2 comments/ 34747 views/ 4 favorites Divorced in South Florida Ch. 01 By: BoRaFL I understood why my wife left me. Once we retired in our late fifties, we realized that we shared no interests and no longer enjoyed being together. Raising kids and working let you ignore drifting apart, but being together each day in retirement exposes the problem. She liked shopping, TV and exercising. Me, I liked playing golf. She is still a beautiful woman, and she found another guy, a tough thing to do when you live in a golf community in South Florida where the competition for single men is brutal and the competitors are tenacious. That she snagged one proves she was pretty special, but I really didn't care. I was happy that after splitting our assets, I could survive pretty well on half of the pension my generous former firm paid me. Most important, I kept our place on the golf course and could keep doing what I enjoyed. But, I had to move on with my life and that included finding some female companionship interested in a 60 year old who cared about golf and who wanted to explore some new games in the sack. So, I began formulating my plan. Before I could start my pursuit, I had to become more appealing. I'm not bad looking at all, but I am not real tall and I am a little bit chubbier, about 175, than I should be. I started by watching my diet, exercising more, and hiring a trainer. Of course, I played a lot of golf, but that did not count for the type of exercise I needed. Now there were some changes I would not make. I dress mostly in golf clothes, and I had no intention of becoming some stylish guy. Also, I refused to go buy fancy cars or other symbols of prowess even though I could probably afford them. The goal was to be a down to earth, casual, slimmer guy. I realized I had to be really specific about the woman I sought. In a South Florida golf community, the sorriest of single men is highly sought after and I was already attracting attention from five very focused single women. I could not be lazy and simply be caught by the most persistent. I resisted them as I conceived the attributes of my ideal woman, a woman who met my desires, including satisfying the sexual fantasies that occupied my thoughts every night as I was falling asleep. Capturing the fountain of youth through my dream lady was not a goal. I did not want someone much younger than I. My rule of thumb was that she had to be old enough to remember the Sixties, the Beatles and the other events that shaped our generation. I can talk to a woman of that age, but probably not someone much younger. She must love to play golf, such a nice way to spend a day with someone you care about. She did not have to be that good, just love to play. I am not that good even though I play a lot, but I knew that I was nice to play with, kept my temper and my sense of humor, and supported my playing companion. Golf and romance mix. She had to be smart, up on current affairs and intellectually curious. I pictured us reading on the couch, she would be naked and I would be caressing her. She might put my cock in her mouth occasionally but more about that later. She would carry no baggage. I was not interested in a woman warring with her ex, dealing with a kid who is a constant pain in the ass, or having any of the other myriad of problems that can drain those of us around our age. I was happy, but a little lonely, and I wanted someone who felt the same way. She should be just attractive enough, because a beauty queen would intimidate me. I would not insist on any particular look, because I find all types of women attractive and I mean women of all ages. Shorter is definitely better, because I am on the short side and I just don't mean my height. Let's face it, everyone else on the internet has a nine inch dong, so I am not going to compete with that. If forced to choose, I am partial to women with short hair and small tits. I just like how they look; I have always liked the looks of figure skaters who often have short hair and small boobs, but also come with outstanding firm tushes. I don't like the skating at all. I also have this impression that women with short hair or small tits have greater sexual energy, although I have no basis for this opinion other than a few silly observations. Every time I see genuine amateur porn on the Internet with a woman giving a great blow job, it seems like she has short blond hair. Then, the other day I was sitting in a restaurant and I noticed a cute college aged girl who had no tits whatsoever. She was sitting with her legs crossed and her hand between her legs. She was swinging her leg quickly and I thought she was kind of getting herself off. I can't recall a busty woman doing that. Lastly, well before I was married, my first girlfriend, Carole, supplied further evidence of the short hair/small tits libido theory. Carole was thin with short dark brown hair and really no boobs at all. She was very self-conscious about them or lack thereof, and I could tell that she really did not enjoy my feeling them. Her pussy was another matter. She loved to let me play with her moderately hairy pussy whenever there was a chance to do it, at the movies, in the car, anywhere.I really did not have too much skill or experience making it with women, but when I rubbed her pussy, she went nuts, breathing, gasping and bucking her hips and legs. We totally lost touch, but I bet Carole made lots of guys happy. Actually, the guys, I think, made her happier. Yet more evidence that a sexual correlation with small tits and short hair exists, and I was hoping to continue my study of this hypothesis. My new love must a pleasant voice. I was sitting near a mid 30's guy and gal in Starbuck's who obviously were on a first meeting after a Match.com type of connection. She was fairly attractive with long black hair and wonderful breasts. Just by looking at her, she seemed really nice, but her voice was grating with an awful Midwest accent. I realized then that my ideal woman's voice must make me all ears. Finally, she must fulfill my developing sexual fantasies. I am not experienced. I was married young and always resisted my few chances to stray. But, my married sex life was blah. We did not talk about it, did not challenge each other to do what we liked, and never became skilled enough. My ex did not like to give head and I never really got decent blow jobs. I liked to lick her, but never did it enough because she barely reciprocated. Our sex became less frequent and more mechanical. Here's the odd thing. My ex liked anal. She would never admit it, but there was many a time when she would say nothing but start grinding her ass into me. I would use some lube and go to it while rubbing her clit. She never failed to come, but once that happened, she kicked me out and I was left wanting. After the divorce, I started thinking about all the things I wanted to do, and for the first time in my life, I was excited to experiment. Watching porn on the internet presented to me a menu of wonderful choices, and I wanted a lady who want help me cook the meal. I wanted a woman who loved to suck cock since I spent so many years missing this joy. I longed for spontaneous blow jobs and having my balls licked. And, I loved shaved pussy although a Brazilian with just a small patch would also be great. Even better, she should not shave herself, because I would happily be her between the thighs stylist. Once I finished shaving, my tongue would be all over her. I thought finding these two sexual attributes would be pretty easy, they were the appetizers. The next part of our sexual meal would focus on the ass and finding an enthusiastic mature partner might be a challenge. Thinking of three specific things really got my juices flowing. The first was that I wanted her to massage my prostate while sucking my cock. There are a few films on the web that show a man coming like crazy when his lady sticks a finger up his ass while polishing his knob. I'm not gay and am not curious, but this attention looks great to me, and I read that it is good for your health. Made sense to me. Next, when I said my tongue would be all over her, I was not limiting that to her pussy. I have never done it, but I crave licking ass. My ex would never let me do it. I could not be certain I would like it, but I really wanted to try. Whenever I saw a flick with a guy licking his lady's ass, I thought I sure wish that were me, but I would do it longer, better and in every position possible. My tongue would cover her rosebud while my fingers rubbed her clit. Now as much as I would like her to reciprocate, I don't expect it. I know that my lady's ass would be a much more beautiful place for a tongue than mine. This was the most important fantasy at all, because I thought I had a mild submissive streak that I wanted to explore. Now I do insist on is being clean and smelling good before jumping into bed. I feel more comfortable about myself and I am only interested in tonguing a squeaky clean butt. Showering together before bed would be the norm for us. It's fun and sexy. Finally, my lady must be anally inclined. I have experience in doing this, and it is special fun. One time in a book or on radio, I heard a lady asked, "If you were an electric socket, would you be a two-hole or three-hole." She replied three-hole, exactly the type of lady I was looking for. Now I think it's my job to get her anal engine running, and I would be excited to do it with fingers, mouth or whatever she wanted, but if she were a golf course, I want to play all three holes. My biggest worry was how to identify a lady that shared these desires since I was not experienced in the ways of seduction or talking about my wishes. But, at my age, I was too old for coaxing, the "three date" rule, or other dallying. These things had to be accelerated. I needed a woman who was experienced or as interested in experimenting as I was, and who was just as worried about running out of time as I was. No faux innocence, no being offended or horrified, but simply a woman who said, "Baby, my ass needs attention." But, I needed advice soon on how to find someone, because if I couldn't get it done, I might resort to hookers who probably don't have much of a golf game. Divorced in South Florida Ch. 02 After two months, I was eight pounds lighter, all fantasied up and ready to begin. My friends' wives knew that I was searching for a lady golfer, but they were unaware that I was more interested in the woman's ass than her handicap. They served up a number of names, many that I recognized. My first date was Jill, a stylish attractive redhead with a lean, fit body. Jill had money and you easily saw that she invested a lot of it in her appearance. She was articulate, bright, beautifully dressed and had clubs that were much nicer than mine. Since we had met several times before, there was no need for a get to know you coffee or other icebreaker. We met at the course and played. After four hours on the course, we had a nice time talking. She had been divorced for more than ten years; her husband, a tycoon type, had left her. I thought I knew why; she was distant and conceited, and I thought that she kind of looked down her nose at me. But, we both played well and were compatible on the course, so despite my doubts, I was surprised at the invitation to her house for a drink that evening. She said she had a really nice time and looked forward to seeing me. As I drove to her beautiful four bedroom home, which I thought was ostentatiously big, I said to myself, this might be it. I had learned tongue exercises on the internet that I tried every day, and I was hoping that my newly fit tongue might be ready for its first action. As I entered the house, Jill was dressed in a sexy, soft white shirt that was buttoned between her neck and cleavage. She had long, loose black pants. She looked sophisticated, successful, but signaled the same aloofness. After a hug and a chaste kiss, she offered a nice goblet of Malbec, a wine that I mentioned on the course. I'll skip the next 30 minutes and get to our first real kiss on the sofa. She smelled like coconut and I liked it. One or two kisses later, I reached out and touched her breast. It wasn't planned; I had been kissing the same woman for 35 years and reaching for a breast was a natural reaction. Jill stiffened, sat straight up and said, "I like you but I would like to go slow." This from a woman divorced for ten years speaking to a man whose schedule contemplated anal sex on a first date. Now, I knew I might be stretching it, but this pace would not cut it. After 15 minutes, I excused myself. When Jill called the next day to suggest another round of golf, I found an excuse and she got the hint. When the woman that fixed us up asked, "What the hell is a matter with you?", I replied that I got more action in junior high, when my erection wasn't up against such a tight deadline. That ended her matchmaking for me, but I figured she must be piece of marble in bed, too. I had never met my next date, Nancy. Another wife of a friend set it up. We met at Starbucks and I spent a great hour talking with her. She was cute with short dark hair, a little tousled and casual and she had a smile that matched her active sense of humor. She was curvy with outstanding big boobs. She said she loved playing golf and we set up a date for two days later. I couldn't wait especially after our departing hug and peck; she made sure she pushed those delightful boobs right into my arm and chest. Nancy was a sensational lady, but I was shallow, I was wrong, and I admit it. But, when it took her eleven shots to get to the front of the first green, I knew this relationship could not continue. I loved seeing those tits swaying, but only when she was taking practice swings. The beauty of those tits did not outweigh the ugliness of her golf game. We quit after nine because she was embarrassed, rightfully so, and she sensed my frustration. But, I was honest. I told her that she was lovely and fun, but I really wanted a golf companion and she was not yet a golfer. "Maybe you could get some lessons", I suggested. She got a little pissed and said that if golf was all I cared about, I should date a South Korean. I told you she had a sense of humor. Two up, two down, not laid and no outlet for a tongue that I feared might get muscle bound. So, after learning about golf dating sites in a magazine, I registered for one and quickly found an attractive candidate who lived nearby. Lynn seemed to be a cute blonde, 56 years old, and allegedly a decent golfer. I reached out to her and we made a date at, where else, Starbucks. I immediately recognized her and said she looked just like her picture. She replied that I looked better than my picture and I immediately conceded that it was easy to tell who had more courtesy and charm. She had a winning laugh and a winning smile, and things were starting out well. I liked her short blond hair, blue eyes and wholesome, pleasing look. She was petite and flat chested, but when she got up to put milk in her coffee, I checked out a shapely butt that was wonderfully large as compared to the rest of her. Immediately, it hit me; I was going to ignore tits entirely because ass was the key to my fantasies. This was getting better and better. We talked about our lives. She divorced 15 months ago after her shit of her husband left her for a younger woman. The upside of the divorce was that it brought her very close to her daughter; they had been estranged for about two years. My sense was that she was completely over her husband, and I was surprised when she said, "I gave that bastard everything I had, and he ditched me." Maybe it was wishful thinking, but I interpreted everything to include what she did in bed, and I was hoping she was going to give some of that everything to me. She had a melancholy, worldly smile and a way of carrying herself that really appealed to me. After an hour, I proposed that we meet for golf, and that she bring a change of clothes. "If our day is a bust, I know we'll be honest with each other and go our own way. I don't think that will happen, so then we can go to dinner. You can shower and change in the ladies' locker room, or if you feel comfortable, change at my place. There's plenty of room and you will have privacy." She readily accepted and I made a 1:30 tee time two days later. I was hopeful that my golfing sexual escapade was about to begin. Lynn arrived in a sleeveless golf top and one of those short golf skirts that kind of had shorts underneath. Stylish and showing about as much as you can while being properly dressed. She played quickly and pretty well, keeping the ball in play and clearing almost all of the water holes that are so prevalent in Florida. We played little games of who would get it closer and she liked to high five the good shots. When I sunk a long birdie putt, I got both a high five and a hug. The tits were small, but I managed the tiniest of ass grabs, and it felt nice and firm. She was all smiles. On the sixteenth tee, it started to rain and we stayed in the cart to wait it out. She asked me what I was looking for in a woman. I told her that I had thought very carefully about that question for weeks, and that she had the qualities I was looking for, golf, the right age, right look and I felt very comfortable and at ease with her. Since I was so at ease, I decided to swing for the fences. "Look," I said, "After 35 years of being with one woman, experimenting and expanding my sexual horizons are important. I won't deny it and I hope you are not offended but I feel comfortable explaining this to you." "Well, what type of horizons are you talking about?" "Have you ever seen the movie Bridget Jones' Diary?" She nodded yes. "If you remember, Bridget and that jerk of a guy are in bed and she said, 'What you just did is illegal in some countries.' I guess I want to break that same law and a few others related to it. Was that too subtle?" She pursed her lips and said softly, "No. I understood exactly what they did. What you're looking for is the ass of a porn star." "But, a golfing porn star." I quipped. She did not laugh, and since it had stopped raining, she jumped out of the cart to hit a shot. We only had three holes left, and there wasn't much conversation. When we putted out on eighteen, I asked if she wanted to leave and go home, but she shook her head no. I showed her the door to the ladies' locker room, so she could shower and change, but she said that she would rather change at my place. We jumped into each of our cars and she followed me home. As she walked to the door, I noticed she was empty handed, and I reminded her about her change of clothes. With a little smile, she answered, "I don't think I will be needing any clothes." She paused, "You probably have something I can wear." "How about socks?" I suggested. "Too much", she smiled, "How about a tie?" "I'll have to add that to my fantasies, but I have so many I don't know when I can fit that one in. My first one is in the shower, and I want you to pretend that I only have one place to take one in my house. Don't forget, there's a water shortage." We undressed together, looking at each other the entire time. I thought it was cool that for our first real kiss, we were stark naked. I did not turn the water on full blast because I didn't want the hot water to run out too soon. I soaped Lynn's pussy, cleaning the hair and into her slit. With her ear in my mouth, I used my other soapy hand to play with her rosebud and then gently inserted my finger up her ass. She rose up a little on her toes and then settled back down with a big sigh. When we started swapping tongues at that moment, I knew my girl's ass liked attention. "I want to shave you. Your pussy would be even more beautiful shaved, and I want my tongue as close as possible to your skin." She worried when I admitted that I had never shaved a pussy, but she agreed after I pointed to my tough beard implying my experience with a razor. We sat in the tub, and she brought herself closer by draping her thighs over mine. I took my time, so much so that she complained, "Between showers and shaves, do we ever get to have sex?" "Hey. You never complain to a man holding a razor to your pubes. Besides at my age, you'll find that I make only one 'appearance' a day, at best, so we're going to need lots of other games to stay busy." "I like those games." she laughed When I finished her front, I said, "Figure out some way to turn over in this tub so I can do the back." "Why are you shaving back there?" "I told you I want my tongue to be as close to your skin as possible. I mean everywhere. Remember on the golf cart I told you I was looking for new adventures. This is one of them." "No one has ever licked me there. I may not like it." "I've never done it before. I'm not sure I will like it, but I am guessing I will like it a lot." She rolled over in record time. While I was shaving the few light hairs around her rim she asked if there were any other games we were going to play. "One more, I'll tell you in a few minutes." "I'm not licking you there, if that's the game you mean." "I don't blame you. That's not it." We proceeded to bed, and she immediately started with my best all time blow job, her mouth sucking and tongue swirling. When I caught my breath, I said "OK here's the other game. Do you know about massaging the prostate while doing what you're doing?" "You mean from the inside?" "Yup, from the inside." "I've never done it, but I'll try it. Tell you what. I should cut my fingernails and look on the Internet to learn what to do. I promise to do it the next time. There will be a next time, won't there?" "Yes, unless I die and go to heaven with a smile on my face." That comment must have been an energy booster, just like she drank five Red Bulls. She sucked and licked and licked and sucked without coming up for air. She inhaled each ball into her mouth and gave it the full treatment. Finally I pushed her head away. I couldn't take any more. The moment to fulfill my fantasies was at hand. Did I do it? Did I eat her ass just like I fantasized? You bet I did. Did I love it? You bet I did. I started all around that freshly shaved pussy tonguing her outer lips, inside her thighs and her pubis. Finally I focused on her inner lips and clit with my mouth, lightly with my teeth and my tongue. Her taste drove me on and I loved sucking her clit into my mouth. Then I jumped up. I had forgotten something: the lube I bought the day before. She giggled, "I have some great lube at home, but I really didn't plan on needing it this soon." I put some lube on my thumb and as my tongue worked her clit, my thumb went into her ass with a kind of gentle screwing motion in and out. After a few minutes that we both enjoyed, it was time for my special treat. My tongue drifted down her slit to the tiny space between her holes. Then I licked the inside of her ass crack. I had to push up one of her thighs towards her chest to give me access, and I used a thumb to press and rub her clit, making sure that I did not use the thumb that had been in her ass. Finally, I could wait no more. I placed the tip of my tongue on her anus and probed, and then I satisfied my ultimate desire by opening my mouth and rubbing the whole flat of my tongue on her rosebud going back and forth and round and round. First she stiffened. This was a new experience and I think she had doubts. However, once she sensed how much I was into it, she quickly relaxed. Pretty soon thereafter, her legs started to stiffen, but in a different way. I was ecstatic. I knew what that meant. My neck was getting tired in this kind of odd position so I asked her to roll over. She did it in a flash. As I bent to her ass and I put a hand under her to rub her pussy. She said, "Let me do it." I felt her hips rise up as she placed her hand under her to her glistening cunt. This was a woman now focused on her orgasm. Both my hands were free and I was going to go to town. Using both hands to spread her cheeks, my wide open mouth dove in to cover her asshole and my tongue went round and round and round again. She gasped and moaned as her ass lifted further up against my mouth and after a few minutes more, I felt her whole body shudder. I was a very happy pervert. After resting a few minutes her mouth again found my cock and my fingers found her clit. I coaxed her to her knees and my cock entered a soaked pussy doggy style. I made sure the lube was handy because after a minute my thumb was in her ass working in unison with my cock. She was breathing heavily, and I was feeling great. Then, we rolled to our sides. I suppose I should have asked to assfuck her, but after what we had been doing, I kind of assumed it was OK. When I started to position up to the backdoor, it was clear we both wanted it there. Her asshole had been thoroughly lubed, licked and penetrated, and it welcomed my cock warmly with a small pop through her anal ring. She snuggled up closer as she groaned on my entry. I backed and forthed as my finger massaged her clit. The leg stiffening started again, and my girl was building to number two. After it happened, I stopped. "You don't have to stop. Enjoy yourself." I pushed her to her stomach, added some lube to the end of my dick and reentered her. She made it clear that this time was for me and I picked up the tempo. She was a little less comfortable but she had completely surrendered her asshole. After a few minutes I came in her ass. "Do you feel good now?", she asked. "Yes, but it wasn't just the coming. That was a small part of it. I will replay this day in my head over and over." "I can't believe what a slut I am. Anal on the first date." When she said it, she was smiling. "I can't believe what a submissive pervert I am." I was grinning from ear to ear. "Today's Tuesday. Do you want to play golf on Thursday? I need a day to recover and to stop grinning." When Thursday arrived, we met at the course around 2. She gave me a hug. "I've got some things to show you." She pointed her left index finger to the sky. The fingernail was short, totally unlike the rest of her manicured nails. Then she slightly opened her purse and I saw a squeeze bottle that I guessed was lube. "I'm sleepy. I was on the Internet late last night" and she gave me a little hip bump. The Florida weather was unusually beautiful. High of 80, low humidity and not a single cloud in the sky. "Looks like rain. We better go back to my place." We jumped in our cars and only exceeded the speed limit by 20 mph. Right into the house, undressed and into the shower. We did not need showers, but it was too much fun. I noticed that Lynn had taken care of the shaving, and when I protested, she told me I take too long. Once we were dry, we tumbled into bed and immediately gravitated to doing 69, a pleasure that we neglected the last time. Having my face enveloped in her pussy was wonderful and I made a mental note to spend a large part of my future in this position. "I made you a promise." she said while grabbing the bottle of lube she had previously tossed on the bed. She pushed on the bottom of my left thigh up with her shoulder while on her knees at the end of the bed. After squirting lube on the finger with the shortened nail, she bent over to take me in her mouth. I felt a finger circling my butthole and she entered. Her finger pushed in and she then bent it upwards toward my front and started rubbing. It took my breath away; I couldn't speak because this was ecstasy. "How am I doing?", she asked. I gasped, "Oooh. Oh God. You need lots of practice." She laughed and then for the next five or ten minutes, there was no talking at all. Finally, I begged to her stop and she said fine, but there would be no anal today. She said I was coming in her mouth. I kind of yanked her shoulders to slide up her body towards my face. After long kiss, I continued her push upward to suck on her nipples which I had given little attention; they were small but protruded nicely as hard as they were. Next, I licked her belly button and finally her thighs straddled my face and my mouth and tongue had access to her pussy. She had not yet sat on my face and it is a position I love. Inserting a finger deep into her wet slit, I took it out to stick in her ass while my tongue replaced the finger and I stuck it as deep into her pussy as I could. I then licked her clit while fingering her ass. After about ten minutes, the reaction that I was getting used to started and finally she came with a shudder. Rather than rest, she wasted no time. She immediately returned the favor by jamming her finger up my ass and massaging. After a minute or two of this, she started sucking my cock and licking my balls in earnest. "No warning", she said, "Surprise me." There wasn't much surprise when in five minutes I started moaning and shot my load into her mouth. She did not swallow, but ran to the bathroom sink to spit it out. We snuggled in bed for a few minutes when I said, "I want you to come again. I'll show you what I want you to do." I pushed her to her side and went down to trace my tongue from clit to asshole, twirling it all the way. My fingers played where my tongue wasn't. After a few minutes, I went on my back to invite her to sit on my face again, but this time facing towards my cock. I licked her pussy as her ass was spread on my face. I knew what I wanted to do, and once I gave her ass cheeks a little push, she knew what I wanted to do. With her ass cheeks spread, her butthole positioned over my mouth and I started licking. I tried to reach her clit but it was hard so I pushed her hand so she could do it herself. As she breathed more heavily and got closer, her legs spread wider and her asshole pressed more tightly against my wide open mouth. Feeling the shudder of her orgasm through her ass and onto by tongue was unbelievable. "It feels great, but you don't have to do that, you know." Divorced in South Florida Ch. 02 "I want to do it all the time. I want to lick and fuck your beautiful ass all the time just like we've been doing. My biggest regret is that I can't come four times a night and have stamina because I would eat you for hours." Our sex life continued these pleasures for several more weeks like this, and there was no sign that our relationship, sexual, golf and otherwise was diminishing. We were not exclusive and I did meet a few other women, but none of them interested me and my sex life exclusively was with Lynn. A little episode proved how intimate we were. One afternoon, an hour or so after sex when I had come in her ass, Lynn and I were lying on the sofa reading. She was nude. I encouraged her to remain nude whenever she was at my place, and she usually complied. I wore boxers only because although she was beautiful nude, I was not. I had my hand on her hip, and totally unconsciously I reached down and started fingering her ass. I never thought about it, it just seemed natural. She cozied up to me hand under my hip and somehow managed to start doing the same to me. We looked at each, started to laugh, and when we were done laughing; we just kept on reading and fingering. Through Lynn, I felt I was learning the lesson of a good sex life. You have to be very selfish and very demanding of your partner and at the same time, you have to be very generous and very submissive for your partner. Take what you want and surrender to what she wants. You should always respect the word "no," but neither partner should say it very often. Divorced in South Florida Ch. 03 Lynn and I squabbled over only one thing, exclusivity. She wanted to be my only lady. Now I cared for her in and out of bed, and I told her that she had all the things I wanted in an ideal woman. I wanted to be with her, but I needed to experiment with more sex partners. As a very sexual, open woman, she understood that, but I guess she had this fear that I would find someone with better looks, more money, or a better blow job that would replace her. I told her I did not want to replace her blow jobs, only supplement them. That crack pissed her off. I told her that she should go with any guy she wanted and she should fuck his brains out if she wished. There were, however, many more women, carnivorous women. The funny thing is that I only had sex with one other woman, and Lynn had to know that this was an unusual situation that clearly presented no threat to her. Her name was May. Around the time I had met Lynn, more of my married lady friends kept serving up the names of single women. The first two fix ups discouraged me, and I knew that I must be candid with my desires if these meetings had any chance. Two married lady friends were in fix me up mode, and I leveled with them. The first, Wendy, was married to one of my regular golfing buddies. She was a quiet, unassertive woman and I was surprised how diligently she pursued matchmaking. She looked kind of nerdy, but cute, rail thin with no tits and no ass. I had no interest in her or any other married woman. "Wendy, you have to know that I am interested in women that are sexually adventurous." I was shocked when she wanted to know exactly what I meant. "Wendy, I am interested in assplay. Anal sex and analingus." I was getting turned on telling her this. She kind of turned away with this faraway look in her eye. She murmured, "Wow. I don't think I know anyone who would be interested." The odd thing is that I was convinced that if I had grabbed her pants, pulled them down and started licking her ass, she would have done anything. In fact, every time she saw me, she always found a way to reach out and touch me, something she had never done before. I had the same conversation with Bonnie, another married friend. She, on the other hand, was a hot ticket. She was the second wife of a friend and younger than most of our crowd. "What's the big deal. You should easily be able to find a woman that does anal. I have an idea that might interest you. Let me think about it and call you." The next day Bonnie called. She had a friend named May. She was older, about 67. May lost her husband about eight months ago, but while he was alive, Bonnie said they had an active sex life, a very active sex life. "How do you know this?", I asked. "May and I compare notes." I was dying to pursue that comment, but I let Bonnie continue. "May has no desire to pursue a relationship, but I think she is lonely for affection. I bet with your charms, she may satisfy your kinky desires. Frankly, if she is as horny as I think she is, she'll jump in with both feet." This sounded appealing. Bonnie was meeting May for coffee at the club the next morning, and she suggested I stop by to introduce myself. Now I was a little hesitant about a woman in her late 60's, but at this time I was very involved with Lynn and realized that I was enjoying things that were a little offbeat. What really piqued my curiosity would be Bonnie's explanation to May about the reason for our meeting. I worried I may be really embarrassed. We met the next day and I was introduced to a woman that was clearly a few years older than me. May had short gray hair that was kind of spiky. She had a big smile and big tits, and I could not help but worry that they would sit pretty low when she was undressed. She was dressed casually and a little funky. May, clearly, was her own person. "Now, May, as I was telling you, our friend here has some unusual appetites, and I thought you may like him. Isn't that right?", Bonnie asked me. "I don't know, Bonnie," I replied, "You told me that they were not unusual." "Well, maybe you're right, but asking woman to recruit their friends for assplay. That sounds a little unusual, don't you think?" May and Bonnie howled at that comment and they laughed even harder when I said, "You know, Bonnie. I would never chase after a married woman, particularly one married to a friend. But, I sure would like if you called me late one night and told me a bedtime story." Notwithstanding my quick comeback, I was confused talking to these women who seemed much more comfortable talking about sex without shame and with a sense of humor. Still, May told me I was cute and asked that I call her. I called and May agreed to dinner. She said she was a vegetarian, and in the evening, she did not like to eat very much. That surprised me because she was reasonably full figured and seemed too lusty to meet my perception of a vegetarian. When I arrived at her house, I learned it did not matter. May had turned her ankle and was limping. She preferred to stay at home and invited me in. She was wearing a black silk outfit that looked like pajamas. I could tell she was braless by the bouncing, low set of her breasts. As she walked about to open a bottle of wine and cut up vegetables, I saw a full bodied sexy woman. I reminded myself of my most steadfast belief about women. The older I got, the more attractive women became, and the percentage of women I found attractive greatly increased. Twenty years ago, I would have run from the thought of sleeping with May. Today, I was getting turned on by this lovely woman. When I was working, I used to play a game while walking on the street. I would pretend I was walking to a meeting. As a woman walked by, I would judge her looks based on whether I would blow off the meeting to fuck her. I classified women based on the importance of this fictional meeting. I never saw a woman that would win over the career essential type of meeting, but hundreds of women would trump most of the bullshit meetings I attended. I suspected most men played these idiotic types of games. She told me that she and her late husband moved to Florida when they were in there late fifties. At that time, they agreed to start over with their sex life. They each wanted to become completely open and adventurous so that each was free to pursue their own interests in what was otherwise a very happy marriage. In fact, she said, they rarely strayed, but they found a group of similarly situated friends and together they explored all facets of sex. She missed her husband, and she missed her sex life. At that point, we had finished off most of a bottle when I went over, held and kissed May. She was a warm and lovely person. She told me that she very much wanted to have sex with me, but said that she wasn't feeling 100% so could we keep it a little more conventional. I said I would do whatever I could to please her. She unbuttoned and slipped off her top and I saw large tits with enormous aureaolas that hung pretty far down. But, what I saw were the tits of a real woman, feminine and welcoming. Her skin was a little wrinkled but soft. I kneeled down to pull down her pants and immediately started to kiss a gray haired but nicely trimmed pussy. I took off my pants and when May grabbed and started stroking my cock, it was like YoYo Ma holding a cello. There was experience and skill. Her mouth on my cock was wet and warm and her tongue rolled around skillfully. The only hitch is that when we were doing 69, I instinctively reached for her ass crack. She startled and reminded me not tonight. In all my fantasies, I never dreamed about simply having missionary sex, but that's all we did and it was nice to go back to simple pleasures. As I left, May said that when she was feeling better, perhaps we could do more to extend the boundaries if I were interested. I said please call me when you are ready. Five days later, May called and said she was feeling fine and that our night had made her ready for adventure. When I said that I was happy to extend those boundaries, she told me that she was in the mood for no boundaries at all. She would be all I could handle. When I asked when I should come over, she said in about an hour. "Gee", I laughed, "Why so long?" but she said she had to get ready. A completely nude May answered the door I grabbed her hand and lead her to bed. I took off my shirt as she unbuttoned my pants and pulled down my briefs. Her mouth dove for my cock and her hand was rubbing my ass crack while I was still standing. As I moved to the bed and got on my side, May's mouth went to my balls and approached my ass crack. She was moving the boundaries quickly. I turned to lick her pussy while she tongued from the tip of my cock to my ass crack while I lay on my side. I pushed my face forward to her ass when she said, "I don't really like that." At that point I figured that maybe May likes to give more than receive. I decided then I was going to use her for my pleasure. "Is there lube?", I asked. She immediately got some from a night table drawer. I placed her on her back and my knees straddled the sides of her face. I then put my cock into her mouth as my balls kind of rested on her eyes. I had seen this blow job position in porno films but had never done it. It was a great way to get your cock deep in her mouth. May was taking my whole dick deep into her mouth with no problem. I then reached down and squeezed lube over her slit and anus. My thumb slid into her pussy and my middle finger went into her ass. The index finger on the other hand massaged her clit. Her response was to lift her and twirl her tongue faster to give me even better head. It was time to test her further. I slid forward so that my balls rested on her mouth. She craned her head upward to suck them. As good as this felt, I was impatient. I slid forward so that my asshole was above her face, and I positioned my hands on my ass cheeks. As I lowered myself, I heard her say "Yes". May licked and slurped my rectum with no let up while I continued to finger her pussy and lube her ass. After a few minutes I got up and whispered I'm fucking your ass. Her silence was assent. She was on her back. I pulled her closer to the edge of the bed and lifted her ankles high to expose her holes. I was standing when my cock slipped into her ass with one smooth motion as she gasped slightly. May was smiling through tight lips as I pumped back and forth while fingering her pussy with my thumb. Let's try it another way I said. My sense was that May had experienced anal in positions that I didn't even know . I got on my back and got her on top facing away from me, reverse cowgirl. She grabbed my cock and jammed it into her ass and then she went up and down with more speed. When I tapped her and grabbed her shoulder she did something that startled me. I was only trying to move her to her side, but I think she thought I was directing her head towards me. She lowered her face to my cock and started sucking with gusto. I never expected and would never even ask for it. I thought she maybe got confused about what we were doing and did it by mistake. I was so startled I never had a chance to enjoy it. In my confusion, I simply moved her to her knees mounted her and fucked her ass hard. Her moan reminded how I much love the noises a woman makes when taking it the ass. After a few minutes, I pulled out and came on her back. We snuggled afterward, and I told her she made me feel wonderful and that she was a very generous lover. She said it reminded her of sex with her husband. One of the games they played was to watch porno films and reenact them. I got the feeling that nothing May had done was an accident, and I told her I would very much like to see her again. When I suggested dinner, she said that she sensed that I felt guilty about what I had done and I should forget it. She said she would call soon. In a few days, May called. Her son in Pennsylvania would be traveling on an extended business trip so she decided to go north to stay with her daughter and help with her children. She also mentioned that she might look up a high school sweetheart. But, she said, "I would like to see you before you go. How about now?" Now was fine. When I arrived, May was dressed in a robe and she smelled like baby powder. It was so nice. Her slightly drooping body and hanging tits had really grown on me, so when I lead her to the bed, I gently placed her on my stomach. My tongue went right for her asshole, no preliminaries. "May, I really want to do this." After ten seconds, she said, " I really don't like it that much so don't feel you have to. Oh, would you get the lube in the bathroom." On the bathroom vanity, I spotted an empty enema bottle. I knew now that May had prepared and nothing she had done was an accident. I decided to take advantage of it. I went to the bed and got on my stomach. "Ok, now it's your turn." May laughed hardily and started eating my ass in earnest. It was clear that giving pleasure of all types is what pleased her. Her tongue, mouth and fingers really never left my cock or my ass for twenty minutes. I ate her pussy every chance I could and fingered her ass as well, but she was giving out most of the pleasure. Finally, I inserted my cock in her ass and pounded away, but every few minutes I would take it out and push her mouth to my cock. Each time she sucked my cock deeper and faster. I went as slow as I could because May was leaving town and this opportunity might never come again; it was a treat I would never ask for. Finally, while on her back, I fucked her ass really hard. She grunted, grimaced and smiled at the same time. I then climbed up and came on her face. She licked whatever come she could reach into her mouth and gave my cock more mouth love until I was soft. She promised to call when she returned, and I was hoping she would. I was frustrated because I never could give to May what she gave to me. In the battle of the ass licking submissives, if that is what I am, Lynn actually was the winner. The love I could not give to May, I gave to Lynn and I did everything I could to please her. Internet porn has opened the imagination of millions of people. Many men and, I bet, most women find much of the porn, especially the proliferation of anal sex, disgusting. For May and me, it opened up a world of sexual proclivities that we never knew existed. May and Lynn were rare finds, but I was still looking for ways to find more. Divorced in South Florida Ch. 04 Although May had been my only sexual adventure, Lynn was still threatened by the fact that I was interested in other women. I told her I was trying to find other women to fuck and eat, but that I really enjoyed being with her. Nonetheless, she seemed to worry. So, I told her of my idea of how she and other women could fix the problem of men with sexual wanderlust. It seemed so easy and obvious that I never understood why it never happened. Married or attached woman should create a group that I will call The Guild. Start with the assumption that men like to fuck, and they are happy to do it without emotional attachment. The fact that prostitution is the oldest profession proves this, but many men are intimidated by this outlet. So, in order to get laid, they feel compelled to woo and begin relationships with a woman. It could be any woman because when it comes to pussy, men are not that particular. Sometimes they realize that this new relationship, with all its facets, is better than their existing one. That creates an unfortunate situation that no one intended to happen. A group of female friends should simply create a group whose motto is "You fuck my guy and I'll fuck yours." If they were really devious, they would tell each other what their husbands really liked and the substitute fuckee would not do those things. This makes the wife seem more compelling. The Guild could schedule the liaisons, share the information and recruit new members. If there were enough members, you could limit the contact to one fuck per couple thereby shortcircuiting any chance of getting to know and liking each other. There would be no strings, no wooing, just fucking. The man is happy and the woman is secure. Now, I'm sure that every woman reading this is completely pissed off. It's not meant to belittle or insult a woman, but only to protect her relationship with the man she loves. Her man will be happy and her membership in The Guild will only make him more loyal. I described The Guild to Lynn. Was she upset? No, she was incensed, outraged and completely bullshit. She said that it was bad enough that I was trying to get the wives of married friends to pimp for me, now I was asking her to pimp for me, as well. I thought hers was an intelligent perspective. At the beginning of this story, I said I wanted a smart woman and her analysis proved she was. Nonetheless, I still believed this could be her way to support my efforts to find more bedmates in a nonthreatening manner and she totally rejected it. We did not speak for a few days after that hubbub, but she called to say that she had calmed down and asked that I go to her place at 1 p.m. the next day. When I arrived, she was dressed in sexy negligee and smelled great. I was thinking makeup sex. Then, she told me to strip, and I was thinking she is ready to make up for rejecting a brilliant innovative concept. Then she handed me a gift wrapped box and when I opened it, she told me to put on the contents. It was a blindfold. Not a fantasy of mine, but I was as happy to fulfill her fantasies as she had mine. I sat on the bed and Lynn hugged me and murmured nothings in my ear as she pulled on the inside of my knee to spread my legs. Then, as she was kissing my ear, I felt someone grab my cock and start to suck it. I didn't leap. I didn't yell. I was cool. Lynn pushed me back on the bed and said here are the rules: "Before you start with the rules," I interrupted, "Is it a woman?" Lynn said, "Shut up and listen to the rules" "One, you can't remove the blindfold until I return. Two, this beautiful woman will not talk so don't try to engage her. She is a mystery woman. Three, she doesn't do anal. Four, try to pull out before you come. Five, have fun" With that, I thought I heard Lynn leave. Mystery lady came up off the bed and promptly put blindfolded me into position 69. I could feel big tits and meaty thighs which pressed on my ears. She was soft and full figured and smelled like she had put baby oil all over her. She was also still wearing a thong so I had to push it to the side. Her pussy was hairy, which was a pleasant change. The 69 continued and I started playing with her ass crack with my finger despite the no anal admonition. I thought the reaction was encouraging. Once we broke the 69, I placed my cuddly partner on her side and said since I can't see you, I'm going to get to know you with my mouth. I felt her start to take the thong off and I said I would try to use my tongue to do it. I kissed her neck and ears, went down to suck on big tits although her nipples weren't that protruding. I licked down to her naval. I hardly used my hands at all. I was so happy that this was happening. Since Lynn was supporting my needs, I wanted this woman to have a really good time. I started to use my mouth and tongue to remove her thong. I positioned my tongue underneath the strip along the back, but it was too hard to do. I finally gave up and just took it off. I was perpendicular to her with my face at her pussy and started eating in earnest. She had a stronger smell but with the kinkiness of the blindfold, I was really into it. I licked her clit and inserted my tongue into her slit. After a few minutes, I had to test whether she at least liked the attention that my tongue would give her asshole. I moved forward and spread one cheek upward and started licking the insides of her cheek. There was no resistance. I took it further. My pointed tongue when right to her rosebud and I used my finger to rub her clit. She started to breath heavily. I opened my mouth wide and rubbed my whole tongue tight to her anus. This, of course, was my favorite. After a minute, I heard a moan and then "Oh my God, that's nice." Upon hearing her voice, which broke one of Lynn's rules, I stepped up my licking and in a few minutes she came. She started sucking my cock hard and I rolled on her back and started fucking her missionary. I decided I needed to break another of the rules, so I came in her pussy. I figured she wouldn't talk to complain. That was another small victory against the dictates of Empress Lynn. When we were finished, she gave me a huge open mouth kiss and I felt her leave the bed. In a few minutes, Lynn came back and as she took off my blindfold, she said "I heard it went great." Lynn was stark naked. She said, "Now you owe me and I am going to collect." She pushed me on my back and sat her asshole right on my mouth. I ate her with force and passion. I gave her round the world, which she loves, for probably twenty minutes until she came. I couldn't figure out the blindfold because I assumed that Lynn had committed to fucking mystery lady's man. Of course, I was highly enthused about the prospect of Lynn getting laid by someone else because it gave me license to explore other women's assets. I was proud at how devious I was becoming in my search for pussy. Divorced in South Florida Ch. 05 When I began my quest for new sexual adventures, I swore off pursuing married women. Remember that I had been looking for a companion that wanted to share 18 holes with me as well as her three. But, since I was golfing with Lynn, the illicitness of screwing a married woman rattled around in my mind and testicles. I had a chance or two during my marriage that went unfulfilled, so I considered filling this gap in my sexual resume. I was wrestling with this decision when a lucky episode on the golf course provided me the direction I needed. I was playing in a foursome that included a friend named Ivan, whose nickname naturally was Ivan the Terrible. Most people assumed, for good reason, that this name described his golf game, and on this day it certainly did. Ivan was butchering the round even more than usual. But, when he duck hooked his drive on the 11th into a small pond thirty yards in front and to the left of the tee, the true source of his nickname became apparent. Ivan blew his stack once again. An Ivan-like eruption had been building throughout the round, and after this drive, he flipped his driver into the air yelling "Fuuuuuuuck." He had thrown clubs before, but this flip was an Ivan classic, because it started bouncing oddly all over the tee, and finally hit me on the thigh. I hadn't been looking, and only saw the bouncing club when it was on top of me. It barely hit me and did not hurt, but if you are a golfer, you immediately understand that this was a faux pas of epic proportions. Throwing clubs is bad, but hitting a player with one is outrageous. I smiled and picked up the club, but clearly his actions troubled all the members of our group. Ivan's good friend Billy broke the tension, "Jesus, Terrible, you can't even throw the fuckin' club straight." Ivan said, "I hate that name", but the fourth member of the group retorted, "Well, that's too damn bad, because what you just did was terrible." I told Ivan to forget it and try to enjoy his round, but in my head, I made two promises to myself. The first was that I promised to stop playing with Ivan. This outburst was no joke; that club could have bounced into my face, or even worse, my nuts. I would not miss playing with Ivan, but I enjoyed playing with Wendy, his nerdy looking but cute wife. She had tried to fix me up, but stopped when I told her that I was only interested in a date that liked anal sex and analingus. I still laugh at the expression on Wendy's face. My second promise was that I would be sticking my cock up Ivan's wife's ass. Most men, including me, think that geeky girls are better fucks. Maybe it's because they don't go out so much that and they have more time to think about sex. Or, maybe it's because they are smarter and have more vivid imaginations. My roommate at the college frat house during sophomore year asked out this girl who I knew was really a nerd. I knew this because she and I went to high school together and coincidentally ended up at the same university. We were all about nineteen, and I told him that she had never been out on a date, not even the senior prom. He said he had to take her out, because she sat next to him in chemistry, and there was no way he was passing without her help. The truth is he liked her. I guess he did because they have been married for 39 years and he is the happiest guy I know. Anyway, she went to her first frat party and was plowed within thirty minutes and on him like paint. I couldn't find him, but when I tried to get into the room that we shared, the door was locked and I could hear her moaning. I did not mind, because this had happened to all of us. But, I couldn't get into my room the whole damn weekend. Every time I approached the door, I heard her moaning. They live up north and about five years ago, I visited them during a business trip. Their kids were all out of the house and I was invited to stay with them. "Thanks, but no thanks", I said, "I need to get some sleep." When she said she did not understand, I reminded her that I spent the entire weekend of her first date sleeping on a couch in the basement. She laughed so hard because it was the first time that I teased about her moaning even though we have known each other for almost fifty years. It occurred to me that she might have some nerdy friends that liked assplay; maybe she could fix me up. It also occurred to me that I should ask if she had taken it up the ass that weekend because I could think of no other explanation for all that moaning. One day, I was going to get really drunk and ask her. Anyhow, as I mapped out my pursuit of Wendy, I was hoping she was cut from the same sexual cloth as my college roommate's wife. Wendy liked golf and frequently practiced by hitting balls on the range. The next day, I showed up there and Wendy raced over to me immediately. At the time Terrible tossed his driver, there was a group of women putting out near the eleventh tee. They saw what happened and heard the ensuing ruckus. I didn't know if Ivan told Wendy what he had done, but each of these ladies was a friend of hers, and I bet every one of them called to tell her what an asshole she had for a husband. Wendy used that exact description of Ivan as she apologized for what he did. I sensed that Wendy was not living in a state of marital bliss, not a surprise when you are married to an ogre. I had not spent much time with Wendy when Terrible was not present. She was not the reticent nerd that I expected. We hit some balls and she readily accepted my invitation to go out as a twosome and play a few holes. While sitting in the cart, I asked if she had conjured up a few women for me to date. She obviously remembered our last conversation, because she laughed and said that she did not know her single friends' intimate habits that well. "Well, you better get your ass moving and find out. I need to get laid soon because I may get castrated the next time your idiot husband heaves his driver. I thought women talk about everything. Think about all the fun you're missing and the vicarious thrills of exploring your friends' sex lives. "Please, don't remind me about my husband. How are your intimate quests going, anyway?" I told her that I was having a great deal of success but that there were still a few gaps in my knowledge that I was trying to fill. I corrected myself, "Actually, I am trying to fill more gaps, rather than fewer." It was a dumb joke but we both laughed. "Did you really find women to do the things you mentioned?" She was remembering that I explicitly told her that I was looking for women that enjoy anal sex and analingus. "Is that why you are dating the woman with the short blond hair? I think her name is Lynn." "Wendy," I replied in mock horror, "Don't you know I would never lick a woman's ass and tell." When she smiled, I continued, "You're still thinking about what I asked you that day, aren't you?" "I think about it a lot", she admitted. "Do you lick really your partners' asses?" "Yep. And, I lick their assholes a lot more than I lick their asses." "Do they do it to you?" "All the time" That response was, of course, a half truth. But I was planning a tryst with Wendy that culminated with her total surrender to my wishes, and my primary wish was that she lick my ass. I liked Wendy and she was cute. But, she had a broomstick for a body so my fun would be to use her in all the ways I could imagine. The idea of using her to avenge Terrible's nitwit behavior was dissipating, because she apparently thought her husband was a bigger douche bag than I thought he was. "Look, Wendy," I continued. "We have fun. This was all new to me. I had never done anything like this, but for years I had fantasies about doing 69 with our mouths in each other's asses and all kinds of other things. Since my divorce, I vowed to act out these fantasies and I will do anything to a woman if it pleases her. I hope she does the same for me." Wendy's eyes and her silence told me she was spellbound by my words so I continued. "My visions were my own. But, lo and behold, along comes the Internet and I see men and women actually doing the things I craved. I was not alone in my perversions. The first time I saw a picture of a guy's cock and his tongue in a lady's ass, I was mesmerized. I want to do the same things with all of the women I can. I am not being unfair to Lynn or anyone else because I am very open about my wishes." Wendy remained speechless "Do you do anything kinky?", I asked. She shook her head no. "But I keep thinking about it," she answered. "Do you want me to send you an email of some of the things that turn me on. Would that be a problem? "Not a problem. Ivan won't know and I really don't care." When we finished playing, I gave her skinny body a hug and told her to watch her email. That night, I sent Wendy three of my favorite porn scenes. They were all free on the net and readily accessible. The first was one of my favorites. It's a scene with two rail thin, heavily tattooed lovers. He begins on his hands and knees and she spends time licking his ass followed by her fingering his ass while stroking a cock that is pointing to the floor. Sensational. He then gives her bony ass a good licking. Outstanding. Then, somehow his wrists are shackled to the wall above his head and he is lying down. She fingers his ass and deepthroats his cock. Double outstanding. They ruined the rest because he fucks her only in the pussy. No assfucking? What were they thinking? The next film was only anal sex in a number of positions. Nothing unique about it, but I was concerned that the first film would mislead Wendy as to what type of fucking she should expect. The final film, surprisingly, was with two women, not a genre that I like but would not focus on. However, one woman in the scene deserves the Nobel Prize for asslicking, because world class rimming is all she does for the entire 13 minutes of the film. Her slowly moving tongue nurtured her partner's asshole, lovingly licking and probing. This was my instructional video and I would have loved to have a live lesson from this lady. I wrote Wendy that she could use these films to spice up her love life. Ninety minutes later, she wrote back, "Ivan is going out of town in two days. Could we get together?" "I would love to entertain you. Perhaps we could reenact these scenes", I replied. "Not sure if I am ready. We'll see." "I understand," I wrote. "I promise to do my part." Wendy came to my place two days later. Actually, I picked her up at a mall and she left her car there. As we approached my house, she slumped down below the car window until I made it into the garage. We both agreed this was prudent. I expected a remorseful, doubting woman once we went inside. Instead, she pounced on me like a leopard tackling an impala. We undressed as her mouth found my tongue, neck, ears and nipples. "Wendy, you've been watching more movies than the ones I sent." "Damn right," she said breathlessly. "But, I watched the ones you sent me five or six times." "You smell great, but let's take a shower. I find it makes both of us more comfortable about doing the things we will be doing." That's called setting the table for some heavy duty assplay. We headed right for the shower and I was soon cleaning her pussy and sticking my soapy finger in and out of her ass. When she started doing the same for me, I said, "Oooh, I should have told you about trimming your nails." "Oh, sorry", she whispered. "I guess I'll have to figure another way to do you down there." And, with that, she squatted and I felt her tongue probing my asshole. She was humming and I could tell this was one happy and enthusiastic lady. She got up and looked me right in the eye. She was telling me it was my turn. "Has anyone ever done this to you before?", and when she shook her head no, I went on, "Well, we have a lot of catching up to do." I learned one advantage of asslicking a bony woman. Wendy's asshole was very prominent. I pushed the length of her body against the wall of the shower and started licking and probing. At my age, I can only stoop for so long, so I got up, turned off the water and we started some open mouth kissing as we dried each other. I put her on her hands and knees on the bed and she sighed. She knew what was coming because this is the preferred position used by the Nobel Prize asslicker in the film. I am not sure if I earned the Nobel, but I deserve some award for the asslicking I gave Wendy while fingering her clit. After she came, I knew it was my turn for some pleasure. Clearly, Wendy had studied the first film and I got the full licking treatment. When she took out a nail file, there was a slight break in the action, but I knew that she was not leaving out anything. She was fantastic and my asshole was tingling from the in and out strokes of her finger while she sucked my cock. I stopped her because I knew we would not complete the circuit if she kept it up. I placed Wendy on her side and from behind stuck my cock in a very wet pussy. I played with the nipple on top as I pumped her pussy. Truthfully this was indifferent fucking. She was not there to get her pussy plowed and I soon pulled out. Knowing what was next, Wendy said, "I've only tried this once and it didn't work out so well" As I copiously applied lube, I comforted her, "We'll go slow. You need to guide me. I'll stop. Just say so" It took awhile, but Wendy was a determined lady. Finally I penetrated her ring and got mostly into her ass. After all, I'm not that big. I played with her clit as I applied strokes that were too short for my liking. "Just relax, Wendy" I advised. "Let everything go loose." That helped and I was surprised because shortly thereafter Wendy rewarded both of us with a big "O" I stopped and told her we should rest. She had done plenty. When she protested that I did not get off, I said this was great. It was and I think she believed me. We snuck out through the garage as we had arrived. As she got out of my car, we agreed to do again real soon. Real soon meant the next morning. This time we snuck into her house. We started off the same way with lots of wonderful mutual asslicking and round the world. I mumbled that I would love to shave her but I am not sure she understood. It's hard to talk with your mouth full of pussy. The big difference was that this day Wendy was thoroughly and completely assfucked. After one day as an amateur, she became a pro. I don't know if it was being in her own bed or simply learning to relax and enjoy the feeling, but she was sensational. She didn't just lay still; her ass pumped back into me hard. I pulled out to stop several times because I wanted this joy to last. Each time, we changed position, but when my cock returned to her gaping hole it slipped in like a tight fitting glove. At first and for quite awhile, I did not distract her or me by playing with her pussy. She was simply taking it in the ass with gusto. We even did the piledriver where her shoulders and head were on the floor, ass in the air and back leaning against the side of the bed. I had always thought this hurt, but she kept it up. I had to quit as my legs tired, but I liked this new position. Wendy was bony, but flexible, and she was one great assfuck. Finally I put her on her back, lifted her ankles and thumbed her clit as I pounded her. She came hard. I kept on going, pumping her now completely surrendered asshole and soon after filled her ass with come. We snuggled and smooched in bed together for awhile, totally happy, and then I snuck out and walked home. I saw Wendy the next day at the club. As she stood up to greet me, I laughed as I asked a question to which I already knew the answer, "Are you playing golf today?" "You bastard. You know I can hardly walk" she smiled and whispered, "I feel wonderful." "Please," I said, "We have to do that again. It was too great." "We better", she replied. "Wendy, now that you are a new woman, are you going to do other guys?" "Maybe. Would you fix me up? But, remember I am only interested in guys that do assplay. They have to lick my ass and do anal." She winked, gave me a big hug, and whispered in my ear, "Thank you." I was very proud of the progress she made. Divorced in South Florida Ch. 06 I had discovered three wonderful women who showed their affection by sharing their asses with me, but I was having difficulty finding other new bedmates on my own. I was discounting the blindfolded lady because Lynn found her, and I did not know who she was. My failure to find bedmates was not caused by being overly selective or insisting on assplay games. Nor did I care if a new woman played golf since I had found Lynn such an enjoyable companion. I simply could not find a woman that appealed to me, or when I did, my pursuit was rebuffed. I always sucked at picking up women and rarely scored when I did. I needed to think creatively about other places to meet them. I had smiled at a few appealing ladies in Publix, the major local supermarket chain, but I came in second to groceries. I spotted a few eligible women at Starbuck's, but I had always heard that Starbuck's was a no hitting on zone. I did not know if that was a rumor, but I had never noticed anyone trying to score at Starbuck's. Couples used it all the time as a safe place for a first encounter, but I never saw anybody start chatting up a lady. I thought there may be some truth to this rumor, and I did not want to violate the Starbuck's ethics code. As I became desperate, I contemplated acting on one of my long held stereotypes, and one that I believe many men accept. You can always pick up a fat woman, so I should frequent places where they hang out. Now some men really like heavy women, and I am frequently turned on by a woman with some nice round curves, wide thighs and meat on her bones. Some people refer to these women as zaftig. But, most of the time, heavy women don't appeal to me. But, a refinement of this stereotype is that women who had just lost weight are best of all. They now look good, but still have the inferiority complexes and lack of confidence of a fat woman because they still perceive themselves as heavy. Therefore, they'll pretty much do whatever you want. I have my own credentials on this topic. I spent most of my life heavy; I am not really thin now, but at thirty pounds lighter, I'm ok. Yet, I still think of myself as fat, and I think my willingness to put my tongue anywhere may stem from the desire to please that heavier people have to make up for their shortcomings. Also, I assumed that women who lost weight want to take their nice new bodies for a test drive. Years ago, I read a question in a column called the Playboy Advisor which was included in each issue of that magazine. Typically, the Advisor had about eight questions, four on sex alternating with a question about fine wine, sports cars, cigars, stereos or some other bogus masculine topic. Now, I am sure that only the sex questions were read. I never bought Playboy, but I read it in the downtrodden barber shop where they cut my hair for years. Do you think guys who are getting their haircut in a place that charges $15 know anything about fine wines and Italian sportscars? The fancy places that charge $75 for a haircut throw Playboy in the garbage. Anyhow, one month, a reader wrote in (I assumed the sex questions were legit, but I was convinced the others were bogus.) to ask for help about a problem with his wife who had just lost a lot of weight. He wrote she was acting like a tramp. For example, a longstanding out of town friend visited and stayed overnight. His wife started the evening by donning her new string bikini and inviting them all to the hot tub. In a short time, all were naked and she was taking turns sucking them off. There was a normal progression of sexual activities, but her husband was really fried when his wife insisted that she get her husband's cock in her pussy and her friend's cock in her ass. More about my views on double penetration in a moment. The next day, they were to drive the friend to the airport, but the wife insisted that only she go. When she returned, she said that she had given the guy the best blow job of his life, and there was still cum at the corner of her mouth. What should he do, he asked? The response said you're toast. Your wife has a new toy, and she is going to play with it. Either join her with the fun or get lost. That woman fit my stereotype. I think I am a little afraid of double penetration. I would love to try it, but I have concerns. I am not sure I am athletic enough. I worry I would lose my balance and fall over. Plus, I think you need a really long cock to get both of them in there. I am sure that my cock would never make to the cup (a golf expression) and if it did, I think it would fall out. That leaves me with two other concerns. If my cock falls out, who's putting it back? I'm not letting the other guy do it and I really don't want my now loose cock flapping around on his balls and thighs. Finally, I am not anxious to have his cum all over me. I checked on Craigslist and unlike say golf lessons, I don't think you can get DP lessons, so I may have to pass on this one. Going back to my idea of harvesting formerly fat women for really kinky sex, I thought that I should go to Weight Watchers. I'm sure I would be the only man there, and I would have my pick of horny newly thin women. I am worried that WW may smoke me out as someone who just wants anal sex because even though I am not that skinny, no man of my stature would endure the humiliation of WW unless he had an ulterior motive. I am thinking about forming an organization called FOP. One benefit is that some people will think it's the Fraternal Order of Police and send me contributions, when it really stands for Formerly Overweight Perverts. This group would have no false pretenses; it lets former fatties play out all the fantasies they had before they lost weight. Trust me, we have some wild ones, I know. The public would definitely approve of my organization because everyone likes kinky sex over cops. I apologize to anyone reading this looking to get aroused because there is no juicy sex at all. Now you have the same problem that I am having, but when you can't get laid my advice is to keep your sense of humor.