’m not,” she insists, backing up a step. I guide her back with a hand on her elbow, and she jumps at the contact.

  “Then why are you jerking off this cock at the speed of driving Miss Daisy?” I ask. “You can go faster than that.” Her eyes narrow a little, but she does speed up. But I can tell she’s barely touching it. I wrap my hand around hers again, matching her speed, forcing her to grip the dildo with more strength. “The cock isn’t made out of glass. You can give it a good beating.”

  Something sparks in her eyes, and she tries to pull her hands off the dildo. I don’t let her. “This isn’t anything like doing it on the real thing,” she says.

  “Well then,” I say softly, “maybe you should use your imagination.” I glance down at the dildo between us, and I sense that there’s something there holding her back. “Trust yourself to be in the moment. You’re a beautiful woman, and any man would kill to have your hands on him. Nothing is sexier than confidence, so take a minute to imagine it and know that for as long as you’re touching him, you own his pleasure.” I give her a grin, “Or, if that doesn’t work, that Mustang you’re holding is pretty close to my size. Well…” I look again, “not quite my size.”

  Mayra flushes bright red. It colors her skin from her neck to the roots of her hair, and again I wonder what exactly she’s thinking. She looks up at me again, and there’s heat in those eyes now. I can just imagine how they would look—how much heat there would be in them—while I’m making her moan.

  “Philip, can we get you over here?” The voice of the brunette breaks into my thoughts, and Mayra jerks away from me, going back to her seat.

  There’s more to her than meets the eye, that’s for sure. I’m glad I said yes to teaching this class now, but I’ll be even more grateful when it’s over and there’s time for a better conversation. One on one.

  4

  Mayra

  I practically stumble back to my chair, my entire body vibrating with tension and anxiety and arousal. If I thought that imagining being with him was powerful, being close to him was so much worse. More than that, every time he touched me it felt like my skin came alive, tingles running across it. I never wanted him to stop, and at the same time I did, because having him help me jerk off a dildo was mortifying. A dildo that’s still in my hand.

  I look at the brightly colored dildo and blush all over again. For as long as you’re touching him, you own his pleasure. The minute he said that I imagined it was his cock that I was holding, that I was giving him that pleasure, and I was more than a little embarrassed by how much I liked that thought. How I got wet just thinking about it. Looking at it now, I imagine taking him in my hand, performing those same motions on him, watching his eyes flutter closed as I squeeze him. A shock of yearning goes through me, unexpected and strong. I want him.

  And that’s terrifying.

  He’s currently helping the girl in the front row who was flirting with him in the front row. I’d have to walk past him again to put the dildo back, and I don’t know if my body could handle being that close to him again. I slip it in my purse, wanting the temptation of imagination out of my hand. I’ll put it back before I leave. I watch as Philip moves to a woman behind me, smiling and guiding her through the same motions he did with me. I think about what it would be like to have those hands on me again, only not just on my hands, but everywhere.

  An idea blooms in my mind. It’s probably really stupid, given the reason I’m here, but you know what? Sometimes you need to be stupid. And I think my kind of stupid is having a hot one-night stand with the sex professor. He definitely seemed interested, the way he kept looking at me, the way he touched and teased me. And he’s not looking at anyone else like that. Sure, he’s helping them and goofing off, but it’s not intense like it was with me. If I play my cards right, I know I can take him home. This is the part I’m good at. The flirtation, the beginning. Even if I ruin it with the sex, maybe this is what I need to help me shake off Bryan. Besides, Philip looks like he’s good enough in bed that he can make up for how terrible I am. A terrible mix of anxiety and anticipation settles in my gut.

  He looks up right then, locking eyes with me. A slow smile spreads across his face, and this time I smile back. Yeah, this could be fun. Only one night, and that’s it. I’m going to be a total cliché hitting on the sex teacher, but I don’t care. I need this.

  I wait as Philip makes his way around the room, giving attention to everyone who needs it, but I feel his eyes on me in-between. I barely manage not to stare at him, sneaking glances when I know he’s looking away. I feel another burst of nervousness, and push it down. I’m not going to talk myself out of this. For once, I’m going to be spontaneous. For once, I’m going to do something that’s probably a mistake.

  By the time he’s seen everyone, the time allowed for the class is coming to a close. Philip heads up to the front of the room. “So we’re almost out of time,” he says, “but I’ll be back the day after tomorrow for part 2, provided Christa is still sick. Leave the dildos here on the table, and let me know if you have any questions on the way out.”

  There’s a smattering of applause, and the scraping of chairs as everyone gets to their feet. I stay seated, wanting to wait until everyone leaves to ask him if he wants to get a drink. It takes a few minutes, the women trickling out, some fabricating questions so they can talk to Philip longer. I can’t blame them—not anymore when I’m going to do the same exact thing. Finally, the last woman is asking him a question, and I stand. I hang back near the wall, not wanting to intrude,
but wanting to let him know I’m here. It’s a fine balance.

  As soon as she leaves, he turns to me. “You’re still here.”

  “I am.”

  “I expected you to be the first one out of the room. I guess you’re not nervous anymore.” He’s in front of me now, crowding into my space. I take a step back and press against the wall. His body brushes against mine, and that heat sparks through me again, igniting my skin and reminding me of how badly I want him to touch me.

  I take a deep breath to clear my head, pressing down my anxiety and focusing on what I want. “I decided being nervous wasn’t in my best interest. Especially if I want to learn.”

  “I think you could be a good student,” he says, gently pressing me against the wall. “I’d be willing to give you a private lesson. In whatever carnal subject you want.”

  I feel the brush of his fingers against my hand, and he raises my wrist to his lips, sucking gently at my skin. I realize just how wet I am again as it feels like he’s sucking directly on my clit. A small sound comes from me, in the back of my throat, and Philip smirks at me. He knows just how much I want him right now, and I don’t care. I need this, I want him to fuck me senseless, just so I can forget.

  I can feel his cock against my leg, hard inside his jeans, and I’m glad I wasn’t wrong about him wanting me too. “I think you could be a good teacher,” I say, “and I’ll let you choose as many subjects as you like.”

  His eyes flare, and he slips a hand around the back of my neck. Our faces are so close that we’re sharing breath, and I know he’s about to kiss me. God, I want him to kiss me. It’s been so long since I kissed anyone but Bryan, the guy I’m not supposed to be thinking about. “I just hope I don’t need too many lessons,” I say. Maybe if I make that caveat he won’t be as horrified by my lack of sexual skill.