0 comments/ 18862 views/ 5 favorites Alternate Plan By: patdown This is a follow up to 1 My Girlfriend Delivers and 2 Waking Up was When It Started My girlfriend Karen shares an apartment with her brother and unless you knew them you'd never take them for siblings. Kevin is all of 5-4 tall and weighs in at about 135 pounds. They did seem to get along well, really well I learned. So one Saturday afternoon I went over to their place but had completely forgotten that Karen had gone on an overnight bus trip with her cousin shopping at an outlet mall. Who could forget something like that? Kevin invited me to stay and watch football so it seemed like it was better than nothing. It turned out to be way better. We were sitting on the couch, I had the foot rest up and Kevin reached over and began rubbing my neck. It felt good and after a while he said, "Scoot forward so I can sit behind you and do a better job." So I eased forward and Kevin slid behind me with his legs on either side of me. It was very relaxing Kevin has a talent I thought. I also felt Kevin's boner pressing against my back about the time he put his arms around my chest. He ran his hands around my chest and down to my stomach. I responded by stroking his legs on either side of me then Kevin reached for the waistband of my pants and said, "If you're up for that sort of thing we can get you out of these britches have a lot of fun." I hugged Kevin's legs close to mine and said, "I can feel you're up for it so let's get going." I got to my feet and turned towards Kevin and he extended his hand so I could help him up. My being 6-2 tall and 225 pounds I took Kevin's hand and ducked down pulling him off the couch and up onto my shoulder. I patted him on the ass and he said, "Damn this is going to be fun big man, get me to my bedroom and quick." I dumped Kevin on the bed and we both quickly got out of our clothes. Kevin reached out and took hold of my dick which was getting hard but I pushed him on the bed on his back and said, "You just wait on that." Then I got down between his legs and went down on his stiff six inches. I was able to suck the length of Kevin's dick quickly. Kevin's legs were draped over my shoulders so to have some fun I pushed forward until he was upside down, balanced on his shoulders with his feet dangling over his head. Kevin was laughing while enjoying himself as I alternated sucking his cock and licking his balls. He was very receptive when I moistened my fingers and worked one then three into his little asshole. As I played with his ass I kept my lips locked onto the head of his dick and it wasn't too long before he shot his load. I held as much of the considerable output it in my mouth as I could and leaned forward to kiss Kevin and share his cum with him. Smiling, Kevin said, "OK Steve you've done your part now let me at that man meat, the waiting is killing me." So I slid from between Kevin's legs and moved on top of him straddling his chest and moved up so my stiff dick was pointed right at his chin. Kevin kissed the head of my cock and said, "Oh this is just fabulous." He then wasted no time, taking the head of my cock in his mouth and working more between his lips. I was enjoying a fabulous blow job Kevin as did his best sword swallowing exhibition and deep throated my nine inches. I was content to just let Kevin do his thing but in the position we were in I said to him, "You're doing such a great job Kevin I don't even have to bother grabbing your ears and really fucking your face." Kevin let my dick slip from his lips and said, "Don't worry Steve we can find plenty of chances to get to that fun. But right now you got to suck me off first so it's only fair you have to fuck my ass first." I wasn't about to argue the logic of that so I replied, "If that's what you want, let's get your ass slicked up and do it." Kevin quickly rolled off the bed returning with a tube of lubricant and a condom which he rolled onto my stiff dick. He then got on all fours in front of me and I quickly worked three well greased fingers into his ass. After that I put some more lube on my cock and lined myself up behind Kevin who turned his head saying, "I'm good to go, hit it." So with a hold on his skinny hip with one hand I guided the head of my dick into Kevin's ass with the other. He gave out a bit of a screech but rocked back towards me so he obviously was having no problem. Holding his hips with both hands I slowly pushed forward and Kevin was easily and enjoyably taking inch by inch of my stiff cock in his tight little ass. I was pushing about seven inches into Kevin's back door with no doubt he could take the last two and enjoy it when I heard a female voice next to us say, "Well if you boys have room for some hungry pussy I could use two men of action." Kevin looked over and responded, "Oh hi Mandy, of course there's always room for some sweet pussy that's always hungry." At the same time I paused briefly and turned my head to see Kevin's girlfriend Mandy who had already removed her top and was getting out of her pants. I didn't find any reason to object to her joining in. Mandy is a brunette with a thick hour glass figure, 5-8 tall and 200 pounds and she's got it where it works for her, firm round tits, thick thighs and wide hips. She's a slightly wider version of Karen, which is maybe how Kevin found the attraction. Naked and damn fabulous, Mandy got on the bed and got herself in front of Kevin with her legs spread. He wasted no time going down on her while I continued to ream his ass now with the full nine inches. Finally the combination of fucking Kevin's tight little ass while watching Mandy play with her fat jugs as her boyfriend was eating her pussy caused me to cum. I held Kevin closely with my cock buried deep in his ass as I felt sweet release before pulling out. After I came I could tell Kevin had concentration enough to keep eating Mandy so staying behind him I reached around to get his dick to full hardness. When he was stiff in my hand I moved over to get another condom. Kevin straightened up on his knees and gave me room to put it on him then he moved up between Mandy's thighs and slipped his dick right in her wet pussy. It was quite the sight, Kevin's slender body between Mandy's wide thighs almost as thick as Kevin's torso but they were a match. Kevin wasted no time before he was pounding his stiff six inches into Mandy's pussy and she was humping her fat butt off the bed at him. I moved next to Mandy and took the opportunity to suck on her fat round tits. What a sweet full pair, a little bigger than Karen's. Mandy reached between my legs to caress my balls in her right hand as Kevin continued to pump his dick into her. I had a mouthful of tit when Mandy whispered in my ear, "Oh Steve I just love big balls." I turned my head to face her and replied, "Then feel free to enjoy." At that point Mandy planted her feet and pushed up at Kevin and he sort of bounced off of her. A move they no doubt had done before because Kevin kept fucking her pussy. Mandy then swung her legs around either side of Kevin scissoring him tightly. A few seconds later he sighed and shot his load. Mandy released her grip on Kevin and pulled him up on top of her and they kissed as she hugged him tight. She squeezed his ass with both hands and said, "Got your little butt good and fucked there Kevin. It's probably a nice change for you to have a man banging your ass. It's a sweet piece of ass that's for sure. Now let me see what Steve's got to offer." My dick was getting hard so I eased up so it was pointed at Mandy's cheek and said, "How's this?" Mandy tilted her head and said, "Now there's a fine how do you do, let me have a taste of that puppy." I eased forward and Mandy took the head of my cock between her lips. Mandy started sucking my dick while Kevin moved over to give some attention to her fabulous tits while being a thoughtful boyfriend fingering her pussy. As Mandy did a fantastic job sucking me off I reached down to rub Kevin's back. I guess Mandy and I were ready at about the same time because she released my cock and said, "Kevin, be a dear and help Steve with a condom, I've just got to fuck this nice big dick." Eager to please, Kevin quickly was helping me out and I got between Mandy's awesome thighs with my cock aimed at her neatly trimmed bush. I slipped my dick into Mandy's pussy and quickly got down to it. Initially I was doing my best to tease Mandy and go slowly but she was pinching me between her thick thighs, a little trick she shares with Karen, and damn it feels so good. But I was concentrating and Mandy was stroking Kevin's dick with obvious results so I really got to pumping my dick into her. That's when Mandy said, "Steve would you mind pausing for a sec so Kevin can lube up your butt. It would be just dreamy to have him stick it in your ass while you fuck me." "For that I can hold on Mandy" I replied and pausing with my cock halfway in Mandy's wet snatch I took a break so Kevin could work his magic in back of me. After a few minutes Kevin slapped me on the ass and said, "How's that feel Steve, I think you're ready." I just nodded and Kevin pushed his stiff dick into my ass. Once he was settled I smiled at Mandy, pushed farther into her and got back to fucking her. Kevin held onto my hips and matched my pace, pushing in and pulling back with me. We had a well coordinated effort, Kevin was pushing his 6 inches in my ass, I was pumping all 9 inches into Mandy's greedy pussy and she was getting off with our combined weight forcing her big butt deep into the mattress. Finally the combination of sticking it to Mandy and Kevin pumping my ass was too much so I pushed deep into Mandy's pussy and came. I was strong enough to move Kevin as he kept at it and pull out but stayed between Mandy's thighs. Kevin showed real stamina though and continued fucking me good and hard, slamming his slender body against my ass. This pushed our weight down onto Mandy who even without a dick in her snatch got off on it, "Oh fuck hammer it in there Kevin, push Steve into me, damn it's awesome to have two of you nailing my ass into the mattress. I love it!" Finally Kevin had enough and pushed all the way and leaned in with all his weight on top of Mandy and me and came with a low deep moan. I laid down on top of Mandy with Kevin on my back and she said, "Fuck you boys are a fabulous tag team. Just tell me you both take a break and give it to me again." Kevin spoke first, "You know I'm always ready to fuck you Mandy." I looked the big horny brunette under me in the eyes and responded, "All I need is a chance to catch my breath and get something to drink and I'll be up to fuck." With that we all rolled off the bed and Mandy said, "Ok how about a round of showers, some snacks and then back to the snatch." So with that plan in an hour Mandy was the center of attention, sucking both Kevin and me off before we both fucked her two more times. It was incredible and made for quite the day. Alternate Plans Author's note: the following story is purely a work of fiction and any resemblance to real people or events is purely coincidental. The author wishes to express his gratitude to Angel Love for her editing to make this a better story. * "Oh, wow! I love this décor! It's so masculine." I wondered what the tall, shapely blonde meant by that remark. She was running her hand over the long, thick wooden dining table as if it was some sort of sensuous object. I was wishing she was rubbing those fingers over certain of my body parts instead of the table. Or maybe I could rub certain of my body parts down between that never-ending valley between her generous sized knockers. "Well?" she asked, looking at me questioningly. "I'm sorry. I didn't understand your question." "I just asked what the monthly rent is on this place." "Oh, yes. It's $1800 a month for the apartment, including kitchen privileges in the master suite downstairs and all utilities except a phone." "Well, it sure is a nice apartment. I really love the big bathroom with that garden tub. And the queen-sized bed ... I've never seen a bed that well-built before. And I love this furniture. It's just that ... well, it will be really close on my budget unless I can find some extra jobs." "What kind of work do you do?" "Well ... it's only part-time but I've done some modeling for a few magazines. Actually I'm taking a full load of classes at the university so my opportunities are rather limited." "Sounds like you have a busy schedule." "Oh, it's not that bad. Actually I like all of it but ... well, I'm losing my current roommates so I'm having to move out of my apartment and this is the most affordable thing I've seen, even though it is much nicer and cleaner than a lot of places. How much deposit do you require?" "Just $500," I said. "That's not too bad. Do you have to have all the first month's rent up front?" "Yeah, I'm afraid so. Is that a problem?" "Well ... it will make it pretty tight for me for awhile. I need to do some figuring to see if I can make it." I sighed. I didn't want to lose this one. She was a real beauty, a looker with an amazing looking body. Just being in her aura seemed to say, 'fuck me silly.' "Uh ... I usually don't mention this to my tenants but ...," I lowered my voice somewhat, "... we do have an alternate payment plan for certain people who prefer to use it." Suddenly she brightened up as if I had offered her a million-dollar check. "Oh, you do? Tell me about it, please." "Uh ... well, I'm not ... uh, sure that you'd ... you know, really be interested. Maybe I shouldn't have said anything." She turned and put a lovely tanned hand with long fingers and crimson nail polish on my forearm. I could smell her sweet perfume, a fragrance that, along with the closer view of her deep cleavage had my third leg expanding. I imagined that I could actually feel the heat of her body but knew that was just my imagination. "Please tell me," she begged. "If there's any way I could get this apartment ... and keep it ... I would." I reluctantly drew my eyes up from her large breasts to her face. She was earnestly gazing into my eyes and I could see understanding begin to dawn on her face. "Ohhh," she said. "I think I understand." "Wait. I'm not trying to get you to do something you don't want to do. I mean, yes, I'd love to ... well, you know what I mean. But I wouldn't want you to do that unless ... uh, unless you decided you wanted to." "Well, let's just talk about this a little bit," the sweet thing said, tossing her head so that her long blonde tresses moved to the side of her face. "Let's just say that I was to be agreeable to making full use of this alternate payment plan. How much of my rent could be paid that way?" "All of it, if you choose to make a full trade." "Oh? And what does a full trade involve?" "One night a week and one daytime session, usually an hour." "What happens in the night sessions?" "Anything we want and you stay until near daylight the next morning." "Are you the one who would collect?" "Yes, I'm the only one." "How do you know that I'd be worth it?" I turned at her with an incredible look. "Are you crazy?" She laughed and patted my shoulder. "Thank you, sugar. That's sweet. Can the security deposit be paid the same way?" "Of course." "When could I move in?" "When could you make the security deposit and first week's payments?" "I don't know. I guess I could start tonight and tomorrow, if you want to." "I guess you could move in tomorrow." She leaned against my right shoulder, holding my arm against her breasts, letting her head lay against me. "I just know I'm going to love living here." "I'm sure the feelings will be mutual, my dear." She moved around in front of me and flung her arms around my neck. Straining upward to press her lips to mine for a delicious kiss, she also pressed her body into my erection which pushed back unforgivingly. When she pulled away, she winked at me and said, "Uh, huh, I think this is going to be a great arrangement. You don't mind if I bring a little suitcase of my things to your place tonight, do you?" "No, my dear, you may bring whatever you like," I said, letting my hands slide down her back until I cupped her buttocks. She just smiled and backed away, poking a finger at my chest and saying, "Payment starts tonight, sugar. Be ready." Her name was Janelle but she preferred to be called Jan. She was a 21-year-old university junior majoring in Marketing . I immediately wondered what she intended to market. Jan signed the lease agreement in my office and then left. She said she would be back by 8 o'clock that evening and we could begin her payments. However she returned a few minutes after 7 and told me that she was ready to start at any time. Having already closed the office and eaten a bite of dinner, I was ready for anything this beauty was willing to do. I showed her around my apartment, which was bigger than hers but furnished similarly. She bounced on my king-size bed and gave her approval. She sat on my heavy dining table and said that she liked it. She even lay back and let her short skirt slide up her beautifully tanned thighs until I caught a glimpse of an aquamarine thong. I soon had a problem with space and arrangement in my shorts and wanted to drop between those luscious thighs and have my evening dessert right there, but knew that I wanted to start on her face first. Back in the living room, she flopped on the sofa and pulled me down beside her. She turned and let me kiss her, opening her mouth when my tongue snaked between her sweet lips. We kissed long and, at least for me, passionately. When her hand landed on my upper thigh, my hands began to rove over her body and I felt up her very sizeable tits, down to her ass, and finally around to cup her mound. Meanwhile her hand found my erection and her fingers closed around it. In just a few minutes, she had my cock out of my shorts and had leaned over, closing her pretty lips around my shaft while her tongue explored every bit of my fevered flesh. While she lingered over my probe, my fingers loosened the buttons on her blouse, unsnapped her bra and prepared her jeans for removal. I was so turned on watching her blonde head bobbing up and down. But I was afraid she was going to make me cum and I did so want to put my first load deep in her pussy. So I pulled her up and stripped her clothes off, then let her pull my shorts off while I lifted my bottom. When I sat back on the sofa, Jan straddled my lap, guided my cock into her hot love tunnel and eased herself down until her sweet box completely engulfed my member. She put her hands on the sofa beside my head and rode up and down while I kneaded her tits and tweaked her hard nipples. It was a matter of minutes before we both came. I offered Jan something to eat while we were recovering and she accepted so we padded to the kitchen without putting on any clothes. I offered her the run of my refrigerator and my prong began to stiffen again as I watched her bent over checking out my food supply. She finally selected some lunch meats and sliced cheese. We fixed sandwiches and talked and Jan sat on the end of my heavy dining table while she ate. When I moved close to her, she spread her legs and let me move right up to her. I couldn't help getting hard again, watching the beautiful, sexy woman sitting naked on my table. My cock lilted and began questing for a warm place to hide. Jan just smiled and kept eating her sandwich. But when she popped the last bite in her mouth, she wrapped her fingers around my shaft and tugged it to her sensitive hole. I eased my cock back into her sweet hole and, as she lay back on the table, I lifted her legs to my shoulders. For the next several minutes, I concentrated on plowing her fertile furrow and rubbing her little nubbin each time my balls smacked against her ass. She began to mutter, "Oh ... oh ... uh ... ooohh ... ooohhhh, " and the expression on her face was pure lust. I watched her cum, feeling the pressure as her pussy clamped around my cock. Afterward when I concentrated on my own pleasure, banging into her ass hard time after time, I savored the release as my balls spit their load of hot sperm into her sexy body. When I had some strength back in my muscles, I picked her up and carried her to my living room, carefully sitting her on the sofa. I sat beside her and we watched a little TV and I held her snuggled up under my arm. We watched for a couple of hours and then adjourned to my bedroom, ready for another bout. Jan sucked my cock until I was rock hard again and then she offered me a piece of pussy doggy style. This time I worked my way in and out slower than a walking horse oil well pump. It paid off in three more orgasms for the little lady and finally a rather weak but still satisfying cum for me. Jan let me spoon behind her and put my arms around her so I could hold her boobs as we drifted off to sleep. The next morning she woke me at seven o'clock, saying that she had a job to go to and if I wanted a wake-up fuck, I'd better climb on. I climbed into her saddle and stuck my morning woody in her pussy, surprised that she was wet enough to let my spear slide home in one smooth push. She whispered, "We don't have much time, baby. Fuck me hard, hear?" I may have lasted three minutes. While she was in the shower, I fixed some breakfast, watched her gulp it down and leave at a trot, promising to be back on her lunch break to pay the deposit. I had tenants before Jan who used my alternate payment plans, some only occasionally, some on a regular basis. However, at the time she came along, there were none who were using it regularly. Once she paid her deposit and the first month's rent in four great nights of sex, she put her name on my schedule for every Thursday night so that her rent would be paid in full. Just a few weeks after Jan rented her apartment, I had a forty-something mother bring her 18-year-old daughter by to check out an apartment as a place to live while she attended college nearby. The young lady thought the apartment looked fabulous, but then it would be her first place to live away from home. Mom was a little more critical but finally agreed that it would provide what the daughter needs. She sat with me in my office to talk about the costs while her daughter went back for one more look at the third-floor apartment. I explained to the mother about the rates and she nodded her agreement, although she seemed resigned about having to pay such high rates; she said they had looked at several other places that were even higher. When she hesitated, I explained, "We do have an alternate payment plan, if you want to use it." "Oh? And how does that work?" she asked. I gazed knowingly at her crossed legs and licked my lips. Although I was not in the habit of screwing women that much older than I, she was a very sexy, very attractive woman and her daughter, who may or may not be a party to such payments, was no less attractive. "Well, it is rather personal. I'm not sure you want to know." She looked at me questioningly and the light dawned, bringing a devilish grin to her face. "Honey, call me Merribelle. Now are you saying that we might work out something of a trade agreement in lieu of cash?" "Yes, that certainly is a possibility." She scooted forward on the chair and I watched her skirt ride up her shapely legs. "Talk to me. Tell me all about how it works." I explained that, for services rendered, we could dispense with cash as long as payment was given promptly and willingly. I would not accept begrudging payments. "Would you accept payments from both me and my daughter?" "Well ... that would certainly be the preferred method. However I would also be amenable to an arrangement with either of you if that is what you would prefer." "Oh, no. I think we can work something out here that would include both of us. I just never ... imagined that you would be willing to ... you know, accept that kind of payment from me." "Only if you are willing to make them of your on volition," I said. "Honey. I don't think that would be a problem." She moved over to the sofa beside me and let her hand soothingly float over my erection. Gazing into my eyes, she said, "I'll have to ask Beth but I'm sure she will be willing to participate. Say every other week with each of us. Or maybe we could build up some credit by doing it more often." As she was talking, she was also removing her blouse and skirt, then turned to help me lift my shirt over my head and step out of my shorts. She stood, wearing bra, panties, thigh-high dark stockings and high heels and dropped between my legs, pulling my throbbing erection to her mouth. An older woman she might be but that just meant that she was more experienced at giving pleasure, which is what she did. Unfortunately the door bell rang just as she had gotten to bobbing up and down really good and I groaned, not wanting her to stop. However she jumped up and ran to the door. Standing behind it, she pulled it open and Beth walked in. When she saw the way her mother was dressed, her eyebrows arched up in a question mark. As they walked back to me, mother talked to daughter in low tones but it was obvious what they were talking about. When Merribelle stopped in front of me again and dropped back to her knees, she said, "Now if you want to play, get those clothes off. When we make a payment, I don't want him to have any doubts that he is getting payment in full, understand?" Beth began shedding clothes and responded, "Yes, mama." I soon had a handful of young sweet pussy, a mouthful of taut tit, and a lapful of bobbing wet face around my throbbing wet member. As soon as I could, I put out my "Closed sign, locked my door and took the two women to my bed, where we frolicked into the wee hours of the morning. Once we had the preliminaries out of the way, Beth filled my bed every Tuesday night while her mother drove the short distance from home to be my partner every Saturday night. Beth took summer jobs in the city and retained her apartment throughout her five-year degree program, faithfully making her rent payments every week. Although there was no need for her mother to make alternate payments, she continues to make the drive every weekend ... and we're now into the seventh year. After her first marriage failed, she didn't want to get married again ... just get fucked regularly by someone not involved in her community. Just a few days before my first encounter with Merribelle and Beth, I showed an apartment to 29-year-old Cora. She was slightly heavyset with an enormous pair of hooters and I salivated the first time I saw her. However, she was a very shy, circumspect lady and was purely no nonsense when the discussion turned to the rental amount. She whipped out her checkbook and wrote me a check for the deposit plus the first and last month's rent. She moved in the following afternoon. I'm always a bit anxious about personal checks until they clear the bank but Cora's check had no problems. She asked me to provide a little assistance with a dripping faucet in the kitchen and a little chatter in the heating unit but those were easy items to fix and otherwise she seemed happy with the apartment. It wasn't until the fifth day of her third month that a problem arose. I give all my tenants until the fifth to pay the new month's rent but Cora had not called or come by to say she had any problem. I had seen her coming and going several times, usually as she went to her job at a nearby publishing house. We always spoke and she was quite cheerful so I found it odd that she had not let me know if she was having a problem, although some people just try to hide such issues. When I didn't get an answer on the phone, I decided to stop by in the evening when I knew she was in. I had gone to the fourth floor to take care of a minor repair anyway so, on the way back to the elevator, I rang her bell. I was about to give up when the door opened a crack. It was Cora and, although I couldn't see much of her, I could see that she had been crying. I said, "Cora, is there a problem?" She opened the door and let me in, closing it behind me. I followed her to the sofa but by the time she sat down, she was crying again. Through her tears, I managed to get, "Yes. I don't know what to do. My boss said that they had to cut back my hours because of the season. They're not getting in as many new jobs as usual." She let out a loud sob. "And now ... I can't pay my bills. I'm going to have to move out ... but I don't have any place to go." Then the crocodile tears just rained down her face as her whole body shook with her sobs. I pulled her into my arms and hugged her. I said, "Shhh. Let's see if we can find a way out of this. How bad is it?" "Well ... if I pay my rent, I don't have anything left for my other bills. If I pay my other bills, I don't have anything left for my rent." "Hmmm. I see," I said, seeming to study her problem. "And you don't have any prospects of other income?" "No. I've looked at a second job but what's available is all minimum wage and wouldn't pay enough to cover the difference. I don't know what to do." "Well-l-l-l," I said, drawing it out. "I do have an alternate payment plan but I don't know if you would really want to try it." She perked up. "I'd do anything. Can I clean apartments for you? I'll cook and clean and do your laundry! Anything! Please!" she begged. I laughed. "No, it's not like that, honey. But it is very personal. I'm really not sure ... you might be offended by it." "Oh, I wouldn't," she said eagerly. "Just tell me what it is ... anything ... Oh!" She spotted my gaze into the depths of her unending cleavage. "Do you mean that you would like to have sex with me?" I nodded to show that she had hit on the solution. "Really? In exchange for rent payments?" I nodded. "The whole thing? How would it work?" "Yes, the whole thing. Once a week, you would come to my apartment at, say seven o'clock. We would enjoy ourselves, fuck ourselves silly, and you would spend the night in my bed. In the morning, we might have a wake-up fuck and that would be it. I promise that I would not require you to do anything you don't want to do willingly." "Ohmigosh! Are you sure? I mean, I'm not very experienced. And I'm not beautiful ... or sexy. I'm ... too fat. I know I'm not what men want. I mean ... I would love to do ... what you are saying ... I would love to fuck you ... but ...how do you know you would be happy with me?" "Are you kidding? I would be happy just to spend my time playing with your beautiful boobs. And don't forget that beauty is in the eye of the beholder. I think you are beautiful and sexy both. I would really love to strip you naked and run my tongue all over your body." Alternate Plans Her fingers had been playing with the buttons on the front of her blouse and as her tears dried up, her face lit up with a smile and the fingers began unbuttoning the blouse, leaving even more of her deep cleavage showing. She unhooked her bra, letting her twin mountains out in open air and gently tugged my head to her chest. Cora really was inexperienced but she was eager to learn and I was just as eager to teach her new things. She became my regular Wednesday night partner and we really did fuck ourselves silly every Wednesday night. I asked her about anal but she said that the only time she'd ever tried it with the one guy she had been intimate with before me, it had hurt so badly that she promised herself that no guy would ever do that to her again. On our seventh night together, it was already getting late but we were both working each other toward another wrestling match of some kind when Cora backed off. She stared at me for a minute and then startled me with a request. "I want you to fuck my ass." "What?" I exclaimed unbelievingly. "You heard me. I want you to fuck my ass." "Are you sure, honey? We're having fun without that, aren't we?" "Yeah, but I hear the girls at work talk about it so much. I've asked them how they can do that without it killing them and they've told me their secrets. About using plenty of lube. About how to relax. Jeanie says it is the greatest feeling she ever gets and Nancy says the same thing. They both say they let their boyfriends fuck them in the pussy occasionally but they had better fuck their asses every night." "Wow! They must be serious anal queens." "Yeah and my butt has been itching to try it ever since I heard them. I really need it, honey, bad. Just take it easy, okay?" She had brought a bottle of liquid KY Jelly and I slathered it on my cock and then worked it into her ass hole. She got on her face and knees, hiking her ass up to present it to my cock. I took the entry really slow and I knew she felt some pain but it seemed to flash past and she quickly instructed me to push on. Ohmigosh, her ass was tight! But that night was the beginning of the making of Cora into an anal queen herself. Our sessions would not be complete until I screwed her ass hole once, and some nights, twice. As the weeks progressed, it was not unusual for Cora to stop at my apartment when she got home about 4:30 and offer me her ass for a quickie. I never could turn it down either. There were other women who accepted my offer of alternate payment plans for their apartments. They ranged from young college students to some rather mature ladies, although I did draw a line ... well, I guess the line was rather fuzzy, because I bedded all sorts of ladies. For some it was a welcome financial relief. For others, it was their chosen option because they preferred to use me for their physical pleasure instead of bothering with dating. Either way I enjoyed the favors of the lovely ladies. And I still made enough off my property to maintain the mortgage and keep adding a little to my personal fortune.