0 comments/ 16809 views/ 0 favorites This Old Cock Ch. 00 By: GentleGeorge I started on my journey to happiness about nine years ago when I turned 46 and realized that my life was probably more than half over. My situation at home changed, as my wife had become, over 25 years of marriage, my best friend, with our only love making occurring each Friday evening, from the missionary position, with no variation as much as I attempted or suggested toys, oral sex or role playing. For my wife, sex was not that important to her. It was to me. I began my journey by joining the chat site at Literotica under my Gentle George name. Because I was not very demanding or crude in my profile and comments generally wrote my messages in plain English and had respect for women, I found I was communicating with a number of friends each evening to discuss many subjects, including sexual ones. I also was traveling on business quite often at the time, being on the road at least three to four times a month, which gave me much time to chat on Literotica during the evenings in my hotel room. I also started a log in order to keep track of my friends --since I usually only knew them by their chat names. The log is just a simple word document listing the user, and information that she has told me about herself. I would sometimes add specific comments or subjects that we chatted about. I quickly found out, while I enjoyed chatting with younger folks, the age difference between them and me was way too great -- almost a gap in context and language. For example, I would spell out most of my words, writing almost exclusively in complete sentences. The return chat messages were usually quite brief, filled with abbreviations, and sometimes almost incoherent. There was definitely a cultural gap between my generation and the younger generation. For the most part, computers were always a part of their lives. They also thought differently about sex than my generation. So I made a decision to put in my profile that I was looking for mature ladies 35 years old and up. Even so, because either the woman did not read the profile or did not care, I would be contacted by a younger lady, and I would usually accept to start a conversation. But if the conversation was not being productive, then I would end it, either softly or not. I would try to get to know the woman in my chat, rather than jumping in to specific sexual activities. I found that this was quite unusual for most Literotica chats. I think it enabled me to have much more fun and productive conversations, and led to those sexual activities in future chats. I was not looking for any particular body type or situation -- besides on Literotica it would be easy to conceal anything and present a profile or picture of any personality or type. I would believe the person for what they would say or reveal, though there were a few types of individuals I would flag because they would act abnormally. I actually developed a routine to out these individuals. If a woman approached me in the chat room for the first time, and wanted to immediately jump into sexual activities, it would draw my suspicion that the person was an 18-year-old boy playing a woman. Sometimes it was the language that was too childish for a 45 year-old woman. Or the person was unfamiliar with a major historical event that they should have lived through (Kennedy assassination, moon walks, birth of MTV, etc.). Anyway, if I thought I was chatting with a 18-year-old or a guy playing a woman, I would ask them if they would answer one very personal question. Sometimes they would not, and I would then end the conversation. But if they agreed to answer my question, I would then say to them, "how do they masturbate?" Just asking this question would sometimes trigger a rather violent response, which just confirmed my suspicion. Sometimes they would question me on what I was really asking, so I would get very specific, asking them how they actually masturbated, the techniques that they used (one hand with other hand pinching their nipples, two hands on their clit, etc.). Of course, most women use both hands on their bodies, and most men use only one (so that they can hold the magazine) -- and the suspected 18-year-old boy usually gave themselves away, and I was able to glean whether or not I was chatting to a male or female. Oh well. Anyway, I would specify in my profile that I was looking for a mature woman to chat with. Again, I would not say no to a younger woman wanting to chat, and I did get to meet a number of nice younger women over the years. From the many chats, I became familiar with a number of women, and we would move to having more conversations over the telephone. Not necessary phone sex calls, but just talking to each other, especially from folks who did not grow up with computers. I did mention that I traveled a lot in the earlier years, and luck would have it, I would sometimes find myself near the location of one of my new online friends. I would suggest meeting at some public place, perhaps meeting for dinner. Sometimes we would work out having a meeting, sometimes not. I was never pushy, if the stars aligned, then we would have a good dinner and see how much we really got along, or not. And it often led to other fun activities. I did find that I gravitated to two primary types of women. One was a married woman who had a similar background as I (husband was not interested in sex for various reasons). The other type were women who were single, sometimes divorced, who were confident in their life and looked to spice things up -- and were non-judgmental. For the divorced crowd who were judgmental about me cheating, I would usually not become chat buddies with. So my intent is to share several of my adventures over several stories with you. I do plan to make them spicy and interesting, unlike this brief introduction. This Old Cock Ch. 01 Episode 01: The Pilot I will start my journey by discussing my long-term friend Carol, who is a pilot for a major airline. Carol and I first met when we both were cadets in college. Carol was in her second year at the Air Force Academy while I was in my senior year at West Point. Our group traveled by military aircraft to Colorado Springs to play the Falcons in football that fall. We arrived on campus about 5 pm, and they quickly assigned us to rooms and took us to their mess hall for dinner. Unlike our place, where we would be stuck in the barracks studying on a Friday night for Saturday classes, the Air Force cadets were free to go to town -- and this being the time when 18 year olds could legally drink, have a good time. So four of us West Pointers got into the car of our tour guide, a senior Air Force cadet, and we headed to one of the bars that doubled as a disco. We had a great time, drinking and then letting off steam by dancing with the many women that populated the place. About an hour in, I met Carol, and we instantly hit it off. I bought her a drink, and we were constantly dancing and drinking for the next several hours. I was watching the clock a bit, as our guide had told us we needed to leave before 11:30 in order to beat curfew. Just before 11 pm, Carol and I stepped outside the bar for some little fresh air and a lot of French kissing. Like our dancing, we hit it off just fine. I had explained to Carol that we were just in town for the football game, and was wondering if she was free Saturday evening for maybe dinner and dancing. She indicated that she would really love to go out, but would have to rearrange a commitment she had with her roommate and we would need to find someone with a car. I told her that another West Point graduate stationed in the area was planning on picking a bunch of us up in his van after the football game, and that I could arrange to pick her up, probably around 5 pm. That's when Carol surprised me by explaining that she was an Air Force cadet. We laughed a bit, and I explained that it did not bother me at all. She explained that for the last year and a half, being in the first class of women at the Air Force Academy was quite a strain, either the guys all wanted to get into her panties or shunned her considering her a butch lesbian or worse. Meanwhile, my buddies came out and told us that we needed to head back to the base. The car that Carol was riding in had an empty spot, so I rode back with Carol and me in the backseat, getting to know each other a bit better. Nothing beside some hot necking and touching each other occurred, and we arranged to meet after the football game. My buddy Bob showed up before the game, with beer and brats on a small propane stove, and we had a good time talking about his adventures since graduating. He had brought his girlfriend, and she looked forward to having a decent meal after the game. We won the game, an upset of sorts, and came out of the stadium and I went to our designated meeting place to find Carol. About fifty yards away, I spotted Carol, standing there in uniform with a little bag containing her civilian clothes. Carol stands about 5-2, weighed about 120, with 34D breasts and a relatively small butt (unlike most female cadets). She had dark brown hair, cut short to neck length per military regulations, and she was cute as a button. I was still in my dress gray uniform, but my civilian clothes were in the back of Bob's van. We hurried over to the parking lot and met Bob and Cindy, as well as four other cadets from my company. They gave me a bunch of lip about bringing a female Air Force cadet with us, but I just mentioned that she lost the bet on who would win the football game. We headed for town, and Cindy decided we would go to a Red Lobster restaurant for dinner. When we got there, all the West Pointers changed into civilian clothes in the van, while Carol went inside and changed in the restroom. She came back to van and we put her bag with her uniform inside it, and joined the group at the restaurant. We all had a good time at dinner, with most of my buddies talking about the exploits of trying to get into female West Point cadets panties (one had definitely succeeded, and I suspected another had, besides myself, but that's another story). Carol held her own in the conversations, and told us about a few Air Force adventures too. Cindy had lived in the town all her life, so she knew a great bar with dancing and relatively cheap drinks and lots of local coeds for our four single buds. When we got there, Carol whispered in my ear that she wanted a little alone time before going in, so Bob agreed to let us sit in the van. The alone time was another make out session, and with a van and tinted windows, we did not fear anyone would be watching us. We got into the back, and started kissing and then Carol started to unzip me. I stopped her, saying it would be more appropriate if I served her first. She pulled down her pants and panties, and I dove in. After about ten minutes of my tongue work, she squealed to an orgasm, and I did not stop until she had another one. She then proceeded to return the favor by giving me a fantastic blow job, and swallowing when I came into her mouth. After that, we kissed again until we both were thirsty, so we went into the bar. We found our group sitting at a couple of tables, two of my buddies had already hooked up with two blondes and the other two were working the room. Cindy surprised me by giving me a quick friendly peck on the cheek, and then realized what I had been doing to Carol. I was a bit embarrassed, but Cindy just said something like "way to go" and left it at that. After we had ordered our beers, Carol and I excused ourselves to go to the restroom to freshen up, something I guess we should have done before. By the look on Bob's and my buddies faces when I returned, I could figure out that Cindy had spilled the beans about Carol's and my little alone time. Carol and I spent the rest of the evening dancing and barely drinking. And we got to talk during the slow dances, and we both really wanted to get horizontal, but both agreed that the van was out for reasons of comfort plus my buddies. When the slow dance ended, we headed back to the table. Carol then grabbed Cindy and off they went to the little girl's room, though I picked up a wicked smile on Carol's face. I found out later that Carol suggested to Cindy that the four of us leave the bar once we assured that my four buddies had a way to get back to base. One of the blondes agreed that she could haul them back, and off we left. We got into the van, and Cindy barked directions to Bob. I thought we might be heading for a motel, and wondering if I had enough cash to cover a room. But we pulled into the driveway of a small house, and Cindy announced that she rented it. We went inside, and Cindy got beer from the fridge and then turned on the stereo. Cindy sat on Bob's lap while Carol and I sat on the sofa. Bob started to make out, and we did too. Cindy then whispered something to Carol, and they left the living room. Carol told me that they were heading to the bedroom and would give us some privacy. Unfortunately, the small house only had one bedroom, so Carol and I began to make out in the living room on the sofa. Carol told me that Cindy said that was OK. Well we were making out, slowly taking off pieces of clothing, when we heard a serious of shouts that Cindy was coming from the bedroom, even though the door was closed. I decided to move between Carol's legs, and began to suck on her clit while going up and down on her pussy, slowly inserting my tongue inside. I listened intently to Carol's moans and breathing, and figured out where she liked to be touched, nibbled and sucked on. She really liked me taking her clit into my mouth, rolling my lips around it and sucking on it. This drove her to several orgasms. She started to move to give me another blow job, when I asked if she wanted to get on top. I lay back in the sofa, and Carol hopped right on my cock, inserting it to the hilt into her pussy. She enjoyed the penetration, sitting on top of me for about thirty seconds before beginning to rock back and forth, and my cock enjoyed touching each of her walls and rubbing against her clit. After about twenty minutes of this assault, she began a series of climaxes, what I like to call rolling, and pretty soon I told her I was about to cum. She told me to fill her cunt up. We relaxed for several minutes, enjoying the sensations as my dick began to go soft. I then rolled her on to the sofa, and dove between her legs, sucking on her clit and pussy, and tonguing her cute rosebud. We probably would have proceeded to fucking her ass, but about midnight, Bob hollered into the living room that we needed to get dressed so that he could haul us back to base. Cindy joined us on the ride back, though I suspected that she did not have anything on under her coat and boots. We arrived about ten minutes before curfew, and I walked Carol back to her room in the barracks. I stepped into her room, and she started to turn the lights on when she realized her roommate was in the other bed sleeping. She closed the door, and we made arrangements to meet for breakfast in the morning. Carol and I did meet for breakfast and exchanged contact information. The West Point cadets then had a formation to head to the air field, and I told her goodbye. We then flew back to West Point from Colorado. Carol and I wrote to each other several times over the next couple of months. Her parents lived in Illinois while mine lived in South Carolina, so it did look like we might not see each other until either spring break or the summer. Our academy's spring breaks were on different weeks, so that was out. Then, Carol surprised me one night by calling me, and told me that her dad bought her an airline ticket to Chicago with a stop in New York City during her Christmas leave so that she could see some Broadway shows. So I would come down to the city and pick her up at the airport, drive into Manhattan, and we would three nights and two days together. For her parents' sake, I arranged a cover story that she was staying with a female cadet who lived in New Jersey. I arrived at the airport, and found Carol's flight was going to be delayed due to bad weather in the Midwest. After four hours waiting, they announced that her flight to New York was going to be cancelled. This was the days before cell phones, so I had no real way to contact her, except to call her folks. Of course, her mom and dad thought that she would be staying with Debbie, a female West Point cadet whose family lived in New Jersey. So I called Debbie's house, but they had not heard from Carol. So I called Carol's parents, pretending to be Debbie's dad. After I explained who I was, her dad put Carol on the phone, and I found that after the flight was cancelled, she could not catch another flight for three days. We agreed that this would put a damper on our little vacation, so I decided to catch a flight home earlier. Carol and I talked a number of times during Christmas vacation. And we exchanged a few letters during the next semester. I was off to active duty after graduation and she was going to have summer training in a different part of the country. My mom forwarded a letter from Carol during the summer, and I wrote her in Colorado, getting a letter that fall. Then I was off for Germany, and 14 hour days. We drifted apart. I met a woman who was teaching at the base schools, and we eventually got married. I sent Carol a letter and a small gift just before her graduation, and a few months later got a five page letter telling me that she was going to flight school and was dating another guy and they might get married. We then would send each other Christmas cards with a long note over the next few years, keeping each other up to date. In a late October evening in 1983, my unit was alerted to prepare to deploy to someplace in the Caribbean I had never heard of -- Grenada. We were loading in the back of a C-141 jet when someone hollered my name. It was Carol, and she was our co-pilot. We had about 15 minutes to catch up, she and I were both married, me with three kids and she without any. After several hours flying, the doors opened and we jumped out of a perfectly good airplane. Afterward, I wrote Carol a long letter and got one in return. My next job was at Army headquarters in Washington, and it meant a lot of traveling to posts in the United States and overseas. I was probably traveling about two to three weeks each month. After spending four days at a post in central Texas, I was at Dallas-Fort Worth airport waiting to catch a plane back to DC. I noticed two pilots, a male and a female, walk past and head to one of the snack bars nearby. I looked again and realized it was Carol. I walked up and said "it's a really small world to keep running into a Zoomie who thinks she is a pilot." "Hey, Woopster, how's it hanging?" was her reply. She then introduced me to the pilot, a guy named Steve. Carol explained that Steve and her had just flown in, and were "on-call" to see if they needed to substitute for another crew that might be delayed into DFW. I had about two hours before my flight, so Carol and I waited there and caught up on our lives. She had gotten tired of being a "trash hauler" flying cargo planes for the Air Force, and decided to get out early this year and started flying for an airline. Meanwhile, Steve came back and told us that they were no longer needed, and he was going to head over to their hotel. Carol explained that she would catch the shuttle later and see him tomorrow morning. Then I had a wicked thought that I told Carol, who said she was game for. I excused myself, and went over to the desk and changed my flight to tomorrow morning. It did not cost anything, and then Carol and I caught a cab to her hotel. I went over to the bar while she checked in, then she came by and told me her room number, and suggested that I give her a half hour to get freshened up before I came to her room. I waited 27 minutes and then headed for the elevator. After getting off on the seventh floor, I found her room and knocked. The door opened. Carol was wearing her airline uniform blouse which came down to her hips, and nothing else. I hugged her and began to kiss her, closing the door behind me. She quickly got my uniform off, and we fucked for three straight hours before taking a break. We took a cat nap, and then I woke with Carol sucking on my cock. I then discovered that my fingering her that night in her arse at Cindy's house had led her to experiment, and she quickly became an anal babe. Her husband was so lucky. Well I got about two hours sleep that night. I left her room for the airport, with information on how to check on Carol's flight schedule. For the next couple of years, we were able to meet four more times as our travel schedules coincided. Then I was reassigned to another combat unit. After spending a few months in Panama we moved back to North Carolina, but then in August 1990 we got alerted to move to Saudi Arabia as Saddam had invaded Kuwait. I was at base operations reviewing our flight plans when I ran into a cute Air Force Major. It was Carol, who had been called up in the Reserves to fly our unit overseas. We did not fool around that time, but I did see her once while we sat in Saudi for about six months getting ready. And we did not waste that chance. Back in the states for a few more years, with three business trips that coincided with Carol's flight schedule for the airline. I then got the chance to spend a year in the former republic of Yugoslavia and try to keep the two rival groups from killing each other. My, I thought I was back in the old South, I never saw so many lynchings. By this time, I had done my twenty years, and with the downsizing of the Army by the first Bush presidency, it looked like a lot of overseas assignments into the future, so I decided to retire and look for a civilian job. Because of all the briefings I had done, I found a job that required some travel and lots of stand up comedy (called corporate training), and they actually paid good money for me to do it. And with the advent of the Internet, it makes it a lot easier for Carol and me to coordinate travel schedules. We do try to stay overnight at the same place once a month. My civilian job was interrupted by the second President Bush when I got recalled to active duty in 2005 with an assignment in Iraq. I was assigned to a joint Army-Air Force base about 90 miles north of Baghdad. About six months into my year, I got an email from Carol, who was going to have a four month tour flying C-130s, with her unit being assigned to the air base across the runway from our Army camp. I will save those stories for another time. I'm back to my civilian job, but things have changed and I don't travel as much. Carol and I do meet about twice a year though. This Old Cock Ch. 02 Episode 02: Training Seminar I arrived at the conference room with much anticipation that Monday morning. I had traveled the day before to get to the New Hampshire location, enjoying the autumn foliage as I drove to the campus. I would be at this training site for five days until Friday, and I planned to make the most of it. I watched as my classmates entered the room, greeting some of them who seemed friendly. I did not really care about the guys, looking forward to meeting the women in the class. As the training started, there were 28 women in the room out of a total of 45 participants, and I was spending most of my thoughts trying to figure out which one was she. She? Oh, let me take you back about six months. I met a woman, who went by the nickname Mystery Lady, in the Literotica chat room. Over the next month or so, we would chat and I got to know a little about her -- she was married like myself and had a disappointing love life. She worked in a medium sized company on the east coast, managing contracting activities. We eventually moved to some role playing online. About three months ago, she mentioned that she would be traveling to New England for a weeklong training event. After finding out the details, I convinced my boss to allow me to attend. I then surprised her the next time we were online together with the good news, and we had a very good session having cyber sex. However, I did not know her name, nor had I ever seen a picture of her, as she also did not know my real name or seen a picture of me. We had only spoken on the phone a few times through the internet, so we both did not have much in the way of identifying information. We decided to go to the training not really knowing who each of us were or what we looked like. We would both try to identify each other during the first couple days of training, and if that did not work, on Tuesday night online we would identify ourselves. We figured that would be a lot of fun, and we might meet other like minded people. On Monday morning, I spent most of my time slowly looking at each of the women in our training room. The facilitator only gave us one break that morning, and I introduced myself to one group that contained three women that I was convinced might be my Mystery Lady. In my conversations during the break, I tried to describe myself as being "gentle," hoping this would cause some kind of recognition to one of the ladies. One of the women was from Seattle and another one was from Texas, so I made very little progress. At lunch, I sat with another group, and talked to four women about the kinds of work they do and such. None of them worked in contracting, so it appeared that I had struck out again. After lunch, they passed out a list of attendees, and I spent the next hour working up a short list of potential women from the east coast. The list also sometimes had job titles listed, and I could see those who were not wearing wedding bands, so this reduced the 28 candidates down to about four possibilities -- Sue, Liz, Lisa and Bev. I decided that I would focus on each one in turn, trying to identify my Mystery Lady. So at the afternoon break, I made a casual line straight to where Sue was standing. I introduced myself, and started to ask her what she thought of the training so far. Sue was polite, but she was much too quiet to be my Mystery Lady in my opinion. And she had no reaction to my mention of being "gentle." But she did have some of the characteristics I had identified for my Mystery Lady. Before I knew it, the break was over and the facilitator was asking everyone to return to their seats. Sue was still a possibility though not a strong one. The afternoon dragged on, and the training material was not too interesting either. But at 3:30, our facilitator surprised us by having a break out session to end the day. I was assigned to a five person group that contained both Liz and Sue. Our little group moved to a corner of the room and looked over the instructions for the exercise. Since I seem to be quick on my feet, it always seems I'm the person elected to lead the group, and the other four quickly were relieved that I agreed to do that. We spent the next 45 minutes preparing a short presentation. We then joined about half the class and reported out. Liz and I made our group's report, and it was received well. Our facilitator then wrapped things up and suggested that folks go back to the hotel and freshen up and then meet in the lobby about 6 pm to go out to one of several restaurants. Since our group seemed to get along, I said something about going out for dinner together, and I got a strong yes from both Liz and Sue, and another guy named Dan. Jane said that she needed to call back home and would likely be doing room service. So we all agreed to meet in about an hour in the lobby, except for Jane. I went back to my room and turned on my laptop. There was an email from my Mystery Lady to get on YIM. I responded and logged in. GG: Hello young lady, how was your training? ML: It was a bit long today, but I spent my time researching. GG: Researching? ML: Looking through the names of 17 men trying to figure out who you are. GG: Did you make any progress? ML: Yes, I did, I think I have it narrowed down to five. GG: I wonder if I'm on the list. ML: Silly man. GG: I was doing the same thing. I have four on my short list. ML: I will show you mine if you will show me yours. GG: OK -- I think you might be Sue, Lisa, Liz or Bev. ML: I'm jealous. GG: Why? ML: Well at least one of them is so far from who I am. GG: But are you in my final four? ML: Maybe. GG: OK, who made your list? ML: I guess I can be fair. ML: On my list are Dan, George, Mickey, Sam and Todd. GG: Which George? ML: George L, not the other George, the fat guy. GG: LOL ML: Well have I narrowed it down to include you? GG: Yes ML: I'm good at this. GG: So, what are your plans' tonight? ML: To out you and take you to my bed tonight. GG: That's nice, but you will have to catch me first. ML: I heard about your plans. GG: What? ML: I heard Liz saying that Dan and Mickey were going to dinner with Sue and her. GG: So you think I'm either Dan or Mickey? ML: Yep GG: Might you be either Liz or Sue? ML: Maybe, or one of the other 26 women in the room. Or our facilitator. GG: I had not thought of her being you. ML: Why not? GG: Well I'm pretty convinced that she's not that interested in guys. ML: Why would you say that? GG: Because she and another woman were checking in together yesterday when I arrived, and they acted like a very close couple. ML: I never suspected that she was a lesbian. GG: Again, I might be wrong. The woman could have been her sister. ML: Yes, you probably are wrong. ML: But incest is best. GG: LOL GG: So, have I got you in my final four? ML: Maybe GG: No maybe about it, I confirmed that I'm in your Fab Five. ML: LOL ML: OK, yes, I'm either Sue, or Liz or Lisa or Bev. ML: But if I'm Bev or Lisa, you have no chance of bedding me tonight. GG: But if you are Liz or Sue, I do? ML: Probably. GG: I like the odds. (I looked at my watch and realized that I had ten minutes to get ready before going to the lobby) GG: I need to go, to get ready. ML: And I might need to wash my face too. GG: Bye, and if we don't out each other, let's chat at 11 pm. ML: OK, bye, ***kisses*** GG: ****kisses**** I left the room right at 6 pm, and took the elevator down to the lobby. About half of our class was already there, and I found our group. Three others joined us, including Lisa. After a few minutes discussing dinner options, we decided on Italian and found out that Sue had a minivan with seating for seven. So we all got to the van and I crawled into the back bench seat. I was surprised that Lisa crawled back there too. "I hope you don't mind me joining your group, but I heard you talking back in the training room and your group sounded like it had a much better time than mine," she said. I agreed with her that our group tried to laugh through the exercise this afternoon. We then had a pleasant conversation during the twenty minute drive to the restaurant. I found out that Lisa managed her company's supply chain activities, which made specialized boots for many industries. She had grown up in Connecticut, went to college in Massachusetts, where she had met her husband. They had two kids, a boy and a girl, both now in college, and about ten years ago she had re-entered the work force. After working jobs in New Jersey and in northern Virginia, she and her husband had moved five years ago to Durham, North Carolina as she had applied and was accepted for a director's job there with the boot company. Before we knew it, we arrived at the restaurant, and the exiting of the van then occurred. I offered my hand for Lisa to use as leverage, and she responded "You are such a gentleman." As I watched her get out of the van, it had not occurred to me that Lisa could be my Mystery Lady. Except for Sue who was making sure the van's doors were closed and locked, I was the last person out of the van. Sue said she had to go park the van, so I hopped into the passenger seat. Sue parked the van. Sue and I walked toward the restaurant's doors. I managed to get slightly ahead of her, and opened it for her. "My, I cannot remember the last time my husband ever did that for me," Sue said and she walked through the entrance. I still had another candidate in the running. The restaurant had seated the other five in our group by the time, so Sue and I approached the table, and there were two seats to the right of Lisa open. Sue started to sit next to Lisa, when Lisa said "Oh, let's make it boy, girl, boy, girl." I then pulled the other seat out and let Sue sit down, and I sat between Lisa and Sue. At this point, I was pretty well convinced that Lisa was my Mystery Lady. Sue was an outside possibility, as I had seen a number of attributes that matched up. If Liz was my Mystery Lady, she had not done anything recently to attract my interest. As I sat down and started looking at the menu, my thoughts went on that maybe I had things all wrong, and it was really Bev. Oh well. No real fun tonight then. It seemed that Lisa, Sue and I were in a constant conversation, which was nice since I usually end up sitting at the end of the table with no decent partner to talk to. The three of us decided to share an appetizer, and the waiter came around for drinks and then to take our order. I pushed my chair back, allowing Sue and Lisa to see each other, and our conversations continued all through the meal. Both were interesting women. Neither of them seemed to be pressing or even interrupting each other. I did find out that both of their husbands had lost much interest in them, one (Lisa's) spending all his time preparing to run marathons while the other (Sue's) was always on the computer. Thinking back, my Mystery Lady and I only chatted once or twice a week, so that would still fit Sue. Sue even mentioned that she had bought a laptop since her husband hogged the desktop computer, so she could go online and shop. Meanwhile, Liz was sitting across from us, and was heavily engaged in conversations with Dan. We opted for no deserts, and pretty soon it was time to pay the check and head for the van. Sue and Lisa decided to go to the restroom before we departed. Our small group walked over to wear Sue had parked the van. I crawled to the back bench seat again, and was again surprised when Lisa joined me. She mentioned that she had had a great time, and would try to join our group at the training tomorrow. She also mentioned that she and Sue had decided to surprise me back at the hotel. We arrived back at the hotel, and everyone got out of Sue's van. Lisa and I waited for Sue to park it, and Sue joined us at the entrance way. Sue looked at Lisa, and then said something about whether or not Lisa had spilled the beans. Lisa made a motion with her hand to her mouth that her lips had been sealed. Sue then said that she was inviting us both up to her room for a little nightcap. I was very surprised. Dan and Liz got to the elevator first, and Dan held the door when he saw us walking to it. We got in the elevator and Sue pushed the button for her floor. Dan and Liz were standing there and watched as Sue reached over and gave me a nice, long, wet kiss. Then she surprised me further by then kissing Lisa the same way. I started to kiss Lisa in turn, when the bell rang announcing our arrival to Sue's floor. Lisa and I followed Sue, who briskly walked to and opened her hotel room door. We entered behind her. I wondered what Dan and Liz were thinking, but I did not care. I closed the door, and bolted it. When I turned around, Lisa immediately embraced me and started to kiss me, with her tongue pushing deeply into my mouth. As I kissed her, I could see Sue going over to the mini bar and pulling out three beer cans. She walked over to us, and started to hand me a beer. I immediately started to kiss her, and Lisa started to kiss Sue's neck. We continued this for about five minutes, when Sue suggested that we ought to move to the bed and get comfortable. As we broke apart, Lisa started to kick her shoes off and remove her blouse and skirt. I opened the closet door and pulled a hanger out. Sue started to remove her clothes, and I got another hanger for her. I heard one of them say something about me being such a gentleman. They handed me their hangers, and I hung them in the closet, then turned around and saw them both standing there in bra and panties. Oh such a sight. I said something silly about not getting any desert tonight at the restaurant, and that I really wanted to spend the next hour between each of their legs and start driving them nuts. They both laughed, removing their panties, and laying next to each other on the bed. I moved to them, and decided to rub their legs looking at each of them. I teased them a little, and finally started to kiss Sue's inner thigh. Before I hit her pussy, I switched to Lisa. Over the next hour or so, I slowly licked and sucked and kissed each of their pussies, clits and rosebuds, and they had several organisms. Needless to say, over the next two hours, we mixed and mingled in a variety of positions. I received my first competitive blowjob as each took a turn, and then both at the same time. I would be fucking one while the other woman sucked her breasts. Sue got into a doggy position with her head between Lisa's legs. About 10:30, Lisa said she could not take anymore climaxes, and got dressed while I twiddled Sue's clit and finger fucked her pussy. Lisa gave us both a very sexy kiss and left the room. Sue then rolled over on top of me, sucking on my nipples and making me cum. One thing I did find out during those three hours that neither Sue nor Lisa was my Mystery Lady. Neither of them had ever heard of Literotica, about its chat function or the great stories on the website. I did find that Sue was most interested in Lit, and talking to her later in the week she became another chat and phone sex partner over the next couple years. Lisa and Sue also found out that I was looking for my chat friend Mystery Lady, and promised to help me find her. Just before eleven, I left Sue's room and went down the hall to the elevator. I entered it, and rode it up to my floor. I entered my room, and went immediately to my laptop to see if I had any emails. No emails from my Mystery Lady. I was still logged on YIM, so I sent a message to her. GG: Are you back in your room? ML: As promised. GG: A little disappointed I did not find you tonight. ML: We still have tomorrow to figure that out. GG: Yes ML: So, did you have fun? GG: Fun? Dinner was entertaining, so yes. ML: No, I mean after dinner? GG: After dinner? ML: Are you going to tell me you went back to your room after you got back from dinner? GG: Well I'm in my room. ML: Now you are in your room. ML: But where were you the last couple hours? GG: In someone else's room. ML: I know. GG: Confused? GG: How do you know? ML: I pretty sure I know who you are now, and I saw you in the elevator with Sue and Lisa. GG: Yes, you are right. We went to Sue's room. GG: But at the time, I thought one of them might be you at the time. But now I know you are not either of them. GG: Are you upset? ML: Not really, pulling your leg a bit. GG: Why? ML: Because I have been bad. Very bad. GG: Bad? Explain. ML: Well, I thought you were Dan. GG: So? ML: And he just left my room. GG: Did you have fun? ML: Oh yea!!!!! GG: So did I. GG: Want to have some more fun, Liz? GG: Hi, I'm Mickey ML: Hi Mickey, I'm Liz, and what do you propose to do? GG: I could join you now, and we could compare notes. ML: Compare notes? GG: Talk about what fun we just had. GG: And then have a nightcap. ML: Hmm ML: Sounds very stimulating. ML: I should take a shower. GG: As should I, but it might ruin our story telling about what just happened to both of us. ML: True ML: I could smell them on you. GG: And he on you. And taste him in you. ML: You are wicked. ML: Just like me. ML: Room 1049 in five minutes, don't keep me waiting. GG: On my way. I grabbed my room key card and hurried to the elevator. Pushed the tenth floor button, and turned right when the doors opened. I arrived, and gently knocked on the door. Liz opened the door, and I just stood there for a moment looking at her. "Hello Liz, I'm Mickey." "Get your ass in her buster." I entered the room and shut the door. Oh, I forgot to tell you Liz greeted me wearing nothing but her birthday suit. And she quickly got my clothes off, all over the floor. She pulled me to her bed, with me on top of her, and grabbed my cock and pointed it to her pussy. Her wet pussy, as I slid right in and started pumping her. Slowly, completely, in and slowly out of her. "Dan was OK, but he really did not make me cum while he fucked me." "And you think I will just hop on top and accomplish that task?" "The way you are rubbing my clit and my g spot, I see a high probability of success." I continued to fuck her until she came. I then rolled off of her, and she started to ask about Sue and Lisa. Since I knew how much she was a voyeur (as am I), I gave her the blow by blow description. She then got on top of me and started fucking me, as she told me about her time with Dan. We did agree to try to arrange a time with Sue and Lisa sometime later in the week. After a couple hours, we both fell asleep. My watch alarm rang at 5:30, and I got out of Liz's bed. I quickly got dressed, and gave her a kiss. "See you in training later. I had a great time!!!" Liz and I got together each evening and night the rest of the training seminar. Wednesday night, Sue and Lisa joined us and we had a great time. It was Liz's first time with another woman. On Thursday, we heard about a potential storm on Friday night, so we both extended our stays until Saturday. We got up Saturday morning, I gave her another backrub, and we made love for the last time in New Hampshire. Then we parted, knowing that sometime in the near future we would get together again. This Old Cock Ch. 03 Episode 3: Two Fantasies Here she was a fifty plus year old grandmother, butt naked in a hotel room with three strangers, having the time of her life. Her girl friends will not believe her next Thursday when they meet for cards. Of course, I was the wicked old man who got her into so much trouble, or pleasure, depending upon your point of view. And I was one of the three strangers in the hotel room with her. She was the typical woman who grew up in the late 1960s and early 1970s in the suburbs of Cleveland. She did not feel she was smart enough to go to college, and besides, her parents did not have the money having sent her older brother off to Notre Dame. She got a job doing clerical work in the office of a small company that made customized plastics for the automotive industry. After a year working there, she started dating one of the salesmen, losing her virginity on the fifth date. She realized that she did not really enjoy his company, though he was a nice man, and broke it off with him, after having seven subsequent dates and rolls in the hay. She met by accident her future husband at a Cleveland Indians game one Saturday afternoon, when he slipped and spilled his beer all over her blouse trying to get back to his seat. He offered to pay for the cleaning, and this gave him an address and eventually a phone number to ask her out. They hit it off fine, enjoyed a lot of common activities, and three months later they slept together and six months later they got engaged, after she found out she was pregnant. They decided to skip a big wedding, and with a couple of friends went to see the justice of the peace one afternoon. Two more kids followed over the next five years and she quietly had her tubes tied shortly after the birth of her second daughter. Two boys and one little girl were enough for her. Hubby had a steady job with the automotive industry that allowed her to become a stay at home wife. Hubby traveled about two to three days up to Detroit about once a month, came home after work without stopping at the bars, and they generally had a very loving relationship. In their 26th year of marriage, she woke up early one morning to see her husband lying in pain on the floor beside their bed. He had chest pains and his left arm hurt, and she quickly called 911. The ambulance took him to the hospital; and after surgery and a week in the hospital, hubby returned home for about two months before he went back to work. That was ten years ago, and for the most part, hubby followed his doctor's advice in losing a little weight and giving up some fatty foods. What really did change was in the bedroom. Hubby no longer had any desire for sex. He would still cuddle and spend about twenty minutes giving her a back rub each night when they went to bed, but he never had any sexual desire anymore. The first few months, she let it go, figuring that he needed to build back his stamina and strength. Pretty soon, a year had gone by, and he had not even hinted. She attempted on his birthday to spice things up, but he just thanked her, giving her a big kiss, and rolled over and fell quickly to sleep. She thought then that her husband was having an affair, but there did not seem to be any time he was not at work or home. The office had pretty much eliminated his business trips due to his health, and he came home straight from the office each day. They usually went out to dinner one or two nights a week and they went to the movies or a sporting event on weekends. He bowled on Tuesday, and he did go there as he kept the records for the teams. He did love his Indians, Browns and Cavaliers, watching them play whenever they were on television if they were not attending a game. She always attended games with him. The only time she did not go with him was his bowling night, and she saw how he pulled together the averages and standings over the next couple of nights. And he was not spending time on the computer; he did his bowling records by hand and calculator. The computer was a hand me down from their middle son after he finished college, to be updated after their daughter finished college and replaced the first computer with hers. She became somewhat addicted to exploring the Internet, as that is how I first met her, online. Meanwhile, back to the bedroom. She made several attempts over the first couple of years to get him in the mood, but finally she just gave up. She saw no evidence of him getting erect, even when a sexy advertisement appeared on TV. And there was no evidence of any solo activities as she washed his clothes each week. At first, she was more concerned he recovered from his heart attack. Then she realized that she was quite happy to not be doing it four or five times a week. And she did not lack from intimacy as he gave a nightly backrub and cuddled with her. But she missed not having sex and talked about it to her best friend. Her girl friend suggested a number of things from having an affair to scouting out the local teenagers, all of which she definitely did not want to do. She did find that she was reading more science fiction, though most did not include any detailed romantic or sexy scenes. One day, with nothing to read, she was exploring the Internet when she found a science fiction story online. Well it started out as a science fiction story, but it quickly got into an intense sexual scene. A story about some alien who came to Earth and took the identity of someone and then had an eventful night with a young willing woman; told from the woman's point of view, who did not know he was an alien. She laughed a bit at the plot, but found herself really turned on by the sex. She went to the bedroom (it was hubby's bowling night), got undressed, and started to rub her clit while holding open the lips of her pussy. She quickly masturbated thinking about what she had just read. If only she had a lover who would do all that. Afterwards, she looked at the web site, and you guessed it, it was Literotica. This got her to look at the other stories, many of which she enjoyed. Eventually, she tried the chat site, where she met me one day and we chatted. Fast forward a few months, and one of my business trips was going to take me to the Cleveland area for a week. I let her know that I was going to be in the area, and reluctantly, she agreed to meet for dinner on Tuesday evening. And nothing else, she was a married lady after all. Well, I was a gentleman, and we met for dinner that evening, and nothing else. We both had a great time, she was very intelligent and she even laughed at my jokes. I walked her to her car and she gave me a nice kiss. When I got back to my hotel room and opened up my laptop, I had an email from her. I really enjoyed our dinner. Hubby was talking about going to a Cav game tomorrow night, maybe we might get together again for drinks, maybe at your hotel -- I hear they have a band nightly there. Oh, how wicked to say such a thing. See you. I wrote her a reply that I would be interested in meeting on Wednesday night if she was free, and made sure she had my cell phone. About noon the next day, she called me and said she could meet me about 6 pm. I suggested the bar at my hotel, and she agreed. She walked in the room, and several eyes turned to admire the lady. Carla stood about 5 feet 5 inches, with moderate heels in a dress that went to her midcalf of some shapely looking ankles. She was not model thin, but more matronly around 150 to 160 pounds, with a nice roundish behind and smallish breasts. Her hair was colored a reddish brown, and she wore a moderate amount of makeup. Carla saw me sitting there at a table, smiled and then walked directly to me. I rose and pulled out her chair, and she sat down. I motioned to the waitress and Carla ordered a Bud Light. "So how did you find a way to get out of the house tonight? I think the game will end about 9 pm." "I told hubby that the card girls were getting together about 7 pm and we decided to just hit a bar and have a girl's night out. I told him that we probably be home by 11, but don't be surprised if it's later or earlier. He laughed at me and wished me luck with all the young studs." "So he won't be expecting you for some time. What would be your pleasure?" "I saw a sign that the band will not start up until after 8, so why don't we go up to your room for a little while, then if we feel like it, come down for some dancing later." She took me by surprise, but I quickly recovered, and got up and then offered her my arm as she stood. We walked quickly to the elevator and entered it, with a couple of guys who followed us into the elevator. It stopped at one floor with one of the men getting out, then on to my floor, and Carla and I stepped out and walked to my hotel room. I paused and looked at her as I got the card out and inserted it into the lock, and she mouthed "let's do it." We walked into the room, and after I closed the door, she came into my arms and we began to kiss. And kiss tenderly and heavily for about five minutes before us both came up for air. She then excused herself, and walked into the bathroom and closed the door. I went to the king sized bed and sat down. About seven minutes later, the bathroom door opened, and she asked me to turn off the light near the bed. She had kept the bathroom light on, and I saw her walk to the bed, without a stitch of clothes on. "This will not do" as she began to unbutton my shirt. I quickly got undressed, and pulled the covers and sheet off the bed. We started to kiss, and I slowly rolled her on to her back. I began to kiss her neck, then moved downwards to her nipples and then to her belly button, tickling her a little. I then moved between her legs, licking on her clit and sliding my tongue down and then up her pussy lips. I then gave her my best efforts and was rewarded with her moans and then shouts as she came and came. After about thirty minutes and I don't remember how many climaxes, she pulled my head away, saying that she could not take it anymore. She did not believe that my wife would not let me ear her. I then moved up and she kissed my lips and face, wet with her juices. She reached down and guided my cock into her pussy. A very gently fuck proceeded for the next ten minutes, when I rolled her on top of me, and she rocked back and forth, raising up on me so that I could also play with her breasts and pinch her nipples. We finished our evening with her getting on her hands and knees, and me fucking her from behind while I fingered her rosebud. I rode her hard, and came inside her. After I got soft and fell out of her, she got on her back, and then I ate my spunk out of her pussy, causing her to cum a few more times. She then got up and went to the bathroom. After she came back from the bathroom, with her bra and panties now on, she sat down on the chair across from the bed. She said: "Well that's one of my fantasies fulfilled. I wonder if you are up to fulfilling another?" "And that would be?" "I would like to pick up another couple and make love to both of them." "Are you sure?" She nodded, and we began to get dressed. Carla and I went back to the bar, chose a table that would give us both a good view of the place. Because it was a nice hotel frequented by the business traveler types, there were only two couples present. One looked like they were in their late twenties, while the other couple was probably not married to each other. He looked older than I, and she looked to be barely out of high school. We talked about each of them, and we both agreed that the old man and his tart were last on our list. "Let's wait a little bit to see if anyone shows up, but meanwhile, let's dance" We both got up and went to the dance floor for several fast and then one long slow one. We watched the crowd, but no other couple came into the bar. After the slow dance ended, we went back to our table and the waitress came by. I pointed to the young couple and asked what they had been drinking. The waitress told me that the couple had ordered a beer and a cocktail about an hour ago, and had been nursing their drinks since then. I ordered them another round, and the waitress delivered the order to their table. They seemed surprised by our charity, and the guy mouthed a thank you. About ten minutes later, Carla and I got up to dance again, and we danced a couple of songs; then left the dance floor walking toward the couple's table. I said, "We have had a very good day and we thought you folks should share in our good fortune." They thanked us, and we started to walk towards our table when they asked for us to sit down at their table. I went to get our drinks, and then joined them. The young couple had not had a good day. They were from Milwaukee, and had come into town due to the death and funeral of the young lady's aunt. After two days with her family, the fact that there was no room to stay at her parents as her siblings had taken up any vacant space, and the higher cost of the hotel rooms then they were expecting, plus the grief and sorrow for losing a person the wife was close to, had really got the couple down. Carla grabbed Bob's hand, and told me to take Donna and let's go dancing. We danced a fast one, then traded partners for another fast one, then traded again for a fast one. Then a slow one, and I was dancing with Donna while Carla slowly grinded against Bob's body. Carla was whispering in his ear, and then before the dance ended, we switched partners again. Carla told me that she had made the suggestion to Bob, and he responded that he was definitely interested and was something that they had fantasized about, but he had to see if Donna was up to it tonight. We stayed out on the dance floor for a couple of fast ones, giving the young couple time to discuss our proposal. A slow song came, and we walked back to the table, with Carla taking Bob's hand and I did the same to Donna. While dancing, Donna asked me if we really were serious, and I assured her that we were. After the dance ended, Carla led Bob to the elevator followed by Donna and myself. Carla asked Donna where would she like to go, and she said that our room would be OK. We got to my door, and while I fumbled to get the door unlocked, Carla gave Bob a nice kiss on the lips. Carla dragged Bob towards the bed and started to make out with him. Donna looked at them and then at me, and I went over to the chair and sat down, motioning to her to come sit on my lap. I apologize to Donna that we had left the bed in such a state, she laughed and kept her eyes on Bob and Carla making out on the bed while I rubbed her shoulders. Donna just sat there, letting me give her a massage while Carla and her husband ended their kiss, and Bob started to unbutton Carla's blouse and rub her tits. Carla took her bra off, letting her breasts fall out of her blouse, and Bob began to suck on her nipples. The sight caused my cock to begin to get hard, and I'm sure that Donna could feel it starting to poke at her lovely ass. Meanwhile, Carla had pulled her skirt off, and Bob had slowly pulled her panties down her legs to her knees. He surprised us by then moving his head between her legs, starting to lick up and down her snatch. He turned to Donna and me, and said that I had already cum inside Carla's pussy and he could taste me. Donna reacted with a moan, and pressed down on my cock. I moved my hands to starting to massage her lovely pert breasts through her dress. She leaned backwards, and it gave me more access to her front. She was clearly turned on by what her husband was doing, though I hope she was also enjoying what I was doing to her too. I whispered in Donna's ear that Bob sure knew how to lick a pussy, and she murmured an agreement. Carla began to moan, and I knew she would be coming soon. I asked Donna if she would like to lie down on the bed, but she told me that she just wanted to watch Carla and Bob right now, but don't stop my breast massage. Bob moved up on Carla and she grabbed his cock, inserting it in her cunt. I leaned forward to look at Donna's face, and her eyes were wide open as she watched her husband began to fuck Carla. I asked her if she had ever watched anyone fuck in front of her. Donna shook her head no. I moved one hand from her breasts, and moved it down to her lap. Her skirt was bunched up, and I began to massage her thighs. Her legs opened, and I began to move to her pussy. I rubbed up and down, and then found her clit. As Bob and Carla fucked on the bed, I had Donna sit up as I removed her panties, then I began to finger her with one hand while rubbing her clit with my thumb and pinching her nipples with my other hand. After a few minutes, her moans changed and I figured that she was having an orgasm. Well the next couple of hour was quite a blur, with Donna finally letting me take her clothes off and getting on the bed next to her husband and Carla. At one point, Carla was sucking on Donna's nipples while we both fucked the women. I looked at my watch, seeing it was now a little bit past 11 pm. Carla and I started to get dressed, and I explained to Donna and Bob that she had to get home, and that I was going to walk her to her car. They were welcome to stay as I would be back in about ten minutes or so. Carla and I rode the elevator, and she whispered in my ear what a great time she had had. I walked her to her car, and she gave me a great kiss before I opened the door and let her drive away. As she pulled away, she wound the window down and said "get going you moron, there's a couple in your bed waiting to play so more." I walked out of the garage and into the hotel, and pushed the elevator up button. I figured that I had a fifty-fifty chance that Donna and Bob would really still be there when I got to my room. I opened the door, looked at the bed and had a smile on my face. This Old Cock Ch. 04 Episode 4 – The Anal Babe Diane was enjoying all the attention that George was giving her. Over the last four hours since she arrived at his hotel room, the two Lit friends had been in a constant state of sexual excitement. George had ate her pussy, sucked on her clitty, fucked her from behind, and she had blown him. She had lost count of the number of orgasms she had had. They were taking a little break, lying on the bed. George was spooning her, gently massaging her back and shoulders, rubbing her neck with both his hands. Diane was impressed by his staying power, and the tenderness of his lips on her cunt and clitoris. His cock, slightly hard, was lying in the crack of her ass, not rubbing so much as just touching her, gently. She enjoyed the touch of his hands. He was rubbing her neck, and touching under her ears, and under her chin. His lips started to lightly kiss the back of her neck. He was such a good friend. It has been awhile since someone had touched her so softly and was so patient. She pressed her butt back slightly, and felt his cock stir a little. It was now rubbing her down the crack of her ass. That felt good, she thought. George continued to move up and down her butt, slowly. She would sometimes press backwards, teasing him. Meanwhile, George was continuing to massage her neck, back, and shoulders. She loved being the center of his attentions. She was at peace, but his dick was rubbing her ass, and it felt good. Diane had never had anyone successfully enter her ass. She had had several lovers who had tongued her there, and that had felt good. A friend had attempted to enter her, using lots of lube, but had never been able to push the head of his dick inside her. He claimed that she was way too tight. Another guy had tried once, he just pushed his dick inside her all at once, and the pain shot through her that she had jumped out of bed. These thoughts were creeping into her head, and George was rocking her, massaging her, and his cock rubbing against her anus. It felt good, but rubbing outside her ass always felt that way. She had told George about her lack of anal experience, and felt that he would not pressure her into anything that she did not want or was painful. George was nibbling her ears, and his body had moved slightly upwards. This caused the head of his penis to enter her ass, slightly. It felt good. George seemed unaware that he was now in her ass. He continued to massage her neck and back, and kiss the back of her head. And he continued to slowly rock against her butt. Diane felt comfortable with what George was doing to her, intentionally or unintentionally. It felt good, having the head of his cock inside her ass. She smiled, as she felt little bits of pleasure from having him inside her. She said, "Oh George, that feels so good what you started doing to me a few minutes ago!" "I've been massaging you for some time. I'm not doing anything different now. What are you talking about Diane?" "You don't know what you are doing to me now?" "No, what am I doing to you besides rubbing your back and kissing your neck?" "Your cock is in my ass, stupid!" George suddenly stopped rocking. "I did not mean to do that!" He started to move backwards, but Diane pressed her butt into his pelvis, keeping his cock inside her. "I like it George, keep it there." "Diane, but I have no lube on my cock or up your ass; it's going to hurt if I push inside you more." Memories of her previous experiences flashed through her mind. "OK, but I don't want you to leave my ass." "Let me put some lube on, and finger your ass pushing some lube there, and then we will slowly start to fuck you ass." "OK." George got up and got the bottle of Anal Ease from the night stand. He poured what seemed like a large amount on his hand, and quickly applied it up and down his cock. He poured more out more into his hand, and started to move his hand to her ass. Before he did this, his head moved down between the crack of her ass, and Diane felt his tongue start to rim her ass. Diane enjoyed this, it felt so wicked, but it also felt so good. George then replaced his tongue with a finger, and it slowly entered her ass. Because of the lube, it moved quickly into her. Diane continued to enjoy the sensations, new sensations that she had never felt before. "I have my finger all the way in your ass Diane. How does it feel?" "Oh it feels really good George." "Now I'm going to push a second finger in you. I will take my time; I'm watching your face to make sure I don't hurt you." George pressed two fingers, side by side, slowly into her ass. He entered her about an inch, and then rotated his fingers. "How does that feel?" "Very good, oh, very good." George now pushed the two fingers in more. And then he pulled them out, slowly. He was watching Diane's face, which continued to smile from the sensations in her ass. "My fingers are now all the way in, and I have been moving them in and out. Does it still feel fine?" "Oh yes, keep finger fucking my ass." "I will." George continued to finger her ass, moving slowly in and out. Diane continued to smile, and he could hear slight moans every few seconds. He pulled out his fingers, and moved back behind Diane, lying next to her, spooning her. He moved his cock against the crack of her ass. Holding his dick, he rubbed the head up and down the crack. He then placed the head against her asshole. "OK Diane, now it's your turn to control my entry into your ass. The head of my cock is at your asshole, and if you want it to enter, just press your butt back against me." Diane responded to his request, pressing back a little. She could feel his cock start to enter her a little. It still felt good. "Good. Now Diane, I want you to press down like you do when you go to the bath room. When you press down, then push you butt against me a little." Diane squeezed downwards as he asked her, and pushed back against George. She felt his cock move inside her more. "I'm now about an inch inside you Diane. Take your time; get comfortable with the feel of my dick inside you. When you are ready for more, repeat the pressing down and pushing into me." Diane was already comfortable with his dick inside her, and she wanted to feel more of him inside. She pressed downwards again, and pushed against his pelvis. She could feel herself opening up this time, and his cock slid into her more. Not waiting this time, she pressed again and pushed, and his cock slid more inside her. "About four inches of me is inside you Diane. How does it feel?" "Oh it feels different. It feels so good." Diane pressed down, and pushed. She continued this several more times. George did not move at all, keeping still, though he did stroke her shoulders and neck from time to time. Diane could feel something touching her ass outside. Was that his balls? "Diane, I am totally inside your ass. Is it comfortable? Does it hurt?" "No George. It feels gooooooooooooooooood!" "I'm not going to move. If you want my cock to move inside your ass, you are going to have to push and pull. You move at your own pace. I am just going to lie here and let you fuck me." Diane was glad that George was such a gentleman. She remembered that creep who had pushed his cock inside her ass, and started to fuck her like he was in her pussy. George just let her start rocking, slowly at first. Diane was rocking against George. It felt good. It felt different. She started to moan more and more. "Oh my God, Oh my God, it feels so damn good!" George lay there, letting Diane rock back and forth. Diane's ass was as tight as her pussy, and he was enjoying the tightness. More, he was enjoying that Diane was enjoying herself, moving back and forth, letting his cock move in and out. Sometimes Diane would stop in mid stroke, and move in a little circular motion. He knew she was enjoying all the sensations in her ass. He started to reach around so that he could frig her clitoris. "No, don't touch me there. I want to concentrate on this for a while." Suddenly, Diane started to rock faster. Her moans were starting to grow in volume. She was really enjoying this. Soon, she was screaming, "oh my God, oh my God, ohhhhhhhhhhhh, ohhhhhhhhhhhh, ohhhhhhhhhhhhhhhhhhhhhhhhhhh, ohhhhhhhhh, hmmmmmmmmmmmmmmmm." Diane's ass was squeezing his cock. George quickly thought about a problem at work, so that he would not come. She was rocking him hard, banging him harder. Then she started screaming. "You OK?" "Yesssssssssssssssssssss," was all Diane could say. And she did not stop screaming for almost three minutes. "Another one. Ohhhhhhhhhhh. Another. I am cumming and cumming." George rolled through her spasms, and kept concentrating. Let her have her orgasms this time. Next time, she would feel his hot spunk inside her ass. Finally, Diane stopped rocking. She was grasping for air. "Did you like it?" "Oh George, I never knew it could be so good. George, you have turned me into an anal babe." This Old Cock Ch. 05 Episode 5 – The Voyeur Liz and I have been internet and real fuck buddies for the last three years. She lives near a major airport that I fly in often, and sometimes I try to have a several hour layover so that I might lay her. And a few times I do stay overnight, as it is very hard to get home when you are flying west to east and leave your business meeting in the late afternoon. Liz and I got together for some non-stop fucking, sucking and kissing. As I got dressed, Liz explained that she was actually going to meet a local guy that she had been chatting with for a few months. Now you got to realize that Liz is not the kind of person to meet someone who could show up at anytime, preferring guys (and gals) who are out of town. She seems to like the spice of infrequent relationships like ours. She told me that she met Bill through an adult web site. He saw Liz's profile and wrote her an email. He wrote a very friendly email, with all the words spelled right – something that Liz does not often receive. She replied, and after several emails, she gave him her instant messenger id. They have been chatting for several months, and finally Liz agreed to meet him the next Thursday, which happened to be tomorrow. As I got dressed to go catch my connection, I made Liz promise to call me this Saturday to tell me what she did. She agreed. As she drove me to the airport, she told me about him. Bill is a 46-year-old married businessman...works as a human resources manager for a company that hires opticians to work in their optical stores. He goes around and recruits the doctors to work in these chain stores. His territory is in the next state and just north of here, but he lives in the city. He had told his wife that he would be coming home sometime on Friday, so he would be arriving mid-afternoon on Thursday at Liz's apartment, and was planning to stay the night. Liz dropped me off at the airport, and I flew home. I got a text message from her Thursday night if I would call her, so I did. Her story follows - Bill arrived a little past 3 pm and rang her doorbell. Liz pressed the button to let him in the security door, and a few seconds later she heard the knock on her apartment door. Liz opened the door and saw him in person for the first time. He was a really nice looking guy...very tall, about 6'3 and a very nice athletic build, medium, brown hair, brown eyes, and a nice smile. He was dressed very professionally. Liz said that she felt a little silly being in jeans – but got over it, because she was at home, not at work, so she felt she could wear comfy clothes. Bill and Liz started out just talking for about 15-20 minutes and then he reached over and took her hand and started caressing it, then began touching her thigh. They started kissing there on the couch. Then they decided that they would be more comfortable in the bedroom and moved there. Liz stood before him and they were kissing rather passionately and he started to feel her breasts over her sweater at first. She was caressing his arms, shoulders, neck, back and cheeks. They were both feeling that passion starting to rise. He then lifted her sweater up and off and fingered Liz's nipples through the material of her bra. That sent Liz through the roof. He started unfastening it and she began unbuttoning his shirt. He had a nice dress shirt on so she didn't want to tear his buttons off! He had a beautiful chest. It just felt so good standing there next to each other kissing passionately and caressing. Liz could just feel that warm skin against skin. He took her hand and placed it over his cock in his pants. He was hard as a rock and wanting desperately to escape from the constraints of his pants. She told him something like "I think we needed to 'free" his friend" and began unbuckling his belt, then unfastened his pants and slid them down around his ankles and he stepped out of them. His cock was bouncing out of his underwear, sticking straight out, so she pulled them down, then knelt before him and gave him a little kiss. He went crazy and put his hands on her head. She started to suck him a bit and playfully tease and lick him. Then he said, "Wait, that's not fair. I want your pants off too." So Liz stood up and he unbuttoned her pants and took them off. She was going to take off her undies off but he stopped me and started feeling Liz's belly, then slid down to her pussy mound and brought both of his hands around her ass. He liked the silky material of her panties and slid his hands around those areas for a minute, then took them off. She asked him to come lie on the bed with her and they did. Liz described it as feeling so wonderful, their naked bodies entwined. They kept kissing passionately and caressing. He was now taking his fingers and exploring her pussy, drawing his finger around the area and taking cream from her pussy and rubbing it around her clit. She was playing with his cock in her hand and then started to suck him. Liz wanted to continue giving him oral, but he said "No. I want to pleasure you first. I've been waiting for this." And the truth is he has been waiting, about 4 months! They had been communicating and talking to each other by instant message before they met. So, he went down between her legs. Liz spread them wide open for him to give him great access and tilted her pelvis upward. And he began licking, and sucking and just eating her out. She felt fabulous! She kept trying to fuck his face. He would tickle her clit with his tongue and then suck on it. And she started having those little mini orgasms when he hit on her clit that just send her pussy straight up into Bill's face! And he made Liz cum even more and more! He seemed to have good oral techniques! When he finished going down on her, he moved up Liz's body and they kissed. Then she wanted to return the favor so Liz got between his legs in a comfortable position and began sucking and licking up and down the shaft. He's married and he gets no oral sex at all from his wife and rarely gets regular intercourse. She guesses that the wife is quite prudish. And the wife won't let Bill go down on her. Liz told him that she didn't know what she was missing! So he was really getting off on doing that to Liz, and she was in heaven when she started sucking him again. She just teased him a bit. Then Liz began taking more and more of him into her mouth and sucking him. Liz picked up the tempo to a pace he seemed to be really enjoying. She'd intermittently stop and lick and suck his balls, then tease the tip and shaft of his cock with her tongue, then go back to sucking it deeply. He seemed to be thoroughly enjoying himself! She asked if he wanted to cum inside of her cunt and he said "yes." So Liz lay on her back and he climbed aboard. However, he had some problems and got soft early on as they were fucking, so he wasn't able to cum in her vaginally and really his cock just got a taste of her pussy. That's too bad because he said he wanted to experience more of Liz's pussy because it felt so hot and tight and wet. He apologized and Liz told him that was ok. She knows that that's something that happens to some of the older guys she been with. Sometimes they have problems maintaining their erections. So Liz told him to just relax and not worry about it. They kissed some more and he started playing with her pussy with his fingers. He was getting her really excited and she wanted to cum badly, but his hands were sliding all over in her slippery mess down there and he couldn't maintain the proper position. So Liz got her vibrator out and asked if he wanted to see how Liz played with herself. Well, that got his attention. She had to wipe off a bit because she was so wet that she couldn't keep the vibe on her clit. Anyway, he fingered Liz too while she played. Then he took the vibe in his hands and played with it. Then we switched roles again. When she came, he thrust his fingers deep inside her and finger fucked Liz while she was orgasming. That felt good. Then he went down and "cleaned her out" orally! He was a little harder then so they tried fucking again, but again, he was having problems maintaining his erection. He felt really bad and kept apologizing. She told him to relax and not worry about it, that it was ok. So they lay in one another's arms and kissed and rested for a while. Later, Liz gave him a "penile massage" and that was enough to make him cum. He came all over his legs as he was lying on his back while she played. Liz licked all the cum off of him and then got a warm washcloth and cleaned him up afterward. Then they just lay together in one another's arms and rested. It felt good and was very relaxing. Bill then decided that he probably ought to not stay the night and would drive back home. He got dressed, gave Liz a great kiss, and left. Liz could not wait to tell me about what had happened. She texted me to see if I could call her on her cell phone. It turned out my old lady was at church that evening, and I was home alone. I called Liz, and she told me about her tryst with Bill. Liz concluded her story by saying, "so, there you have it, my hot sex date with the local man. Can't say he was as adventurous, George, but he was still a good guy. Very kind and caring, respectful of the lady he is with. I like that in a man. You George have those traits too, and that will get you places with the ladies!" While I listened to Liz tell her story, I slowly stroked my cock. I suspect that she could hear me getting a little short of breath. I think Liz enjoyed herself telling me her story. I finally admitted that I was masturbating (after I came) and I do think Liz may have been playing with herself too. Finally Liz said that she needed to play again tonight, even though she had spent her afternoon and evening being fucked by Bill. She said, "I want to feel you play with my nipples and breasts right now, and am imagining your hands feeling me up. Mmmmm! Gotta stop this now as I have some work to do and you've got me all horny!" More to that story later. This Old Cock Ch. 06 Episode 6 – The Chat Carla was in the Literotica chat room soaking up the (usually) stimulating conversation in the Hot Tub. A male user entered the tub, and proceeded to make everyone laugh at his dry humor. Carla took a look at his profile, and saw that that George was about her age, and was looking to chat with mature and intelligent women. Carla decided to private message George, and they started chatting to each other. They each found that they were both married, fairly happily, but we currently alone from their spouse. George's wife was off visiting her parents, while Carla was stuck in a hotel room traveling on business. Carla and George chatted, and found that they had many common interests. Carla looked at her clock, and realized that she had been chatting with George for over an hour, and the conversation had not gotten very sexual. Personal yes, a few questions on sexual preferences, but George had not tried to have cyber sex with her. Carla had already called her husband, who had a rough day at work, and had already turned in. Normally, Carla and her husband usually had phone sex when she traveled, but not tonight. Carla was a little horny. She decided to see if George wanted to cyber. George accepted Carla's offer, and proceeded to slowly and gently massage Carla's body. Over the next thirty minutes, George rubbed Carla's back, ass, neck, and legs, and had never tried to touch Carla's private parts. This slow, sensual massage had aroused Carla. Finally, Carla told him that she was really masturbating to his words, and to proceed to touch her vagina and breasts. While George described how he was kissing, sucking, petting, and touching her, Carla rubbed her clitoris and placed two fingers inside her wet vagina. George took his time, and over the next 15 minutes, Carla masturbated herself to two orgasms. Carla told George what the results of his words did to her, and suggested to return the favor, since it is difficult to type with one hand. George explained that he was very satisfied that Carla had climaxed, and that she did not have to return the favor. Carla felt a little guilty by all this – and suggested that George call her hotel room. George said that it was really getting late where he was at, and suggested that the phone call come tomorrow. Carla provided the phone and room number to George, and set up a call the next evening. George and Carla then terminated the chat, and Carla logged off the chat room. Carla logged off the Internet, shut off her laptop, turned off the lights, and lay on the bed. She relived the chat in her head, and masturbated herself to another orgasm thinking about George's selfless massage. After climaxing, Carla fell asleep. The next day, Carla could not make the work move fast enough. George was going to call her at 9 pm, and the hours and minutes were slow to tick by. At lunchtime, Carla went into the ladies room, and masturbated in the stall. This seemed to relieve some of her tensions. The afternoon began to drag, but then Carla found her last two meeting cancelled. Carla went back to her hotel, took a late afternoon nap, and awoke refreshed around 6 pm. She ordered a light dinner through room service, logged into her office's Internet system, answered a few emails, and listened to her voice mails. Her husband left one, explaining that he was going to work late in the office, and to call him after 11 pm. Carla looked at her watch. It was now five minutes past 8 pm. Carla decided to take a nice hot bath to relax. My, she thought, it had been a long time since she had had a date like this. After the bath, Carla decided to just put on one of her husbands extra large t-shirt, and nothing else. She set the room temperature so that it was nice and comfortable, got the bed spread pulled down, put several pillows up, and got her head set plugged into the phone. Her husband had bought the phone headset about a year ago. This provided Carla with a hands free environment, something that allowed her to play with herself while hubby described what he wanted to do to her. Promptly at 9 pm, the hotel room phone rang. Carla wanted to answer immediately, but waited until it rang two times. "Hello, this is Carla." A low but soft male voice answered, "Hello Carla, this is George, did you have a nice day?" Instantly, Carla realized that she was becoming aroused, just from his voice. "Oh, the normal hassles and business stuff, nothing really good or bad, but I did get to leave a little early and take a short nap." "Good, I'm sure that afternoon nap refreshed you a little from a hard day at work." "Yes, and I even got a chance to take a long, hot bubble bath before you called." "What are you wearing, Carla?" "Oh, just a t-shirt, nothing else. Laying here on the bed, wearing a headset." "A headset?" Carla then proceeded to explain why she had one, and the advantages that it provided her. "Hmm, I need to invest in one of those. It would be better than holding this phone to my ear." "What are you wearing George, and where are you?" "I'm laying on my bed, totally naked." Carla liked the way he pronounced naked, drawing the word one syllable out one, adding an extra one. "That sounds nice George. What's the state of your penis?" "Oh, it's partially hard, been rubbing it a little while we talked." "Good boy, George." "Have you also been playing with yourself Carla?" "Yes, I have rubbed my breasts, touching my nipples, while my other hand has rubbed the outside of my pussy." "So we are both very comfortable. Should I begin?" "Yes." "OK, you are lying on your side, facing away from me, I'm behind you, laying on the bed beside you, and my left hand starts to rub your neck. I'm going to give you a nice, firm massage trying to remove those tensions." "Now, I'm starting to rub your left shoulder, at the top of your shoulders." "Oh, that feels good, George." "Moving over to your other shoulder. Squeezing it, rubbing it in a circular fashion. Now, back to your neck." "I reach around to the front of your neck, rubbing it under your chin. Slowly. Rubbing below your jaw." "Oh, this is so relaxing." "Now to the back of your neck. My hands are rubbing the back of your head. I'm gently massaging your scalp. Your long red hair running through my fingers." "Now massaging the top of you head. My fingers rubbing your forehead." "My right hand starts to rub your neck and shoulders, while my left hand starts to massage your shoulder blades. Moving slowly down your spine. Moving my hand to the small of your back. Now, I move back up your back, rubbing the sides of your back, pressing inwards on your shoulder blades." "Meanwhile, my right hand continues to massage your neck and the top of your shoulders." "George, you give nice massages." "Yea, my wife told me that if I ever lose my job, she was going to pimp me to a massage parlor." They both laughed. "Only I probably would have to massage fat, balding men. Thank you, sir, may I have another." Carla giggled this time. She enjoyed George's dry sense of humor. "Well, back to the massage. So I now have both of my hands working different parts of your back. I now have my left hand move down to your lower back, to just wear your ass crack begins. I now start to rub one cheek, then another. Slowly." "Hmm." "Now Carla, what are your hands doing to your body?" "Oh George, my right hand is rubbing my left breast. My left hand is down below. My thumb and index finger is rubbing my clitty, while I have my middle finger rubbing the lips of my vagina." "Push your middle finger deep inside. OK, now pull it out. Bring it to your mouth. Taste yourself. Do you like that?" "Hmmm, yes, I taste so good, wish you could taste me now." "Yes, wish I could." "Now move that hand off of your breast, and push two fingers into your vagina." "Continue to rub your clitoris, and use your other hand to finger fuck yourself." "Now let's continue the massage. My right hand is rubbing your neck and shoulders, while my left hand is now massaging your butt cheeks. Firm, gentle, circular motions on your butt. Sometimes I rub my fingernails across your cheeks. I rub one cheek for a few minutes, and then rub the other butt." "Hmm." "Now my finger starts to run down the crack of your ass, downs towards a very wet area. Back up to the small of your back. Now back down your crack, with the palm of my hand pressing on your cheek. Rubbing that finger across and around your little rosebud." "Rubbing up and down that crack and circular massaging your ass cheeks. Taking my time. Sometimes I am firm. Sometimes I scratch you lightly with my fingernails. Once or twice I stop at your anus, and lightly rub around it." "I'm really enjoying this massage, George." "Thank you, Carla. I continue to massage you butt. You continue to masturbate yourself in that hotel room." "OK." "You now roll on your side, with your back facing me. I move up behind you, spooning you with my crouch against your ass. Both of my hands reach up to your shoulders, rubbing them gently yet firmly. I place my penis in the crack of your ass, pointing upwards. I press my crouch into your butt, rubbing my penis along your crack. You press against my penis, making sure it is rubbing against your anus." "Meanwhile, my hands are rubbing your neck and shoulders, down your spine to the small of your back, rubbing the outside of your butt. My head reaches down to your shoulders, and I start to kiss them and your neck. You tilt your head to the side, providing my with better access to kiss you." "My cock is sliding up and down your ass. Rubbing at the bottom of your pussy. Rubbing up against your asshole. Grinding into your ass. You are responding to my spooning you, by pressing into my crouch." "Oh, I am beginning to roll. Ahhhhhh." "My cock slides downward, and the head rubs your vagina. You move a little, and the head of my penis starts to enter your pussy. You are so wet. Should I enter you now?" "Yes, please, fuck me!" "At your request, I push my cock up your vagina from behind, spooning you. I slip right in due to your wetness. I move halfway into you, and then pull slightly back. You push back, and I push into you." "I start to move in and out of you, slowly. You are starting to move with my motions, pressing back into my crouch when I push inside you." "Oh I have four fingers inside my cunt now, rubbing my clitty. I'm starting to cum." "Continuing to fuck you from behind." "Ahh, mmmm, oh, oh, oh, ahhhhh, oh, mmmm, ahhhhhhhhh!!!" "Starting to fuck you harder. Moving faster and faster inside your cunt." "Oh, I'm Cumming." George could hear the climatic screams over the phone. "Fucking you harder. In, out, in, faster, harder, oh you feel so good." George could hear Carla screaming as she climaxed. He kept speaking in the phone, and continued to fuck her over the phone. "Oh that feels so good, George. Thank you very much." "Don't stop rubbing yourself, Carla. Keep rubbing your cunt." "Now I pull out of your cunt. I reach for the lube bottle on the nightstand. I lube up my cock. I put some on my index and middle fingers. I start to press my index finger at the entrance of your asshole. It enters you a little, and I move it around your little hole." "I've started to rub my clitoris again. This time, I have my own finger against my ass, following your lead." "My finger enters your anus slowly. I move in slowly, moving around your asshole. I'm pushing slowly almost out, and then again pressing into you. Opening you up. Pushing my finger deeply inside you. I'm pulling out, stop, and press into you again. Loosening you up for my cock. Now I put another finger inside you. My middle finger joins my index finger." "George, I've now got my finger sliding in and out of my asshole." "Good girl. Think how good it feels having two fingers up your ass. Moving in and out of your slowly. It feels so good. It feels so nasty. You are almost ready for my cock." "Oh, George, fuck my ass!" "I pull my fingers out of your ass, and put the head of my penis at the entrance of your anus. Oh little brown hole. The head is going in you. Slowly. Stopping now. Letting you adjust to me. You press back against me, opening yourself up. I press into you, moving another inch inside your ass." "Yea, this is what I want." "Another inch inside you. Moving in and out, slowly. You are pressing your ass back against me, helping me get deeper inside your ass. I look down, and my cock is almost all the way inside your ass. You can feel my balls against your ass cheeks." "I start to move a little faster, moving in and out of your ass. You are so tight. You are moving your ass against me in time to my motions." "Oh, George, you feel so good. Fuck me in my ass!" "Fucking you faster in your ass. Not as fast as fucking your pussy. Just moving a little bit faster. You feel me deep inside your ass. My balls are starting to get tight. I'm almost about to cum. Cum inside your ass." "Go ahead, cum in my ass." "Finger your clitoris and asshole, Carla. I'm starting to climax inside your ass." Carla could hear some grunts and sounds of pleasure over the phone. It sounded like George is really Cumming. Carla continued to masturbate and push two fingers inside her asshole. "I'm shooting my cum inside you Carla. Inside your TIGHT asshole." "Oh, I'm climaxing again!! Cumming again to your words, George.!!!! "So am I, Carla!!" The two mutually climaxed, with moans, and shouts being heard over the phone. Soon, it was quiet, as each came down from their orgasm. "That was wonderful, George. I really, really enjoyed our conversation," said Carla, as she looked at her watch. Oh, it was almost 11 pm; almost time to call her husband. "Thank you, Carla." "George, I hate to cut this off, but I do need to go now and make a call to my spouse. I will see you tomorrow on chat. Maybe we can have another session tomorrow night." OK, good night, Carla." "Good night, George." This Old Cock Ch. 07 Episode 7 – The MMF George was about to depart the next day on his trip to the east coast, he had finished packing, and was checking his emails for any last minute items. Since his wife was fast asleep, he decided to check his private account to see if Diane had got his message that he was traveling to her area. Diane and he had been chatting on Literotica for over two years now, and had finally got to meet a year ago for a drink and talking at one of her favorite bars. They both hit it off, but a suddenly sick sister had prevented Diane from coming back to his hotel to have some fun. George had proposed another meeting to her about a month ago, and her response was accepting to the possibility of fulfilling each of their desires. The arrangements for George's trip had been finally approved by management, and George had found he would get in almost one full day before the meeting. Diane told him she would be working late that evening, but she might have some time to meet after work. George remembered that Diane sometimes made love to her current lover in the back of her SUV, and suggested that that might be fun. Unfortunately, George found out that Diane had just picked up her twin sons from college, and the SUV was full with their dormitory stuff. Packed full. George logged on to his Gentle George account, and his heart started to beat rapidly as he saw an email from Diane. He looked down the hall, and could hear his wife lightly snoring, so he knew he was safe. He clicked on the email and it opened. From: Diane Subject: Re: This Week What r your thoughts on a threesome MMF? Gentle George wrote: OK, will try to stop by your work at 9 pm on Monday. Just need an address. Wicked thoughts in the back of a SUV. Gentle George Now George's heart was really racing. And his brain. He remembered that Diane had always fantasized about having a threesome, with the thought of a cock in her pussy and one in her ass, or being fucked while she sucked off another dick. But with whom was she proposing to do it with it? Then George remembered his long chats on business trips on Lit where Diane had described her affair with her lover. And did she mention that he had mentioned a desire to play with another man's cock, to get sucked off by another man, to even being fucked up the ass. Hmm, George pondered. George checked his watch. Diane could be still up, sitting at her computer. He quickly wrote a reply to her email, saying that he was very up for a threesome with her. He pressed the send button, and off the email went. He waited a few minutes, but there was no reply. Darn, it is summer time, and with Diane's twin sons back home, they tended to hog the computer at night. Reluctantly, he signed off and went to bed. The next morning at the airport, George's flight was delayed, so he wandered over to an internet kiosk and logged into his private account. No email from Diane. He thought about signing off, but then he decided to express himself about having a threesome. He wrote: Headlights, I realized that I did not give you my thoughts, and you desired an answer to your question. I would like to do something that really turns you on. Really blows your mind. And I know you have had many fantasies of doing this. Two men, in your arms, doing what you want them to do. And I believe that there are two things you want to see, do, or feel. The first is feeling a dick in your pussy, while a cock moves slowly in your ass. The thought that I can feel him in you and you can feel us both, and the stimulation of your body, is beginning to make me hard as I write this in the internet cafe surrounded by many folks. I imagine that I will be in your ass, and I recall the time you let me produce so much pleasure while we chatted. I would gladly return there, and maybe we might switch off, if your lover so desires to try anal sex. I can also think of where you might have both of our cocks in your face, sucking and licking one, and then turning to suck the other. A while a double penetration is what you really want for a mind-blowing climax, you want to see your lover and I playing with each other. You would like me to fuck his ass too, as you want to see his face and see if he enjoys the same anal pleasure that you enjoy. You would also love to watch each of us suck each other's dick, seeing how two guys would do it, knowing that they know how it feels. So I would propose I arrive Monday at nine, the superstore is closed, and just your lover, you, and I. And then play for an hour or so in that training room that you have described. And see how it goes, and how you feel. Oh I want to eat your pussy for real, and pinch your nipples, and kiss you deeply on the mouth. Gentle George Writing the email caused George to have a soft erection, but the public address system announcing that his flight was boarding made it subside, and he hit the send button and logged off. The first flight went well, and George exited knowing he had almost two hours layover in Atlanta. He found an internet café and logged on, seeing an email from Diane. From: Diane Subject: Re: This Week This is what my Lover said to me after I forwarded your messages to him: Holy Cow He sounds just right for us!!! I want to play, I think you know that! I am just not sure I can make it work that late. What if it did not work at night but Tues. morning?? If you get a room Monday night we could play in the morning.. You can see him anyway Monday, I think you should. I want to do this more that you know. My cock is tingling now! If I can stay out late then just go by the hotel and meet you in the room, I will!!!! HUGS Babe! What do you think? Diane George looked around the internet café, thinking that everyone there was reading Diane's email. His heart was beating fast, and he decided to take some long breaths to relax himself. He pressed the reply button, and started to write back to Diane. He wrote: Diane, I enjoyed reading what he thought. To think I got his cock tingling. That I really enjoy. I cannot wait to see you naked, as we only had that one chance and had coffee. But you know I could not keep my eyes off of you, and what was underneath your sweater. And pants. I look forward to sucking his cock, licking it slowly up and down his shaft. And you watching me do that to him. And you watch him as he sucks me. As I finger his ass, getting it use to first one finger, and then two, and then my dick. Maybe I will fuck his ass while he fucks your pussy, so that you can see his face. And feel how hard it makes his cock with a dick in his ass. Of course, slowly, gently. And of course, the thought of you having a double penetration, something I know you have wanted for so long. And you get to choose who is in which hole, at first, I imagine we may want to try a few different positions to see what is comfortable for three folks. To all climax, you several times. Look forward to tonight and maybe Tuesday morning too. With you. With your lover. Gentle George He pressed the send button, and realized he still had almost 90 minutes before his flight left. He accessed his business email account, leaving his private account open. In about 15 minutes, he was surprised to hear a little bell ring, signaling he had received an email. He saw it was from Diane. From: Diane Subject: Re: Note to your Lover Gentle George, Tuesday morning looks like a go.... Yes the motel by my house is the one to use I think. It is a ____ Inn, on ______ Blvd., just off of ____ Road Here is what my lover said last night..... Oh Babe! All I think about is us in a MMF 3some!!! I hope this does not hurt your opinion of me!! I am not a gay guy! I have had this fantasy for so many years!! I will try to call you today! So you can bring me up to date on the plan!!! Want You! HUGS We must be gentle, take it slow, I am very nervous also, I talk a good line, but in reality, OMG scary stiff..... I work with this guy and see him almost daily.... I don't know if I ever described him to you: about 5 foot 9 inches tall, lots of very white grey hair, wears a yachting cap most of the time. He is heavy with a gut (actually not heavy all over, just the "over 40" male paunch), very hairy arms, and a black full bushy mustache, with full black eyebrows, brown eyes. He has a farmers tan already, just face neck and arms.... I know guys do not care about appearances much, just thought you might need to know something. Diane George quickly replied, and Diane returned his email: From: Diane Subject: Hi again (Monday) Hi again.... It is exit ##B The _____ Inn That is where he knows and he said he would be comfortable with it. We both agree that night time is a better feel, but the morning is what we have available. He can be there at about 8: 30 as can I. I might come earlier.....not sure....I am not a morning person, hard to wake up. Tonight I would like a re-acquainted drink or two, if that is OK. Don't want to be all worn out for the morning ; ) Call me on my cell at 9:15; I hope that is not too late for you. Not sure what the Twins are doing tonight, must keep up appearances. Talk to you soon, Diane Then the loudspeaker announced George's flight, so he logged off without replying to Diane. He was on his way to her, and would meet her that night. The hours until 9 pm could not go fast enough for George. Around 6 pm, George bought an adult movie on the hotel cable, and masturbated, taking a page after the movie "There is Something about Mary," where the actor masturbated before his big date so he would not be so horny. He left where he was staying and drove towards Diane's town about 8 pm. He found the right exit, and remembered that Diane said the hotel would be on the immediate left. There was a construction detour sign, and he followed it, not knowing the neighborhood. He saw a hotel, but it was a Holiday Inn, and it was on the right. Nothing looked right. George was in a panic. He made several u-turns, and finally found himself back at the Holiday Inn. He pulled in and found a pay phone to call Diane. She laughed, as it was now almost 9: 30 pm. She gave him directions to a bar, about three miles away. He parked the car; it was one of those bars in a small strip shopping center. He walked in, looking first at the booths away from the bar. He did not see Diane. He was puzzled, then started slowly looking for her at the tables, and finally to the several folks sitting at the bar. She smiled, and he walked sheepishly up to her, giving her a kiss. "Sorry, I got lost." "And I see you don't even recognize me anymore?" "Your hair is shorter, and lighter than last year." "It's grayer now, dear." They both laughed, and the bartender walked over and George ordered a whisky sour. Diane and George quickly caught up on what each had been doing, what their spouses and kids were doing, and light banner. George finally took both her hands in his, and said, "I know you are nervous, so am I, but everything will be fine, and you will have a great time." George bought Diane another glass of white wine. Diane then proceeded to tell George about the bar on Wednesday night, as swingers use it to meet and get to know potential partners. Another story for another time. Diane and George went over what was going to go on the next morning with her lover. He would meet them at the hotel at 8: 30 am. Diane might arrive early, if she got up early enough, but would certainly meet her lover in at the hotel parking lot and they would come up. It was now almost 11 pm, and George asked Diane whether they should now leave and go get a hotel room. Diane realized that she was too tipsy to drive her SUV, so she agreed to come with George on the drive over to the hotel. She and him walked out of the bar, holding hands. George had parked right next to her SUV, and it was loaded with college dorm stuff. George had to stop at the cash machine, as he knew better than to use a credit card. He drove to the hotel, and went in to the lobby and got a room. He went to the room, and then called Diane on her cell phone, and she came up to room 320. Diane walked into the room, saying, "I think my lover and I have used this room before," and began laughing. He liked how relaxed she was. She then went into his arms and they had a deep kiss for several minutes. Diane then walked over to the bed, and took her shoes off, lying down on the bed fully clothed. George came over to the bed. They continued to kiss, and George began to rub her neck, her ears, her forehead, and her shoulders. His hands moved down to her breasts. He gently massaged the right breast, and then moved to the other, causing her nipples to harden. She lifted up her blouse, and pulled it over her head. He began rubbing both breasts with his hands as they were encased in her bra, and quickly that was unclasped. He leaned down and began sucking on her nipples. "Lick them hard, suck on them hard, you can bite them if you want," Diane said. He followed her directions until she had a climax just from him playing with her nipples. "Put a rubber on, I want to be fucked," Diane said after her climax subsided. "I won't fuck you tonight, I will save that until tomorrow," he replied. "You don't have a condom, do you?" "Uh, no, I thought you would bring your toys and stuff with you." She started laughing again, saying "How could you not have a condom with you?" He finally said, "I appreciate your desire and thought, but tonight, I will lick you and eat you again and again, and tomorrow, you will be properly fucked by her lover and I." George pulled down her pants, and then her panties. He began to kiss the inside of her thighs, and began to lick and suck on her clitty. He played with her clitoris for a long time, causing Diane to have five or six very hard climaxes. He began to finger her cunt, and Diane insisted he put several fingers into her. And more fingers. Finally, he had four fingers in her pussy. She was talking about how someone once had fisted her, but George could only push four fingers inside her. He then pushed four fingers of his other hand inside her, now having eight fingers in her cunt. She screamed and climaxed not believing that he was fucking her with both his hands. George kept his pants on during the next two hours and kept his promise. Diane and George got dressed, and he drove her back to the SUV in the bar's parking lot. On his way back to the hotel, George stopped at the Seven-Eleven and bought two packets of condoms for tomorrow. He got back to the room, set the alarm clock for 7: 30 am, and fell fast asleep. George woke up and jumped into the shower. He was done and dressed in 20 minutes, so he turned on the television and watched the morning news shows. It was 8: 30 am, and there was no knock on the door yet. Finally, the phone rang, and he answered, "We are coming right up, see you soonest." Diane knocked at the door, and George opened it up to both her and her lover. Her lover, was carrying three fancy coffees, and brought them into the room and sat the tray on the desk. Her lover turned to George, reached out his hand, which George then shook, "Hi, I am Ted." "Hi, I am George." Diane laughed softly at the formality of the two men who were about to fuck her silly. The three of them then opened their cups, and took a deep drink. George sat down on the bed, the television still on. He reached for the remote, and turned it down, and then just hit the off button. Diane then took off her outer clothes, revealing a sexy blue outfit that Ted had never recalled her wearing. Diane then pulled a chair against the wall, and brought out her large vibrator and a clit pumper. She sat across from George and Ted, who were sitting on the bed, watching her start to play with herself. The clit pumper hooked on to her clit, and she pumped its little air bulb to apply pressure on her clitoris. Ted and George sat there watching, fully clothed, and drinking their coffee. Finally, Diane said, "I need my nipples sucked on." In unison, Ted and George got off the bed, went to each side of Diane, got on their knees, and began sucking on each breast. Diane had warned George that she was going to try to control the action, telling each of them what she wanted to do. It started off that way. She handed the air bulb to George and told him to keep pumping it. Ted was playing with her nipple and kissing her. George started to rub her pussy outside her outfit which was beginning to fall off. Ted said, "Its getting hot in here, I am going to take off my shirt." He pulled his shirt off, and George did the same. They continued to play with Diane's nipples, and stroke her body all over. She said, "You two need to get comfortable." Ted and George then stood up, pulled their pants and underwear off, standing in front of Diane sitting on the chair. Diane stood up, and moved over to the bed, lying down with each man on one side. Ted started to kiss her on the mouth, so George moved down her body and began to nibble on her clitty. While eating her, George reached over to play with Ted's cock. It looked very much like his own; and it was semi erect, and so smooth. Diane moved on the bed, with Diane and Ted moving into a 69 with George's crotch, and George moving to face Ted's slowing hardening dick. George could feel someone start to lick his cock, so he began to lick up and down on Ted's. While he was blowing Ted off, he could hear Diane and Ted talking softly, and realized that they were both sucking on his cock or licking his balls. Diane told him later that Ted was asking what to do, with Diane doing a show and tell on George's dick and balls. Meanwhile, George was enjoying sucking a cock, something he had not done in a few years. Ted was getting harder in his mouth, and George enjoyed that. Then Diane rolled Ted on to his back, and she mounted him. At first, George watched the two lovers fuck. He then went behind them, and moved his mouth closer to Diane's pussy and Ted's cock. It was just like a porn movie, watching Ted move in and out of Diane's cunt. George could not resist, he moved closer and began to lick downwards from Diane's pussy to Ted's shaft to his balls. He sucked on the balls, and then went upwards to his cock to her pussy, and then reamed her asshole with his tongue. He heard Ted tell Diane that George was sucking his balls, and Diane then said that he was tonguing her asshole. Diane then said, "Fuck me George in my ass." George reached for the condoms on the nightstand, beat his meat a little watching Diane fuck Ted, and put the rubber on. He then moved behind them, and slowly pushed his dick into her ass. Diane was finally having the double penetration she longed desired. The three of them moved around a little to get into a comfortable position and then get into a little rhythm. George could feel his cock rubbing against Ted's. They continued to fuck until Diane came. Diane then moved to a sitting up position, and ordered Ted and George to bring their cocks for her to play with. She played with each, and rubbed them together. George started to play with Ted's nipples, and Ted played with Diane's nipples. Ted then lay on his back, with Diane lying on her side in between Ted and George. Ted looked at the clock radio, and remarked that he would have to leave in a few minutes to go open the superstore. Diane was rubbing his chest down to his cock. George reached around Diane, and began to masturbate Ted. He asked Ted if he wanted him to beat him off. Ted agreed. Diane and Ted started to kiss, while George began to play with Ted's cock and balls. George could feel the tension rising in Ted's dick, and figured he would come in a few minutes. He thought about moving around and sucking him off, having Ted come in his mouth. This Old Cock Ch. 07 Before he could move, Ted announced to the two of them that he was about to cum. George continued to beat his meat, and soon he felt the hot cum splash on his hand. Now he moved around and took Ted's cock in his mouth, licking and cleaning the cum off Ted's dick. Diane got a washcloth from the bathroom, and she cleaned the rest off Ted's belly. Ted got up; put his clothes on as Diane and George watched him, sitting naked on the bed. He got up, shook George's hands, and gave Diane a deep kiss, saying how happy he was and how much fun he had. He then left the room just before 10 am. Diane then lay on the bed, and began to tell George what Ted had said while they were playing. George began to eat her, but Diane quickly had him push his cock into her cunt so that she could quickly cum. George then turned her over, and pushed his cock back into her ass. He slowly fucked her, causing her to cum again. George then rolled on to his back, and tried to persuade Diane to give him a blow job, but she and he just masturbated his cock until he came. And she went and got another washcloth, and cleaned the cum off of his belly. It was now almost noon, and Diane needed to get home before her twin sons woke up and suspected anything. George and Diane then got dressed, and walked out of the hotel room together. He walked Diane to her SUV, and kissed her. He then drove south to his meeting. A few days later, George received this email from his Lit lover: From: Diane Subject: recovery Hi, how is it going? I am still recovering from Tuesday morning. I seem to have a scab on my left nipple....hmmm nibbling went a bit too far I suppose. The abrasion on my labia is a bit sore. Though I can walk just fine ; } Lover is still talking about it all..... He quite enjoyed himself and was very pleased that I thought to help him live out a fantasy. He would like be with another man again, with me more in control, telling the men what I want them to do. I didn't take as tough of a dominant stand as I could have.... didn't want to scare him off too soon. Now I know he wants more of me in control..... He likes it when he is my bad boy and he must do as I demand. I was with my lover today and he asked had I heard from you. I told him no, and I wondered how you were. Did you write a story about our adventure yet? If so let me know the title..... And I will forward it to her lover. He said he would like to repeat the little group meeting in the future. I told him you were going to be around, possibly in July, not sure it would work for him or not, but we have the option. Keep in touch, stay well..... Hope you are well, Diane George smiled, thinking about what might happen in the future.