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A Wine Ending To A Long Journey

It’s really interesting to read about all the encounters, and wonder how many, if any are true, but irrespective it makes for interesting “pillow talk” and fantasies that spice up our sex life. I guess one of the things all the stories have in common are that the “wife” is always a little older, but looks really good, and really young for her age. My story is no different, and this might be one of the common themes of guys like us- married to hot beautiful woman, that don’t age quietly, and aren’t content to sit on the couch and knit. Guys like me (and you if you’re reading this) like to show them off. Do we really want to share, or do we just want guys to want what we have?
We’ve been married since college, and about 10 years ago saw an episode on the playboy channel about swinging. Shocking, to say the least, but exciting at the same time. It wasn’t long until I talked her into going to a swingers club, and the nervousness and anticipation leading up to it were far better than what could have actually happened. We went many more times, and got as far as soft swing. It was crazy, because my wife is really tall (6’) blonde hair/blue eyes, and works out all the time. Carey loves to run and tan, and it really shows. What’s nuts, is that she is so sexy, but so insecure. Feels she isn’t attractive at all to guys and uncomfortable with her height, but the truth is, that she has the most incredibly long perfect legs you could imagine. She modeled in high school and college, but still feels like the proverbial ugly duckling. Nothing could be further from the truth. With these basic ingredients, it’s easy to see her reluctance, and my willingness to show her off, and it can end in frustration for both.
We’re like many couples, lots of obligations, both professionals, live very public lives in a small town, so when we finally get away, we both want and expect things from the weekend that sometimes aren’t in line with each other. Our life was restricted to pillow talk fantasies, and then to try and act them out, but the acting never got very far. I know she’s frustrated with herself and her inhibitions as well, because as a gag gift for this Christmas she bought me a wireless VD-203 by Syntiom. I don’t know what the VD is for, but we decided it was for “Voyeurs Dream”, and it was basically one of these wireless cameras with pretty good resolution, and you could live stream to any computer or other wireless device. The card read “so you can watch me with my boy friendssssssss…” Good for a laugh, but great for pillow talk as well.
This past New Years started off no different. I’d fantasized about a hot sexy weekend, and she’d been imagining a play, fancy restaurant, etc… We hadn’t been away from work and the kids in a while, so I was willing to compromise a bit. I figured I could play along, and as often happened, as the wine flowed, she’d relax and maybe start realizing how attractive she was. Anytime we go anywhere, and especially if I’m not there, she gets tons of compliments and attention from the guys, but she’ll never take it seriously.
We got away early enough, but as luck would have it the hotel screwed up the reservation. They were really busy with everyone checking in, and it was quite a madhouse. I suggested that she go find the bar and find us a couple of drinks while I worked it out, and the concierge was more than happy to escort her to the bar. He was a young good looking college kid, and he paid a lot of attention as she walked in front of him out of the door. It took about 30 minutes to get the room straightened out, and when I went in the bar, I found 2 guys sitting next to her at the bar trying to get her attention. They were both salesmen stuck over in town for the weekend, and she seemed relieved to see me. “Looks like you’re keeping yourself entertained” I said. She replied that these guys had gotten their flight cancelled and were stuck and bored. I just smiled and teased her that “Can’t you see they think you’re hot?” “You’re nuts” she said smiling. “They’re just bored and besides there aren’t any other women here”. “Well, what about the concierge?” ” “No way”, she answers “He’s far too cute to be interested in someone like me, they just pay them to be nice”. “What about the modeling in college and after??” The routine response: it was just because I was thin and tall. What a deal I think to myself. Hot woman, tons of guys want her, and just so monogamous it’s crazy. Maybe I’m the crazy one. Can’t picture a more perfect wife, and I’m frustrated she won’t do someone. We finished our drinks, and went on up to the room.
We both took a short nap, and started taking showers and getting ready. She put on a mid-thigh length skirt with thigh highs and a thong, and a sheer blouse covering a nice lacey bra. She looks great in heals, but since I’m only 6’ also, she’s uncomfortable wearing them, in that she thinks I’ll feel short. Hardly that, but whatever she wants.
We went down to the lobby, and the same concierge almost trips over himself coming to see if he can help her. Carey just smiles and thanks him, asking for a cab. The cab was there in no time, and after a few “I told you so smiles” from me, he opened her door, and we were off.
The play was about as boring as it could be, other than the fact there were lots of dressed up “pretty people””. We had a few drinks at the theater, and at one point she even admitted that maybe I was right, she’d noticed a few guys checking her out. As soon as the play was over, we headed to the restaurant, and one of our fantasies has always been her going into a bar without me, and picking some guy up. We joked about it on the drive over, and as luck would have it the restaurant had a nice dark bar with heavy wood and one of those romantic/sexy atmospheres. We went in for a drink before dinner, and you could see her visibly loosening up. We even joked about “prospects”, and who she’d hit on if I wasn’t there. There was one guy about 45 that was in great shape and looked pretty successful that she kept coming back to. When she went to use the restroom, he turned in his chair to watch her go by. Since there was a big mirror over the bar, I noticed her watching him. When she returned, our table was ready, so we went on in. As the meal was being served, I kept teasing her about going back to the bar and seeing if she could get the guy to buy her a drink At first she played along, but after a while started getting annoyed. She really doesn’t have a clue how great she looks, and feels she’d embarrass herself. She says nobody thinks like I do. I guess I started getting frustrated about then as well, and as soon as dinner was over, announced that I was ready to go back to the room. I think we both knew that things weren’t going the way either of us had planned, so the cab ride back was predictably quiet.
When we got to the room, she apologized, and said she knew that I wanted her to be kinkier, it just wasn’t how she was raised, and really didn’t feel good enough looking. Our sex life had always been world class, so she started to kiss my chest, and ask if we couldn’t just get a little crazy and tell some stories. Over the years, we’ve become the masters of stories and fantasies. As I slowly started to massage her shoulders, I could see her nipples start to strain the fabric. Even though the evening was far from perfect, she was responding as always. I read about wives that don’t like sex, and again I’m fortunate. Not only does she like it, she’s multi-orgasmic, and it’s common for me to pass out on my back after fucking, while she straddles and humps my leg for who knows how long. I also apologized about the evening, and you could feel the tension go out of both of us. There was a great sound system in the room, so I put on some easy music. As we kissed, I started to stroke her thighs, and I could feel her slowly spread her thighs so I could massage her soaked panties. “This is more like it” she says, “Let me make it up to you”. “Are you sure?” I ask. “You bet”, she replies “anything”. Real slowly, I hook my fingers under the strap of her thong, and slide it down. She’s sitting on the bed, so I kneel in front of her and start to massage her incredible long legs. I take off her shoes, and slide her thong off. Next, I go to the closet, and get a pair of 4” heels for her to put on. “Umm”, she moans, “Time to model again?” “Kind of” I respond. As I stand in front of her, she takes my cock in her mouth and starts to do that incredible tongue massage she’s so good at. Next, I stand her up, and have her face the vanity. There’s a mirror on the wall that she’s only inches from, and even she has to admit how good she looks. As I massage the backs of her thighs and her butt, she slowly rubs her breasts. Not huge, 34C, but all real, and all perfect. I’ve always been amazed at how pink and responsive her nipples are. I reach over her shoulders, and unbutton her blouse and let it fall to her waste. While I kiss her neck, I take off her bra. She’s basically doing a little table dance with her hips at this point, and her eyes are closed. She’s really getting into it, and I think I could make her come pretty quick. I start complementing her on her looks, and she starts thanking me for all I’ve provided, and how she’s ready to turn my world upside down. I have to admit, she opened her eyes and looked a little surprised when I buttoned back her blouse, and held her jacket out for her. “What’s up” she asked, wondering if the evening was falling apart again. “You said you’d do anything for me”, “Yeah”, she replied cautiously. “OK” I said, “go on down to the bar and come up with a good story for us to fantasize about for the next 3 months until we can get away again”. “Your serious?” she asked nervously. “Yeah, it’s a really nice hotel, and it’s completely safe”. “Just go sit at the bar have a drink or two, and if nothing happens, come on up”.
“What if something does happen” she asks? “Well, you have your phone, just let me know. If you need me to come bail you out, just call. Just whatever you do, don’t leave the building and you’ll be safe”. For a while I thought she was going to chicken out, but I held her jacket up, and that seemed to give her confidence. When I realized she was willing to go, it shocked me. I thought it would just be a dare to get her pulse and excitement up, and then we’d bang the night away. She kissed my cheek, and to keep the illusion complete, I stripped and got in bed, turning on a movie. She went in the bathroom, and I expected her to come out in some lingerie and climb in bed, but when she didn’t, I looked around the corner and saw her redoing her make-up. Not only was she going to go, she was being sure she looked good! She hiked her skirt in the mirror, and adjusted her garter and hose. It was quite a sight to see her neatly trimmed blonde bush framed in her tan thigh highs. Now it was me having the second thoughts, but before I could say anything, she came out squeezed my dick and said “Don’t wait up. I’ll be home for breakfast”. With that, I heard the hotel door click.
Just like that the tables had turned. We’d play acted fantasies before, where I’d sit in a bar and let her come in and sit alone at the bar to see who’d hit on her, but I was always within visual, and could stop it whenever I wanted. In other words, I was in control before, but now was not. To try and get my mind to where it was before, I turned on the PPV adult channels, and found one about guys trying to set up their wives and then watch them get hosed. Pretty appropriate I thought.
I really thought in about 15 minutes she’d be back, but I kept checking the clock to make sure I wasn’t panicking early. At 30 minutes, still no word. Now I was starting to wonder. At 45, nothing, and panic and excitement were playing mind games with me. My pulse was getting faster all the time, and my dick was throbbing wondering what was happening. I’d had a lot to drink, and my mouth was dry, and my mind was bouncing all over the place. I really wished she’d just walk back in. I could keep telling stories about how I wanted to watch her with another guy, and we could go back to our boring lives.
When the phone rang at 1 hour, I almost jumped out of my skin. I grabbed it, but it was just my receptionist calling to wish Happy New Year. I was a little distracted, so I got her off the phone quick, and then realized it was only 12:00. Between a blonde actress that looked too much like my wife getting boinked by some stud on the movie, and my racing pulse and overactive imagination, I was practically pacing the floor.
It was a full 20 minutes more before the phone rang again. This time it was her. “What’s up?” I managed to croak through a dry mouth. She just replied, “I can’t talk long, I’m in the bathroom”. “Are you ok?” “Never been better”, she says, “I met someone”. “You did what?” Trying to be cool, I asked “Is he good looking?” “He’s o.k., but his friend is better. What’s wild is that they really think I look great, but they’re not pushy like a lot of guys”. “Wait a minute, his what?” “His friend, and here’s the wildest part, I knew him from high school. His name is Michael, and I used to want to date him. I haven’t seen him in 20 years, and now he’s an investment banker in New Orleans. They also came into town for New Years.” “Look”, I said, “this is already making a good enough story, “Why don’t you come back up?” “No way, she says, it’s no story, if you don’t believe me, turn on your laptop, I’ll stream your camera”. Shit, I didn’t even know she’d brought it. “No audio though, I’m leaving my phone on. Don’t make a sound, or this will never happen”. “Wait”, I stammered, but it was too late. I was talking to her jacket pocket.
The next sound I heard was a band as she went back in the bar. I couldn’t really hear much, just some guys’ voices, and her laugh. Damn, sounds like she’s having fun I thought. It was worse not knowing what they were saying, because the tone was fun and intimate. Much better than if someone had listened to us earlier on our great date I thought. I scrambled to boot up the wireless feed. Nothing at first, then just funny shapes, until I realized I was looking in her purse. By now I couldn’t decide if I was jealous, turned on, scared, or all of the above. Going to sleep was not an option, especially as I heard the band fade in the background. Next was the ding of an elevator, and when they got in, I could hear clearly. It seems they were inviting my wife up their room for a last drink, because the bar had closed. She was resisting, but they insisted, saying it was for Michael and the old high school days. “Come on” Michael says, “It’s not like your husbands waiting up, and we sure know our wives aren’t”. With that, they both laughed. My wife says, “It’s weird how both our evenings turned out the same. First your wives get mad at you and walk out on you two in the bar and go up to Michael’s room together saying that if you two like each other so much you can just sleep in the same room. Then, my husband has too much to drink and goes to bed early, and then we run into each other after all these years”.
I hear the elevator door open again, and now I’m staring intently at her lipstick wishing I knew where they were and what was happening. Maybe I could hear a room number and get down there. I could get this stopped, and get back to our boring, secure lives. The next sound I hear is ice going into a glass, and then some soft music starts up. While my mind is spinning like a top, I hear Michael say he’s going to check on the girls, and Ron excuses himself to the restroom. All of a sudden there’s a visual of my wife, holding the camera in front of her and I hear her say “Hope you’re having fun baby, don’t talk, it’ll spoil it all”. I think that if I just waited until the guys were back and then started yelling, they’d hear me and the whole thing would be off, but for some reason I knew I couldn’t make a sound. The camera bounced around a bit, then I had a view of the whole room. I guess she put it next to her purse on the dresser. Ron came back out then, and he was about 40 and 5”10 185 or so. Blonde hair, expensive clothes, looked successful. About that time Michael comes in, and he’s 6’2 black hair and beard, and also has the look of the successful business man. Both the guys look in good shape, and I can see that she did good, even if one was an old acquaintance. My wife sat on the couch, and put her feet up on the table, leaving on her shoes. The guys each sat in a chair at opposite ends of the couch where they had a good view, and could possibly even see up her skirt. There was some great music playing, and it took a second for me to realize that it was the same station I’d chosen. Great, I thought, stereo audio to watch your wife get hit on. They were making small talk, and were on their third drink before Michael asked Carey if she was mad at me for passing out early. “Not at all” she says. “Come on, tell the truth”. “No really, I’m not, I just am a little disappointed the evening didn’t end up like I planned”. “So what did you plan?” he asked smiling. “You know, wild crazy sex, sleeping in late, the works”. “I can’t believe he stood you up” he says. “You were tough in high school, but ever since you started modeling, you’ve gotten better and better”. “That was a long time ago” she answers. “Sounds like you’ve been following me”. Ron laughs, and said “It wasn’t that long ago, and tell the truth- you could go do some more if you wanted couldn’t you?” “Yes, to tell the truth, they’ve actually called a couple of times over the years, and I even did a photo shoot last year, but I’m happy staying home. My husband doesn’t even know they’ve been calling or that I did the shoot.” “So, how about you”, she asks Michael, “Are you mad?” “No, he says this is kind of normal, they’re always getting mad at us”. “So what do you do to keep you life exciting” he adds. “The occasional bored housewife fling?” Carey smiles, and says “No, but if you really want to know, and since I can blame it later on the wine, I normally go home and play with myself. I’ve gotten pretty good at it”. You should have seen their expression. “Well, how about you guys” she continues, “What do you do?” “The same” they said sheepishly. “So, how about a game then?” she asks. “Since we are both ready to call it an evening, and since we both know what each are going to do, why don’t we do it in front of each other? Sounds weird, but other than a couple of room floors apart we’d be doing it anyway”. I can’t believe what I’m hearing, and apparently they can’t either since Ron whispers “you got to be kidding”. “Nope”, she answers, “there are only a couple of rules. First, we take turns being the center of attention. The other 2 are free to do whatever they want, but whoever’s turn it is has to put a show on for the others. Second, whoever is putting on a show can’t be touched. The others can get as close as they want, but if they touch, they lose. If you can make the person performing come without touching them, you win”. With that, the game was on. They cut cards to see who would go first, and they agreed it would be with a time limit. My wife lost, and the lights were dimmed, and drinks were refreshed. She started a slow sexy dance, and seemed to be stretching her long legs, drawing her hands up the outsides of her thighs, working her skirt higher until her thigh highs just peeked. I knew she was nervous, yet really getting into it, because her thigh muscles were tense and bulging. Then she continued running her hands up her flat stomach, and unbuttoned her jacket. That’s when I got the first shock- I‘d forgotten I’d taken off her bra, and her breasts were clearly visible through the sheer fabric. By now, both guys had unzipped, and were stroking cocks. Ron had the longest, about 8”, but was shaved. Michael had one almost as long, but looked to be twice the diameter. I couldn’t get the thought of that huge cock with that black hair stretching my wife’s delicate blonde trimmed bush. With that, she stretched, and started a really erotic dance rubbing her stomach in a circular motion and cupping her breasts. It wasn’t long until the jacket came off and she looked great. Her blouse was pulled out, and she would first dance rubbing her stomach and thighs, then she turned her back to them and bent over. She kept her knees locked and her legs straight, and rubbed the backs of her thighs until her skirt was up over her buns. Her soaked panties and pussy stuck out between her thighs. Wait, I thought, didn’t I take those off too? She must have put them back on before the bar. She put one hand on the back of the couch for support, and rubbed her crotch from the front and between her legs while she swung her hips in a slow circular motion. The guys had raging hard ons, and were stroking faster and faster. Just when I thought she’d come and it would be over, her time was up, and her turn was over.
“You have to serve drinks”, the guys said, “That was too intense”. As she went to the bar to get their drinks and another glass of wine for herself, they continued to shift in their seats, and stroke their dicks. She brought back the drinks, and leaned over and kissed Ron on the cheek when she served him. He managed to run his hand up the inside of her thigh from her knee up to mid thigh before she turned to Michael. Next she took Michael his drink, and rather than a kiss on the cheek, she went for the full lip tongue each other kind. His arm went between her thighs, with his forearm right against her cunt, and his hand was massaging her ass. She ground into his arm while they kissed. They stayed together for about 30 seconds, then she said she better quit because his time was next, and they couldn’t touch.
With that, it was Michaels’s turn to play, and rather than anything too erotic, he stretched back in the chair and stroked with his eyes closed, no doubt visualizing what he’d just seen and experienced. Apparently Carey didn’t like it, because she stood and started dancing towards him. He had his eyes closed and at first was not aware she was there even though she was standing directly in front of him, basically doing a table dance. Ron, not to be left out, came up close behind her and stood mimicking her dance, but not touching. Since Michael still didn’t know she was there, she bent down and blew on his ear. His eyes flew open, and there she was in front of him, bent over at the waste towards him with her blouse unbuttoned, her breast swaying slightly, and her hands between her thighs. “No touching I thought” he says, “Dance sexier” she murmurs back, “Make me” he says. With that she starts breathing on his ear and neck with Ron still shadow dancing from behind. Her hot breath worked down his chest circling his nipples with little puffs of air, and on down his flat stomach. She knelt in front of his chair, but being tall, was soon on all fours with his cock just inches from her face, and she started to breathe hotly on his balls while he stroked. Ron has now mimicked her, and is kneeling over her, breathing on her back. His hot breath concentrates on her neck, and lower back, and it was definitely having the effect he wanted. Her mouth was now almost touching Michaels’ cock, and he murmured “No touching”. “I’m not”, she replies. Just then, Ron takes an ice cube from his glass, and starts to lightly rub it in a circular motion on her buns. “No touching” she says. “I’m not” he replies. As the ice continues to contrast with her steaming body, the motion of her hips increased, first circular, and then forward and back. She’s now moaning softly as she continues to breathe on Michaels’s body. “Dance” she murmurs to Michael. “Make me” he answers. With that, she looks in his eyes then up at the camera and says “I loose”. With a soft moan she slips his dick in her mouth and starts to suck his shaft softly. “Rules off” whispers Ron, and since she’s on her knees, he slides up her skirt and pulls down her thong. Her lips are swollen and glistening from the excitement, and her upper thighs next to her pussy look wet and oiled. I thought she didn’t even know he was still there since she seemed so intent on sucking Michael’s cock, until I saw that same swaying and circular motion of her hips she did when she danced. Ron saw it too, and knelt poised above her hardly breathing, all his muscles tense and his cock straining and throbbing as he stroked it. She spread her knees slightly and her back arched just a little, and that was all the invitation Ron needed. As his dick slid into her, the intensity of her thrusting and circling intensified. I guess I’ve read enough of these stories to think they fucked and sucked for hours, but it was only several minutes before both guys pumped their loads in her. Ron was first, and he collapsed from behind her, leaning against the wall. His come ran out and down her thighs as she continued to suck. Carey slid her fingers into her pussy and started playing with herself. Soon she had 3 of her fingers in her, and she came out with them glistening with come, and started to jack off Michael with Ron’s come. Soon, she had her mouth back down on him and was cleaning it off. That was all Michael could take, and he exploded in her mouth. She continued to suck him, swallowing and playing with herself until his dick was soft. “Wow”, Michael says, “have you always been this insatiable?” “Of course, see what you’ve been missing?” With that, she reached up for her glass of wine, but rather than grabbing it, grabbed what was left of the bottle. Both guys were side by side against the wall in front of her sitting on the floor staring at her, and she started deep throating the bottle with one hand massaging her swollen lips swirling around all the come on her thighs. There wasn’t much wine left, but she swallowed it down, and then leaned back on the floor against the couch facing both the guys and the camera. They looked perplexed, but I knew what was coming. As they watched, the bottle made its way out of her mouth, and then rubbed all over her breasts. Next, the tip went down her flat stomach, until it rested against her clit. A slight shift of her knees, and a couple of inches of the neck slid in. With that, she proceeded to fuck herself to a mind shattering orgasm. As she came, her thighs clamped down on the bottle, and she squirmed, twisted, and moaned on the floor. It was like she was possessed as she climaxed over and over, and then suddenly her body went limp. As the room slowly came back into focus again, she noticed the guys looked ready to go again. “Rematch?” they asked. She smiled and looked a little confused at what had happened, and said “not tonight guys, it’s past my bed time. I have to go and be sure my husband is having good dreams”. “So who won?” Michael asked as she headed for the door. “Mr. Robert Mondalvi was the winner.” She smiled, “You guys just tied”.

End of Story