1 comments/ 61769 views/ 9 favorites Fun with the Waiter By: ARTG Do you remember that time we took that trip out of town for the weekend? And how we ended up getting a little tipsy in the restaurant? And that young guy that ended up in our room? I know, how could you forget? We were sitting in a booth in a little restaurant uptown having dinner . We'd had a glass of wine or two, and our inhibitions were down. And apparently, yours were really down. You had been flirting with our waiter the whole time. He was young, muscular, good looking. His wavy blonde hair fell down over his forehead above his blue eyes. You could tell he was used to getting attention from women: he was an outrageous flirt, not concealing the fact that he was looking down your dress. And you were dressed seductively that night. Your nipples pushed through the thin fabric of that little red dress that I like you in so well. Your finger traced circles around the rim of your wine glass as you looked at him coyly. You got up to go to the restroom, and I watched him as he watched you, your dress falling over the curves of your ass, your smooth , your tan legs so shapely, your high heels. When you were away, he looked at me and said, "I hope you don't mind me saying so, but you're a lucky man." Little did he know that he would be a lucky man that night, too. When you came back, you opened your purse and showed me your panties there. I looked down at your lap, and you quickly pulled up your skirt, and I got a glimpse of the little patch of black hair. You touched your slit, rubbing it with your finger, and put your finger to my mouth . I could smell and taste your familiar scent. But you quickly pulled down your skirt when you could see him coming back with the check. You took the bill to pass to me, but intentionally dropped the pen under our table. "Woops, sorry," you said. "Can you get that for us?" When he disappeared under the tablecloth, I saw you spread your legs under the table. He came up grinning with the pen and handed it to me. But that wasn't enough, you wanted him to look again, and, in fact, you wanted more than that. "I think I lost an earring on the floor. It's right at my feet and I can't quite reach it. Do you mind?" He looked at you, smiling, and then at me as if to say, " Do you mind?" My smile was his permission. He went under the table again. You reached under the table and under your dress, your finger motioning him to come closer to your pussy. You spread your lips apart with your fingers. You could feel his hair on your inner thighs, and when you leaned your head back and sighed, I knew his tongue had found your sex. You put your thighs back together to lock his head in place, your hands caressed the back of his head. Trying to remain quiet, you came within a minute, pressing him into your pussy. He emerged from under the table, his face shining from your wetness. He took the check, and when he came back, I told him, "If you leave with us, there'll be a big tip for you." He looked over his shoulder, presumably at his manager, and said, "Let me see what I can do." We could see him talking with his boss, a mousy young woman with glasses. After a minute of conversation, he took off his apron and put it over his shoulder. I filled out the tip, and we left. When we made the corner, we looked back and he was right behind us. We waited a minute for him to catch up, and the three of us walked together to our hotel room. When we got to our hotel room, you and I started kissing, largely ignoring him, until you slipped your dress over your head and tossed it at his feet. You stood there, wearing only your heels, your breasts standing out proudly, tapering down to your hard nipples. We started kissing again, and you rubbed my aching cock through my pants. Without our lips parting, you took off my shirt, throwing it back over my shoulders and I shrugged it off. You moved down to lick and suck my nipples, one and then the other, while unfastening my pants and letting them fall to the floor. You pushed me back onto the bed, and I removed my socks and shoes. You made a point of making eye contact with him while you tongued up an down my shaft. Then you pushed me back onto the bed. Maintaining eye contact, you hovered over me and slid my cock into your pussy. You moaned as I lifted my hips off the bed to stroke you. Our friend couldn't stand it any longer, and was hurriedly taking off his clothes. When he got down to his underwear, a pair of tight gray bikini-type underwear, there was a dark wet stain in front. "Take those off. We want to see your cock," you insisted in a whisper. He slipped them off and his long, thick cock twitched at being freed. You were riding my cock and he was kneeling beside us, watching us, stroking himself. I reached over and began stroking his balls. He was clean shaven like me. I pulled on his balls to bring his cock closer to my mouth. He put the tip right over my mouth, and he was so turned on that a clear strand of cum drooled down onto my lips and mouth. I stuck my tongue out to catch it. I stroked the underside of the head with the tip of my tongue while you watched intently, moaning as his cock twitched and his clear precum pooled on my lips. He started stroking himself again, and as he came he groaned with each spurt of his cock. The first one overshot and landed on the bed, but the smaller spurts went into my open, waiting mouth. Then I took him into my mouth, feeling the warm, salty jets on my tongue. With each throb, he moaned, until finally his cock stopped pulsating and he sank back onto the bed. You leaned forward and kissed me deeply, tasting his cum in my mouth. I grabbed your ass, one finger toying with your hole, until finally I came, filling your cunt with my seed. You waited until I stopped throbbing. Moving over to our young friend, you straddled his face and let my cum run down onto his mouth. He licked your pussy until you came, rocking back and forth over his tongue. His face glistened again, this time with our combined wetness. He was getting halfway hard again, so I helped him get harder by taking him into my mouth, feeling him get rigid against my tongue and the inside of my cheek. You nudged me out of the way and straddled him , and I went to the foot of the bed to watch his long, hard cock disappear in and out of your sloppy wet cunt. I tongued your ass, knowing this would quickly bring you off. He dug his fingers into your ass as you came, then he came right after you. I watched as he got still, except for his cock, which was twitching inside you. He was soft again when he pulled out of you with a shudder, and I lightly rubbed your slit with his cum as it trickled out of you. I was hard again, but you were just too sensitive to be fucked again, so the two of you layed side by side on the bed while I knelt and stroked my cock, the head purple and swollen. I came again, all over your faces, big pearly trails of cum over your chins and cheeks. He got up to take a shower and then got dressed and left. We settled in for the night, but the memory of our experience, didn't let us sleep, and we were at it again for most of the rest of the night. The reason I bring up that night again is that I've been thinking about getting the little restaurant manager involved in the fun when we go back to the city. She seems really conservative, and it would take some finesse. I also think that there's something hidden inside of her that wants to get out. Would you like to hear about it? Fun with the Waiter and His Manager After our threesome with the waiter, we realized that we didn't know his name. We called the restaurant after he left our hotel, but by then it was after closing time. And the next day, Sunday, they weren't open. "He told us his name when we first sat down in the restaurant, but who ever really listens to that?," I said as we lounged around on Sunday morning. Sunlight seeped into our hotel room through the sheer white curtains. The smell of coffee filled the air as the coffee maker made its final gurgles. Your hair was in a ponytail on top of your head with several loose strands falling down on your forehead and neck. You were wearing glasses, and studying the crossword. Not looking up you said, "It started with a J. Or maybe a G." Your gaze never broke from the puzzle. "American painter, William 'blank' Chase....seven letters.... third letter is R?" "Merritt?" I replied. It must have been the right answer, because you quickly scribbled something down. Still engrossed in the crossword, again you spoke without looking up. "Especially after all that happened that night. I'm just drawing a blank." An answer to the puzzle must have come to you, and your pencil pounced on it. Then, placing the pencil and the folded up newspaper on the end table, you stretched. Your short, white nightgown rode up and your little patch of pubic hair was visible through your sheer panties. You sat forward and stretched your back like a cat. Leaning over to me, you put your hand on my bare chest, kissed my cheek and nuzzled your head under my chin. "Tell you what," you said. "Tomorrow I'll call to find out." And then your hand slid down into my pajama bottoms... So it was Monday before we were able to find his name. The phone rang and a voice came on the line. "Dolce Vita." "Yes," you began, "My husband and I were in Saturday night, and we had a tremendous time, thanks to our waiter. He really took care of us." You shot me a mischievous look that said, he really took care of us, all right. "We just can't remember his name. He was tall, muscular, blonde....yes, that's him...Jack...that's right. We wanted the manager to be aware of a job well done." You winked at me. The person on the other line responded, then you said, "Can you have Jack call us? Here's our number." You gave the person your cell number, and then added, "When do you expect him to work again?...okay, great...Thanks. You too. Bye" And you hung up the phone. "And?" I asked. I was trying not to betray my excitement. "She says he's on the schedule for tonight," you said, "The person who answered was the manager working that night. Her name is Trudy." "Trudy," I repeated. "It's funny, I don't picture her as a Trudy. But you know, under those glasses and plain clothes, I see a very beautiful girl," I said as I thumbed through the hotel copy of the tourist guide. "You were really taken with her, weren't you?" you teased. After all this time together, we seldom pulled punches. "Well...I guess," I pretended to hedge. "Weren't you?" You paused a moment and laughed. Swatting me playfully with the folded paper, you blurted out, "Well yeah! You know what a sucker I am for blue eyes!" ************************************** Jack called later that evening. "Of course I remember you two. How could I not?" he said. "No regrets?" he added quietly. I could hear the busy noise of the restaurant in the background. He must have been starting his shift. "None whatsoever, except we didn't get your name right away," I replied. "In fact, we'd like to get together again. Tonight, maybe?" "Um...sure." He seemed surprised. "But I don't get off until ten." "That's okay," I replied, and I reminded him of the number of our hotel room. "One more thing," I added. "Your manager..." "Trudy? he asked. "Yes, Trudy. Do you think she would be interested in coming? " It was a stretch, I know, but I had to give it a shot. "I don't know," he trailed off. "I'll see....I'm not sure I really know her well enough to ask...she is pretty cute....worth a try, I guess," he said. "But I'll be there after I get off, with or without Trudy." "Actually, you'll be here, and then we'll all get off," I joked. He gave a polite chuckle at my meager joke. Later, we got another call from Jack. We could hear the bustle of the restaurant in the background. "Here's the deal, he said, "Trudy said she'd like to come. That's really something, because I'd thought she'd turn me down flatly. I thought it best to tell her what we would be up to, but she said she only wanted to watch. She has no desire in participating. Are the two of you okay with that?" he asked. I spoke for both of us and said, "It won't bother us if it doesn't bother you or her." "Good," he said. "I can't tell if she's on the fence about this or if she's excited. She's a hard one to read. Gotta go. See you tonight." This encounter would be more planned, not spur of the moment like the first one, so we were both more nervous. We changed clothes several times before we settled on what to wear. You wore a pair of stretchy black yoga pants and a white cotton camisole. I decided to go barefoot with jeans and an untucked short sleeve collared shirt. It was, after all, getting near the end of our trip, and we were running out of clean clothes. We had a couple of bottles of wine sent up. We were having a glass in the sitting area of our suite, passing the time finishing the crossword when there was a knock on the door. I looked at my watch. Thankfully, they were a little early and the suspense had been killing me. I opened the door and was pleased that Trudy had decided to come with Jack. "Come in, come in. Good to see you," I said. We introduced ourselves to Trudy, and you gave Jack a peck on the lips, which lingered and turned into a more passionate kiss. Breaking off the kiss, you smiled and winked at Trudy and asked her if she would like a glass of wine. Trudy really looked good that night. I guess the first night we saw her must have been an off night for her. She was about 5-2 or 5-3, and what most would agree to be voluptuous, but not fat. Her sapphire blue eyes contrasted nicely with her porcelain skin and black hair, which was wavy and shoulder length. She wore gray slacks and flats, and the white button-down work shirt could not keep from displaying her breasts which were probably a C, maybe a D cup, in proportion with the rest of her figure. "I'll take a glass," she said as she looked around and had a seat. When everyone had a drink, we settled in for a little conversation. You sat in my lap with your arm around me. Jack sat on the other edge of the sofa from Trudy. "So , Trudy, how did you end up in the city?" you asked, making small talk. "I came out of high school to study art, and just sort of stayed ever since," she replied. We kept eye contact, but one of my hands was stroking the inside of your thigh through your yoga pants, while the other lightly found your nipple through your camisole. The touch made you close your eyes, but you tried to continue with the conversation. "So are you still in school? " You smiled and kept your eyes closed as my hands caressed your body. "No, not right now..." she said. We were obviously distracting her. She looked to Jack, who sat with his head propped in his hand, maintaining eye contact with her. "But I ...plan to go ....back in the fall," she hesitated, looking from you and me, and back to Jack. You unbuttoned my shirt and ran your hand inside, while opening your legs wider. The tight black yoga pants created an obvious camel toe effect, and I moved my hand up to feel it. My other hand disappeared under your camisole. As I stroked you through your pants, you ran your fingers through my hair as you turned your face back to kiss me. You couldn't stand it anymore, and wiggled out of your yoga pants and camisole. Now completely naked, you unbuttoned my shirt and took it off. And that was officially the end of the small talk. You unfastened my jeans and pulled them off. I hadn't bothered with underwear. As you got down on all fours to suck my cock, I slid off the chair and got on my knees in front of you. I gently stroked your back as you worked your way up and down the shaft, pausing occasionally to lick my balls and stroke me. Jack hurriedly was unbuttoning his white button down work shirt. He threw it off and slipped down his black work slacks and boxer briefs. His shaved cock was ready, the head purple and swollen. He got on his knees beside me and stroked himself right in your face, hoping you would work on his cock too. You kissed the head, tasting his clear precum on your lips. Stroking Jack's dick, you resumed sucking and licking mine, concentrating on flicking your tongue on the underside of the mushroom tip. Then your own sexual tension must have gotten the best of you. "Jack, I need you to fuck me with this thing," you purred as you stroked his cock. Jack went behind you, got down on his knees and, looking down at your engorged pussy, slid his cock into it. You kept sucking me, and I leaned forward to watch Jack's cock travel in and out of your wetness. Jack was so big that the inner lips would get pulled slightly, first in and then out, with each stroke. I pulled your cheeks apart to get a better look, and placed a finger into your ass. "Ooh!" you exhaled, closing your eyes. "Keep it up, that's it." I knew that you couldn't keep sucking me right then, so I slowly stroked my cock, making sure that Trudy could get a good view of me. Jack was ramming you pretty hard, and your tits swayed with each thrust. He increased his pace and finally pushed deep and held it there. The base of his smoothly shaven cock pushed my finger a little deeper into your ass. His whole muscular body seemed to twitch, and I could feel his cock spurt his cum deep inside you. Finally he pulled out with a shudder. He rolled over on the floor, exhausted. I caught Trudy staring at his big, glistening, though now flaccid, cock. You had your ass in the air, and Jack's cum was seeping out onto the lips of your pussy. Your chest and the side of your face were buried into a throw pillow on the floor, but you managed to mumble, "Now you, baby. Put your cum in there with Jack's." You were reaching back to rub your pussy, smearing Jack's cum around. I positioned myself behind you and slowly slid the whole length of my dick in and out of you, turning one hip slightly so that Trudy could see. She wasn't crossing her legs anymore, and I could see a dark shadow at the crotch of her gray slacks. If she had been less inhibited, she would have been rubbing herself. As my dick pushed into you, some of Jack's cum leaked out, dripping down onto my balls. It wasn't ten strokes before we both came. You muffled your groans into the throw pillow on the floor as my cock shot my seed into your pussy with Jack's. You turned over onto your back, and our cum rolled out onto your ass and then the floor. Leaning back on one hand with your legs opened toward Trudy, you took a finger and dipped it into your pussy to retrieve our cum. You showed it to Trudy and cooed, "What do you think?" She was speechless, so you offered a few finger fulls to Jack and me. Holding it up to our mouths, we looked at Trudy as we tasted our collective cum, sucking her fingers to get all of it. You got up and moved to the edge of a chair, and Jack and I ate your cream filled pussy. Jack began concentrating on your clit, and when I started tonguing your asshole, you came again, crying out with your orgasm. Trudy had to shift her position on the couch. She was clearly getting aroused, but still too shy to touch herself in front of us. The three of us, Jack, you, and I, rested for a moment. I got up to refill everyone's glass. After she'd had a another glass of wine, you persuaded her to change into one of the plush white hotel bathrobes. Of course, being so shy, she went into the bedroom to do it. She emerged from the bedroom with her oversized purse, where she had presumably stowed her clothes. Placing her purse on the end table, she curled up on the couch with her feet under her. Little by little, she seemed to be loosening up. "Another glass?" you asked her, but you were already pouring it. Taking a seat right next to her, you suggested, "Maybe we can get you boys to put on a show for us girls. How about it?" Jack seemed to know just what you wanted, and leaned back on his knees and hands to show me his large, semi erect cock. I leaned forward to tongue his nipples, feeling them harden as I licked them. Out of the corner of my eye, I made sure you and Trudy could see. As I reached down and grasped him, his cock twitched to fully erect. As I stroked it, I asked you, "Do you like that?" It was Trudy who responded. "Yes," she exhaled. It was the first thing she'd said in a while. "Do you want us to continue?" I asked coyly. "Yes," she said, breathlessly. You had begun to stroke your pussy. Trudy was still wrapped up in the robe. "Do you want me to suck his cock?" I asked her. "Yes," she said a little louder. "Then open your robe," I directed her. She hesitated for a moment, but then slowly undid the tie and opened her robe. She was still wearing her bra and panties. "Those, too," I insisted. You stopped stroking yourself and impatiently pulled at her panties, "Just do it, Trudy." You were ready for the show to continue and sounded a little exasperated. She reached around her back and undid her bra and tossed it to the floor. Then she lifted her hips and shimmied out of her panties. Her breasts were round and creamy with puffy pink nipples. Her bush, though full, was trimmed enough so that her engorged, pink inner lips were pouting out. All she was wearing was the open terry cloth bathrobe. "Now, play with yourself, and I'll start sucking his cock," I said. She began languidly rubbing herself with two fingers. "That's it sweetie, rub that pussy," you encouraged her in a low voice as you sat right beside her and rubbed yours. I waited to begin sucking Jack. I wanted to hear her say it, to ask for it, to beg for it. "Go ahead," she said meekly. "Go ahead what? What do you want? Say it. Tell me what you want me to do," I insisted. "Suck his cock. I want you to suck his cock," she gasped. "Until when. How long should I suck his cock?," I continued. "Until he cums. Until he cums all over you," she managed. Satisfied with her answer, I ran my tongue up and down Jack's cock. He had gotten soft again, and his cock had drooled a trail of clear precum down the shaft. I touched my tongue to it, and pulled away a clear strand before taking the rest of him in my mouth. The two of you were working steadily at yourselves, watching us. Jack straightened up and put one hand on my shoulder, and ran the other hand through his wavy blonde hair. My mouth was moving up and down on his cock, while my tongue moved side to side on its dusky, engorged tip. It was really starting to leak his sweet-salty precum now. "That's it, honey," you said with a gasp, "Suck that cock. Suck that beautiful cock. It gets me so hot to see you suck him." Your finger was working little circles over your clit. You leaned over and took one of Trudy's pink strawberry nipples into your mouth as the two of you stroked your pussies. Jack saw you do it, and suddenly came, grunting with each spurt as his cock jetted his cum in my mouth. I struggled to keep up, hurriedly swallowing each hot burst. When he was finished, he withdrew and we straightened up, kneeling face to face. He began kissing down my chest, licking and sucking my nipples, licking and kissing my lower stomach, down to the smooth base of my hairless cock. I leaned back against a chair, making sure that you girls could see what he was doing to me. You moved down from Trudy's breast, kissing her pale white stomach, slowly moving down to her black triangle of hair. She had shed any notion of not participating, and withdrew her hand from her pussy to allow you access to her swollen lips. She slumped down on the edge of the couch as you positioned yourself between her legs. She ran her fingers through your hair. Jack stopped sucking my cock long enough for me to sit next to Trudy. I settled in on the couch beside her, and Jack walked over on his knees and resumed stroking, licking and sucking my aching cock. Next to me, Trudy was pulling on her nipples while your tongue worked up and down her engorged pussy. With her hand nearest to me, she caressed my firm lower stomach, feeling the smoothness of my pubic region. Jack firmly but slowly popped the head of my cock in and out of his mouth, causing me to groan each time he did. "Lick his nipples, Trudy," you hissed. "If you want to see him to cum, lick his nipples." From experience, you knew. Trudy tried to roll over toward me, but the bathrobe restricted her movement, so she shrugged her arms out of it. Now able to roll over to me, her breast pushed softly into my shoulder, and she firmly tongued my nipple. That did it, and as Jack pulled my cock out of his mouth and Trudy kept tonguing my nipple, I shot my cum all over my stomach. Jack moved up to lick up the warm, salty spunk from my skin. Trudy stopped tonguing my nipple and moaned. I was exhausted, but I looked down to see that you had two fingers in Trudy, fucking her pussy while you licked her clit. Her panting increased, and she ran her fingers through your hair feverishly. Suddenly, she came, leaning her head forward and closing her eyes tightly, whimpering sweet sounds with each wave of her orgasm. You planted sweet kisses in her little black triangle as she panted in the afterglow and stroked your hair. But you sank down to the floor when you realized that Jack had gone around behind you to get in position for you to sit on his face. You leaned back a little and pulled your pussy lips apart so we could see Jack's tongue flicking your little pink pearl. "Do you like watching that?" you murmured. "Mm-hmm." I assented. My cock was soft and spent, but I was still enjoying the show of another man eating my wife's pussy. Trudy had put her head on my shoulder. I leaned forward, and with a sideways glance, could see her smiling, engrossed in what Jack was doing to you and your pussy. We watched as you rode Jack's face, making small thrusts with your hips. Grimacing, you dug your fingers into Trudy's upper thighs as you climaxed all over Jack's mouth and cheeks. When you were done, you dismounted Jack and leaned forward to rest your upper body on the couch between Trudy and me. The four of us were completely relaxed, and no one said anything for what must have been a very long time. When you and I could no longer keep our eyes open, we stumbled off to bed. We woke the next morning in our king-sized hotel bed. The soft morning light was streaming in. Your eyes opened to mine as we felt the bed shaking. We looked over at the same time to see Trudy riding Jack's cock next to us on the bed. Her full, white ass was shaking back and forth. Her perfect ivory breasts were elongated and swaying down in Jack's face. They were too engrossed in each other to notice us. Trudy leaned forward to kiss Jack, her jet black hair falling off her neck and down around their faces. You and I got out from under the sheets, and came around to the foot of the bed to get a close up view of Jack's thick cock plunging in and out of Trudy's tight little pussy. Her white juices were trickling out of her, and running down onto Jack's thick veiny shaft, more with each stroke. Jack's thrusts became less frequent but more urgent, and he exploded inside her. After his cock had stopped twitching inside of her, you put your arms around her waist and whispered in her ear, "Come sit on our faces and feed us that cum." Fun with the Waiter and His Manager She dismounted Jack, swinging her leg over him. We lay side by side and she hovered above us, dripping Jack's cum first into your mouth, then into mine. My tongue stroked the length of her slit. I could taste the tanginess of Trudy and the saltiness of Jack. I kept working her drenched pussy with my tongue and lips until I could only taste Trudy, and I knew I had gotten all of Jack's cum. I started sucking on Trudy's clit, feeling her little pink bead swell even more under my lips. My nose was buried in her soaked bush. I gave her the flat of my tongue to rub her pussy across and could distinctly feel the hardness of her clit against it. My lips and cheeks were sopping wet from her; I could feel her moisture almost to my earlobes. She grabbed the back of my head and pushed her cunt onto my tongue as her pace increased. Her pace slowed, and she moved like she was trying to jam her entire pussy into my mouth. Suddenly, her pale ass quivered as she came on my face. She collapsed onto the bed with a sigh, but then looked at the clock radio on the bedside table. Ten forty-five am. "Ten forty-five!" she exclaimed. She leaped out of bed and there was a flurry of dressing. "I'm supposed to open for lunch." Jack got up and dressed also. "I'll go in with you to help you get caught up," he offered, buttoning his pants. "Thanks," she said as she paused her frenzy for a moment to look up and give him a kiss. She seemed touched. You and I put on the hotel robes and walked them to the door. Trudy kissed me, and then you, and it was definitely not a peck on the cheek. Holding hands, she and Jack disappeared through the door, stepping over the morning newspaper lying on the floor in the hallway. You picked it up and watched them disappear down the hall. Then, looking through the newspaper, you asked, "You'll make us some coffee?" You found what you were looking for in the paper and tossed the rest of it onto the table. "Sure, love," I said. "Did you have a good time?" It was a loaded question. I unzipped the coffee packet and put it in the basket. "Of course," you laughed, somewhat facetiously. "Do you think we'll see them again?" you added. "Just maybe," I said, concentrating on pouring water into the coffeemaker. There was a silence, then the sound and smell of coffee brewing. Your robe was open, and you were lying on the couch with your legs slightly apart. The folded up newspaper was resting on your stomach. From under it, your dark patch peeked out. The residue of the night before was still in it. Your eyes were scanning the puzzle. Breaking the silence, you said, "'Peace in our time' prime minister, eleven letters, second letter H."