For years my wife didn’t know that I am a crossdresser and something of a submissive, but she does now. Last week she came home early and caught me all dressed up in her silk underwear and a blonde wig, with a dildo up my ass. I broke down and told her everything, and I thought I was totally fucked.
Of course she was shocked at first, but once she calmed down, to my surprise, she seemed to be strangely fascinated. She didn’t say too much, but a couple of days later she came home with a new outfit for me: sexy crotchless panties, a cotton-stuffed brassiere, a garter belt and stockings. She also bought a new double-headed dildo, with a strap-on harness. Talk about getting fucked! She pounded me all night, one end of the dildo up my ass, the other in her pussy. It gave both of us hours of pleasure.
Now we have been doing this for several months, and lately my wife has been talking about getting some of her friends to fuck me too. Men or women? I asked her, but so far she hasn’t answered.
—Name and address withheld
I was in on a business trip, representing the company I work for at an industrial show in Denver, Colorado. Attending this kind of show and demonstrating our latest equipment meant a week of very hard work for me. It meant being on the floor most of the time, promoting our company’s products, talking to prospective buyers, passing out flyers and so forth. Being a part of these shows generally paid off in the long run, but it is a killer to spend eight to 10 hours a day in a business suit and heels, walking on concrete.
Our crew had everything set up by the time I flew in on Sunday to check it out and to meet with the two women the agency sent to act as my assistants. Both were just what I’d asked for, about 30 and beautiful. Ellen was black and Danielle was a blonde. Both had great personalities, and both had worked such shows in the past, and knew what was expected of them.
The first few days were both profitable and long, and when I got back to my hotel I would quickly strip and soak my aching body in a hot bath, then call room service for a little something to eat and a bottle of wine.
There isn’t a woman on this earth who loves her husband more than I do. Saul and I married young, and I have always tried to be as faithful to him as I can. If once in a while I slip up, it doesn’t mean I love him any the less, and Saul understands that. At least I think he does.
Two months ago my boss asked me to go to Houston for a few days, as the manager of our branch office there was leaving, and I was to help him find a replacement. Les, the outgoing manager, was very good at his job, but he had found a more lucrative position and wanted to move on. He was a handsome man of 32, fit and trim. I would describe him as a hunk, but he was a happily married hunk, and had never spoken or acted inappropriately whenever we had met in the past.
I spent the first day going over applications with Les, and we ended up picking half a dozen prospects to interview. As we were leaving the office Les asked me if I would allow him to buy me dinner, and I accepted gladly, assuming he would bring his wife along. We made arrangements for him to pick me up at my hotel that evening.
I met Larry at a dinner party at the home of a mutual acquaintance. We were obviously attracted to each other, and by the end of the evening we had exchanged e-mail addresses.
We corresponded over the course of a month, and I learned that we lived about an hour apart. We wanted to meet again, but we were both married, and due to our family schedules and the need for secrecy, any get-togethers would have to be planned out in advance, and well coordinated. We finally arranged to meet at a nice restaurant halfway between our two cities, on a weekday when both of our spouses would be working and our children in school.
I had cheated on my husband a time or two before, and each time was a new thrill. I always found it exciting to be in public with a man I didn’t know that well, to feel the magnetic sexual attraction between us, to flirt with him, touch him and enjoy his compliments.
The first thing I saw when I woke up was a strange dresser standing against a pink wall, and I knew I wasn’t in my own bedroom. Then I felt an insistent erection probing between my legs and slipping easily into my obviously well-lubricated vagina from the rear. I frantically searched my mind, but I couldn’t remember going to bed with anyone the night before.
I knew I had attended a fund-raising affair for handicapped children at a downtown hotel, where I was supposed to meet my husband, and I recalled that a handsome young man about 25 years old had somehow attached himself to me. His name, if I remembered right, was Tim. Carl, my husband, hadn’t arrived when it was time to sit down to eat. I saved him a chair on my right, but this Tim took the seat to my left. I was starting to worry about Carl, who still hadn’t shown up by the time the dinner was over and the band started playing dance music. Tim asked me to dance, but I declined, saying I had to go powder my nose. When I got to the ladies’ room I called Carl at work. He said an emergency had come up, but it was now resolved, and he would be joining me shortly.
Tim had gotten me a fresh drink by the time I returned, and he again asked me to dance. This time I accepted, knowing that my husband would be there soon.
I’m a 33-year-old woman who’s not afraid to do what she wants. I’ve always been like that. I never wanted a boring life like my parents had, so I just don’t allow that to happen.
The first time I had sex I was 18, and my neighbor convinced me to lift my skirt for him in the front seat of his car. His 30-year-old prick twitched when he saw my thinly-haired pussy, and he couldn’t climb on top of me fast enough. But sadly, after only a few strokes he shot his load inside me.
That was my first time. It wasn’t much at all, and it was a little messy, but still, I’d had sex.
After that I had a succession of lovers, young and old. The younger ones mostly just wanted to be jerked off or fucked in the back seats of cars—and so did some of the older ones, for that matter. But some of them loved young pussy, and usually gave me a good climax or two before they came.
I used to fantasize about a series of studs fucking me one after another in the back of a car, or even in a motel somewhere. But that was just a fantasy until about a year ago.
Last fall my wife Ellen and I were invited to spend a weekend at the home of Stan and Sylvia, a couple we had met on vacation the previous summer. They were quite a bit older than we were, and at first they had seemed out of place at the vacation resort, which catered mostly to people of our age. But we had shared a dinner table with them and had gotten along nicely. We had swapped addresses and phone numbers before we parted, but we were still sort of surprised to hear from them again.
We arrived at their place to find that it was quite sumptuous and comfortable. There was another couple there, who Sylvia introduced as Edgar and Laura, and they all made us feel welcome as the drinks flowed and the conversation became merry.
At one point Sylvia said that she was glad to see that Ellen was looking as good as she had that summer. She then went on to describe how Ellen’s short, snugly fitting little dresses had shown off her lovely long legs and pert little breasts. This led Stan to say that he had often wondered if she had been wearing panties underneath them.
Ellen blushed at this, but I could see that she was pleased at the compliments. Sylvia then went on to say that she had some outfits upstairs that Ellen would look good in, and after some persuasion she persuaded my wife to try them on. She and Laura led Ellen upstairs, while Stan, Edgar and I had another drink.
After quite some time the ladies returned, and it had been worth the wait. Ellen, blushing brightly, was led into the room dressed in a tiny micro-miniskirt that made her legs look incredible. In addition, she obviously was not wearing a bra, and her breasts were totally visible through her transparent top.
We all praised her, and Ellen looked pleased, if still self-conscious. She gave a little squeal when Stan suddenly slipped a hand up the back of her tiny skirt and patted her bare ass. “Good girl,” he chuckled as everyone laughed.
I could hardly believe that Sylvia had persuaded my wife not to put any panties on under such a short skirt, but I found the whole thing very exciting. Ellen was clearly having fun too, and she just giggled when Sylvia said she was going to take some pictures of her.
She took some of Ellen and me together, and then Stan posed for her with Ellen sitting on his knee. “Come on, let’s see more of your sexy tan,” he teased, and Ellen giggled again as he undid her blouse and pulled it open, exposing her firm young tits. Laura then urged him to take it off completely, and he did, as Sylvia took more pictures of my now topless wife.
After a few moments Ellen became a little self-conscious and tried to cover her tits, but Stan told her not to be so silly. After all, she had gone topless at the beach that summer, so why should she worry about it now?
Edgar handed her another glass of wine, and she sipped it slowly as Stan slid his hand up to cup one of her breasts. She said nothing, but sat there letting him stroke her mound. I saw Sylvia gesture to Edgar, and he slowly cupped his hand over Ellen’s other breast and squeezed it gently.
Ellen never took her eyes off me as the two men now stroked and caressed her lovely tits. I wondered if she was waiting for me to protest or something, but I was nearly coming in my pants as I watched these two older men fondling her.
Now I saw Stan slip his other hand up under Ellen’s skirt, and she quivered excitedly as he began stroking her sensitive pussy. She closed her eyes and lay back against him as he spread her legs wide apart while frigging her gently. Edgar knelt in front of her and lifted her skirt up so that she was totally exposed. Then he leaned forward and ran his tongue over her pussy, until the two men together had brought her to a screaming climax.
As soon as she’d had a few moments to recover, Stan lay her on the floor and got on top of her. I was literally shaking with excitement as I watched him push his pants down and take out his fat cock, then push it into my wife’s pussy. She moaned softly and he slid it fully up inside her, and she whimpered with lust as he began to fuck her.
I could hardly tear my eyes away from them, but at the same time I was aware that Sylvia and Laura were playing with each other on the couch as they watched Stan fuck my wife.
Edgar was undressing, getting ready for his turn with her, and I wondered if Ellen realized that she was going to be fucked by him as well.
Stan now came inside her with a groan, and the moment he rolled off her, Edgar took his place. Ellen just lay there and let him have his turn on her. The way she just seemed to accept his right to take her that way made me hotter than ever. Edgar took his time, and soon Ellen was biting her lip to keep from screaming with pleasure. He made her come again before he too emptied his seed deep inside her.
I felt very weird as I undressed to take my turn in Ellen’s well-used cunt. I could feel them all watching me as I slid into her sloppy warmth. It felt so good, and I was so excited, that I lasted only a few strokes before I came.
The rest of the weekend turned into a long orgy, which saw me fucking both Laura and Sylvia while their husbands took turns with my wife. It was our first experience with group sex, but it opened a new door for us, and introduced us to a sexually adventurous lifestyle which continues to this day.
—H.N., Cleveland, Ohio
I’m terrified at the thought of downhill skiing, having hit a tree the first time I tried it. I wasn’t going that fast and wasn’t really hurt, but I had no desire to try it again. So when my husband came home one night saying that he’d just talked with three friends of his and they’d set up a four-day ski trip, I told him I really didn’t want to go along.
But after 12 years of marriage, Sam knows just how to persuade me to do what he wants. He came over to me with that sexy smile, and I could feel myself turning into putty as our lips met, especially when he hiked my skirt up to caress the tight cheeks of my ass through my skimpy panties. When I felt his cock rise to the occasion my juices flooded those panties, dampening his long fingers as they probed between my legs. We were in the kitchen, and he sat me up on the table, easing me back before slipping my panties down until they were dangling from my left ankle.
He lifted my legs over his shoulders and looked deeply into my eyes as he slipped all of his seven-inch cock up my pussy. He gently massaged my clit with his thumb as he thrust slowly in and out of my juicy cunt, pulling out until the head of his thick cock nudged my G-spot, then pushing back into my silky depths until we both exploded. His come poured into my pussy as it spasmed around his throbbing cock until it was drained.
“Okay,” I said when I had recovered my breath, smiling up into his eyes. “When do I need to be packed?”
Even so, I had no intention of really skiing on this trip. On the first morning the others hit the big slopes while I headed off to the beginner’s hill, where I pretended to take a lesson from one of the instructors. I soon gave up even on that, however, and went thankfully back to the lodge to read my book.
We partied until late that night, even though the skiers planned to catch a bus over to another run at seven the next morning. As usual, I was horny when we finally got in bed, and immediately went down on Sam. I’ve been sucking his cock ever since I reached the age of consent, learning what he likes best and how to easily swallow his full length. I was concerned when he didn’t respond immediately, but my finger up his ass soon put a little lead in his pencil.
I straddled him once he was fully erect and quickly brought myself to orgasm, grinding my clit against his pubic bone. I leaned down to ask him if he wanted to dog-fuck me, but suddenly realized that he was sound asleep. All that skiing and drinking had caught up to him. But he was still erect, so I enjoyed another solo fuck before falling asleep beside him.
Sam woke me at six, saying he needed a little pussy before he boarded the bus. I teased him a little about passing out on me, but happily spread my legs for a lively fuck that nearly made him late for the bus.
I showered quickly and dressed, planning to go out and enjoy the mountain sunrise. It was cold as hell, so I put on a pair of long johns and a thermal top, but I left off my bra and panties, which I’d found uncomfortable the day before.
I picked up a cup of coffee at the lodge coffee shop, and asked the clerk where I could go to take some good pictures. He directed me to a short trail that would take me to a scenic overlook, and I started out. It was just light enough to see my way. The trail seemed deserted, and I was startled when I heard someone coming up behind me. I spun around quickly, which made me lose my balance and fall into the snow.
The footsteps I had heard were those of a slender young man of about 19, who now approached, stammering apologies and extending his hand to help me stand up. He apologized again as I dusted myself off, and I told him not to worry about it; it was my own fault that I had fallen down. He told me his name was Vic. He also had been planning to take a few pictures, so we proceeded together up to the lookout.
It turned out that Vic, like me, was not really a skier, but had come up with a buddy of his, just to hang out and enjoy the scenery. I thought I noted a disappointed look on his face when I told him I was there with my husband and our friends. I found this amusing, since I was at least 10 years older than he was, but it was easy to see he had a thing for me, and like any woman, I love it when a handsome young man hovers around me like a stud horse after a mare in heat.
We took some great pictures, and Vic insisted on buying me breakfast when we got back to the lodge. When I mentioned that I’d been abandoned while my husband went off to some other slope for the day, he was quick to ask me if I wanted to hike one of the other trails with him to take more pictures. I agreed, and half an hour later he picked me up in front of the lodge in a jeep, in which he drove us to the mouth of a steep trail a few miles away.
Two hours later, when we reached the top of a mountain and looked down at God’s wonders, I felt it had been well worth the hike. We took our pictures, and enjoyed some crackers and cheese and some cheap wine that Vic had brought along before starting back.
The hike down went much more quickly, and a little over an hour later we were back at the jeep. As he opened the door for me I thanked him for showing me such a good time, and then, on an impulse, I leaned up and kissed his cheek. But before I could pull back he had wrapped his arms around me and kissed me full on the lips. My first impulse was to pull away, but then without thinking about it I found myself kissing him back.
The next thing I knew we were inside the jeep, making out. Just like any young man, he was all hands; but I didn’t let him undo any of my clothing, for fear that someone would come along. He was fascinated with my tits, and spent quite awhile trying unsuccessfully to get under my top. Then, just as he began to rub my steaming pussy through my tight jeans, a ranger truck pulled up nearby, and we quickly drove off.
We didn’t say anything on the way back, and I could tell that he was embarrassed. But he had gotten me worked up, and I couldn’t think of a better way to pass the time than by fucking this handsome young stranger. So when he stopped the jeep in front of the lodge I turned to him and said, “Well, are you man enough to finish what you’ve started, or are you going to leave me hanging?”
He looked stunned and a little shocked, but he recovered quite quickly, and eagerly followed me to the room I was sharing with my husband. After bolting the door I took off my parka and boots, and went to the bar to fix myself a drink. As I did so he came up behind me to kiss the back of my neck as he reached around to fill his hands with my soft breasts, while pressing an impressive erection against my ass.
I turned to embrace him and let my lips brush his as I whispered, “Are you sure you can handle an older woman like me?”
He looked embarrassed again. “Well, to be quite honest,” he said in a low voice, “I’ve only done it twice, and it was over really quick both times. I thought you might teach me a few things, but I’ll understand if you want me to leave.”
I smiled at him and told him I liked his honesty, then told him to undress and show me what I had to work with. I sat on the bed and watched while he stripped to his tight white shorts, which bulged quite promisingly in front. He started to push them down, but I told him to wait. I stood up then and told him to take my clothes off as well.
He eagerly pulled my sweater over my head and gazed at the pink thermal top clinging to my ample chest. He then dropped to his knees to undo my tight jeans and work them down my legs so I could step out of them. Standing again, he pulled up the thermal top to expose my full but still firm breasts. He stared for a moment, then gently covered them with his hands, fondling and feeling them as though he never wanted to stop. “I can’t believe it,” he whispered. “God, these are so beautiful!”
I pushed my long johns down over my hips as he continued to play with my breasts, then pulled back so I could get rid of them. I turned around to show him my ass, then faced him again, completely nude now. He stared at my hairy bush, and the bulge in his shorts got even bigger.
He caught his breath when I reached for those shorts, and I dropped to my knees to tug them down and off, his cock just inches from my hot mouth. I had almost forgotten how fucking hard a 19-year-old man’s cock can get; it was like taking a six-inch steel tube into my mouth. But I had swallowed larger men, so I made Vic gasp again as I took him in up to his balls with one easy stroke.
I bobbed on his prick about three times before he blew his wad, and I made sure he saw me swallow every drop before I got up and pushed him back on the bed. His eyes were as wide they could get as I knee-walked up his legs to straddle his torso and slip his still-hard cock up my snatch. I just sat there for a few moments to let him recover from his orgasm, and then slowly began to move.
I rode him at a gentle pace, which soon brought me to a lovely climax. I then asked if he’d like to be in command. When he nodded I rolled onto my back, taking him with me. We were disconnected momentarily, but I guided him right back into my slick box. “Now put my legs over your shoulders,” I told him. “Then take hold of my ass with both hands and fuck me good.”
He did as asked, starting slowly but gradually picking up speed as I began moaning and saying, “Yes, oh God yes, fuck me, you stud!” It seemed to inspire him, and he pumped hard into me for close to five minutes before he started to pull out, shouting that he was going to come. I grabbed his ass and held him right where he was as he exploded inside me. I felt his warm wetness spread through the inner folds of my snatch, and the sensation was erotic enough to make me come again.
Vic was quite concerned about shooting his sperm inside me, but I put his mind at ease by telling him I’d had my tubes tied long ago.
He fucked me three more times over the next 90 minutes. When we took a break to have a beer after the fourth time, he told me he would never forget this day, and thanked me for being his teacher, as he called it. I told him I had enjoyed it too, and that I would be happy to give him refresher courses while my husband was out on the slopes for the next two days. Which I did. Now the next time Sam wants to drag me along on a ski trip, I won’t be so reluctant. You never know what might happen.
—Name and address withheld
I’m a married 42-year-old mother of three, and until recently I had always been faithful to my husband. One morning a few months ago two very large, good-looking black men came into the shop where I work. For some reason I found myself very excited by them, and I was still horny when my lunch time rolled around. I slipped into the ladies’ room to relieve myself, but as it happened, someone else came in and interrupted me before I could get off, leaving me quite frustrated. I was still damp when I went back to work, and the day seemed to drag.
Around closing time my friend Joyce called to ask if I’d like to have a drink after work, and I told her I’d come by her house and pick her up. I phoned my hubby and told him I’d be home a little later, and he said okay.
Joyce was dressing when I got there, and as I watched her I told her about the two black guys. I could tell by the look on her face that she was aroused, and her nipples pushed out against her bra. I never thought of myself as a lesbian, but before I knew it we were on the bed, kissing and fondling each other. I slipped my hand into her panties to play with her wet pussy, and watched her squirm as I fingered her. While I did that she grabbed a can of hair spray and started working it into my cunt. It stretched me to the limit, but she got it in, and we soon came together in a loud climax.
Later we were at a bar, having a drink, when a couple of black guys came over and began talking to us. They introduced themselves as Stan and Denny.
Denny asked me to dance, and Stan asked Joyce. Denny held me close, and I could feel his prick pressing against me. I was beside myself with excitement. As time went on I totally forgot about my husband and kids, and when the bar closed we were having such a good time that we all decided to go to Joyce’s place. When we got there she and Stan quickly disappeared, and Denny and I went into the kitchen.
“Do you want a drink or something?” I asked him.
“I wouldn’t mind the something,” he said, and pushed me against the cabinet as he slid his hand up my dress and along my inner thigh to my damp crotch. I had never cheated on my husband up till then, but he was the farthest thing from my mind at that moment. After rubbing me to heighten my excitement, Denny slowly began to pull my panties down my legs, while I tugged at his zipper. When I got it open, out came the biggest cock I’d ever seen. I went to my knees and took it into my mouth, moving my head back and forth while sucking him like a whore.
Denny held on to the back of my head and soon filled my mouth with come. I tried to gulp it all down, but once he started I thought he’d never stop, and some of it spilled down my chin and dripped onto my tits. He watched as I rubbed it into my skin. Then he stood me up and spun me around, bending me over and pushing his huge black cock into me from the rear, filling me like never before.
He thrust in and out for a few minutes, then said something about trying a tighter hole. With that he pulled out of my pussy and brought his cock to my anus. I gasped loudly as he held my hips firmly and pushed until he was completely in my ass. I moaned and cried out as he fucked my ass, until I heard him groan and felt him throb as he shot several spurts of come inside my spasming hole.
He pulled out, and I stood up weakly just as Joyce and Stan entered the room. Joyce looked at me kind of funny, then made us all coffee as the rest of us went into the living room.
Stan and Denny had a quick conversation between themselves as I sat gingerly on the sofa. Joyce brought in the coffee and we all sat drinking and talking for a while. Then Denny suddenly stood up, took Joyce by the hand and led her out of the room. She gave me a quick glance as they went out, and I shrugged.
Stan was beside me in a flash, his lips reaching for mine, his hands roaming my body. I pushed him away weakly once or twice, but my heart wasn’t in it, and he soon had me on my back on the couch as he got on top of me and drove his large black cock into me. He was content with my pussy, and fucked me very forcefully until he cried out and emptied his balls in my cunt. This triggered my own climax, and I heard myself screaming with joy.
It was five in the morning before I staggered through our front door. My worried husband was relieved at first, until he realized the meaning of my exhausted, fucked-out state. We then had a huge fight, which ended with me telling him about everything that had happened. As I did, my husband got more excited by the minute, and wound up throwing me on the bed and fucking my sore cunt like a madman until we both came.
He then made me promise that from that time on I would allow him to watch my interracial fun, and I would never hide anything like that again—a promise I have very gladly kept.
—V.N., Pittsburgh, Pennsylvania
It all started as a joke.
I work at the post office, sorting mail on the night shift. I was sorting parcels one night when some of my coworkers started teasing me about Sara, a girl who worked with us. Sara was nice and fairly cute, but she was plump, maybe 30 pounds on the plus side. For some reason, the guys got it into their heads that she had a crush on me, so they dared me to ask her on a date.
Now I’m a fairly good-looking guy, and in pretty good shape for 30 years old. I like to think I’m good-natured too, but I don’t take shit from anybody. So just for the hell of it I asked Sara for a date that night, and she accepted.
I wasn’t expecting to have a particularly good time with her, and I guess I could have been more sensitive when I asked her to meet me at the food court in the mall, but eating was what I thought she’d like best. But as we talked over our food I discovered she was smart and funny. Out of her work uniform, and with a bit of makeup, she was actually kind of pretty too, and her big tits looked good in a well-fitting dress.
I suggested a movie, and she picked the flick. The movie sucked, and there were very few people in the theater. I was looking around, bored, when suddenly I felt Sara’s hand reaching for mine. I turned to her, and she was gazing at me with an unmistakable look of passion in her eyes. I felt a sudden desire for her that surprised me, and within a minute we were kissing.
She surely wasn’t shy about going after what she wanted. She made the first move by rubbing my cock through my jeans, and I went along by putting a hand under her dress to rub her crotch through her panties. I worked a hand inside them, and I could hear her panting. She got off very quickly when I began to finger her.
Needless to say, we were out of there before the movie ended. We went to my place. At first, after we got there, Sara was suddenly shy again, but I kissed her and rubbed her some more, and she helped me take off my shirt so she could let her hands wander over me. We proceeded to undress each other, and when we were naked she got on her knees and stroked me before taking me in her mouth and sucking me as though she’d been sucking cock for years. It felt very good, and I knew that if she kept it up I’d come too soon, so I stopped her and told her to get on the bed.
She lay on her back and spread her legs. I looked for a condom, but couldn’t find one. Sara told me it was okay, since she was on the Pill, so I shrugged and got on top of her. I rubbed my crown over her slit a few times, and then pushed into her. She winced and gasped as I kept pushing. I thought maybe she was a virgin, but she told me she wasn’t; it was just that she hadn’t had sex in a long time, and she had obviously missed it.
I began pumping in and out of her, and soon found that she was a very loud fuck. She screamed and moaned, and she came quickly and often. I began sucking her big tits as I kept pumping away, and after only a few minutes I shot my load into her very tight cunt.
Sara and I spent the entire weekend together, and she pleased me several times with her talented mouth. She also let me fuck those big tits, and shoot my come on them too. We did it every way possible, and I found that the more we did it the more I wanted.
When we got back to work on Monday the guys started teasing me about our date, but I shut them up by telling them we’d had a great time, and that we were going out again the following weekend, which we did. That ended the teasing, and it began a great relationship with Sara, which still continues to this day.
—Name and address withheld
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