I got divorced in my mid-30’s, and about the time the divorce was final I broke up with my girlfriend because I was already having an affair with another woman. This other woman, Mary, was about 30. She was 5’6" tall, very thin, about 122 pounds, but with very shapely long legs, and a perfectly shaped ass. She had small breasts, with nipples that were almost colorless until she was turned on, when they would get hard and pink. She never wore a bra, since she didn’t need one. She had long curly blonde hair, but it was somewhat dark, and was bleached by the sun. Her pubic hair was black, and it was also the longest pubic hair I’ve ever seen. Some of her hairs were 6" long, but very curly (I really did measure the longest one I found). She’d had about 60 lovers before I met her, but rarely stayed with one very long. Most had been one-time things. When I got involved with her, she had been living with a guy for 2 years, but broke up with him so we could move in together. She’d had a threesome with 2 guys once, and had been in bed with an early boyfriend while he fucked another woman (two different occasions), but hadn’t participated. She was quite obsessed with sex, and was doing a master’s thesis related to sexual behavior when I met her.
Our affair began before we broke up with our respective lovers. We fucked a lot, like any other newly acquainted couple. But, I was fascinated with the number of partners she’d had (I’d had only 15 or so, at most), and I would get her to tell me about different things she did with them. It became apparent that I was interested in having a threesome or some form of group sex, and she sounded like she was interested. I thought that it was going to happen one night, but it didn’t turn out like I’d planned. My regular girlfriend was spending the night at a friend’s all-girl party (they all planned to get d***k, and not drive). Mary and I planned to get together, since her regular boyfriend was out-of-town visiting his parents. But, Mary got an invitation to go out to dinner with some really good friends, and so she went. We planned to get together around mid-night when she got back.
However, when she called to tell me she’d gotten back, she told me to come over, but that I shouldn’t count on staying. I drove over (she lived only about a 3 minute drive away), and she came out of the house in her robe. She explained that her friends, a married couple she had known for years, about our ages, had come in after they had brought her home. It was clear that they wanted to have sex with her. She had mentioned me to them, but they didn’t know me at all, and didn’t want to have sex with a stranger. I told her to go ahead, and call me when they were done. I then pulled up her robe, got on my knees, and sucked on her cunt while she leaned against the wall of her house. She didn’t have on any panties, and later I came to learn that they had already been fooling around. She didn’t feel comfortable staying outside long, and left. About 2 hours later she called me. I returned to her house, where she immediately leaned back on a couch and spread her legs and had me begin eating her while she told me what had happened. No, she wasn’t filled with come (shucks, I thought). The guy had come in her mouth though, and she had gone down on the woman. She had me kiss her to see if I could taste anything, but I really couldn’t. We did have incredible sex. Neither she nor the other woman had come, and she definitely wanted to make up for it.
About 2 weeks after that, we were out having some food and a beer, when another couple we knew, and their two k**s stopped at our table. We wound up eating together, and we drove back to their home for drinks. After the k**s finally wound down (they were about 3 and 7 years old), Mary somehow wound up lying face down on the floor while Bob massaged her back. I think she had complained of muscle stiffness or something. Bob went to another room and came back with some huge electric massage device, and used that on Mary for a few minutes. I suggested that she would be more comfortable if she took off her shirt. She did, modestly, and lay back on the carpeted floor. Bob continued massaging her back. I think she suggested that he go a little lower. Ann and I just sat on the floor watching, but obviously we were all thinking the same thoughts. As Bob massaged Mary’s buttocks, I reached over and began pulling her shorts down, and pulled off her panties too. I also began undressing myself. As soon as I did that, Ann stripped. Bob sort of stupidly continued massaging Mary. I started kissing Ann, and quickly was going down on her. Bob did get undressed then. Ann and I got in to a 69 position, with me on the bottom. So, I couldn’t really see what Bob and Mary were doing, but from the sounds it was clear that he was going down on her, since she was saying things like "That’s too hard. Do it softer." Ann and I probably only 69ed for about 5 minutes when she got up, turned around, and sat down on my cock. She fucked me hard and fast, and she leaned forward kind of working her clit against me. She came incredibly fast, which was fun for me since most women I had fucked only came from oral sex, no matter how long we fucked, how well we knew each other, how much I stimulated them before we fucked, or position. Bob was trying to fuck Mary by that point, but he couldn’t get it up. Bob suggested that Ann fuck me in a different position. So she got up and onto her knees. I think it was at that point that the 3 year old wandered into the living room, and Bob quickly whisked him to the kitchen for a drink of water, explaining that we were having massages. The k** went back to bed, and I resumed fucking his mom. Ann had no breasts whatsoever, although her nipples stuck out about one inch and were bright reddish-pink. Mary was blowing Bob, trying to get him hard. I suggested that we all do something together, so we wound up getting into a circle. I ate Mary, she blew Bob, Bob ate Ann, and Ann blew me. Ann really was good at cock- sucking, and I could have come, but I suppressed it wanting to come when Mary did, or when Bob did. We did that quite a while, and Ann finally stopped and announced that she had to go to bed. Of the four of us, only she had an 8-5 job, and it was something like Wednesday night and it was 2 or 3 AM. She left, much to my disappointment. Mary however, kept sucking on Bob, and I kept eating her. Bob was on his side, and Mary started really sucking hard. His breathing increased in speed, and I kept lapping Mary’s cunt, occasionally flicking her clit the way she liked it. But it was pretty obvious that she wasn’t focused on her own orgasm at all, and really wanted to get Bob off. I watched her, from the vantage point of her crotch, as she sucked his cock. His feet were down toward me, so I could see his balls cupped in her hand, and her throat and chin moving back and forth, and I could see her lower lip stretched around the underside of his cock. Bob started moaning, and breathing even faster, and I could see Mary’s throat begin to make swallowing motions. She kept sucking his cock until she had taken all of his cum. She made me stop eating her, saying she was too desensitized from being eaten for so long (altogether about 45 minutes, between Bob and me). We wound up getting dressed and leaving fairly soon, and when we got home we had really great sex, and I think we both came twice we were so horny. We thought that it was funny that neither of us had come during the group sex, but that doing it had made us both really horny.
About 10 days or so after that we wound up spending the night at Bob and Ann’s house after having dinner with them. My k**s were there, as were their k**s. We didn’t do anything that night. Mary wans’t really interested in having sex with Bob again, but confessed that she had deliberately engineered the sex that night. She had thought that Bob and Ann might go along with it, and she wanted me to find out what it was like, since she figured that I probably wouldn’t like it all that much. She was right. It was fun, but not all that amazing. However, that morning, everyone was up except Mary and me. Bob came into our room to tell us that breakfast was nearly ready. I had just slipped my cock into Mary, and we held still. We were on our sides, with me behind her. Bob sensed that something was up, and asked if he was interrupting. Mary said that we were just starting to fuck. Bob asked if he should leave, and Mary said it was okay. I started pumping my cock into her at that point, and Bob came over and knelt down on the bed on her side, and started sucking her tits. He also started feeling her cunt, and was rubbing his fingers against the point where my cock and her cunt were joined. That got me really turned on, and Mary also was breathing fast. I came really quickly. As soon as I did, Bob got between Mary’s legs and started eating her. But, she made him stop. She was worried that one of the k**s was going to come into the room to get him or us. I was disappointed. I was hoping that I might get to see her come on Bob’s face.
Well, fast forward to about 3 years later. Mary and I had lived together for a couple of years, and then she had gone off to another city (a few hours away) to live while pursuing a doctoral degree. I couldn’t afford to leave my job, so we had been having a long-distance relationship for about a year. On one of our get-togethers, which happened about every 2 weeks, Mary revealed that her biggest fantasy was to be blindfolded and fucked by a lot of men while everyone watched. This wasn’t too surprising, since Mary had me put a blindfold on her, and occasionally tie her up, beginning early in our relationship. She had sucked me off in a public library too. And she had once stood, pressing her breasts against the glass, at a 3rd story window in the library while she masturbated herself to orgasm. The idea of watching her get fucked by another man was really exciting to me, and I talked about making it come true. She didn’t really want to do it, though. She didn’t seem to mind the idea of someone watching us fuck though. But, she didn’t want to have anyone in the room with us.
Well, I did something really unusual. I posted an ad in a local bookstore, seeking persons who wanted to watch me fuck my girlfriend. She was scheduled to visit me in about a week. I actually found someone. It was a married guy with a k**, about 26 or so. He had left his number, but when I called him I got his wife, who told me he was at work. I made up some story that I was soliciting donations for some fraternal cause, and she wound up giving me his work number. As it turned out, he hadn’t left his number at the bookstore, but had been in the bookstore with a friend. They had been reading ads and chuckling at them, and his friend had gone back and left the guy’s name and phone as a joke reply to my ad. But, even stranger, the guy was interested when I explained that he wouldn’t be in a room with us, but would just be out in his car looking in through a motel window. I went to the bar where this guy worked part-time (he was a student). We talked some, and when he realized that I wasn’t some wacky pervert (hmmmm) he told me to contact him at the bar again when I had a plan.
I set to work, casing motels where someone could get a good view from outside. I finally hit upon the Motel 8. In my town they are built with 3 floors, but the bottom floor is partly below ground, so that the windows are at ground level. They are perfect for peering in to the room. In fact, when I was driving around one, there was another guy driving through the parking lot just looking in windows to check it out. I wound up typing out a set of instructions for Mary to find when she got to our house. I talked to her on the phone and told her that I had something kinky planned for the next time she came over. She asked if it involved her fantasy, and I told her yes. She asked if it involved having another person in the room with us, and I told her it wouldn’t.
The instructions I typed directed her to bathe, take a quarter of a xanax to relax, and go to the Motel 8 and get the key I had left for her. It also said to follow directions exactly or she would be punished (by the way, Mary also had me slap her butt sometimes when I was fucking her from behind, or eating her from behind while she was in a kneeling position, and sometimes she had me pull her hair really hard — I was kind of freaked out by this at first but she liked it so I did it). I also had her wear a pink garter belt, pink stockings, and a pink g-string under her clothes. I did book a room, pay for it, and explain to the clerk who to give the key to. I took candles to the room, vibrators, anal beads, massage oil, a blindfold, ear plugs, and a bunch of Penthouse Variation magazines. I also packed a camera in my knapsack, and a portable tape recorder. I had typed up another note to leave in the room. It explained that Mary was to turn the heat up to a temperature comfortable for her to be in her g-string and stockings, and that she was to put on the blindfold and practice going to the window and opening the blinds while wearing it. Once she was good at it, then she was to insert the anal beads, get on the bed, and read the nasty stories I had marked in Variations. They were all light bondage and husband-watching-wife-get-fucked stories. She was also to think about different kinky sexual encounters she’d had, and be prepared to describe them to me in detail. The letter also explained that once I got there, I wouldn’t speak, and she was just to start telling stories while I did things to her. The letter added that if I patted her on the head that she was to repeat something she had just described, and add further details, remembering more information about a cock, or what someone had done to her. In the last couple of days before she came over, she tried to get me to tell her what I had planned, but I didn’t, and she was really excited. I did have her go out and buy a really good quality sl**ping mask to use as a blindfold. I also went by the bar to see the guy (I have no idea what his name was anymore) that I had arranged to watch. I told him my plan concerning the Motel 8, and that I would meet him in the parking lot. We exchanged car descriptions.
I had to work the evening she would arrive. So, when she got home she found my note. I had told her to expect to find a note, and to do what it said. Anyway, about 9 that evening when I was finished working I called her to tell her that I would be seeing her soon, in about 45 minutes. She said to hurry, that she had been reading the stories and she was really horny. In fact, she said that she had nearly masturbated on the trip over. I told her that she was going to get to come a lot. I drove to the motel which took about 20 minutes, and found the guy in the parking lot. I went in to a restaurant next door to call Mary again. The only pay phone was busy. I finally asked a waitress if I could use the regular phone, and did. I called Mary and told her that I was calling from a pay phone on the way to the motel, and that I would be there in about 20 more minutes. In the meanwhile, she was to put a pillow on the table next to the window, leave the room lights on, put in the ear plugs, put on the blindfold, and then go to the window blinds and pull them up all the way. She was then to lean over the table with her ass pointing toward the window, and begin to masturbate. I told her to pull out the anal beads one at a time (there were 5), timing things so that she pulled the last one out as she was coming. I told her that after her orgasm she was to stay on the table in front of the window. I also told her to spread her legs good and wide.
I went back out to the guys car, and we drove around to the next to the last window and pulled up right outside it. I think we were both stunned to see my long-legged girl-friend, her gorgeous ass pointed right at us. We could see her back with her long blonde curly hair flowing down it, her narrow waist with the pink garter belt around it, and the g-string over the garter belt, and the pink stockings on her legs. Her legs were spread wide, and you could occasionally see her fingers flick out from under her bush, covered only partly by the g-string. The guy asked me if she had a tampon in, seeing the white string that the beads were attached to. I explained to him that she had beads in her ass, that there were 5 of them, and that she would pull them out as she got closer to coming, and that she would pull out the last one when she came. I got out of the car and went right up to the window and started taking pictures (yes, they turned out, I used fast film, and no, you can’t see them because I don’t have a digitizer — maybe someday). I was really turned on watching Mary play with herself in front of this window. I couldn’t believe that she was doing it! And this guy was watching. She came after about ten minutes, and I told the guy I was going in to fuck her, and he was welcome to stay as long as he wanted. He said he had to go back to work soon.
I went in, took off my clothes, and put the tape recorder on the bed and turned it on quietly. I moved Mary’s ass around since there wasn’t room between her legs and the wall for me to fit in. I removed the g-string, but left the garter belt and stockings on her. I started licking her ass, and she moaned. She also commented on how cold my hands were — I think she figured I had been watching from outside. I licked her asshole. The guy outside pulled up about half a foot, and he scooted over to the passenger side to get a better view. I was nervous, and wasn’t getting hard, so I moved around to the other side of the table (Mary was sideways to the window now, still laying on the pillow on the table). It was one of those small motel tables, so her head was at the other edge, so I just shoved my cock in her mouth. Mary started sucking away. She was great. One of the great things about her cocksucking was that she always swallowed everything. She wouldn’t quit sucking until you made it clear that you were completely through. She also had good technique. Anyway, I fucked her mouth until I was hard. Then I put on a condom and fucked her. I put the condom on to confuse her, since we never used one because I’d had a vasectomy. I also had deliberately worn some strange deodorant with a strong odor. Mary was very sensitive to smell, and I had sprayed it all over my balls and ass and neck. I was hoping to confuse her about who I was. Remember, she knew I wouldn’t be talking. I patted her on the head to remind her of the story- telling I had requested. Well, she started. And guess what. The first story was of the first time she fucked me. And it had details of something I had known about in a vague way only. The first time we ever fucked, we had decided the previous day to have an affair. We probably would have started that very same day, but we were at her house and her boyfriend was due home from work any time, so we only made out. Anyway, the morning that we were going to fuck, she woke up all horny and excited. She hardly ever fucked her regular boyfriend anymore, so she thought that she would take advantage of her arousal and she had him go down on her until she came, and then she fucked him until he came. Then she met me a couple of hours later to begin her affair with me. So, that night I got the details. I also got the details of her threesome with the couple when she and I had first gotten together, and also got the details about her threesome with 2 guys (yes, she did wind up taking it in both her ass and her cunt — she didn’t come though — she got overstimulated again). And some other stories. I turned her over onto her back, and fucked her that way so the guy could see her tits. While I was fucking her, he drove off. I guess he had to get back to his bar job. I was disappointed, but I left the blinds open. It did occur to me that someone might complain to the clerk. So, I stopped fucking Mary’s tight little cunt, with its smell of pencil shavings (anyone else ever fuck a woman whose pubic hair sort of smelled like pencil shavings). I put the blinds down halfway so anyone who happened by could see us fucking, but couldn’t see my head so might think that I was unaware of how they could see in. We just kept doing stuff, me eating Mary a little, her blowing me, then fucking (I left the condom on). I occasionally patted her head so she would elaborate on a story. She eventually came again while I was eating her and she was telling me a story. I fucked her some more, and finally a car pulled up, and I could see the legs of a man get out, and then a woman’s legs came around the back of the car, and then they walked off toward the front entrance. They had been off to the side of my field of view, so I don’t think that they saw us. Only a few minutes later, another car parked, and only a man got out. He walked past our window toward the rear door. I saw his legs stop in mid-stride in the middle of the parking lot. He turned toward the window. I was eating Mary’s cunt at the time, so I could see up to his chest. I’ll be damned if this guy didn’t just walk right up to our window, and stand about 2 feet away so he could see down into the room. I kept eating Mary out as she moaned and told me another story. I stopped and fucked her for a few minutes. Then I pulled off the condom and stuck my dick in her mouth. She turned her head sideways and started sucking me real hard, moving her head really fast. I put a small vibrator into her hand, turned it on, and stuck her hand down near her cunt. For the first time I spoke. I said "There is a guy outside watching us. Put on a show for him." She spread her legs wider, and stuck the dildo into her slit and started rubbing it up and down. She then fucked herself with it, and kept pulling it out and moving it up and down her clit. Meanwhile, she was moaning on my cock and sucking it for all she was worth, while I played with her tits. I could tell when she was really close, and I reached down her stomach and pushed her legs open wider, and held her cunt lips open so the guy could see her clit and into her cunt. She started coming, and I pulled my cock out and started coming on her lips and cheek, and Mary opened her mouth wide so my come would land on her tongue. She kept moaning as I finished, and she sucked my dick back into her mouth as she slowed the movement of the vibrator against her clit. I pulled out of her mouth, and went over to the blinds and closed them.
I then turned her over and started eating her ass. Mary loved to have her ass licked, especially from behind. I worked her like that quite a while, and she continued with the story she had been telling me before we had come. I played with myself a while, and then had her suck my cock again. Actually, since she was on her stomach, I just fucked her mouth for a while, until I was hard again, and then I fucked her from behind and came really quickly. Mary had such a tight cunt, and she loved to squeeze it tight while she was being fucked. I finally took the blindfold off of her, and took the earplugs out. We got on the bed, and she told me how much she had enjoyed everything. I told her that I had too, and asked her if she enjoyed coming while someone watched.
She told me that she thought that I was just fantasizing, that I had put the blinds down when I had come in. I explained to her exactly what had happened. I told her about the guy I had recruited, how he left, and how later the other guy had seen us and had come to the window. She was fine about all of it, and I started touching her and making out with her, and telling her how it turned me on, and she got really turned on and I pushed her back onto the bed and got between her legs and ate her again until she came. I then got on my knees, and straddled her head, and fucked her mouth until I was hard again. I turned her over, and started fucking her from behind. I then told her that I had a confession. I asked her if she had noticed anything different during the sex. She said what did I mean I told her that right at that moment was the first I had actually fucked her that evening, or for that matter, had any sexual contact with her. I told her there had been a guy with us the whole time, and that he had just left before I took off her blindfold. I explained that he was the one who had eaten her, fucked her mouth, everything. She said that the first time she had started sucking cock, she thought that it didn’t taste like me (the deodorant had worked!), and she had thought to herself, if it wasn’t me, who cares I described what it was like to watch her masturbate while she was sucking him off, watching her moan and stretch her lips over his cock. Mary started getting turned on then, and started playing with herself while I continued a slow steady fucking rhythm. I told her that it had turned me on so much watching her suck him off and moan on his cock and obviously get ready to come herself. While I was telling her about it I told her how good it felt to fuck her with his come lubricating her tight cunt, how he had mouthed the words "tight cunt" to me while he was fucking her from behind just before he came. I told her I loved fucking her right after another man had finished with her. Mary was really turned on then, breathing really fast and fingering her clit and her cunt was squeezing my cock — squeezing, squeezing, as I pushed into her and pulled out slowly. I told her that watching her suck him off had turned me on so much that I had stood next to him jacking off and when he started coming in her mouth I started coming onto her face, too. Mary started coming at that moment, and that triggered me to come too, and I told her that I loved her and loved fucking her and I would eat his come and my come out of her. Well, that did it, we both came really hard even though she had already come three times already over the past 2 hours, and I had come twice. After we finished, and rested, we cuddled and I told her that no one else had been in the room, but that the part about being watched by two different guys at different times was true. When I was done, I’m not sure what she finally believed.
P. S. We spent the night. The next morning, there were about 3 guys outside loading some kind of trailer with a race car. They kept looking in our window once we opened it. And they stared at Mary a lot when we were loading our cars. I’m pretty sure that one of them was our voyeur, and he must have told his buddies.