2 comments/ 27114 views/ 3 favorites Indulging Myself By: millieteases You never know who you're going to catch up with when you put one of those social group pages up on the internet. Melissa, my younger daughter, made me do it. It was the only way, she insisted, that anyone would ever find me. I did it mostly to humor her. Tom showed up on my page a few months after I'd put it up. We'd gone to grade school together. He was my first date in high school. Nothing much had ever come from the few dates we went on – just a few chaste kisses at the door and one time he'd let his hand slip down and hold my bottom. If he'd known what I did in bed with myself after our dates he might have tried to do more. I'm sure I would have let him. But, well, nothing ever came of it. He was just too polite, or shy, and so was I. It was nice to know that he had done pretty well in life, but sad to know that his wife had died in a car accident about the same time Jack left me. Both of us had left our home town and settled down in other cities. We'd post little comments about life on each other's pages now and then. Nothing much, just old friends being nice to each other. About a year after we'd been posting and sending the occasional note to each other, I got the opportunity to go to a training session in Tom's town. My boss approved the travel, providing I'd get one of those cheap, stay over Saturday night air fares. That didn't bother me too much as I'd always wanted to see the city where the training was, and since the training ended on a Saturday morning it wasn't too much trouble to stay the extra day. I made the arrangements to go. About a week before I was scheduled to leave I made a decision. Since Jack had left me I hadn't dated, and the only sex I'd had was between me and my vibrators. It hadn't felt right to really date much with the girls growing up and everything, but it was five years now, and Chris graduated from college last year and Melissa was in her junior year. They were both more than old enough to deal with me deciding to start dating again. But my decision wasn't about dating. It was about sex – about going to another town, seducing a man, having passionate, animalistic sex, and then leaving and never looking back. I don't know where the idea came from, or why I would ever think about doing such a thing. Up until then I was pretty boring, and pretty conservative, or at least shy, when it came to sex. For me things hadn't changed much since high school. Jack wasn't my first, but there hadn't been many, and I'd been faithful to him during our marriage. And it had been five years since I'd been with him, or any man, for that matter. The idea scared the hell out of me. I had to do it. I was going to go to the training, get in touch with Tom, and seduce him. If it worked, great. If it didn't, well, I could always do what I did after the dates he and I had gone on in high school and what I'd been doing when I got horny for the last five years. A few nights later I sent Tom a note, and we arranged to meet Friday night. I also made sure he had Saturday free, although we didn't commit to anything. The night before I left I was packing and Melissa was sitting in my room talking with me about what she would do while I was gone She didn't pay much attention as I packed my underwear, even though I was making an effort to pack matching sets and did pull out a set of underwear I had bought especially for this trip – a low-cut red bra, matching tiny thong (it wasn't the first thong I'd ever owned but I'd have to shave off most of my pubic hair if it wasn't going to look absurd since it barely covered my vulva), and a garter belt that completed the set. She didn't even notice the red stockings and the red pumps with four inch heels I'd thrown in as well. She did notice the red wrap dress. I'd bought it especially for the trip. It was modest – at least it came down my knees and didn't show a lot of cleavage (not that I have a lot to show), but it was silk and it was bright red. "Mom!" she exclaimed. "Where did you get that? And since when do you wear red cocktail dresses?" "Since before you were born, and at Belinda's, where do you think?" I replied, a lot more casually then I felt. "But Mom, why are you taking it to the training?" "Because sometimes folks go out afterwards, and I want to have something nice with me in case that happens." My voice was shaking a little. "Oh." Melissa accepted my answer, but I knew she wasn't totally convinced. Things at the conference went pretty well, but all I could think about most of the time was Tom. I'd never been as horny as this that I can remember. But it seemed whenever we got a break, or when I was alone, or even when my thoughts wandered a bit, it was to Tom and how I was going to seduce him and how his body would look and what I would do with him. And I kept getting wet...I had to wear a panty liner I was lubricating so much and so often. I was scared to death about the whole thing, but I kept getting ridiculously excited. On the Wednesday and Thursday night of the conference I masturbated the minute I got back into my room after dinner. In real life I might masturbate once a week or so and some weeks I don't even think about it. Those two nights, well, I was pawing at myself the minute I got into the room, thinking about what I would do with Tom. I'd brought my favorite vibrator with me and it got a good workout – in both my vagina and my ass (that's my little perversion – I'd only had a man in my ass a few times, but I love anal sex.) On Thursday night I even got in the tub, put my legs up on the wall and let the water from the faucet run down on top of me until I came...twice. And then went at it on the bed with my vibrator until I came twice more. Part of it scared me to death. I'd never been so horny an out of control about sex. And I was scared about even seeing Tom – one part thinking it would be just like in high school and I wouldn't have the courage to let anything go beyond a nice, chaste kiss, if even that, and the other part worried that I'd rape him in the lobby. The training class ended Friday about 4:30, and Tom was coming at 7:00. We had one more class Saturday morning, so both of us knew it wasn't going to be a late night. We'd agreed to have dinner in the hotel. I'd wanted to touch myself all day, but I resisted. I was in a training class, for God's sake. What would these people think of me if someone caught me rubbing myself in the ladies room? I went back to my room to get ready. First I called Melissa, so she wouldn't call me right in the middle of anything. Then I showered and washed my hair and shaved. I'd shaved my pubic hair off the weekend before so I wouldn't look ridiculous in my new thong, and I touched myself up down there. I've only shaved my pubic hair once before in my life, and that was early in my marriage when Jack and I were being adventurous and spent a weekend in a nudist resort. When we got there we saw that most of the folks were shaved, so the first night we were there we'd shaved each other. Since then all I'd ever really done is trim it so it wouldn't show around my bathing suit. After I'd finished I rubbed some special woman's after shaving lotion in down there, and it was all I could do to stop myself from sticking the fingers of one hand deep up inside me and rubbing my clit with the other hand. I was still scared about the idea of seducing Tom, but my clitoris and everything else down there was not thinking the same why my brain was. I shuddered and almost called the front desk to have them intercept Tom and tell him I was sick and couldn't come down. I resisted, but I was shaking. I dressed, trying to keep my hands off myself. The thong, the garter belt and the hose, and the low-cut, push up bra. I wrapped the dress around me and tied the sash. It was a bit much, but it did make me feel sexy. When Tom called from the lobby I was ready. I looked at myself in the mirror and realized my new bra pushed me up more than I had thought it would, but even though you could definitely see my cleavage it wasn't too much for polite company. Except for my nipples – they were poking through the thin fabric of my bra and dress. Oh well, there wasn't much I could do about that now. I slipped into my new, four-inch red heels – which were definitely intended to send a message – put my room card, a lipstick and a few other things in the little red clutch I'd bought to round out my outfit and went downstairs. "Wow!" Tom exclaimed when he saw me. "You look incredible." I admired the fact that, after glancing up and down at me once, he kept his eyes on mine. I blushed. "Thank you." The fact is that I've got what most folks would call an unremarkable figure. I mean, no-one turns and looks at me when I walk through the mall or anything. I'm not bad, but at 5'7", 130 pounds and with a 32c bust I just don't stand out that much. Still, in that red dress with my boobs pushed up by the bra and the rest of my sexy underwear I did feel kind of special that night, and Tom noticing made me feel good about myself. He looked really good. He was wearing a nice grey suit with a crisp white shirt and a red tie. His shoes were shined and glossy. I shivered a little...there's something about the way he looks that just gets to me. Tom's got a little paunch, but at 45 he was every bit as sexy to me as he was in high school. If I were going to seduce him I needed to start now. I took a deep breath and gave him a little kiss on the lips and hug. "You look great, too," I told him. "It's so good to see you after all this time." "Thanks," he said. He seemed a little surprised at the kiss. I took his arm and stayed close to him as we walked to the dining room, brushing up against him know and then. I give him credit for not flinching. I was trying not to be too obvious, and not to shake out of my shoes or even just trip in them, but the main goal was to make clear to him that I was interested in more than just dinner and conversation. We talked about our families and life and what we'd done during all the years since we'd seen each other. I sat down beside him at the table rather than across from him and during the meal I'd reach out and touch him. I even let my knee drift over a little at one point and touch his. It didn't seem like long, but it was 10:00 when I glanced at my watch when the waiter offered to refill our coffees. Tom looked at me to see if I wanted more. "My last seminar starts at 7:30 tomorrow," I told him. "I hate to cut things short, but I really need my beauty sleep." Tom got the check and a few minutes later we were up the elevator and standing outside my room. I stepped close to him and gave him the "kiss me" look. He got the hint, put his arms around me, bent down and kissed me. I held him tight, opened my mouth a little, and slipped my tongue into his mouth. It was like being sixteen again only I was even more nervous than I was back then on a date. I broke the kiss and looked up at him. "Come in for a minute," I said. "I hate going into a hotel room by myself. And besides, I've got something to show you." "Ok," he said. He didn't look reluctant. I unlocked the door and we walked into the room. As hotel rooms go it was pretty nice; my company doesn't normally pay for suites, but it was all this hotel had. There was a nice sitting room and the bedroom and bathroom were behind it. "Make yourself comfortable," I told him. "I'll be right out." Tom sat down on the couch and I went back into the bedroom. Ok, I couldn't stop to think about it, I just had to do it. I took off my shoes and dress, adjusted my breasts in the bra, straightened my stockings, garter belt and itty bitty panties. As I looked in the mirror I stepped back into my red, nasty-message sending pumps. My nipples were hard as rocks again and poking through the fabric of my bra. I opened the door and walked back into the sitting room. "Laurie!" Tom exclaimed, standing up. "Tom," I said, a lot more calmly than I felt, "I didn't buy this underwear just to look at myself in the mirror." "It's incredible," he replied. "You're incredible. Every man's dream." "Tom, I want to do something for you that I thought about all those years ago when we went on dates. I know it's late and that I need to get to bed, but you look so good, and I feel, I feel the way I do. So please let me do this." I was shaking, but I got it out. And then I knelt down in front of him and started running my hands up and down his legs. "What?" he kind of mumbled as I undid his zipper, reached into his pants and pulled out his cock and balls. "Oooh, nice" I said, stroking his cock and watching it grow. He did have a nice cock. Not too long, but nice and thick. I moved my head closer to him, held his cock up to my lips and licked all over the head. He tasted wonderful and male and I felt myself starting to lubricate yet again. "Laurie," he moaned. "Shhh," I said. "Just enjoy." I slipped my mouth over the end of his cock and slid down as far as I could. I used my tongue to massage his length as I moved my head up and down. I had one hand at the base of his cock so I could control it, and with the other I played with his balls. They were big and heavy in my hand and his scrotum was deliciously soft. I rolled his balls back and forth in my hand as my mouth and other hand moved up and down his shaft. Tom undid his trousers and they fell around his ankles. I stopped for a minute and pulled his boxer briefs down as well and went back to sucking him. Tom wasn't saying anything, just moaning and panting a little bit. I could feel that I was soaking wet and my nipples were so hard they ached. I put both hands around behind him and grabbed his butt, pulling him to me. I relaxed my mouth and felt his penis against the back of my throat. My nose was pressed up against him. I'd never done anything like this before in my life, not with anyone. But I couldn't get enough of Tom's cock. I sucked harder at him, and he moaned, loudly this time. Looking up at him I released his cock from my mouth for a moment, but I grabbed it and kept stroking it. The head of it was purple and angry looking, and just the littlest bit of precum was glistening at its tip. "Come in my mouth. Come in my mouth, Tom and let me taste you." I sucked him back into my mouth, tightened my lips around him, and tried to move faster than I had been before. Tom's hips started moving. "Oh god, Oh god Laurie, I'm going to come. Suck me, suck me hard!" I sucked harder and he thrust into me so hard I almost gagged. I willed my throat to relax and he started thrusting harder. "Oh yess! Oh hell yessss!" Tom cried and he pushed even deeper into my mouth and even down my throat a little and exploded. I started swallowing as much as I could, and it seemed like he just kept coming forever and ever. Finally he finished, and slipped out of my mouth. I licked him all over, cleaning him up. He was still erect when I pulled his underwear and pants back up, zipped him up and fastened his belt. Tom pulled me to my feet and kissed me long and hard. "What are you doing tomorrow?" I asked him when we finally stopped kissing. We made arrangements for him to come by at eleven, after the training ended. It was hell getting out of bed and dressed professionally the next morning, but I did it, participated enough in the training so no one could say I was any kind of a problem, and couldn't keep my mind off Tom's cock no matter how hard I tried. It was well after 10:00 a.m. when I got back to my room, and I couldn't get out of my work clothes fast enough. I kicked off my sensible black pumps, stripped off my pantyhose and everything else and ran into the bathroom. A quick rinse under the shower and a little simple makeup later I was standing naked in front of the dresser, pulling out my pale blue strapless bra and a pair of matching silk bikini panties. I slipped into them and then pulled on a strapless white sundress with a little blue trim around the bottom of the skirt. I was shaking again, but this time I couldn't tell if it was from excitement or nervousness. Looking back, it was probably both. I was just in time, because as I slipped on my sandals Tom's knock came on the door. I let him in, got my purse, and a few minutes later we were downstairs and in his car. "I'm going to take you someplace special," he told me. "It belongs to some friends of mine, and I think you'll like it." We drove for not quite an hour out into the countryside. Tom slowed down after going around a curve. We were on a small side road deep in a forest. "It's right around here," Tom said. I didn't really know what to say. It seemed like we were in the middle of nowhere in some state forest or something. A minute or two later I saw a little dirt driveway off to the left just ahead. "There it is," he said. We pulled into the driveway and drove about a half a mile back into the woods. "Am I ever going to be heard from again?" I asked him as we quickly lost site of the road. He reached over and took my hand, glanced over at me and said "Of course. It's just a little further." We held hands the rest of the way down the road, up a little hill, and around a corner. I gasped. It really was breathtaking. There, in the middle of the woods, was a small cottage looking out over a pond. The water reflected the green of the trees and the puffy white clouds in the blue sky. There was a little beach and a picnic table. You could see kingfishers diving into the water near where a creek fed into the pond, and just as we put our things down on the picnic table, a fish jumped. "It's lovely, Tom. It's so beautiful." "I thought you'd like it," he said. "Jane and Mark had a party out here a few months ago and I thought of it last night when I was driving home. I called them and they said it would be fine to come out here since they weren't planning on coming out this weekend. Tom had brought a little cooler and some food, and we set it out on the picnic table. There was a nice bottle of white wine in the cooler, too. We sat down at the picnic table and Tom opened the wine. I set out the cheese and crackers and we sipped the wine and talked. It was nice to be with him. Every once in a while I'd look at him, and remember little flashes of what I'd done with him the night before would run through my mind. About the third time it happened I knew I wanted him inside me soon. After we finished our wine Tom said there was nice path around the pond and suggested we take a walk. "Let me use the toilet first," I asked him. "Ok," he said and led me into the cottage. I used the bathroom and washed up, and then he did. When he went into the bathroom after me I walked back outside. It was really an incredible day – it was warm and there was a soft breeze. I thought about being with Tom, and how I might get things started. I started shaking again. "Ready for our walk?" he asked when he came back outside. "Let's go for a swim instead," I said to him. "What?" he said. I don't think he was as surprised as the night before, but I could tell he was a little shocked at the suggestion. "I want to do it in the nude," I said to him, standing up and pulling my sundress up over my head. "I've never skinny dipped and I've always wanted to." Staring openly at me he asked "Is all your underwear that nice?" as he stood up and started unbuttoning his shirt. I was pleased I wasn't going to have to beg him. "Of course," I said. "Sure, I've got plenty of cotton panties and plain bras, but only for working out in the yard or stuff like that. I enjoy having nice underwear." I did a little turn for him, and then reached behind me and unfastened my bra. "You're gorgeous," he said, staring at my breasts. Like I said before, they're nothing special size-ways, just 32C. My nipples are light brown and kind of high on my breasts though, so even though my breasts sag some at 45, the nipples point up and not down. My waist isn't as slim as I'd like and I've never had much in the way of hips. Still, Tom seemed to enjoy the view. Indulging Myself I slipped off my panties and Tom pulled his pants and underwear off all together at once and, naked as the day we were born, we went down to the beach. The water was cool, but not unpleasant. We ducked under and got wet, then just kind of swam around. I was surprised how different it felt swimming in the nude. I was aware of the water flowing over every part of my body. It wasn't like a shower or a bath. I floated on my back, enjoying the feeling of the breeze and the water and of just being there. Tom did the same. About 25 yards out into the pond there was a float. I swam out to it, and Tom followed. When we got there I climbed up onto it and Tom followed, sitting down next to me. "So, how naughty are we?" I asked him. "Have you ever done something like this before?" "How naughty do you want to be?" he replied, ignoring the second part of my question. "Exceedingly," I said and moved over close to him. "That might be fun," he said, embracing me. We kissed, at first just lightly, but then long and hard and deep, lying pressed against each other in the sunlight, the little creek gurgling away, the birds and insects chirping and buzzing around us. His hands ran up and down my back, and I felt his penis grow erect and rub against my thigh. I started to roll over on my back, pulling Tom with me, but I misjudged where the edge of the float was and we fell into the water. We came up, spluttering. The water came up to my neck – not terribly deep, but deep enough for what I wanted. "Well," I said, "that was graceful." "No harm done," Tom replied, and pulled me into his arms. We kissed some more, our bodies close together, my breasts crushed against his chest. Tom got erect again, and I lifted my leg around his hip, reached down and guided him into me. He was hot and firm and felt wonderful. He looked at me a bit questioningly as I started to move against him. "It's ok," I said. "I had my tubes tied after Melanie. I'm safe. And you're the first man I've been with in years." He relaxed a little, but not where it was important. We struggled a little, but when I lifted my other leg and locked it around his waist, things went better. The water buoyed me up, and soon we were in a rhythm of long, slow strokes, Tom lifting me up and sliding me down onto himself. I could really feel him going in and out because the water was washing away my juices and I wasn't really slippery, but it felt incredible anyways. I don't know how long we went on like that, but it was wonderful. His cock felt just right as I slid up and down on it. I closed my eyes and concentrated on the feelings flowing out from my crotch. We just went on and on, that wonderful feeling growing and flowing through my groin and up to my breasts and nipples. I felt like I could go on like that forever. Tom, however, couldn't. "I'm close," he said softly. "Come for me," I told him. "I want to feel you." Tom picked up the rhythm a bit, and his face scrunched up the way guys do when they're getting close. I tried to squeeze around him, making myself as tight as I could. "That's it," he said softly. "Just like that. Oh yeah. A little more. Oh yeah, oh yeah, oh yeah." He thrust hard and deep inside me once, twice and I felt him explode the third time. His hips just pushed hard up against me and he twitched a little as his orgasm ran through him. He held me close to him and I hugged him hard against me with my arms and legs. A few minutes later he slipped out of me and we waded up onto the shore. Tom went in the house and got some towels and we dried off. Then he took his towel and spread it over the picnic table. "Your turn," he said and he gently pushed me down onto the table. He knelt down in front of me and started kissing up the length of my leg. I leaned back and watched and felt his mouth move up my legs and across my thighs. He was kissing and nipping at me, and I started to tremble. This was definitely excitement. When he reached my vulva he licked softly up the length of me, gently teasing me open. Each stroke of his tongue was a little firmer, pushing a little deeper into me. He was just brushing over my clitoris, barely touching it, but going deeper and deeper into my vagina each time. Finally he held me open with his fingers and slipped his tongue deep into my vagina. I moaned. I love having a hard cock inside me, and out in the lake Tom had gotten my pretty close, too, but there's something special and intimate about a tongue slipping and sliding over and into me. "Oh Tom," I sighed as his tongue slipped in and out of my vagina. His tongue was soft and warm and wet and touching all the right places. I quivered. Tom had gently pulled the hood of my clitoris back and was softly blowing on me. Then he licked my clitoris, ever so gently. He started at the bottom and slipped up to the top. It's only a fraction of an inch, but he made it feel like my clit was a foot long. It took him forever to go from the bottom to the top. I don't know how he did it, but he did, and he did three or four times and then he swirled his tongue around and around and just when I thought I couldn't take it anymore he let the hood cover me back up and even that felt incredible. He didn't stop licking me then, just kept at it, around and around making the skin of my hood rub against my clitoris. I don't make a lot of noise, usually, but I couldn't stop moaning. Just "ooohhhhhhh, ohhhhhh, ohhhhhhhh," over and over again, my hips pushing up so he'd never lose contact. Tom slipped a finger inside me and started gently rubbing my g-spot and after that, well, after that it didn't take long. It wasn't a big orgasm, but it was a long one...he just wouldn't stop licking me. You know how it is, it just starts – that little burst and then it flows over you and you're quivering and shaking, only this time it just wouldn't stop. Tom's tongue kept sweeping around and around and up and down and my legs clamped around his head and everything kept spasming and twitching and ... Well, it finally did stop and there wasn't really much to say. We dressed...at least I slipped my sundress on and he put on his pants and his shirt and we wrapped our underwear up in the towels, grabbed the cooler and got in the car and drove back to town. The whole way my dress was rucked up around my waist and his hand was just gently cupping me and rubbing a little. I'd pulled down his zipper and my hand was in his pants playing with him. It was everything we could do to cut it out when we got into town and close to the hotel. Tom gave the car to the valet and we went across the lobby to the elevators about as fast as we could. In the elevator I pulled the top of my sundress down and Tom massaged my breasts as we went up to the sixth floor where my room was. I walked down the hall like that...my dress pulled down and my breasts hanging out for everyone to see. It felt delicious and daring. We got to the room without me being seen, but as I was looking in my purse for the door card Tom pulled my dress all the way off and I was standing there naked with it bunched around my feet. Just as I opened the door the couple across the hall walked out of their room. All I heard was "wow" coming out of the man's mouth as I stepped out of the dress, reached down and picked it up, and walked into the room. I made Tom wait for a minute, even though I wanted to feel him pounding away at me right then. It was about seven, so I grabbed the room service menu from the desk, and as Tom undressed, I called them and ordered dinner. Well, I couldn't wait, and as soon as I was off the phone I pulled Tom over to the bed, pushed him back on it, and mounted him. God he felt good inside me. I twisted and turned on him, and slid up and down and wriggled while he arched up and pushed against me. He was playing with my breasts – gently massaging them and flicking at the nipples. We went on and on and it was lovely and felt incredible, and after about fifteen minutes I had another lovely orgasm, this time one of the shivery ones that I feel all through me. When I was done we turned over and he finished up on top of me with my arms and legs wrapped tight around him. I almost came again, but not quite, when he shoved himself hard and deep in me with a deep, guttural moan. His hips twitched a few more times, and then he was quiet. We lay there wrapped around each other, his cock still hard and deep inside me. Just as he was slipping out of me there was a knock on the door. It was room service. We jumped up, a little embarrassed at kind of being caught. "Just a minute please," I called out. Tom went into the bathroom and grabbed two towels. I slipped one around me, but it barely did the job so I was kind of holding it shut with my arms. Tom came out of the bathroom with just a towel wrapped around his waist. It was pretty obvious what we'd been doing. The waiter pushed the cart into the room and set up the table as we watched. It was kind of weird, with us just in the little hotel towels, and mine barely covering my butt, but the waiter just got to work like it was the kind of thing that happened ever day. I'm sure the room just reeked of sex, and I kept squeezing my legs together because I could feel Tom's semen leaking out of me and running down my leg. The worst part was when the waiter was finished and it was time to sign the check. I bent over the table, and as I was adding the tip and signing it, my towel fell off. There I was, stark naked, semen running down my thighs, in front of a man I'd never seen before. If he hadn't figured out what we'd been up to before, he sure as heck did then. I'm sure I blushed beet red, but there wasn't really much to do about it. I stood up and handed the waiter the check. His eyes were doing what my daughter calls "elevator eyes" – sweeping up and down me from head to toe and back. "Thank you, ma'am," he said. "Thank you very much." "You're welcome," I said, and walked with him to the door. His eyes couldn't stop moving up and down me. I took the do not disturb sign off the back of the door and hung it on the handle as he walked out. Wouldn't you know it, the couple across the hall was just coming back, and they saw me again. "I wish I were as brave as you," the woman said. "I'm not," I said. "It's just one of those things today." I went back into the room and closed the door. Tom dropped his towel and we ate in the nude. At one point I looked up and realized the curtains were open, and that, since it had gotten dark, that people in the hotel opposite ours could see right into our room. I could see a man walking around his room across the way, and wondered how many people might be watching us. I twitched a little, but decided not to close the curtains. "In for a penny, in for a pound," I figured. When we finished we called room service to come get the cart and dishes, and the same waiter came back, this time with an assistant. As we waited for them to come Tom had dared me not to put on even a towel this time. I answered the door in the nude, and the big smile on the first waiter's face was priceless. His assistant just let her mouth hang open, especially when she saw Tom as well, naked and fully erect. "Ok, Tom," I said when they had left, "that one was for you. Now I want you to do something for me. I fantasized about doing it when I was a girl, and I've done it a few times and it was really good." "What is it?" he asked. It was clear he was curious. "Anal sex," I said. "Anal?" He looked at me with a big question mark on his face. "Anal," I replied. "I want you in my ass. It's nasty and dirty and it feels good. And once in you're in there and I'm relaxed a little, I'm going to put my vibrator inside my other hole. If it happens the way I think it will, we'll both have a lot of fun." I couldn't believe I'd made that little speech, or that as I did I'd walked over to my bag and pulled out my vibrator and a bottle of lubricant. To tell the truth I'd only had anal sex twice before, once in college when we ran out of condoms one night, and once with my husband – on that same trip to the nudist resort when we'd shaved each other. And I have to admit my vibrator had visited that secret place more than a few times, but I counted that more as masturbating than real anal sex. This time we pulled the covers back off the bed, and I handed Tom the lube and got on my hands and knees. "Put a lot in me and on you," I said. "That makes it easier." Tom got up on the bed behind me and I felt him spread my ass cheeks open, and then his finger, with a lot of lube on it, probing my anus. I willed myself to relax, and his finger slipped into me. He pulled his finger out, and I pulled a couple of the pillows under me so I could rest on them. I also pulled the vibrator over a little closer to it would be easy to grab when I wanted it. Tom kept pushing lube into me, first just with the one finger, but pretty soon with two, and he finished up with three fingers kind of sawing in and out of me. By then I had one hand under me, rubbing my clit, and I was moaning. "Put it in me, I groaned. "I want your cock in my ass." God, what I slut I was being. Tom shuffled closer behind me and I felt the tip of his cock push against my anus. It felt enormous. But, between all the lube he'd put in me and on himself, and the three fingers, I felt myself stretch open as he slowly pushed forward. It hurt a little, but it was one of those good hurts. It took him forever. Just before I was ready to make him stop because the hurt wasn't so good, something inside me relaxed and I felt the head of his cock slip inside me. He pushed a little, and then I felt his pubic hair pressed against my ass, and he was all the way in. "Just a minute," I told him, "Let me get used to it." I don't know if you've ever tried anal, but it's a really interesting feeling. You know how when you do it the regular way you can really feel it right around the entrance of your vagina for a little ways? And that that's where the rubbing feels best? Well, with anal, that place isn't so wide as in front, but it feels like it has just as many nerves. You can feel the guy up inside you, but for me the best feeling is right there where the opening is. Tom started moving slowly, and I was still rubbing my clit, and it was just so dirty and horny and, well, I don't know what. What I know is it felt incredible. His balls were kind of slapping against my vulva, and he's slide slowly in and even more slowly out and then a little faster, and then a little slower. Just when I thought I couldn't stand it anymore I remembered my vibrator. It's one of those rabbit ones – the ones with a shaft that has some beads in it that kind of spin around, and the head churns around, too, and there's a little extra vibrator hanging off the end that's supposed to hit you around the clit. Sometimes I move it in and out, but sometimes I just put it inside me and let it do its thing. It takes longer that way, but when I'm in the right mood it's tremendous to just lie there and have this thing spinning around inside you and the little rabbit ears vibrating your clit. This one fits me just about perfectly – it's just thick enough and long enough to feel right and the rabbit's ears just reach the right spot on my clit. I don't use it a lot, but when I do I have really good orgasms, and usually I come two or three times in one session. I pushed up a little, and slipped the shaft part of it inside me. "Jesus," Tom moaned as he felt the vibrator inside me. "That changes everything. I can feel every inch of that thing." "Just wait," I said, "I'm going to turn it on." I flipped the switches so everything was up to maximum...it buzzed and churned and spun and, for Tom and me that was it. "Oh hell yesssss," he moaned. He started thrusting again. All I could do was moan and pant. My crotch was full. I was stretched around two wonderful shafts, both in front and back, and my whole groin just felt full and thick and congested. Tom kept thrusting, and the vibrator kept moving around and around, and my clit was on fire. I was propped up on both hands now, and my nipples were rubbing against the pillows, and my breasts felt almost as full and congested as my crotch. "Oh, oh, oh, oh, oh, oh, oh, oh..." was the only noise I could make. Just faster and faster, panting and little noises and Tom's cock filling up my ass and rubbing and rubbing and my pussy full and my clit ready to burst. And then I did. "OHHH FUCCCKKKKKKK YESSSSSSSSSSSSSSSSS!!!!!!!!!!" I screamed at the top of my lungs. I never scream. I don't swear much. I don't make a lot of noise, just some panting and some moans, and quiet little pants and moans at that. This time they could hear me in the lobby. I mean, I don't know how to describe that orgasm. It felt like I really had exploded...my clit, my nipples, everything...there was all this energy all built up, and it just exploded out of me. I was twitching and moaning and jerking and screaming. Tom was still pushing in and out, and that damn vibrator was buzzing away at my clit and I just couldn't stop orgasming. The first one started dying away and suddenly I was back on my way up the rollercoaster and going over the hill again. I swear I came four times in a row before I squeezed the vibrator out of my pussy and started to calm down. Somewhere between the second and third orgasm Tom came, I think. At least afterwards he told me he came. I couldn't tell you. What I do know is that when it all finally stopped, and it didn't stop until Tom slipped out of me and I swear I had a fifth orgasm, a little one, a more my anus clenching and unclenching really fast a few times kind of orgasm, but definitely an orgasm. I know I fell asleep for a little while, and when I woke up Tom and I were spooning, and I could feel him pressed against me, but his cock was soft then. Well, we got up and took a shower and we fooled around a little in there, especially when I was washing Tom's cock and got him hard again. We dried off, and went back to bed, and for some reason we tried to make love again, but we feel asleep with Tom inside me. Sometime during the night he slipped out of me, but when I woke up were we clinging together like there was no tomorrow. We just started up again, but that time it was one of those quiet, gentle times when you don't say a lot, but he's on top of you and then you're on top of him and things just keep going until you both have nice, little orgasms, pretty close together. After that we fell asleep again for awhile. I indulged myself and called room service again, and this time I didn't even think about whether I was naked or not when I opened the door. It was the woman from the night before, she must have had the misfortune to get an early shift after a late one. She tried to be cool about it, but I could tell she was a little excited that I was naked. I had her push the cart into the bedroom. Tom was under the covers, but as I was signing the check she looked over at him with one of those looks. "Do you want to see him again?" I asked her. "Yes, please," she said, in a quiet little voice. "Ok," I said, and walked over to the bed and pulled back the covers. Tom was smiling a bit, and he reached down and stroked himself a little so he'd get hard. "Oh god," she said. "That's so sexy." "And he feels great inside you," I told her. "I bet he does. But I like to watch them touching themselves." "Stroke for her Tom," I told him. He did, sliding his fist up and down the length of his cock. She was right; it was fun to watch him stroke himself. "That's so good," I heard her moan. I glanced over, and she'd pulled the skirt of her uniform up and her hand was inside her panties. I looked at Tom, and his eyes were riveted on her. Indulging Myself "I want to hear you come," I whispered in her ear. "Come for us. Watch Tom stroke that big dick of his. Watch him jerk off." Tom kept pulling at himself, his hand sliding up and down his cock, the head an angry purple. "Just like that, just like that" our guest moaned. Tom stroked a little faster. I went over to the bed, picked up the bottle of lube, and dribbled a little over the tip of his cock. Both he and the waitress moaned. I'd never watched another woman masturbate. It was fascinating...her eyes were riveted on Tom's hand as it moved up and down his cock, and her hand was moving in faster and faster little circles inside her panties. With her other hand she'd unbuttoned the front of her uniform, pushed up her bra and was squeezing her breast. Her nipple was small and red. They kept at it for about five minutes, and then the waitress slumped back against the wall and moaned. I watched her quiver as her orgasm ran through her. When she was finished she blushed all over. "I am so sorry," she said. "I shouldn't have... I shouldn't..." She was trying to get her clothes arranged again but Tom hadn't stopped stroking himself and she was having a hard time tearing her eyes away from him. "It's all right," I told her. "Everything's fine." "Thank you," she said, to both Tom and me as she finished straightening her skirt and buttoning up her front. "Now," I said, "I have something I need to do. You can stay and watch if you'd like, or..." "No ma'am," she said, "I must get back to work. I've been too long as it is." "That's fine," I said. "But I can't wait." And having said that, I pushed Tom back down on the bed, straddled him, grabbed his cock, and slid down onto it. "It really is a wonderful cock," I told her. "Yes ma'am," she said as she picked up the check and headed toward the door. "It surely is." I started moving forward and back, rubbing against Tom as she left the room. Tom came with a loud moan just as I heard the door close. I kept moving, and my orgasm came just a few moments later. After we ate a somewhat cool breakfast, Tom and I went at it one more time. We started in a 69 and tried a few other things before I got up on my hands and knees and Tom stuck himself in my ass again. He reached around and rubbed my clit while he was pounding the heck out of me...I came hard one more time and the contractions drove him over the edge and he filled me up with his semen one last time. We collapsed on the bed, Tom lying on top of me, his cock still buried in my ass. I was exhausted, and sated, and a little sore – both fore and aft. We lay like that for a few minutes until Tom's cock got soft and slipped out of me. He rolled off of me and we lay there spooning for a few minutes. Finally we got up and showered together again, and didn't play around too much, although I did get to tasted Tom's cock again, and then dried off and got dressed. Tom complimented my underwear again – this time a matching pink bra and boy shorts set trimmed in lace that actually was pretty comfortable for traveling in. I pulled on a blouse and slacks and slipped my feet into a pair of sensible brown loafers, and then it was time to go. Tom drove me to the airport. We had a long, long kiss before I went through the security gate. I could feel him inside me all the way home.