Note: This story was dynamically reformatted for online reading convenience. This site contains fictional stories with explicit descriptions of sexual activities, and not suitable for minors or prudes. If you are under 18 year of age, do not enter this site as it is illegal for you to do so and you are not welcome here. Also if you are offended by sexually explicit stories, do not enter this site, as I do not wish to offend your sensibilities. Having said that, by entering this site you are representing that you are at least 18 years old and do so of your own free will and are not offended in any way by sexually explicit stories. The stories are fictional and any resemblance to actual people or other entities is purely coincidental. ======================================================= Interesting how some things come about when you least expect them. Such is the story of Anna, whom I met one evening at a party. I was chatting with some people, chewing on some snacks and enjoying a cocktail when Anna drifted into the group. She certainly wasn't a head turner, just another average non-descript human being. As we all chatted away, she participated some, but left the talking to others for the most part. Finally, as these things do occur, people stepped away, moved to other groups, went to fill their glasses and so on. Suddenly I was there alone with Anna. I'm Anna, she introduced herself to me. We chatted briefly about the gathering and I asked her if she'd like me to freshen her glass. Yes, please, I'd appreciate that, she replied. When I returned to her with the full glass, she thanked me again, then added that it has been a while since anyone offered to fill her glass. Really, I said adding, and whomever your with has vanished. Not exactly, she replied. I'm widowed and am here alone; they insisted I attend, she continued. I'm sorry to hear of your loss, I said, hoping for a closure and to move on. Thank you, she said, it's been 8 months now, and I guess I need to get out and on with my life. Yes, I answered, I agree, life does go on. Yes, it does, said Anna, but well you know some things are missing and are difficult to replace. I suppose so, I said, however.... Might I ask you a question, said Anna? Certainly, I said, what is it? Are you here by yourself, she asked? Yes, I said. Then you're not married or anything, she added. No, afraid not, I said. Are you afraid of marriage or committment, she asked. I really don't know, I said. I've haven't done either, and am content with my life and myself, so why rock the boat. So you don't get lonely, she asked. No, not really, I said. I've my friends, hobbies, sports and work so I guess I'm sometimes content to be by myself, or as you say lonely. Well that is very nice, she said, but since losing my husband, well there are some things missing if you know what I mean. Such as, I asked. Intimacy, she replied without missing a beat. Really, I said. Yes, did you think me too old, she asked? No, no I guess not, I replied. Then would you consider me forward, if I asked if you'd like to take me someplace private, she asked. No I wouldn't, I replied. No, you wouldn't consider me forward, or no you wouldn't be interested, she asked. Well, I'd say a little of both, I said. Really, and would you please explain, she pushed me. Well, first I wouldn't think you forward, I said. Continue, she said. And as for interest, well, I don't mean to insult or hurt your feelings, but with you being married for sometime, I think that my expectations and let us say requirements as well might just exceed your interests. Really, she said adding, and you think that I'm either naive or too old to learn. Oh, I don't know, I answered, then smiled and asked how far are you willing to go? Since my husband died, I've been asked some pretty wierd stuff, she answered. Really, such as, I inquired. Well I joined an adult site on the internet and any number of people have left me messages, not to mention some suggestions or requests as well, said Anna. And did you act on any of these, I asked? Well I did have one date, but nothing happend, she said. Oh, sorry to hear that, I said. Yes, he said I was a little too old, she laughed. Do you think I'm old, she asked again? I don't know, I laughed, how old is too old? Anna stared at me for a minute then said, please excuse me, I have to go, and she turned to leave. She caught me off guard and I stood almost in shock from her abrupt action. As she walked away from me, I looked at her ass beneath her straight black skirt and her stocking clad legs in her heels. When she got to the door she vanished for a few seconds and then appeared again putting on her jacket. As she did so, I could see the outline of her bra supported pointed tits before they vanished beneath the covering. Then she was gone. I mingled with some of the guest, but couldn't shake Anna's and my little talk for the remainder of the evening. As I was preparing to leave, I thanked my host who mentioned that he noticed me talking with Anna, and wasn't it such a tragic thing. I said, yes, and mentioned that she had left early and that I didn't really get a chance to say good-bye. John, my host, said he wasn't surprised, as she was still unsettled with the loss of her husband. He then asked if I knew John Slaughter? No, I never met or knew the gentleman I said, then left for home. A week passed and I kept thinking about Anna. So much so that I went on line to search whatever happened to her husband. There it was, he was killed in an auto accident on the way home from the all night food store by a 16yr old with a new car and drivers license. It went on to say that he was a practicing attorney who was well respected in the legal community and left a wife, Anna. There was no mention of any children or other family. Slaughter, Bill, James, James Jr., John 1615 Crawford Drive and the phone number. I picked up the phone and dialed the number. On the 4th ring, Anna answered, hello. Hi, I said. You were quite rude the other night and never answered me, so just how old is too old, I asked. I'm 54 she said, satisfied now? Yes, but not like I want to be, I replied. And how would that be, she asked. Laying along side of you with your pussy full of my cum, I said. There was a silence that you could cut with a knife. I wasn't even able to detect her breathing or any sound of movement through the phone. Finally she said, and what makes you think that will ever happen? It will, I said, because you want it to, just as you want to expand your knowledge and experiences. Really, she said, and just when will this all take place? In one hour, which will give you enough time to dress and for me to come to your place. Not here, she said. My place, I asked. No, no....can we, you get a room, she asked. Okay, I said, but you're going to have to be extra nice, I quipped, then added, I'll call you to let you know where and hung up. I wasn't too sure about getting a room when we both had homes, but never-the-less packed a few things into a carry on case and headed out towards the commericial stretch. I located a Drury Inn and asked for a king size suite. Smoking or non-smoking was the simple question from the desk clerk. Non-smoking, I said, as I presented my credit card and checked in. The room turned out to in fact be 2 rooms. The bedroom with the king size bed and TV and the living room with a sofa, recliner and chair along with a desk and another tucked into the corner. There was a 2nd TV in this living room area. Wondering if I'd been screwed by checking in, I called Anna from the room. When she answered, I told her Drury Inn, room 242. Okay she whispered into the phone, be there shortly. I unpacked my small case and settled back into the recliner turning on the TV to CNN while I waited. Three quarters of an hour later there was a small knock on my door. I got up and opened the door to find Anna standing there along with a small overnight bag. I swung the door wide as she walked into the room. This okay, I asked. Yes, yes, she replied. I just couldn't, I'm not ready to have someone come to the house, she added. I understand, I said as I settled once again into the recliner. Anna looked around, then carried her case into the bedroom returning to the living area a few seconds later. What did you mean at the party when you said you had expectations and requirements, asked Anna. Little bit late to be asking, isn't it, I said. No, I'm not locked in, so I can always leave, answered Anna. Very well I said. Expectations; I expect you to be totally candid with me as well as totally uninhibited. And for requirements, I continued, I require you to do as I tell you, regardless. And, Anna began, but I held up my hand to stop her. And, I said, in return you'll experience things that I expect you haven't experienced, and I also expect that you'll be well satisfied in spite of your probable hesitation. Any questions, I asked? No, said Anna, do you have any? Yes, I said, so lets begin. You're 54 is that correct? Yes, she replied. And you were married for, I continued? 28 years she whispered. Visit a nude beach? Once she replied. Recently? No, some time ago. Tell me about it, I said. We were on vacation out of the country and the only beach available was a nude one, so we really didn't have much choice. And did you get naked, I asked. Not right away, said Anna, but finally John insisted that I at least take my top off. And did you, I asked. Yes, she replied. Then what happened, I asked. Well I had my eyes closed and another couple came and put their blanket a few feet from us. And, I asked, what happened. The guy told John that he didn't think it was fair, and hearing this strange voice I looked up. So what was the problem, I asked. His wife was on her back with her legs spread and John was looking directly at her. Sounds natural to me, I said. Yes, but the man wanted John to either take off my bottoms or I should take them off myself. So, did he or you, I asked. No, said Anna, as a matter of fact, I put my top back on and was scolded by the man and his wife or girlfriend. I then got up and started to leave, but John grabbed me and told me that it was a nude beach and I should at least pull my bottom down for a second before leaving. I said no, but he insisted, so to keep from ruining the vacation with a fight, I pulled my bottom down. John then insisted that I turn around, which for some reason I did. And then, I asked. And then, said Anna, I bent over and pulled my bottom up, but not before the guy and the woman got a good look at me. Anything else, I asked. Yes, that night we bumped into them in the lounge and the guy said he liked how I looked and asked John if he and I wanted to join them in their room. Did you, I asked. No, said Anna, though John said it was a thought. We checked out the next morning and returned home. So besides this stranger, you've only been with John, I asked. Yes, said Anna. No affairs, no touchy feely. No, said Anna. And now, I asked Anna. I'm no longer married, she replied. What size bra do you wear? 36 she answered. 36 what, I asked. Oh, I'm a "C" cup she said matter of factly. Really, I said, show me. You mean, Anna began. Yes, I said, now, I added firmly. Anna looked at me with a question in her eye, but reached for her waist and pulled the top over her head and tossed it aside and stood before me in her bra. This what you wanted to see, she asked. Not quite, I said, take off the bra. Anna moved her hands between the cups and unhooked a small clasp releasing the cups and pulled them apart exposing her breasts. Satisfied, she asked. For now, I said, now show me what you wouldn't show the guy on the beach. Anna almost glared at me, but began to unfasten the belt on her slacks and then slipped them over her hips and down her legs. As she stood along side a chair to brace herself, she bent forward to remove the pants from her legs. Doing so, her tits swung out and hung beneath her. Don't move, I said, as I moved to her side and reached and cupped one of her tits with my hand touching her for the first time. Nice, I said, I'm going to enjoy, as I squeezed her tit and moved my thumb and finger to grasp her nipple and pinch it just slightly. You like that, I asked. Yes, she said with a quiver in her voice. You want to take your panties off, I asked. Anna didn't answer, but moved her hands to the waistband and began to pull it down over her hips. When the panties slipped to the floor, I moved my foot onto them to hold them down allowing Anna to step out of them. Now naked, I continued to fondle her tits and with a free hand began to run my hand over her ass. Going to show me your cunt, I asked. Yes, she moaned as I pulled on a nipple. Okay, sit down I said, guiding her into the chair. I then turned the chair towards the wall where a full length mirror was installed and reached over the chair and her shoulders grasping both her tits in my hands. Anna tilted her head back and I leaned forward and began to kiss her driving my tongue into her mouth where I began to probe her and I continued to pull and squeeze her tits and taunt her nipples. Breaking the kiss, I said, show me your pussy. Anna looked into the mirror and seeing her reflection with me standing behind her, she spread her legs some and stopped. Lift your legs, I commanded her. She raised her legs onto the cushion and looked at me in the mirror. Spread them, I said, firmly pinching her nipples. Oh...... she moaned and slowly opened her legs to my view. Wider, I said. I can't she said. Yes you can, I said. Use your fingers to open your pussy for me. Oh, please she said, I'm so embarrassed. Do it, I said. Anna hesitated a second, then reached between her legs and open herself up as I continued to play with her tits. That's better I said, now we both can see your pretty pussy, can't we? Anna didn't answer me, but just looked into the mirror along with me. Anyone ever see your pussy like this I asked. No, she mumbled. Are you happy you showed it to me, I asked? Yes, she said, moaning some as I pulled on her nipples. Want me to fuck your pussy, I asked as I removed my hand from her chest and stretched over her and ran my finger over her exposed pussy. Please said Anna. Please what, I asked. Please make love to me, she said. No, I said, not yet, there are some things to do first. What, she asked, but I ignored her question as I moved around and knelt in front of her. You have a pretty pussy I said, as I moved my fingers round her stretched lips. Anna, I said, John never saw your pussy like this. No she said. And did he ever lick your pussy or suck on your clit, I continued. No she said, never. Well that's about to change soon, I said, but first we need to shave your pussy. Oh no, please she said, we shouldn't, I can't. I rubbed my thumb over her clit and said, we can and we will. Noooooo moaned Anna as I began fingering her pussy and she started to react by slowly thrusting her hips towards my hand. That fellow on the beach was right I said, you do have a pretty pussy and nice tits too. I removed my hands from her and said, Anna, undress me. She reached for my belt and undid it, then worked the button on the waistband and finally unzipped my fly and pushed my pants down. Take my shorts off, I said, as Anna pulled the shorts down and my cock sprang free and she grasped it with a free hand. You like that, I asked. Yes, she said, very much, as she started to stroke me. Keep going, I said, expecting her to begin to blow me, but all she did was continue to stroke me. Finally I said, Anna, you better do more and soon. You mean, she began, then said, oh no I can't, I've never. What do you mean, I asked. Are you telling me that you never gave John a blow job? Yes, I mean, no I never did, said Anna. Well, now it's time for you to give me some head, I said, as I took my cock and move and push it against Anna's face and her lips. Oh no, please she said and I backed away and lowered myself to between her legs. I started to rub her pussy and then flicked my tongue over her clit. She responded with a loud hissing sound as her hips pushed up towards my face. I slipped my fingers into her and began to stroke her canal as she began to find a rhythm and settle in to receiving pleasure. As Anna excitement built, I inserted another finger into her pussy and started to quicken the pace. Anna responded, and then I suddenly stopped and pulled my fingers from her pussy and reached to pinch her nipples. Oh, please don't stop, she said. Suck my cock I said and I'll keep it up. I can't, I'm afraid, she said as I moved my hand once again over her pussy and inserting one finger part way. Stick out your tongue and lick me, I said. Yes, yes okay, she said, and lowered her head to my cock and flicked her tongue around the shaft. That was good I said, now get it all nice and wet. Once again, Anna licked my shaft and finally moved to the head where she ran her tongue over the it for just a second. Very good, I said, keep going, and I slipped another finger into her wet hole. Anna toyed with licking my cock for a few minutes longer, then began to kiss the shaft and finally the head. I moved my finger from her pussy to her tight rosebud and push. As Anna opened her mouth to object, I pushed her head down onto my cock which slipped into her open mouth. She instantly backed off and I slipped my finger into her ass to the first digit. No, please don't she said, you'll hurt me. No I said, nothing is going to hurt you, now kiss my cock again. Anna lowered her face and started to kiss and lick my cock and I whispered, open your mouth. After a few seconds, Anna opened her mouth willingly and took my cock into her. Soon she was bobbing her head up and down on my cock as I stroked her pussy and teased her asshole with my finger. Anna lifted her head and looked up at me with a pleading glance as I pushed my index finger into her ass and moved my thumb from her clit into her hole. With the thin tissue between the two, I was able to almost rub one against the other as if without a divider. You like that, I asked Anna? Yes, please she said. Please what, I asked. Please.....oh.....she jumped as I slipped a little further into her ass. Shall I stop, I asked? Yes, no, please, oh please fuck me, she said. I push a little deeper with my finger and eased my middle finger further into the crack between her cheeks asking, if I fuck you, will you do whatever I want? Yes, yes, she said. You sure, I said. Yes, anything, she replied. Fuck anybody and anything I tell you too, I said. Yes, yes, please I need you so bad, she about screamed. I pulled my fingers from her and move around lining up my cock at the entrance to her cunt. Without a word, I slowly pushed into her as she responded with muffled moans and tears. Her cunt was tight from inactivity, but that was about to change. I started to fuck her and she fucked me back as I grabbed her tits and started to massage them with each thrust into her cunt. Anna tightened her muscles and grabbed at my cock within her as I continued to pound into her. Slowing, then speeding up, Anna wrapped and locked her legs around me trying to lock my cock in her pussy while she continued to moan and tell me how good my cock felt in her. I sped up and soon I could feel my balls start to swell and my cum starting its race through my cock and dump into her pussy. Anna too reached her climax and dug her nails into my back as she shuttered and screamed her release unlocking her legs and allowing me to pull my shriveled dick from her cunt. Lick my cock clean, I said. I can't, Anna whispered as she lay her head on my chest and looked down towards my now limp cock. Yes you can, I said, as I pushed her head down till I could feel my cock resting against her face. Now do it, I said, as I swung and smacked her ass with my open hand. Oh, yes said Anna and flicked her tongue to the head of my cock, which she soon engulfed with her mouth as she started to lick me clean. I smacked her again and again she responded by increasing her movements over my cock. My balls I said, smacking her ass twice. Without a word, Anna moved her head and my cock, then began to lick and kiss my balls sometimes stopping for a moment to lick and suck my cock. When finished Anna kept her head in my lap and held my cock against her face as if to warm herself with its warmth. After a few minutes I went to the bathroom and began to fill the tub with water, then returned to Anna stretched out on the bed. Come on, I said, lets get you cleaned up. With Anna in the tub, I rubbed her back and toyed with her tits. Then passing her a razor, I told her to shave her pussy. She started the task, but in the end I finished the final touches before she came out of the tub and dried off. Now lets see that pretty cunt, I said pulling the towel away from her. Anna stood facing me as I viewed her slit and ran my hand over her tummy and down between her legs. Very nice, I said as I pulled her out of the bathroom and back to the bed. Like the new you, I asked. I don't know, replied Anna, it's all a little strange after all these years she said. Get me hard, I said. Anna looked at me, not lost in thought, but just at a loss as to what to do. I reached to her face, and gently pushed her head down and she got the message. Anna began to look at my cock like a hungry dinner guest trying to decide where to begin with what was on her plate. She began by licking the shaft all around and finally topped it off with a kiss on the head and an attempt to slip her tongue into the little piss hole, just before she opened her mouth and drew the head into her mouth. Anna continued with the blow job until I pushed her away and began to rub my swollen cock over her tits and pushed against her nipples. Fuck me, said Anna. No, I answered. Please, she said adding, look my pussy is empty and wants you in it. Not now, I said, maybe later, if. If, if what, she asked. If I really get to see that pussy fuck, I said. Oh please, I'm so horny, fuck me now, she begged! If your pussy is sweeter, I said. Anna looked puzzled for a few seconds, then said, oh no, you mean another woman here, with us, no no, I can't, I won't she said. You can, you will and it's not just another woman, I said as I picked up the phone and dialed a room extension. Hello a voice said. Hi I said, how about comming to 242, and hung up the phone. Anna leaped from the bed and ran and gathered her cloths and headed for the bathroom. I put myself in the doorway and prevented her from closing the door. Stop, get out, let me get dressed said Anna, I'm getting out of here. Okay, I said, but. But what, asked Anna as she hooked her bra and pulled her panties up. Nothing, I said as there was a knock at the door. I opened the door and Jack and Jill walked in. Hi, I said, looks like we've a change here, Anna is dressing and wants to leave, I said in a voice loud enough to be certain to be heard by Anna. Oh that's too bad, said Jill, can I speak to her? Speak away, I said motioning her to the closed door. Jill knocked on the door, saying Anna, this is Jill, can I come in? The door opened and Anna, now dressed, came out. Wow said Jack, you're very pretty, I wish you wouldn't leave. Not only is she very pretty, I said, but I just shaved her pussy, so if you really wanted to see pretty. Anna glared at me, as Jill asked, did he really just shave you? Yes, mumbled Anna. Stay, please stay said Jill as she put her hand on Anna's shoulder adding, together we can drive these two nuts. I don't know said Anna, and I said, Anna would you mind if I told them a little about you. I guess not she said. Anna's widowed I began, and she needs and wants some attention, but at the same time, you can understand that she's, well a little hestitant. Is that honest enough I asked Anna. Yes, I guess so, said Anna. Then stay said Jill. Yes, said Jack, I know we can have a good time together. Come on, I said, let begin by learning about each other. How about you first Jill I said? Okay, she said. Guess there's really not a lot to tell, she began. Jack and I have been married for 23yrs and only recently began to share one another with others. Then she asked, Anna, haven't you been with other people? Yes, no, I mean, she paused, I've only been widowed recently and this was my first time with anyone else. Really said Jill. Someone as pretty as you, I'm surprised that you haven't been hit on a lot. I know that if I had your figure, I'd be getting a lot more attention, wouldn't I Jack? Oh come on now said Jack, you know that's not a fair statement. Really said Jill. Look at Anna's boobs, now look at mine. You mean you wouldn't like to get your hands on them, she asked? Come on Anna, said Jill, tempt Jack. Anna stood there pondering a decision for what seemed an eternity, then said to Jack, you mean you really aren't interested. Take off your cloths and I'll tell you, he replied. What about your wife here, asked Anna? What about her, asked Jack, you want to undress her also? No replied Anna, I don't think so. Well that's not very nice, teased Jack adding, Jill do you want to undress Anna? Sure said Jill, it will be fun. Come on Anna, said Jill, lets see how hard we can get these two boys and she reached out and touched Anna's tit. Anna didn't flinch or try to move away, as Jill felt her tit. Oh yes, said Jill, you've got nice tits, and I can't wait for Jack to see them. Going to let me undress you, asked Jill. Yes, whispered Anna. Good said Jill as she pulled Anna's top over her head. Oh yes said Jill to no one in particular as she gazed at Anna bra. Jill then stepped into Anna and began fumbling with the hooks on her bra. Finally unhooked, Jill immediately stepped back pulling the bra from Anna and tossing it aside just as rapidly as Anna's tits came into view. Oh Christ said Jill, Jack look at these tits, she's beautiful as she lifted one of Anna's tits and lowered her head to suck on the nipple. Anna cried out as Jill nibbled her nipple and felt her other tit. Jill said, I don't want to stop and immediately returned to licking and sucking on Anna's tits. I moved to Anna and once again unfastened her belt and slacks sliding them down her legs and reached for her panties also pulling them down and lifting each of her legs to remove the clothing. I reached and took one of Jills hands and moved it to Anna's pussy where Jill began touching her and tried to probe her with her fingers. She's wet announced Jill as Anna spread her legs to give Jill better access to her cunt. I took one of Anna's hands and move it to Jill's tits where it rested for a minute. Go ahead I said to Anna and clasped my hand over hers and squeezed Jill's tit. Jack meanwhile had moved behind Anna and was busy spreading her ass open as he moved his hand beneath her and joined Jills fingers in playing and probing Anna's pussy. Anna began to open Jills blouse and pull at her bra to unleash her tits. Do you like Jills tits, I asked. Yes, she said as she traced her nail around Jills nipple then moaned and looked down at Jills and Jacks fingers playing with her cunt from both the front and back. Jill, I whispered, get down on the bed. Jill backed away and lay down on the bed removing the rest of her cloths as Anna watched her and squirmed as Jack probed her with his fingers then stopped. Sorry you stayed, I asked Anna. No, she said. Did you like Jills tits, I asked? Yes, she whispered. There not as big as yours, but they feel good, don't they, I asked as I rubbed Jills tits. Jill, I said, open your legs so Anna can see your pussy. Jill raised her legs placing her feet on the mattress and opened her legs. What do you think, I asked Anna taking her hand and moving it to Jills inner thigh. Go ahead I said to Anna, touch her as I moved her hand onto Jills pussy. Oh no, said Anna, as I guided her hand and fingers through Jills open pussy. Does she feel as good as you, I asked Anna, but received no reply. I whispered in Anna's ear, kiss her. What, questioned Anna. Kiss her belly, I said, as I put some pressure at the back of Anna's head. She bent forward and kissed Jills belly. Now kiss her again, I said, but lower. Anna looked up at me saying, you mean. Yes, I said, kiss her pussy. Oh, I couldn't said Anna. I kissed and licked yours, didn't I, I said. Yes, but said Anna. Taste her, I said pushing Anna's face into Jills cunt. Anna began at a distance, but slowly, ever so slowly began to first kiss then lick Jills pussy. Like that, I asked. Oh, don't stop, said Jill as she reached down and held onto Anna's head. Get her good and wet for me, I said to Anna, who might not have been paying attention while she was busy constantly licking Jill with new found excitement. Jill grabbed and held Anna tight as Jack moved behind her and spread her ass open then began to push a finger into her hole. Anna tried to jump, but Jill held on tight though she was able to raise her head and demanded that Jack stop. No, replied Jack as he began to ream her hole stretching the opening. Anna, somewhat frantic now, begged. No, no please don't. You'll hurt me, please don't. Please, I'll suck your cock or whatever you want, just please don't do this to me, she cried. Franticly looking around for some help, she continued to try and free herself offering all kinds of alternatives and suggestions while continuing to beg for an alternative. No Nooooooo screamed Anna as Jack began to push his cock against her now stretched hole. Please she screamed, I'll fuck whoever you want, I'll fuck your son, do you have a son, she asked? Jill, please don't let him do this to me, she wailed the screamed as Jack cock slipped past her natural resistance and entered her asshole. Jill pushed Anna's head down to her pussy instructing her to continue eating her, as Jack push deeper into her ass. Tears, rejection, begs and her tongue flicking Jills were Anna's ever changing focus for the next minute. Then as Jack started to pump her ass, the shock and initial pain overcome, Anna began to react and started to thrust back against him while starting to also finger Jill. As Jack emptied his load into Anna's no longer virgin ass, they both screamed out with the joy of completion while Jill lay there begging for the same. Jack moved to her and then both he and Anna were busy working their magic to Jill's satisfaction. Fuck my son, huh, said Jack. Oh, I wasn't began Anna. Good idea, said Jack. Boy will be 18 and he should get a nice pair of tits for his birthday. What do you think honey, ask Jack, Tommy deserve these tits and cunt for his 18th? Oh please, said Jill, I told you. I don't care what you told me, he said, he's a nice kid, so what the hell. Well, just so long as he realizes that he can't cover over to you ever time he wants to get laid, said Jill. He then turned to Anna and I saying, look Tommy is a kid next door to us. I'm always joke with him about getting him laid and so on. Anyway, this is now what I want to do and Anna I want you to give me everything from a striptease to a good fuck with everything in between. We have a deal, or, he asked. Anna looked to me, and I said, looks like you're going to fuck an 18yr old. Jack and Jill dressed and left, leaving Anna holding a sheet in front of her as she spoke to me. Please, this is going too far, I never, she started to say. Whoa, I said. When we started, I told you that there would be new experiences and you didn't say no. To the contrary, you're the one who wanted to proceed, so now what's the problem? 18, he's a kid, he'll never like me, and besides I'm just not going to be able, she began. You'll be fine, I said, not get over here and suck my cock. Days went by and then Jack called. Hey buddy, he began. Kid is all excited, so I just need you to tell me when he can meet Anna. Just how far does this go, I asked. Oh, if she'll just give him a good titty show, maybe a BJ and he'll probably lose is load in 30 seconds. Anything else, I asked. Nah, probably let him look at and finger fuck her, that should do it. What do you think, he asked? Works for me, I'll give you a call back and let you know when. I called Anna saying, your fan club awaits you. Oh, I can't she began, he's young enough to be my son, I just couldn't, she repeated. Well, you've really no choice, I said to total silence, then continued talking to her. In the end, Anna said the following afternoon she'd meet Tommy. I told her what to wear and what was expected. The following afternoon the doorbell rang and Tommy was standing impatiently waiting. He was a little surprised when I answered the door and invited him in. I explained to him that I would be around just to insure that Anna took care of him and that he was happy. He calmed down some, till the bell rang one again and Anna was at the door. I let her in with a kiss and comment about how pretty she was. I then introduced her to Tommy who extended his hand to her, as he realized how silly that move was. I'll leave you two now, I said. No, please stay, said Anna. Then turning to Tommy she said, young man, I'm old enough to be your mother, so don't you think this is perhaps going to be a little uncomfortable? Jack said he knew you and that if I came over here you promised him you'd, well you know, he stammered. No, I don't know, Anna replied. Well, I mean, continued Tommy, it isn't like your 18 and shy, so it should be easier for you to, his voice trailed off. It's not easier, said Anna, in fact it's more difficult. Like I said, I'm old enough to be your mother. Think you'd like to see her naked? No, said Tommy, but you're not my mother and now I want you to keep your promise, or else I'll just tell Jack you didn't. Anna looked towards me with a pleading look in her eyes, but I just motioned her to get started, then said, Tommy how about I stay here, if you don't mind, and provide some guidance. Will that be okay? Are you her boyfriend, asked Tommy? No, I said, Anna is a widow and I met her at a party where she expressed some interest in exploring some new areas. Since that time I've fucked her a few times and Jack also gave her some new experiences. Now another of these new experiences will be for Anna to follow an outline given her by Jack and myself in entertaining you. So, lets just set aside this little delay, shall we, and just begin. Anna, I said, motioning her to start. I'm still not happy about this, began Anna, and I hope you won't be upset since I'm certainly not a young woman anymore more, but okay, I don't have a choice, she said. So, what do you think, she asked Tommy as she threw her arms out and spun around in front of him, like what you see? Yes, you're very pretty, he replied. I'm glad you think so, replied Anna as she reached for the top button on her blouse. As she slowly unbuttoned the blouse Tommy couldn't take his eyes off of her capturing every movement. With the blouse unbuttoned Anna asked, still think I'm pretty? Yea, said Tommy as he continued to stare while Anna slipped out of the blouse then stood before him in her bra. What next, asked Anna, you want me to take off my skirt or can't you wait for me to take off the bra? The bra would be nice, said Tommy, but whatever you want will be fine. Think you're going to have to wait for the bra, said Anna as she unfastened her belt and opened her slacks, but I'll tell you what, she said, I'll bend and let you see what you can, how will that be? Anna then slide the slacks down her legs and bent over leaning against a chair for support as she removed a foot from each pant leg.