I Went Home With The Waitress

A stand alone story. Based on something that happened to me a long time ago.

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It was a night for celebration. My friend Pete got a big promotion at work, and at 28 was the youngest junior vice president at his firm. The man was a hard worker and a Master of the Universe type who, while good to his friends, could be an obnoxious pain in the ass. Not my personality at all. I was a more quiet, respectful type, but we'd been good friends since grade school, and 22 years later, we still were good friends, But some of the things he could say and do could rubbed me the wrong way.

Along with two other childhood friends, Jay and Steve (I'm Adam), we went to a German steakhouse to celebrate. The kind of place with great, aged steaks, everything a la carte and great booze. And Pete was buying, on his expense account.

With drinks before dinner and wine with the meal, we were getting a little boisterous. At least my friends were. As I said, I'm more the quiet type, a bit of a nerd, working in computer science. I was making a good living, not great yet, but the future was promising.

As we consumed more wine, things were getting a little loud with my friends, which embarrassed me a little. The manager came over and asked us to tone it down, that other customers were complaining. I said to my friends "Guys, lets chill a little. This is supposed to be a celebration, not a bacchanal."

"Adam, you need a little more fun in life" Pete said like a big wheel he was planning to be. "But all right, we'll behave" and then my friends burst out in laughter.

After our plates were cleared, our waitress came over to take our order for coffee and dessert. She was a beautiful blonde, mid-30s, short hair parted on the side, big dark eyes and a very curvy figure, with maybe 10 extra pounds on her. It looked good on her. She was trying to be polite and accommodating, but my friends weren't making it easy on her.

"Would anyone like coffee and dessert? We have the best apple strudel in the city."

Pete, of course, said "Well, I do want something sweet. You can sit right on the table in front of me and spread wide." Jay and Steve thought that was the funniest thing ever and laughed like it. Me, I just wanted to sink through the floor. I was embarrassed for them, but even more, I was embarrassed for her. I waited tables in college, it's damn hard job, and being harassed like that was shameful. Even if she wasn't serving us, she was a person, and she didn't deserve being treated like that.

She turned about 5 shades of red and I could see the anger and hurt bubbling beneath her surface. But she had to take it. This was a well paying job (the tips were big) and she couldn't risk getting fired for being rude to customers. This was the early 90s, not current days, with better protections for women being abused.

I ordered strudel and coffee for us all and she went away to put in the order. "Nice going, 'gentlemen'" I said with anger in my voice.

"Oh, get the stick out of your ass" Steve said. "She's a big girl. In fact, she's perfectly big. She can take it. Or she can work elsewhere."

Not for the first time, I wondered to myself why I stayed friends with them. My parents did not raise me to treat women like that, or anyone else for that matter. "I need to use the Men's room" I said, getting up.

I walked down a corridor to where the bathrooms were and I found our waitress -her name was Alyssa- there, clearly upset. I had to say something. "Alyssa, I'm very sorry for my friend's behavior. It's a bit of a celebration, and they're drunk..."

"Nice friends you have. You've had as much as they have, and you're behaving like an adult. Shit, I shouldn't have said anything. The customer is always right." She was clearly frustrated and hurt.

I didn't know what else to say to her. I reached for my wallet and said "Listen, let me give you something extra for all the grief, besides the tip we're going to leave." I reached for a fifty.

She was visibly angry. "I don't need your money. I just need a little respect. It's hard enough being the only female waiter in this place. I take a lot of grief from the men I work with. I don't need it from your friends as well. Keep your money."

She was right; my attempt to be kind was more humiliating, actually. "I'm sorry. I don't know what else to do to make it up to you."

"You could tell me why you're friends with them. You seem very different from them... what's your name?"

"Sorry, I'm Adam. We've been friends since Second grade. They've had my back in some very bad times, like when I lost my parents. You can't just find people who you can easily rely on in times like that. But I admit, there are times they just royally piss me off."

Alyssa chuckled at that. "I can believe it. In any case, you're a very nice man. The type I like." She was quiet for a moment. "I don't do this... are you staying with your friends the rest of the night?"

"That was the plan. But I'm beginning to have other ideas."

"I get done here at 11, two hours from now. Would you like to meet me for coffee? I usually need something to eat when I'm done here. We could go to a diner nearby."

"Don't they feed the staff here?"

"How much steak do you think anyone can eat? I'm just going to get a sandwich. I know you won't be hungry. You could sit with me. I'd like a little company." She had a sweet, friendly smile, when she wasn't pissed off.

"I think I'd like to take you for a sandwich. Do you have a car here?"

"Yes, it's how I get here. Did you think I took a helicopter?"

"Cute. I'll have to get my friends to drop me off at home after this. Should I meet you here or at the diner?"

"The Blue Bay Diner. It's on..."

"I know it. About 11:15?"

"About that. Thanks for being so nice. I'd better get your desserts. Go use the men's room. I'll see you back at your table."

I went to pee and wash up. I was nervous; I was not the kind of guy this kind of thing happened to. I'd had girlfriends, even a couple of one night stands, but rarely did a woman hit on me like this, especially around my more aggressive, more confident friends.

I went back to the table, where I got the usual jokes about did I fall in the toilet etc. Ha ha ha. A minute later Alyssa came out with our desserts and coffee and she gave me a wink that wasn't missed by anyone.

"Someone's got his eye on the waitress. Don't you, Adam?" Steven said with a taunt. "You got her number, didn't you?"

"Actually no. I'm meeting her after she's done with work. So you'll have to excuse me after this."

"You dog! Give her one for me!" Pete said, crudely, annoying the hell out of me.

"You see, that why I don't tell you guys shit about women I get involved with. You have to make everything so tawdry, like we're still in high school. I love you guys, but sometimes I wish you'd grow up."

"Someone's feeling all high and mighty" Pete said with disdain. "You want to ditch us for a waitress," he said like she was a lower form of life, "go ahead. Take a cab home, though. We're not going out of our way to drive you home."

He had a self satisfied look as he said it.

"You know what, fine. Go do what you want. But you should leave your car here. Take a cab yourselves. You shouldn't be driving tonight. We're all kind of drunk, at least drunk enough to fail a breathalyzer."

"Fuck off, Adam. Go chase the slut. We're doing what we like."

"Jay, give me your keys, please? Don't drive like this" I implored him. He was the driver.

"Fuck. You're right." He handed me his car keys. "I'll get them tomorrow. Lets get a cab." So I felt better about that, but not about the rift that opened with my oldest friends. Maybe it had been coming for a long time.

My problem was I wasn't really in any shape to drive either, even if I went home and cleaned up and changed into more casual clothes (we all wore suits that night). My friends piled into a cab while I got Alyssa's attention. "Listen, I could take a cab home, but truthfully, I'm not really in condition to drive tonight" I told her. "I want to still go with you, but should I wait for you somewhere?"

"You could wait at the bar, have a couple of club sodas or something. Watch the ball game. I'll let the bartender and maitre'd know your waiting for me."

So I spent most of the next two hours sipping a couple of club sodas and watching the Mets, just killing time. Every so often I saw Alyssa and she smiled at me. Later on, she told me she appreciated that I waited there for her and didn't just go home.

Finally, a little after 11, Alyssa came over with her handbag and said, "I'm ready to go. Are you sure you're still up to coming out with me? I can drop you home if you prefer."

"No, I'm fine. I just hope you don't think I'm overdressed for you."

"Nonsense. I like a man who knows how to dress well. You look good" she said flirtingly.

I might not have been driving but I still held her door for her, a gesture she appreciated. She drove us to the diner and we sat in a booth. Alyssa ordered a club sandwich and I just got decaf tea. I had no room for anything else.

I like a woman who enjoys eating and doesn't just pick at food. Alyssa enjoyed her sandwich while we talked and got to know each other. I found out she was a single mom with a deadbeat ex who never sent money and never came to visit their son, who was 14. She lived with her mom so she could save money and so Anthony, her son, would have adult supervision at night while she had to work.

"How did you get a waiting job at Ludwig's? I thought they only hire men."

"They usually do. I applied about two years ago. I know the wife of the owner from a restaurant I used to work at. Evidently she recommended me to her husband and she kind of let him know he needed to hire a woman. He gave me a hard time the first few months, but I didn't let it get to me. I kept doing my work and eventually he just treated me like he does the rest of the staff...lousy!" Alyssa said with a laugh, a warm, big laugh that I loved hearing. She was all woman in her appearance, but she was no shrinking violet. She couldn't afford to be if she wanted to work in a chauvinistic place like that. She had to fit in as one of the guys. I really liked that about her.

I told her about myself, having a masters in Computer Science, that I lost my parents in a fire when I was in grad school. Their insurance for me and my brother let me buy a small house free and clear, but it was no substitute for having them in my life. Alyssa could see the sadness I felt talking about them and she reached across the table and held my hand. It was an exciting feeling, the sensation of her hand on mine. It wasn't a very soft hand; she worked too hard to keep her hands that soft. But it was warm and enticing. I knew I'd be asking her for a date after that night.

When she finished I got the check. Alyssa tried to protest, that I didn't even eat anything and she had asked me to go with her. "Forget it, it's on me. My pleasure. Think of it as a small gesture to make up for my friends behavior."

We got back in her car and we sat there nervously for a few seconds, maybe ten or so. I decided to ask her for a date. "Alyssa, would you..." That was all I got out before she grabbed me and kissed me, a big hard kiss. Her tongue teased my lips and then explored my mouth, then I did the same in return. We kept kissing for a few minutes before we separated. "Wow. I was just going to ask you if you wanted to go on a real date sometime."

"What makes you think this date is over? You live alone, right?"

"Right. My house is all mine."

"Is it clean? The bathroom especially?"

"Everything's clean. I hate clutter and dirt. Computers need a clean environment."

"Good. We're going back to your place." A short, uncertain pause. "If you want to."

"More than anything."

I told her where I lived, about 20 minutes away, and we rode there in near silence, nervous silence. I pretty much knew what was going to happen, but who could be certain? It seemed obvious what we both wanted. I just wasn't the most self assured man in the world.

We went inside and I offered her something to drink. "I don't need a drink, but I could use a bathroom" Alyssa said.

I showed her where it was and I made myself comfortable on my couch. She returned a few minutes later and sat down next to me. I was about to kiss her when I thought of something. "Alyssa, what about your son? Won't he be worried if you don't come home?"

"You're very sweet to think of that. I called my mother around 10 and told her I might not be home until morning. She didn't love hearing that, but she understands a woman has her needs." She undid my tie and said "And this woman needs you." We embraced each other and kissed hard, passionately, very eagerly.

She tossed my tie to the side of the couch and I pushed gently, causing Alyssa to lean back on the cushions. Our kisses were not tentative in any way. We were both eager and we wanted each other, very much. She had to feel how hard I was because I was pressing all 7" into her tummy. "Wow, someone is ready" she moaned. "Just one question: you do have condoms, don't you? Please tell me you do."

I smiled at her. "In the drawer at the side of my bed. Not that I've needed one in a while."

"Thank goodness. I would have hated to have to drive to a drug store at this hour" she chuckled. "Lets go to your bedroom."

I stood up, carefully, and took her hand and led her to my bedroom. I made the bed every morning so the room looked neat. I turned on the light on the night table and we both became a little nervous. We didn't really know much about each other, not even each others last names. This was not something I did since college, end up going to bed with a woman I just met.

"Alyssa, if you don't want to do this, if you're having second thoughts, it's ok. You're not obligated here."

"You don't have to be so nice all the time, Adam. I came home with you because I WANT to do this. I like that you're a nice guy. I haven't gone home with a stranger in a very long time, since before I was married. So I'm a little...unsure of myself. But I want you."

"Good. I want you too." We went into each others arms and kissed more passionately than before on my couch. We were unbuttoning each others shirts while our lips remained locked together. She ran her fingers through my chest hair and my senses were on fire. I reached behind her and unclasped her white bra with lace trim and her breasts came free, large, a little sagging, but drop shaped with hard pink nipples begging to be sucked.

I buried my face in her cleavage, kissing the crease there as my hands toyed with her soft mounds. Alyssa tilted her head back and let out a deep, low moan as she held my head in her hands. They weren't soft, as I said, but her touch and manner were very gentle. Very feminine. As I kissed my way to her right nipple, I felt her short nails scraping down my back, sending a chill through my body.

I led her to lie down on the bed and I kept sucking her nipples, going back and forth between right and left, and my hands caressed her back and then reached for the soft cheeks of her round ass through her slacks. "God, Adam, I haven't felt like this in a very long time" Alyssa moaned as her fingers ran through the moderate length hair on my head. "Keep sucking me. It's wonderful."

I kept the pressure on her nipples, then bit softly and she let out a low cry of lust. We were both touching each other almost franticly, our desire and needs growing by the minute. I unsnapped her slacks and started pulling them down over her wide hips and then past her soft but strong thighs. She kicked them off her legs and I put my hands down the back of her black, brief panties as we kissed hungrily.

"I don't remember the last time I was so turned on to someone" I said, pausing our kiss, looking Alyssa straight in the eye. "It's been a very, very long time."

We stared at each other for a few seconds and I could see the same heat in her look. "I know what you mean. Let's get you out of those pants." She undid my belt and my tummy quivered when I felt her hands fumbling with the button at my waist. Then her fingers found the zipper covering over my cock and she slid it down, deliberately, teasing me. I moaned into her mouth as I rolled her on her back, lifted my hips, and my pants went down over my ass and down my legs. I kicked them off, tearing a leg in the process, ruining the suit, and I cared not at all. We were just in our underwear and we touched each other over the material, mine cotton, hers nylon. We were looking at each other as we touched, her fingers sliding along the length of my cock through my briefs and my fingers pressing on her pussy through her panties. We were both moaning and grunting, like two virgins not ready to go too far but needing some relief. But that's not what we were. We both wanted much more.

"Get a condom, Adam. Hurry."

I reached over her into my night table drawer and pulled out a few from the pack. I was being optimistic, rightfully so. I pulled down my briefs as Alyssa took off her panties. She had a small roll of flesh on her tummy, sexy as hell, and light blond hair covered her mound. She was just amazing, especially with drops of dew clinging to her soft hairs and her lips. I got a whiff of her scent when her legs parted a little and my head swirled. I was wrong before. I was never this turned on before in my life.

Alyssa helped me roll the condom down my hammer hard cock. We embraced again, kissing like crazy people, biting and nibbling each others necks and shoulders. I licked her ear and blew softly and I felt her shudder as she gasped. "Now, Adam. I need you NOW!"

I got between her legs, hooking her knees with my elbows. She reached for my cock and put it right at the entrance to her wet and warm pussy, rubbing the head up and down her slit. I moaned my desire and said "I need YOU now!" And then I was inside her, slowly filling her pussy, again feeling Alyssa shudder as I bottomed out.

My balls were resting on her ass and our bodies were pressed tightly together. We were kissing hard as I moved a little, getting into the right angle. I held very still and we again looked into each others eyes. I held her legs open and back and she touched my face. Her breasts were squished under my hairy chest. We were speechless, motionless, and completely enthralled.

"Are you all right?" I whispered, my lips an inch from hers.

"Better than all right. I'm great. I'll be doing even better when you start moving."

I pulled out slowly, then slid back inside her. Slowly, so slowly at first, getting used to each other, feeling our way like most new lovers do. Gradually I picked up some speed, as we found a rhythm that worked for us. She was squirming beneath me, so she was putting some pressure along my cock, gently gripping me with her muscles when I went inside her pussy, and releasing when I pulled back out. "How are you doing that?" I said with wonder.

"Don't question, Adam. Just keep doing what you're doing" she said breathlessly. "It feels amazing."

We were fucking like we were made for each other. Every few strokes, I pressed my crotch hard on her mound, grinding her clit on the base of my cock. Alyssa had a series of intense, brief orgasms. I was hard as I ever was, and I think it was the alcohol I consumed earlier that made it easy for me to delay my own climax. I let her legs free and she planted her feet flat on the mattress, relaxing her lower body as I kept fucking her. We kissed powerfully every so often, then breathed hard as I kept pumping away.

Alyssa used her strong legs to roll us over so she was on top now. "I want to fuck you for a while" she said, and her dirty talk hit me hard in my body. I grabbed her ass cheeks firmly, digging my fingers in rough as she bounced her hips up and down. Her pussy made these sexy, wet sounds as my cock kept filling her. "Oh, god, yes!" she grunted as her pussy slid so easily up and down, up and down. Then she ground her hips on mine as she came hard. She leaned to me, feeding me her breast, and I sucked greedily as I lifted my hips to meet her thrusts. My hand touched her face and she kissed my palm, licking with her wet tongue.