2 comments/ 27500 views/ 10 favorites Helping The Homeless By: JustALittleCrazy Author's Note: This is a story about an older man helping out a 30 something homeless woman and her young son, abandoned by her husband. A sexual relationship develops between the 30 something woman and the older man. Enjoy. * I'm driving around town doing miscellaneous chores when I see that homeless woman and her son again. They are huddled along the wall of a convenience store. I've seen them a couple of times before in the same spot. It's fall and the weather is not bad but nobody should be homeless in the United States. She looks to be in her mid 30s or so and the boy is preteen, maybe 8 or 9 or 10. She's a dirty blonde who appears to be slightly overweight although I've noticed she's losing weight. It's really a shame. Neither one looks like they've had a bath or shower in a long time. I make a decision to do something about her situation. I'm in my late 50s and divorced. My house is almost paid for and I live there alone. My financial situation is not bad. I've got a good job in a local factory and since I'm living alone, I decide I could use a maid. I approach her and kneel down next to her. "Miss, are you homeless?" I inquire. She looks at me and says "Yeah, homeless and my husband has deserted me. Could you spare some change? We haven't eaten for two days now." I smile and say "Hi, my name is Mike Jackson. I've got a better proposition for you. I'm divorced and I live alone in a three bedroom house. I need a maid. I'll give you room and board plus $100 a month spending money if you'll take the job. Your son can have a room of his own. All I ask is that you keep the house clean. You'll have the run of the house and can eat anything that's in the house." She looks at me and says "Are you serious?" I say "Yes, very serious. I need a live-in maid. I've never been good at housekeeping." She starts to cry. I say "Why are you crying?" She says "Just happy. I'll take the job, sir. My name is Sara Hall." She slowly gets up and pulls her son up. She shakes my hand and I open the rear car door for her and she helps her son in and puts the seatbelt on him. I then open the passenger side door, she smiles and gets in. As I get in the car, I say "First thing we need to do is get some food in your stomachs. I was just going to stop for lunch at McDonald's. Does that sound good?" She smiles and says "Oh, yes. That's sounds wonderful." I say "Don't you have any other clothes." She says "No, we were thrown out of our house and all our things were in there. They wouldn't let me take anything except the clothes we are wearing. All we have is what we have on our backs." I say "Well, I think there are a few outfits that will probably fit you at my home that my ex left but I don't know about the boy." She says "Johnny. His name is Johnny." "Well, after we eat I'll take you to the thrift store and we'll get him a few jeans and shirts to wear. Does he go to school?" She says "He did but he hasn't gone for over two weeks since we've been homeless." I go through the drive-thru and buy them each a burger, fries and a coke. I get myself a double cheeseburger, fries and an ice tea. I drive off and head for the thrift store. We eat in the parking lot. When we are finished (it doesn't take them long), we walk into the thrift store. We exit with four sets of clothes for her son plus another pair of sneakers. It costs me $18.30. His old sneakers are pretty worn. She says "You are really generous, sir. I don't know how I can repay you." "Please, call me Mike. Just keep my house for me and we'll be even, okay?" Again she starts to cry. Ten minutes later, we pull into my driveway. She says "Oh, that's a nice house, Mike." "Yeah, I like it. My wife didn't want it. She ran off with another man." She says "My husband ran off too. Johnny and I lived in the house until they repossessed it. We haven't seen him since he took off." I get out and open her door. She gives me a big smile and thanks me. I grab the boy's things and she pulls him out of the back seat. I walk them up to the house and unlock the front door. I say "I'll have to get you a key to the house." I show her around the house and then walk upstairs. She follows. I show her her bedroom and the one her son can use. I throw the clothes on his bed. I noticed he doesn't talk much. I show her the linen closet and tell her she can make the beds later. I show her the upstairs bathroom and tell her "Why don't you give him a bath and take one for yourself too. I'll be downstairs. By the way, the clothes my wife left are in your closet if you want to take a look at them." "Thanks, Mike. You are awesome." "No, I'm not. I'm just a simple man who's a liberal and can't stand seeing someone hurting." I head downstairs to let her get her and her son cleaned up. I think to myself that she's very pretty and cleaned up she would be real attractive. She's a little overweight but not real bad, maybe about 10lbs overweight. Just like my ex-wife was. She's got a very similar figure as my ex. I'm guessing 34C-28-36 or so. Roughly about 130lbs. Forty minutes later, she walks down the stairs in one of my ex-wife's outfits. It fits her well. June was a tad overweight too. She says "Well, what do you think?" I say "Looks very good on you." She says "Yeah, it does. Your ex must have been the same size as me." I say "Yeah, she was about your size." She says "I made the beds upstairs and put Johnny's new things in his closet. I'm going to have to get some bras and panties but the five outfits upstairs will do fine." I say "There's a washing machine and dryer down in the basement if you'd like to wash all the outfits before you and Johnny wear them." She smiles and says "Okay, thanks. You are a very generous man. I really appreciate what you've done for me and Johnny." I smile at her and hand her five $20 bills. She says "What is this for?" I say "It's an advance on your pay. Johnny doesn't have anything to play with so I was thinking after supper, we'll run to the store and get him something. You can get you a couple of bras and some panties too." She's crying again. I stand up and hug her. She snuggles into my shoulder. I say "No reason to cry, Sara. I'll take care of you now until you can get on your feet again or if you want you can stay here with me and be my maid. I really hate to live alone." She says "Mike, thank you so much. I don't know what I did to deserve this but thanks." "Well, the world has knocked you down and I just picked you up. You'll be fine, now." A little later, I cook supper. Nothing special, just some hamburger helper. Johnny seems to really like it. After supper, we head to Walmart and get Johnny some things to keep him busy, a couple of toys, crayons and coloring books. The next day, I call in sick and I take her and Johnny to the local elementary school to get him back in. After she gets him back in and smooths out all the issues with the school, we head back to the house. At the house, she begins to clean and I get on the internet. At lunch, I make myself an omelet and ask her if she would like one. She says "Yes I would like that. You're a pretty good cook." I say "Yeah, I'm a not bad. I had to learn when my wife left me. How about you?" She says "I can cook too." I say "Good, we can switch off and each cook every other day." "Great!" After lunch, she continues to clean. Hey, the house was dirty. I said I'm not good at housekeeping. I'm watching TV when she comes into the living room and says "All finished. Mind if I sit next to you and watch TV with you?" I say "No, I don't mind." She sits down and we watch TV. At 2:50pm, she gets up and walks outside. She's waiting in front of the house for Johnny's bus. Fifteen minutes later, she and Johnny come walking in. He's actually got a big smile on his face. "Hi, Mr. Mike," he says. I say "Hi there Johnny. How was school today?" He says "Okay, I guess. Thank you for taking care of mommy." "You're welcome, Johnny." He says "I just hope we don't end up on the street again. I really hated that." I smile and say "Johnny, as long as your mother needs to live here, she's welcome and so are you. I hate living alone. I'm glad to have you here." Johnny says "Thank you Mr. Mike." He runs upstairs to his room. Sara comes over and gives me a long hug. "Thanks, Mike. I think he likes you." I smile at her. "He's a nice kid." The next day, we continue with the daily routine. I'm back at work, Johnny's back at school and Sara is minding the house. A month later, Sara is taking a bath, Johnny's in bed and I'm watching TV. It's a Friday night so I don't have to work tomorrow. I'm sitting there relaxing and I hear Sara coming down the steps. I look up and she's got on one of my ex-wife's housecoats. She comes and sits on the couch next to me. She says "Mike, do you think I'm sexy?" I look at her and say "Yes, very sexy." "Mike, I haven't had sex in over three months. I'm horny. Are you interested?" I look at her with my mouth open. She says "Mike, I mean it. I want you to make love to me. I need it bad." She stands up and opens the housecoat. Of course, she's naked under it and looks very good. She says "Don't make me beg, Mike." I stand up, grab her, put my arms around her naked body and give her a long French kiss. I say "Are you sure you want to do this?" She reaches down and grabs my crotch and says "What do you think? Fuck me, Mike. Please." I grab her hand and walk toward the Master bedroom on the first floor. She's got a big grin on her face. As we enter the bedroom, she closes the door, locks it and drops the housecoat. She then kneels in front of me, unzips my pants and unhooks my belt and pants. She pulls my pants down with the underwear and grabs my half hard cock. She smiles up at me and begins licking the head. I tell her "Damn, it feels good. I haven't been with a woman in over six months. I hope I'll be able to last long enough to satisfy you. I'm probably going to be on a hair trigger." She just looks in my eyes as she moves my hardening penis in and out of her mouth. She's very good. She's soon taking me all the way in. The head is in her throat. I groan every time her nose touches my pubic hair. After a couple of minutes of oral sex, I'm good and hard so I pull her up and lead her to the bed. She lays down and holds up her arms inviting me in. Before I get on the bed, I open my top dresser drawer and pull out a condom. They are at least 6 months old but should still be okay. I crawl up on the bed and lay down into her arms. I give her a long French kiss while a begin to play with her left nipple. She starts to moan during the kiss. I pull back and say "I don't believe you want to have sex with me. I'm old enough to be your father." She says "I don't care about the age difference. You are a good man and very handsome, Mike. I don't think it will hurt our live-in relationship to share our bodies with each other, do you?" I smile and say "No, I think you're right." With that I spend some more time teasing her nipples. After a few minutes, I head south and kiss down her stomach until I reach her pubic mound. I then skip over her pussy and begin to kiss down her right leg. She moans in frustration because I skipped over her pussy. I kiss down her right leg slowly. When I get to her feet, I sit up and take her foot for more pleasure. I lick the sole of her foot and then suck the big toe into my mouth. She gives me a squeal. She wasn't expecting that. I suck each of her toes into my mouth and then begin kissing back up the inside of her leg. When I reach her genitals again I skip over them and kiss down her left leg. When I reach her left foot I give it a good licking and give each toe a good suck. She's moaning loudly. After sucking all her toes, I start to kiss and lick up the inside of her left leg. This time I don't skip her pussy. I begin to lick that pussy by running my tongue over her outer labia. Her outer labia are wet. She must be getting turned on. After several times up and down her outer labia, I spread her outer labia out so I can get at the rest of her pussy. I run my tongue over her inner labia and she moans loudly and says "Oh, God, Mike." She tastes pretty good and she's really moaning now. As I continue to lick and suck her inner lips she says, "Oh, Mike. That feels so good." I use my lips to pull on her inner labia. She's moving all around and can't stay still. Eventually, I begin to tongue-fuck her vagina. She squeals when I start that. After a couple of minutes she's breathing very hard. I move up to her clit and pull the clitoral hood back to take her clit into my mouth. She groans loudly. I begin to suck her clit and flick my tongue back and forth across it. I reach up and stick a couple of fingers in her mouth because she appears to be a screamer. Within a minute she starts to buck and screams as her orgasm starts. I cover her mouth so the scream isn't so loud. Soon she's fucking my mouth and has her hands in my hair pushing my face deeper into her pussy. She orgasms for almost a minute and then pushes me away. She breathing in gulps and says "God.....Mike.....that.....was so....good!" I move up beside her and wipe my face on the top sheet because it's covered with her juices. She looks at me, smiles and grabs me for a passionate French kiss. Her tongue is deep in my mouth and she's growling deep in her throat. "Mike, please fuck me now.....hard, please." I smile at her, get into a kneeling position, tear the condom pack open and roll it down my throbbing penis. She spreads her legs wide and says "Fuck me, Mike!" I crawl between her legs and start to slip my hard-on into her vagina. She's pretty tight but soon I'm balls deep. She says "God, that feels good." I begin to slowly move in and out of her. She says "Faster, Mike." I slowly pick up speed and she eventually says "Oh, yeah, that's the ticket." Within two minutes she's breathing very hard again and saying "Yeah, yeah." I reach down and suck her right nipple into my mouth and give it a bite. It's been so long since I've even masturbated that I know I'm not going to last long. I can feel it starting. I do manage to last five minutes and Sara is flushed all over her body and her breath is coming faster and faster. I lose it and begin to cum and she screams to join me. I immediately cover her mouth with mine to stop the scream. She continues to cum and I keep pumping until she slows down a little. "Oh......Mike......that......was......amazing." She's breathing very hard. I give her a passionate French kiss. She loves to stick that tongue of hers deep in my mouth. A few minutes after the orgasms, we are starting to both breath a little better. I'm hesitant to pull out of her and she doesn't want me to either because her legs and arms are tight around me. I decide to just roll us both over so she's on top. I'm laying there with a beautiful woman lying on me. She looks down at me and has a big smile on her face. "I haven't cum like that in ages. I think we will have a wonderful relationship." I say "You're kind of loud. I hope we didn't wake Johnny." She says "Oh, he sleeps pretty soundly. As far as I know, my ex and I never woke him. Although it's been a while since I've cum like that with anyone. It's your fault, sir." I give her a big smile. So the old man didn't do too badly. She lays down on me and lays her head on my left pectoral with a big smile on her face. She says "I like the feel of your cock inside me. Don't pull it out yet." I say "Well, it's getting pretty soft now." She says "That's okay, I still like it inside of me." We lay like that for a half an hour and then she rolls off. She grabs the condom and sucks the contents out of it. She says "Yum. Man juice," and laughs. I laugh at her too. She kisses me again and then lays down. She says "I really like it when you licked my feet. That was a total turn-on. I've never had someone do that to me." "I'm glad you enjoyed it. I'll continue to do that for you." We lay there for a while cuddling. "I like this, Mike. I could do this forever." "Well, like I said before, you are welcome to stay as long as you like." She says "I don't think you are going to get rid of me very soon, especially if you keep satisfying me like you just did. That was something." She rolls over on me again and gives me another long, passionate French kiss. A half hour later she says "Well, it's 11pm. I supposed I'd better go up to my room and get to bed. Thank you so much, Mike. I look forward to our next naked encounter." She gives me a big smile and another quick peck on the lips, then heads out of my bedroom door. I lie there awhile thinking about her. This is going to be an interesting time of my life. We appear to be very good together. She's very beautiful but much younger than me. Saturday comes and I hear Sara and Johnny up making breakfast. I look at the clock and it's 8:14am. I get up and throw my clothes on and walk out into the kitchen. Sara smiles at me says "Morning, Mike. Would you like some bacon and eggs?" I say "Sure, and some toast please." Johnny says "Hi, Mr. Mike. How are you today?" I look at Sara and say "I've never felt better, Johnny. Something made me sleep real good last night so I feel great." Sara smiles at me and says "Yeah, I slept real good too. Don't know what it could be. I feel great too." I smile and she giggles. After breakfast, I head out to get the newspaper. I don't usually get the paper during the week since I don't have time to read it. But the Saturday and Sunday editions I get and I enjoy sitting, relaxing and reading them. Back home, Sara has cleaned up the kitchen and is checking the rest of the house for things that need doing. She's really a good housekeeper. I'm reading the newspapers while sipping some coffee. I notice a used bike for sale. I circle the ad. After I've finished reading, I call the number and ask if they still have the bike. They do and it's only $25. I tell Sara I'm going to step out for a while. An hour later I arrive back home with a bike for Johnny. It's in pretty good shape. The tires were flat but I stopped at the gas station and filled the tires. I tell Sara to get Johnny and come outside. They walk outside together and I'm standing there with the bike. I say "Johnny, can you ride a bike?" He says "Yes, I can. Is that for me?" I say "Yes, Johnny. It's yours. Have fun but stay out of the street with it, okay?" He says "Yes, sir." I grabs the bike and starts to ride it. He yells "Thank you, Mike!" Sara is crying again and grabs me to give me a hug. "Thanks, Mike. That was really thoughtful." "Well, I saw the ad and it was only $25. He needs to get some exercise and fresh air. Boys that age are pure energy and if they don't burn it off, they drive you crazy later." We head back in and inside Sara grabs me again and gives me a long French kiss. Wow, that woman has a long tongue. "Mike, I'd like to thank you for that tonight. Do you feel like being thanked....in bed?" I laugh and say "That sounds like fun. I'll be looking forward to being thanked." She laughs and hugs me again. She cooks tonight and makes some pretty good spaghetti. A good cook, a good housekeeper and a good fuck. Her husband must be an idiot. At 8:30pm, she puts Johnny to bed. He's very tired from riding the bike and from all the fresh air. After he's in bed, she takes a bath and comes out in a housecoat again. She walks over to me and flashes me. Then she gives me a big smile. I tell her I need to take a shower and I'll be right back. After my shower, I wear a t-shirt and shorts. I walk out and walk to the kitchen and get a couple of beers. I walk out to the front room and sit down. I offer her the beer and she thanks me. Helping The Homeless "Let's drink a couple of beers and let Johnny get to sleep. I don't want you waking him with a scream." She giggles and takes a drink of the beer. She says "Tonight, it's all about you, sir. I'm going to get you hard and then I'm going to fuck you. I don't care if I cum or not tonight. This is going to be all about you, the most generous man on Earth." I lean over and give her a long French kiss. We're silent for awhile and then she says "Mike, have you ever done any kinky sex?" I say "What do you mean kinky?" "Well, my ex and I used to do some bondage and some other kinky stuff. I was his submissive and I really miss that." I'm really surprised. I say "No, my sex life has been pretty unkinky. What kind of things were you into." She smiles and says "Oh, nothing really weird. He used to spank me, sometimes flog me and then tie me up and fuck the hell out of me. He was training me for anal sex when he left me. He was all about his orgasm though. Sometimes I didn't get to cum. That was frustrating." The anal sex comment has my attention. I say "Well, I don't know anything about that sort of stuff but I don't like the woman to go without. I get a lot of enjoyment out of the orgasms my woman has." Sara smiles at me. "Mike, I really want to submit to you and be your sex slave. I'll do anything for you." I say "Oh, wow! Sex slave, huh?" "I understand if you don't want to do it. It probably seems pretty kinky." I say "Well, Sara, if you really need it I will sure give it a try. I want to keep you happy. You're a damn good housekeeper, cook, and very good in bed, too." "Thank you so much, Mike." She grabs me and French kisses me again. When we break the kiss I say "Sara, just how long is that tongue of yours? Seems like you could touch my tonsils with it." She laughs and says "My ex measured it one time. If I stick it out all the way, he says it's three and a half inches long from my lips to the tip. The whole tongue is probably close to six inches long. It doesn't bother you to have it all the way in your mouth, does it?" "No, it just takes getting use to, that's all." "Mike, would you like to fuck my ass?" I have another surprise look on my face. I say "My wife wouldn't do that sort of thing. But if it will make you happy, we can give it a try. How was he training you?" "We had some butt plugs that he was using to stretch me out. They were left at the house though. We'd have to get some more to train me." I say "I'm going to have to do some internet research to find out how to be a Dominate. I'll do anything to make you happy. I want you to stay for a long time. The punishment portion of being a Dominate doesn't really make me excited but the idea of anal sex does. I can't wait until you are fully trained to take me into your ass." She smiles French kisses me again with that long tongue in my mouth. "Thanks, Mike. I want to stay a long time. But tonight is all about you. I want to see if I can make you cum twice." "Twice? I haven't done that since I was in my early twenties. I'm also not very use to a great deal of sex. My ex only wanted it about once a month." "Once a month? Well, we'll see if we can get you a couple of orgasms tonight. Your sex life has just improved. I like it several times a week." Wow, I think to myself. At 10pm after two beers each, she grabs my hand and pulls me up. We head for my bedroom. She closes the door and locks it. She then drops the housecoat and kneels. She pulls my shorts and underwear down, stands up and pulls my t-shirt off. She says "You've got a pretty good body, Mike." She kneels again, lowers her head and says "This submissive girl would very much like to be your sex slave, Sir. I will be happy to have you take any hole however you want. You may spank or whip me however you want. This body will be yours to do anything you want to. I'm yours, Sir." My cock is hard already just listening to this statement. I decide to play it like she wants. "Well then, slave, suck this cock until I tell you to stop." She slowly raises her head, smiles at me and opens her mouth wide. I place my cock on her tongue and she begins to give me a great blowjob. I let her give me the blowjob for a couple of minutes and then tell her to stop. I pull my hard cock out of her mouth and walk to my chest of drawers to get a condom. I then walk to the bed and lay down on my back. She is still kneeling where she was. I say "Slave, come over here, put the condom on me and fuck me good." With a big smile, she complies. Soon she is bouncing up and down on my cock. I reach up and start to play with her nipples. She says "Pinch them and twist them, Sir." I start to pull on each one, twisting them as I do. She moans and says "Thank you, Sir. That feels wonderful!" As we continue to fuck, I reach my hand out and smack her left ass cheek hard. Minutes later, I do the same thing on her right ass cheek. She's moaning now. "Thank you, Sir, for punishing my ass. Please do it some more." I smack her ass a few more times. She says "Oh, God, yessssss!" I smile at her. This might be fun after all. I start to rub her clit and minutes later she screams in orgasm. Her vaginal muscles are are really gripping my cock hard. I lose it and begin to cum and she screams again feeling my cock pulse in her juicy cunt. She cums for over a minute and then collapses on me. A few minutes later, she rolls off. She grabs the condom and eats the contents. She then sucks and licks my cock clean. After she's done, she continues to play with my cock which is deflating fast. I say "I don't think twice is in the books, slave. I'm no longer a young man." She gets on her hands and knees and says "Master, would you like to play with my ass. Check me to see how my asshole is now. Please feel free to stick your fingers in all you want. For everything you've done for me and Johnny, I really want you to fuck my ass." I say "Really? You don't mind if I play around with your asshole?" "No, please." I get up and start to play with her ass. I stick one finger in and it goes in pretty easily. She moans. I'm surprised it went in so easily. I try another finger and it's kind of tight but I manage to get it in with the first one. She's moaning loudly now....."Oh, God, Sir that feels so good." I pull my fingers out and then bend down to smell her ass. There's no really bad smell so I lick her little rosebud. She squeals and says "Oh, Master. That's wonderful." I say "I think a little more training and my cock could go in there. I got two fingers in pretty easily." I'm really looking forward to fuck her ass now. She says "Yes, Master. I can't wait to have you in there. And when you licked me there it felt so wonderful." "Okay, let's get one thing straightened out though. Only call me Master when we are alone together. I sure don't want Johnny to hear you call me that or for that matter anyone else we might know." "Okay, Sir. No problem." We lay there a while cuddling. I tell her it's time for us to go to bed in separate bedrooms. She reluctantly says "Okay, Master. Do you think we will ever be able to sleep in the same bed?" I say "Maybe. I think we should live in the same house but separate bedrooms for quite a while. Then we can sort of let everyone know that we really like each other and are now dating." She smiles "Okay, Sir. Good night." "Good night, beautiful slave." She leaves the room with a big smile on her face. I'm laying there in bed and thinking about what happened tonight. I'm not all that thrilled about being a Dominant / Master but I sure am interested in trying anal sex. I wanted to try that with my wife but she wasn't having anything to do with that. I smile to myself. I'm beginning to really like Sara. And her son too. Monday is Columbus day. It's a Federal holiday although the schools around here are still in session. The factory is closed today. After breakfast, I ask Sara if she'd like to go to a sex shop. With a big smile she says "Yes, Mike, I'd love to." We head out about 9:30am. The closest shop is in a larger town 30 miles away. We arrive and she's like a kid in a candy shop. We pick out a couple of butt plugs, one of which is thicker than my cock. She wants some nipple clamps and assorted other clamps. She finds a paddle and a flogger that she begs me to buy. I find some hot lingerie that I throw in the basket. I also throw in a blindfold, a ball gag, and handcuffs. It costs me a bundle to get out of there but this is for our entertainment and sex life. And I guess I'm already pretty pussy whipped but I want to make her happy. We stop at a hardware store and get some rope. We also stop at a drug store and get some Astroglide and some fresh condoms. We arrive home and Sara can't wait to get a butt plug in her ass. She takes the smaller one we bought and the lube and says "Come on, Master. Let's put it in." She runs to my bedroom and when I get to the bedroom she's naked on her hands and knees. I lube her up and slowly slip the butt plug into her cute ass. She's moaning when I'm working it in. She smiles at me once it's all the way in. I give her a kiss. She jumps up and gets redressed. I ask her "How long should you leave it in?" She says "The first one I had in I left it for two hours and then removed it. Then reinserted it later for two more hours. You do that for like a week and then move up a size." I say "Okay, I'll let you handle that unless you need my help." She says "Okay, Sir. I think I can handle it." She gets the other stuff and starts fooling around with it. She's trying some of the clamps but just on her arms. I tell her to put all that stuff in my bedroom when she's done. She says "Yes, Master," with a big smile. It's two o'clock and I'm sitting on the couch watching some TV. She comes out of my bedroom where she has put the stuff we bought away. She comes and kneels between my legs. "Would you like a blowjob before Johnny comes home, Master?" "Please get up and sit next to me. I'll wait until tonight for the blowjob." "Oh, okay, Sir." I say "Sara, how does mutual oral sex sound tonight? You know, a 69?" She says "That sounds great Sir. Will you paddle my butt or flog me first?" "I don't really know how to use a flogger but if you'd like to try the paddle, we can do that." "Oh, goody." She's got short shorts on and I put my hand on her thigh near her pussy. She starts to moan. I move my hand back and forth on her inner thigh and she moans again. "God, I think I'm falling for you Mike. When you touch me I get chills." I smile at her and say "I'm very fond of you too. Helping you was the best thing I ever did." Johnny arrives around 3:10pm. He runs up to me and hugs me and says "Thanks so much for the bike, Mike. I love it." I say "I'm glad, Johnny." He heads out to ride the bike. I ask Sara if she'd like to go to a restaurant tonight. She smiles and agrees. At 6pm we head out and all three enjoy a good supper. Johnny is really a hardy eater. So is his mom. I may have to put her on a diet 'cause she's starting to gain weight fast. Back home at 7:30pm, Sara gives Johnny a bath and then takes one herself. About 8:30pm, Sara is putting Johnny to bed. I jump in the shower since we have a 69 planned tonight. When I finish, I walk into my bedroom and Sara is sitting on the bed naked. She's been in the toys. She's got the nipple clamps on and clamps on her outer labia. She also has put the ball gag in and has her hands behind her back in the handcuffs. She's lying on the bed with her legs spread. I notice she has the butt plug in and I can hear it vibrating too. I walk in and smile at her. I close the door and lock it then drop the towel I had around my waist. I pick up the paddle and walk over to the bed. "So, it looks like my little pet has been into the toys. That's a very bad girl. I think I'm going to have to punish her. Don't you think she needs to be punished, slave?" She shakes her head 'yes'. I sit down on the bed and pull her up and put over my knees. I push her hands up her back and begin to rub her ass. She starts to moan. "You don't get a safe word for this spanking. Bad girl." I've been studying how to be a Dom on the internet. I smack her on each cheek fairly hard. I then rub her butt. Two more hard smacks and I rub her ass again. I'm starting to get into this and I also have a boner going now. Four more hard smacks and I feel between her legs. She dripping wet. I taste her juices. "Your juices taste very good, slave." Four more smacks and I rub her butt again. "Do you like this, slave?" She shakes her head 'yes'. I give her six in a row and rub her ass again. I give her three more and rub her ass again. I then pull her up on the bed and remove the ball gag. "How do you feel, slutty girl?" "Wonderful, Master, thank you for the punishment. I enjoyed it. Would you like to use my mouth now?" "Yes, slave. Let me see those nipple clamps." I look at them and tighten them a little. She groans. I get the key to the handcuffs and take them off of her. I tell her to lay down on the bed, put her arms down her side and spread her legs. I remove the clamps on her labia and she groans loudly. I rub her entire vulva back and forth a couple of times and then give her a pretty hard slap on the same area. She screams. I climb up on the bed and straddle her chest, pinning her arms under my legs. "Open that mouth, slut." She smiles and opens wide. I stick my hard cock into her mouth and she begins to lick the head. I let her do that for a couple of minutes and then I lean up and shove my cock all the way in. I begin to fuck her mouth. She has no choice than to take it. She's gagging occasionally but not too badly. I fuck her mouth good for a couple of minutes and then pull out. I turn around and get into a 69 position. I slip my cock in her mouth again. "Suck it, bad girl." I then lean down and give her another fairly mild smack on her pussy. She grunts around my cock. I then begin to go down on her and she's moaning loudly immediately. I lick her now nearly red outer labia up and down a couple of times and then spread her lips out. I begin to torture her inner labia by licking and pulling them with my lips. I reach down and rotate her butt plug. I also start to move it in and out of her ass. She moans loudly. I then begin to tongue-fuck her vagina. She doing a great job on my cock also. After a few minutes of tongue-fucking her I grab her clit with my lips and pull on it. She screams. I suck her clit into my mouth and begin to flick my tongue back and forth over it. She starts to cum with a scream. It's muffled somewhat by my dick in her mouth. She cums for nearly a minute while I continue to give her clit attention. She finally pushes me away and redoubles her efforts on my cock. She's added jacking me off with sucking the head. I soon cut loose and send four streams of cum into her mouth. She dutifully swallows it all. I get up and remove the nipple clamps. She screams again as the blood flows back into her nipples. I lick and suck her nipples for a little while to get them feeling better. She throws her arms around me and then her legs. "You are certainly getting the hang of being a Dominate, Master. That was very enjoyable. May I see if I can get you hard again in a little while so you can fuck your little slut?" "We'll see, pet. Let's rest a little first. I want to cuddle and hold my little slut." She smiles at me and says "I'd love to be your little slut forever, Sir." "I hope we can stay together a long, long time too, pet. I wasn't too thrilled with the idea of BDSM but I'm starting to really enjoy it." "Master, in ten days you can take my anal virginity and fuck it for all your worth." I laugh and say "That sounds like fun, my pet. You know I'm looking forward to that." I give her a big hug and long French kiss. I reach down and stick two fingers into her pussy. She's still wet. I remove my fingers and stick them in my mouth. After licking them off, I smile and say "You have a very juicy and tasty pussy, my little pet." "Thank you, Master. I love your cum too. It's also tasty." She begins to play with my penis again while we kiss and touch each other. Five minutes later, she looks down and says "Looks like you are ready now, Master. Please fuck your little pet hard." I smile at her and tell her "Why don't you get on top and fuck your Master hard." She smiles and gets up. After she slips the condom on me, she begins pumping up and down quickly. I reach up and begin to rub her clit. About five minutes later she screams out another orgasm. I cum too as her vaginal muscles milk my cock good. She finally collapses on me breathing hard. She says "Wow, that was intense Master. I love to fuck you, Sir." "I love to use that sweet pussy of yours too, pet." "I wish I could sleep in here with you, Master." "Well, tell you what. We'll give it a month or so and then start to date like a proper couple. We need to clear it with Johnny too. Make sure he's okay with me being his substitute father. Then a couple of months from now, you can move in here with me. How does that sound?" She kisses me long and hard. "Thank you, Master.....Mike, I'm falling in love with you. Yes, there's an age difference but I don't care. You are a good man and a great lover." "I'm falling in love with you too, girl. Although I'm not sure about marriage. It's going to take me awhile to want to do that again. After my trust was trampled on, it's going to take a while before I can say 'I do' again." "I know, Mike. I feel the same way. I'm content to live 'in sin' with you for as long as you want. I'm scared of marrying again too. Now I'm really glad my husband left me though." She smiles at me. I smile back at her and we French kiss again. "Well, first thing we need to do, I think, is get you divorced. I've been officially divorced for nearly a year now. Once you are officially divorced then we can think about our future together." She looks at me and says "I don't have the money for a divorce, Mike." "I'll pay for it, honey. I'll feel much better if you are free of your husband forever." "Okay, Mike. I agree. I wouldn't go back to him now if he did come back. I don't even know where he is though. With what he did to me and Johnny, there is no way I'd go back. Leaving us to live on the street for two weeks like that was reprehensible. Besides, I found someone much better. At least you have a heart and care about people and you sure know how to give me powerful orgasms too." I French kiss her long and hard. We lay there in each others arms for a while and finally she kisses me again and gets up to go upstairs to her room. Ten days later, she comes to me and says, "Mike, how would you like to fuck my ass tonight? I've had the largest butt plug in for a week now. I'm really ready for the real thing." I've got a big smile on my face as I say "I'd love to, Sara. It's a date." She's asked Johnny about me being his father. He asked about his real father and she told him that his real father is gone and may never come back. Johnny tells her that he really likes Mike and he's fine with Mike being his father. Later that night, she gives Johnny a bath and puts him to bed. Then she fixes herself a bath. I let her bath for a while and then strip and open the bathroom door. "Care if I join you, sweet thing?" "No, Mike, please get in." I climb in behind her and begin to wash myself. She turns around and assists me. Once I'm clean, I tell her to turn back around. Once she's turned, I start to wash her slowly and sensually. I make sure I wash all her erogenous zones. I even give her ass a good washing by inserting soapy fingers into it. By the time we are finished with the bath, she is hot and horny. "God, Mike, that was hot. I could throw you down and fuck the hell out of you right now." Helping The Homeless I say "No, dear, that's what I'm going to do to you." She smiles and says "Oh, goody!" We dry each other off and run to the bedroom naked, close the door and lock it. I smack her on the ass and tell her to get on the bed and spread those legs out as far as she can. She happily complies. I walk over and look at her. "God, woman. That is a fine sight to see." She smiles at me and holds her hands out to me, beckoning me into to her. I climb on the bed and crawl up over her luscious body. Yeah, she's still a little overweight but it looks pretty hot on her. I French kiss her long and hard. I then begin to work my way down her body. Her nipples are very sensitive and she moans as I suck and nibble at them. I then kiss my way down to her pussy. I sit up and ask "Sara, would you like your toes sucked again tonight?" "Oh, yes, please, Mike. That was very sensual last time you did it." I immediately go straight to her toes and begin to lick the bottoms of her feet. She giggles as I lick her soles. I then start at her right pinky toe and begin to suck them all. She's moaning loudly. She loves the feel of me sucking those toes. Once I'm finished sucking them, I lick her soles once more and then spread those legs back out. I kiss and lick my way up the inside of her right leg until I reach the top. I then start on her left leg and do the same thing. She's starting to squirm. I put the nipple clamps on her before I start to eat that pussy. I kiss her around her pussy and then begin to lick her outer labia up and down several times. I then spread her pussy open and begin to work on the rest of that treat. I stick my thumb in her butt and then begin to lick her inner lips and vaginal opening. She starts her first orgasm as I'm sucking her clit again. It's a hard one as she's arching her back and screaming. I let her come down a little and then feed her my cock which is pretty hard already. I then slip a condom on and enter her juicy little love hole. I begin to pump into her somewhat hard and fast. She loves it that way and is building to another fast orgasm. She usually warns me she about to cum by saying "Oh, God, Oh, God." When she says that I remove one nipple clamp and then the other and she screams and begins a very hard cum. Her vagina is really milking me but I manage to hold off. Once she finished with that cum, I put a vaginal clamp on her clit. She groans in protest. I tell her to get on her hands and knees. Once there, I smack her ass cheeks a couple of times and then lube her ass good. I approach her from behind and she looks back and smiles. I lube my cock up and touch it to her little rosebud. I say "Sara, do you want this?" She says "Oh, yes, Master. Do it?" I say "Do what? Tell me what you want me to do?" She looks back and smiles. "Fuck my ass good and hard, Master." I smile back at her and smack her ass cheeks two more times. I then start to stick my cock into her awaiting anus. "Relax your ass, pet." She says "Yes, Master." And suddenly the head is past her anal sphincter. She says "Oh, God, yes. Shove it in, Master. All the way. Please!" I push forward and she pushes back and before I know it I'm buried balls deep. She growls deep in her throat. "Oh. My. God. It's warm!" I begin to move in and out of her. She says "Faster, Master. Hurt me." Of course, I'm not going to hurt her but I do pick up the pace and she says "Oh, yeah, that's so good." I start to really fuck her hard. I'm sure she'll be okay and can take it. "Oh, yes, Master. That's the way to do it." I reach around and begin to flick the clamp on her clit. Soon she's moaning really loud. Then she says "Oh, my God. I'm going to cum hard, Master!" She begins her third cum of the night and her ass muscles clamp down on me. I remove the clamp from her clit and she screams into the bed. I grunt loudly and empty my prostate and balls into her ass. Well, into the condom in her ass anyway. Soon she collapses and I'm collapsed on top of her. I kiss her ear and tell her that was fabulous. Beyond any orgasm I ever had. I finally pull out and remove the condom. I throw it on the floor for now and pick up my t-shirt to wipe my cock off. She looks over at me and smiles. "Master, that was the best orgasm I ever had. Nothing else compares." She gets up and crawls between my legs and kneels with her head on the bed. "Master Mike, I love you and I submit to you forever if you will have me. I want your beautiful cock in my ass as much as possible." She repeats "I love you, Sir." I grab her and pull her up on top of me and give her a very passionate French kiss. "I love you too, my wonderful pet. And I promise you will have my cock in your ass as much as you want. I loved that too." We lay like that for the longest time. We both fell asleep for a while but I couldn't sleep long with her laying on me. I woke up at 12:24am and woke her. "Honey, you should probably go to your bed soon." "Aw, okay, my wonderful Master. I love you." "I love you too Sara Hall." We get her papers filed and a month later we are on our first official date. We've got a babysitter for Johnny who is fine with his mother being with me and me being his substitute Dad. We have a very enjoyable night starting with supper and then a movie. We end up in a bar in town. We drink a couple of drinks and kiss each other many times. We then head home. Sara puts Johnny to bed. He was sitting up and wouldn't go to bed with the babysitter there. Once his mother was home, he went right to bed and was asleep before I got back from taking the babysitter home. We had another lovemaking session like the one where I first took her anal virginity. It was just as amazing as the first time. We both fell asleep afterward and I woke at just before 6am and woke Sara who went to lay in her own bed. Two months later it's the New Year and we are sleeping in the same bed officially. Sara moved most of her things, which isn't much, into my bedroom and it was now our bedroom. We continued with our BSDM D/s relationship but we were much closer than that. I think for a Valentine's Day this year, I'm going to give her an engagement ring and a collar. I hope she will accept them both. Then we'll marry once her divorce is final. It's been a wild ride but I trust her and she trusts me. Take the advise of a very happy man, if you should see a young woman who is homeless, don't hesitate to help her. You might get one hell of a sex life in return. The end......of the beginning.