Waitress Serves Five Servicemen Ch. 02

This is the second and final story in the series - Waitress serves 5 servicemen.

Reading the first story does give a lot of background for the story below.

That evening in the restaurant had shaken me to the core. I had never been coy when it came to sex, but what had happened excited, but frightened me in equal measures. I could not deny that factors had come together that had aroused and excited me, like never before, like I had not even thought possible.

My masturbatory fantasies were now dominated by visions of this group, of older servicemen. Dominated by being the centre of attention, as they played with me, watched me and fucked me. I had never masturbated so often, as I did in the month following that evening. During this month, I had enjoyed a night out with my friends including a boy/man who I had enjoyed sleeping with a number of times previously. He assumed that this was how the evening would end, not an unreasonable assumption based on our history, but I could not get excited by the prospect and turned him down.

When the day of the servicemen's next monthly dinner arrived, I took a long time dressing. My black skirt was freshly ironed, my sexiest blouse selected along with a low-cut, favourite bra. I struggled to decide whether I wore bright red panties or a thong, choosing the panties in the end. I had bought new black stockings to wear with my best suspender belt. By the time I got to the pub my anticipation levels were through the roof.

Sandy greeted me and reminded me that, in a weak moment, I had agreed that she could "help" by serving the coffees, when she had finished all her tables. As the upstairs booking was not until late, I helped Sandy with her tables. These included the small table by the stairs that Mr. Hardy was sat at. He gave me his lopsided, leery, smile and asked me whether the table upstairs was booked for the evening. His smile got even bigger, when I confirmed it was. It was a strange little game we played, with him trying to see up my skirt and me, in a strange way, kind of enjoying showing him plenty to keep him interested.

I became a little anxious, as the time of their booking approached and there was no sign of the men. Sandy teased me about what I had told her, about the last time they had dined. It wasn't until she asked me,

"Are you going to be fucked tonight? If so, how many of them are you going to let fuck you?",

that I fully realized what I was potentially getting myself into. I had fantasized about this so often, but now this was no fantasy, to be enjoyed in my comfortable bed. This was real men, with real cocks. I became even more scared, but even more aroused.

When the men arrived, Ben pushed himself forward and said,

"How are you tonight, Angie? Will you be serving us tonight? We do all hope so. Unfortunately, we are only five tonight, no Pete."

This communicated so much. It greeted me, but also to me, it seemed to be asking the unasked question, were they, or at least some of them going to be fucking me that night. I looked round, as if he had actually asked me that question, worried that anyone around might hear. My answer was out of my mouth before I thought clearly about it.

"I am delighted to be serving you guys tonight. Let me show you to your table and take your drinks order."

Sandy gave me a knowing look, as I reached the stairs and Mr. Hardy sat up, and took an interest in proceedings. As I walked up the open-sided stairs I felt that everyone in the pub was watching. When all five men had settled in the seats, that they each always sat in, I took their drinks order. It was Foxy who said how wonderful I was looking and there was a chorus of agreement. I felt really disappointed as I went to sort their order out. A little bit of me had half expected to be pushed down across the table and be fucked immediately, before a little reality kicked in.

As I walked down the stairs, offering Mr. Hardy a generous view of my legs without being too obvious to other diners, I was horrified to realise just how wet my panties were. When going back up the stairs with five pints on a tray, I had to concentrate fully and couldn't worry about the view any interested diners were enjoying.

The atmosphere had changed slightly by the time I started to serve the drinks. I started with Ben and was kind of pleased to feel his hand start behind my knee and work slowly up until it passed my stockings, but stopped when it found my panties. I bend slightly forward, parting my legs further, wondering whether he was going to go further. Instead, he made a happy noise and said,

"Oh, beautiful my dear, absolutely beautiful. Will you share that beauty with my dear friends?"

I couldn't bring myself to verbally give my consent but smiled, in such a way that I was certainly not complaining. Smithy's drink was next and I made a point of standing so that he could easily reach my legs. His hand was quicker to reach my panties, but did not linger long. Flapper was next and he did linger longer, working his insistent fingers as far between my legs as he could. I am ashamed to admit that I was loving the attention. Foxy was tentative but seemed to enjoy the chance to feel my legs.

Finally, as I delivered AA's drink, it took no time for his hand to reach my panties and fingers to explore my natural lubrication. His moistened finger then delved under my panties and found my tight sphincter. Initially, he was content to just tickle the sensitive spot, but when I not only didn't complain but pushed down onto it, he eased into my anus. I was not new to anal play, but this was quite different. I was standing surrounded by five men who were watching as a finger gently probed my anus. My mind was totally confused. By body was buzzing, I was loving being the centre of attention and my bottom wanted more. It was just as well that I was not required to make a decision.

AA removed his finger from my anus and his hand from inside my panties. I didn't refocus until Ben said,

"I must admit I am rather hungry. Are you ready to take our orders, Angie?"

I would have much rather they had carried on arousing me, as they had been, but I had to revert to being a waitress. There were all sorts of puns used as they ordered their main courses. Spirits were high and I loved all the teasing banter. I was back in the kitchen, when Sandy smiled and commented,

"You are looking very flushed Angie, have things kicked off rather early? Do you need a hand taking the mains up when they are ready? You could introduce me to the boys."

I helped her deliver to some of her tables, before deciding that her being introduced to my diners might be a good idea. The next time I went upstairs, I was followed by Sandy. The men were a little quiet when they saw her. I introduced each of them by name or nickname and said that as a special treat I had asked Sandy to help me serve coffee at the end of the evening. Sandy put her arm round me, in such a way that none of the men would be left with any doubt that Sandy would be doing much more than serving coffee.

When all the main courses had been served Sandy left, with a wicked smile on her face. I stayed taking a second drinks order and ensuring everyone was happy with their food. I was standing near Foxy when he turned towards me and slid one hand up the outside of each of my legs. As he got higher this pulled my short skirt up my legs until my suspender belt and panties were fully displayed, even when he removed his hands. He didn't rush in the slightest, sitting back to admire the view. Before he lent forward again, he looked deeply into my eyes. Whatever he saw was enough as he took hold of my hips and turned me until I faced the table and he was behind me. He pulled my panties down very slowly until they were pooled at my feet. As I stepped out of them, he placed a gentle kiss on my bottom, before pulling me skirt back down.

I became very aware of wet pussy as I walked down the stairs, and a cold draught hit it. I did wonder whether old Mr. Hardy got the eyeful he was always looking for. It seemed a long time before I needed to return up the stairs and I realized that I was frustrated and couldn't wait to be back where the men would end up fucking me.

I loved it as each man in turn slid their hands up my legs as I removed their plate. None of them lingered but by the time I had finished gathering them my pussy was aching for something more than a brief fondle. The worst fear that hit me as I took the desert orders was that, it was possible, I would not get fucked this evening. My fear was quickly dispelled when Smithy said,

"Should we all order cold deserts like last time? Are you in a hurry to receive your main course, Angie? There are plenty of erections around the table ready to serve you, if so."

There were mutters of agreement around the table and I don't know whether it was chance, but none ordered hot puddings. There was also consensus around the table that they all wanted coffee, and consensus that they all wanted Sandy to help deliver them.

Before I delivered the deserts, I briefed Sandy to bring the coffees after a further ten minutes. I wanted to have the men to myself for a few minutes before Sandy invaded my space. Having served the deserts, I stood away from the table and announced,

"There is an additional dish on today's menu. It is complimentary and optional. Would anybody be interested in some 'Angie Delight'?"

With this I slowly unbuttoned my top and slipped it off. When I removed my skirt, I was left dressed in my stockings, suspender belt and my bra. I had the whole rooms attention and I loved it as I walked round the table staying just out of everyone's reach. When I reached Ben I said,

"I seem to remember that you promised me to at least two of your friends last time we met. Let me see, I enjoyed Flapper and yourself last time, that leaves me the choice of three, if I am not mistaken. I would hate to show favouritism so maybe I will just leave it to them to decide which two I entertain tonight."

It was Foxy who chipped in immediately with,

"Count me out, I am happy to just sit back and watch."

I was surprised but accepted this without comment, after giving Foxy a kiss on the forehead. Nothing was said but AA and Smithy took control of the situation, or at least control of me. Smithy stood in front of me and slid his fingers down until they found my clit, but barely brushed it. AA was behind me and removed my bra and found my erect nipples, almost as gently. I think I had expected to be put straight to a cock and fucked but this felt so sexy. The two men were playing with my body beautifully, and having the audience made me feel sexy, but also so fucking dirty. It would have taken very little of this to make me orgasm, but Smithy took me right to the very brink before removing his fingers.

I was bent in half from the waist and held onto Smithy as AA knelt behind me and pulled my cheeks apart. His hot breath warmed my bottom before his tongue found my anus. He licked me vigorously and it felt wonderful. At that moment, it was as if I saw myself from the outside, my boobs dangling, my head in one man's crotch, another man licking my ass while three others watch. My god I felt dirty, really dirty, but hugely aroused.

It was awkward, but between Smithy and I, we managed to free his erection and I was able to find it with my mouth. While I always enjoy a cock in my mouth, the position I was in was not the most comfortable. Smithy either recognized this or decided that he wanted more than my mouth. He offered me his hand to move me onto the table, on my back, as I had been the previous month.

At this point Foxy poured cold cream over both of my boobs before feeding me with something chocolatey with his fingers. I sucked his fingers, cleaning them of all of the sweet chocolate.

My heals were on the edge of the table as Smithy entered me. I knew he was not small but he was buried deep in me within two firm thrusts. There was so much going on, but to have a cock fucking me was what I had been really looking forward to. I stopped trying to take in what was happening and just concentrated on the pleasurable fucking I was enjoying.

After a couple of minutes there was some sort of disturbance that broke this concentration. When I looked Sandy was beside Smithy with a huge grin on her face. With a laugh she said loudly,

"What sort of friend do you call yourself, when you start without me?"

She leant forward and much to my surprise kissed me fully on the lips. I was amazed, that given everything that had happened over the last hour, it was this simple action that triggered me to lose control and start to orgasm. There was lots of noise during my long strong climax but I was not aware of who was making it. I suspect I was a large contributor.

Smithy had clearly not cum during my orgasm and carried on fucking me. Sandy's face was still close to mine, but she was not paying me much attention. I soon realized why as I could see Sarge behind her and it was obvious that he was fucking her vigorously. Her face was a picture of sexual excitement and her eyes struggled to focus on anything. When I gave her a little kiss on the cheek, she did briefly smile at me.

She urged Sarge on telling him she wanted him to fill her up. It wasn't until later, that she admitted to me that she wanted to get him to finish so that she could receive Flapper's huge cock. She had admitted to me that she was really hooked on big cocks and after I had told her about Flapper, she had been desperate to experience him. The two men talked to each other as they fucked us. They were very complimentary about the two of us and our bodies. After a few minutes they seemed to trigger each other's orgasms that they announced loudly.

I turned voyeur, briefly, as Sandy finished fully undressing and closed in on her target, Flapper. I knew why she had targeted Flapper, but he didn't know exactly what I had told her. As she closed on Flapper, AA closed on me. I was still lying on my back on the table, with my legs far from tightly closed, as I recovered from Smithy's attentions.

His mouth, very briefly, found my swollen but largely neglected clit, before he lifted and parted my legs. It was then that finally I realized why his nickname was AA. I had heard him called Al and as nearly all his attention had been to my bottom, it was obvious. His mouth and tongue were soon where they had been earlier as my legs were held bent, wide apart and towards my chest. Suddenly, Sandy was lying on her back next to me on the table. It was Foxy's voice that offered,

"I have some lube here boys, I think that you both should use some."

Foxy clearly knew AA's intention for me, and had seen Flapper in action before. I didn't have to wait long before AA's attention was turned to lubricating my sphincter, rather than licking it. I have always enjoyed anal play but had never actual experienced anal intercourse. The lubing felt great and I was so aroused and the idea of losing my anal virginity excited me, but also scared me slightly. I wasn't sure exactly what Sandy and Flapper were doing but guessed that Sandy had begun to really understand the magnitude of what she was taking on.

She reached out for my hand and squeezed it as Flapper eased his huge cock into her well prepared pussy. I gasped as AA's cock stretched me in perfect unison. His cock might have been no match for Flapper's, but I had not felt as stretched by a cock since losing my virginity. Unlike that unfortunate day, I loved every inch of cock that was invading this virgin territory. AA talked to me checking I was not in pain as his prick pushed slowly deeper and deeper. He might not have had a huge cock but nobody told my anus and bowels that.

Finally, I felt his balls against my bum. He held my hips still, but my body took full control of the situation and I pushed myself down hard before lifting myself up slightly. The movement didn't move his cock much but it was exactly what my body craved. As I, or more accurately my body, set the rhythm and extent of the movement AA laughed kindly and said,

"Watch her go guys, that is beautiful. So tight, so warm, so perfect."

He held my hips supporting them but allowing me to move exactly as my body demanded. The fact that he had invited his friends to watch my lewd display only added to my excitement. Sandy held my hand tightly and urged me on.

"Go for it Angie, go for it girl."

His cock found places never before found, and my climax was centred there deep in my body. My hips were unstoppable, as I skewered myself time and time on his lovely cock. I am not sure whether all the noises of appreciation were for me as, by the time the world started to make sense again, Sandy was being very vocal about her enjoyment of Flapper, or more accurately his prick. I held her hands as she exploded in ecstasy, facing me as she did so. At that moment I thought how wonderful it must be for a man to feel responsible for a woman experiencing such excitement.

It wasn't until Sandy calmed down that it registered that AA was still fully erect inside my bowels. I wasn't sure whether, having just enjoyed a wonderful orgasm, this was good news. He now used his grip on my hips to set his own rhythm with a length of thrusting that was much greater than before. The sensation was now quite different and I have to admit less enjoyable. I said nothing as I certainly owed him the right to enjoy himself, and it didn't hurt.

I was just accepting the situation when mouths found my cold sticky nipples. They responded immediately to the warmth and the stimulation. This seemed to encourage AA and he found my neglected clit with his fingers. I went from accepting the situation to loving it again. His thumb on my clit was nearly too gentle and teasing, but just kept me boiling over beautifully.

I had thought Sandy was finished but in fact she was far from it. She turned to me and said,

"I think I can cum again. Race you to another cum."

There was plenty of laughter at this comment, but both of us girls took the challenge seriously. I went to rub my own clit but as AA was doing a good job decided to leave him to it. Instead, I turned to Sandy and kissed her fully on the lips. It felt great and I knew I would cum again, very quickly. When AA's thrusting became much more demanding and his attention to my clit more focused, I was on my way to an amazing third orgasm of the evening. Sandy and I breathed our climaxes into each other's mouths not caring who won the race.

The room looked like a bomb had hit it and I was a total mess. Foxy cleaned my sticky body off, as well as he could, with napkins and water. It was a terrible let down, to turn back to being a waitress. The five men even helped us tidy up, but the evening had suddenly lost all its sparkle. Even, blatantly flashing Mr. Hardy on my way down the stairs didn't bother me. I had retrieved my panties and stuffed them full with a paper napkin to prevent embarrassing leaking.

Sandy and I agreed to lock up, so that we could chat about the evening. She said it was the best sex she had ever had. She made me promise that she could 'help' again the following month, as long as she could enjoy Flapper again. I was very happy to promise her that she could 'help' but said we would have to see about Flapper.

We did entertain the men together, again a month later, but this was the last time. When I started a serious relationship, with the man I later married, I could not carry on working at the pub. Sandy seemed more than happy about the prospect of entertaining the men by herself. I think she started to see Flapper on a regular basis, but I don't know much about that.