Co-Ed Tenant

Samantha thought about it and knew she had a good deal that was now going to get better, so she tentatively opened her mouth and lowered it onto Richard's erect penis and started bobbing up and down. He had just taken a shower and shaved his body hair so she wouldn't see any grey hairs on his slightly wrinkled balls, so he didn't look so old to her. The sight of this beautiful athletic co-ed engulfing her mouth with his penis was like heaven. This was not his normal gentle feelings for her. Tonight, he wanted to totally dominate her.

"Sam, you are doing a great job and your rent is going even lower if you swallow my scum. Not that you have a choice."

Samantha got used to the feel of Richard's cock in his mouth and it wasn't so bad anymore, but she was afraid that when he shot his load it would gag her. He held her head tighter and made her go deeper and deeper but stopped short of her gagging. He didn't want to be that mean to this sweet girl, but she needed to know who was in charge tonight.

As he was getting closer, he knew she might be scared of him coming in her mouth and gagging to swallow his salty scum. "Sam, so you don't gag on my cum, my wife had a technique where right before I came she would put her tongue over the hole to deflect it from going down her throat to avoid choking on it."

She did this just as he erupted, and she had a relieved look on her face. "Now open your mouth and let me see the load before you swallow it." She opened her mouth to show him the load in his mouth but motioned that she wanted to go the bathroom to spit it out. "No way, Sam. Girls need to swallow it, not spit it out. Now swallow it and open your mouth again to show me." The young escorts he sometimes frequented were often nymphomaniacs, who loved the taste of cum and would proudly show him his load in their mouth before swallowing. She swallowed it and looked up at him with a look of relief because it did not taste that bad to her.

"Sam, sorry I had to be a little rough with you, but you have been getting a little spoiled with me and you need to respect your elders a little more. Now that wasn't so bad, was it? By the way, with the deal you are getting now, we are going to just skip the pretense of a massage and you are just going to suck my cock at least twice a week and you don't get to choose when. I try to be nice, but in bed I can sometimes be a taker. I've wanted to have you since you walked in the door three months ago. Men are always plotting how to get a girl. Even when you reach my age. Seduce them, sometimes pay them, or sometimes you just need to force them a little."

"Mr. Stevens, you had planned this since you placed the ad for a girl to do household chores in return for reduced rent?" she asked with disappointment in her voice.

"Sam, when you interviewed with me, I specifically said your household chores would include the usual 'wifely duties.' I just didn't tell you what all the duties would be. In business, you have to listen carefully when negotiating. Verbal contracts are not enforceable, but we don't have a contract. I can kick you out at any time I want, and you can leave any time you want. I know I have been a total liar to you at times but have been very generous with my deals."

"Mr. Stevens, you pay girls for sex? I can't be bought, and you are not going to be fucking me. I usually only have sex with boys my own age, not old men like you, and they don't pay me" she sneered at him.

"Sam, I don't pay girls for sex. It says in their ads that they are being paid only for their time and companionship. The sex is just something that happens between consenting adults. Otherwise it would be prostitution," he smirked. You are a great companion and take good care of me and my house. I expect you to have sex with boys your own age and I mostly want to have sex with women closer to my old age, but sometimes like to experience a young escort. Many of them just need more money to live on then they can make in their normal jobs."

"So, what is your relationship with me? Do you think you are my Sugar Daddy?"

"Sam, that was originally my plan, but I am not sure what the relationship is anymore. It is complicated but I would never hurt you by trying to make it a romantic one with you just starting out your life, and me towards the end of mine. I am your mentor and benefactor, but I also like young women sometimes. You are not a whore. You just need some help and have been working hard to get it. Sugar Babies and whores don't clean your house and cook your meals. When you took the job, you described it as a mutually beneficial relationship.

She looked at Richard with a better understanding and said, "I understand. I don't feel like a whore or Sugar Baby with our arrangement. Just two people helping each other with their needs in a mutually beneficial way. Now that I am not afraid of blow jobs, I have no problem with sucking your cock twice a week. You seemed like you really enjoyed it and that made me feel good too.

Richard smiled and thought to himself that he should have been a psychologist, not a finance major. "Sam, now lay back and spread your legs wide."

"Mr. Stevens, I will not. I made it very clear I am not going to fuck you."

"Sam, I am not trying to fuck you, I just want to eat that young delicious pussy of yours."

Samantha hadn't even thought of that since guys hadn't gone down on her in the past, since they weren't getting any blow jobs from her. She slowly laid back on the bed and spread her legs and closed her eyes.

Richard wasted no time and dove between her legs and attacked her beautiful bald pussy with his tongue, driving Samantha wild.

"Oh, Mr. Stevens, that feels so good. It was worth sucking your dick." As he lashed her pussy with his tongue, she moaned more and more and clamped her legs around his head. He used an old trick of sticking his finger in her ass, which she did not resist, and she came hard.

"Are you going to do that for me twice a week after I give you a blow job."

"No." She looked at him like she had made a bad deal.

"The new deal is you only have to blow me twice a week, but I will lick your pussy any night if you want. It is one of my favorite things to do."

"I forgive you for being a lecherous old man who tricked an innocent young girl into being his Sugar Baby," she winked at him."

"You are not my Sugar Baby. You are a companion, a friend and a nice girl who takes good care of an old man. In every way," as he winked at her. He meant it this time.

Samantha and Richard got along the next few weeks and she even brought over David, her new boyfriend, to meet him. He played the father role in their meeting, but he really did like him, thought he was a respectful young man and told her so after their meeting. She valued Richard's opinion, especially about men. David would come over often and Richard was even okay with him staying the night with Samantha.

A couple of weeks later, Richard was getting those mean thoughts again. He wanted to fuck Samantha and he didn't care why. He wasn't jealous of David. He just wanted her and didn't care if she wanted it, but he wasn't a rapist, so he tried to control himself.

That Saturday night David and a few friends picked her up for a night on the town. He knew they would be drinking and was a little worried. Her friends dropped her off about 4:00am after the bars closed, and Richard was actually waiting up for her like a father would. He helped her up to her room, as she was quite drunk. He helped her take her clothes off and she didn't even bother to put on her pajamas. She laid in bed naked and he could see her pussy lips were a little red and wet. She probably had some hot sex with David earlier in the evening.

He couldn't resist his feelings. He took off his clothes and got into bed with her. She was still drunk and thought at first it was David, then realized it was Richard. "Sam, I want to fuck you so bad right now. What would it take for you to let me? I'll do anything."

Sam joking replied in a slurry voice, "you would have to stop charging me rent and get a cleaning service." She was totally joking.

Richard got on top of her and said, "okay great deal, and he lined up his cock against her young tight cunt."

"Mr. Stevens, I was only kidding about this being a new deal. I am not going to fuck you. Get off me, I don't want this."

"Sam, think of how much easier your life would be living here rent free. Besides, you made a deal. In this case a verbal deal is binding."

He forced her legs open and struggled to get his cock near her already wet pussy. She fought him for a while but finally gave up and he shoved his aching cock into her in one stroke and started thrusting in and out of her.

She cried and beat his back and said, "Mr. Stevens, take it out, you're being too rough, this is rape."

"No Sam, you made a great deal. You can't change your mind. Just enjoy it."

As he rocked in and out of her slowly, she started to become aroused, especially since David had already given her a good fucking earlier. She started slurring "'fuck me, fuck me, be my Sugar Daddy." Richard knew he had finally got what he wanted. A really nice girl who was not cynical and appreciated his help but wanted to help him too. She rolled over on top of him and rode his cock. He then got her on all fours and fucked her harder and harder until they both came with a roar.

The sun was coming up before they finished. Richard looked adoringly at her and said, "Sam, since I am giving you the best deal ever, your services now come with no limit. I am going to fuck you, finger you and lick you whenever I want, in whatever room in the house I want, and you can't say no. You are going to suck my cock whenever I want too."

"Mr. Stevens, I don't know about this. Like they said in the movie 'you can't renegotiate the negotiation.'

"Yes Sam, but we didn't specifically talk about frequency, when you agreed to the deal."

"Did I mistakenly agree to go from being your Sugar Baby to being your little paid for plaything and fuck toy, and I get to come all the time too and stay here for free?"

"Yes."

"I think I made a good deal."

"You made a great deal Sam. So did I."

Richard and Samantha had a much more comfortable relationship from that point on. She was excited to live in a beautiful house for free and not do household chores anymore, as a housekeeper took over the cleaning and laundry, but she still loved to cook for him. She also got excited being submissive to him, as he would grab her whenever he wanted, bending her over the couch to take her from behind, or sneaking up on her while she was showering and making her get on her knees and suck his cock, while she fingered herself. He also loved to suddenly pull her pajama bottoms down while watching tv together and licking her sweet young cunt until she screamed out with bliss.

He knew though that there was one thing he hadn't convinced her of and that was anal sex. He knew from their conversations that was 'off the menu' of activities, as men had tried it with her, but their dicks wouldn't fit in her tight butt hole, and they didn't know that you need to adequately lubricate, and first stretch a woman's asshole slowly and gently open with your fingers. It had taken Richard years of grooming his late wife for anal sex until she finally relented and gave her most private place to him. Then she loved it and wanted it all the time. As she aged and her vagina became more sensitive from menopause, she actually found it more comfortable than vaginal sex, which was fine with him.

One night when he had Samantha bent over the couch and taking her from behind, he broached the subject. "Sam, I know you have had said you have never had anal sex, and don't want to because you are afraid of pain, but what it would it take to convince you to try it with me? It would be an honor if you gave me your anal virginity." He was sincere.

Mr. Stevens, I already am not paying anything to stay here. I don't want to feel like one of your young escort girls, so my ass is not for sale."

"Sam, I am sorry I insulted you."

"Mr. Stevens, you didn't insult me. Actually, I just want to tell you that you have been so nice to me and I want to give you my anal virginity." She wiggled her tight ass cheeks at him and reached back and spread them open and said," now stick that old cock of yours in there before I change my mind."

Richard slowly opened up her asshole with his fingers and gently inserted his throbbing member in, drawing it in and out very slowly. Samantha started feeling the strange sensation and a strange feeling climax started building up in her. Her body started shaking and they both cried out as they came in unison.

"Mr. Stevens, what was that?"

"Sam, you just had an anal orgasm. Some women can come during anal sex without even having their clitoris stimulated."

"Can we have a lot of anal sex?"

"It's a deal."

"But part of the deal is someday I may ask you to do me a favor. Just like that line in that famous mob movie."

"Of course, I remember it Sam. But I hope you don't ask me someday to shoot someone."

"No, silly. I am not sure what the favor is, but I just want to have it like an option in a contract." Samantha was getting really good at business now.

For the next two years of Samantha's Junior and Senior years completing her degree, Richard and Samantha had great sex whenever they both felt in the mood. There was not a dominant or a submissive role anymore, just great fun between two roommates. She didn't feel like a Sugar Baby anymore and he didn't feel like a Sugar Daddy anymore. Samantha got very serious with David and they got engaged, and Richard was thrilled for them. Richard dated women but kept it casual, as he knew he could never replace his wife. Samantha's father had developed a terminal illness and was not feeling well, so Samantha and David planned a June wedding after graduation in her hometown, and of course Richard would attend.

Samantha came home a day before leaving for the wedding and opened her mail. She was shocked when she opened her student loan statement and the balance showed zero. She found Richard and said, "Mr. Stevens, what do you think happened here, there must be a mistake? I owe a lot of money on my loans."

"Sam, maybe an anonymous benefactor paid for your loans," he smiled with a twinkle in his eyes.

"Mr. Stevens, why would you do that? You already did so much for me, and I told you I didn't want to feel like you were paying me for sex."

"Sam, this was a combined wedding and graduation gift, as well as a bonus for performing all your wifely duties with such a high degree of excellence. I was never paying you for sex, I was just compensating you for time and companionship, like my escort girls always tell everyone in their ads. You saved me from being lonely and you can't put a price on that."

"Mr. Stevens, I can't believe you did this for me. But understand I am never going to have sex with you again in exchange for services."

"Sam, I understand your point."

"No, you misunderstood what I said. From now on I am going to have sex with you because I want to."

"But Sam, what about David? How is he going to feel about this, since he doesn't know about us and you are going to be married in a few days?"

"I told him all about us and he is fine with it."

"Sam, I don't understand how he could feel fine with you having sex with me, since I was your landlord, I am 64 and you are 22, and we were having sex while he was also having sex with you."

"Well, I told him all the things you taught me, including loving anal and oral sex, and he is forever thankful to you for turning me into a wanton little slut for him. Sometimes after he comes from one of my superb blow jobs, he says out loud "thank you Mr. Stevens," knowing that your forcing me to suck you led him to the land of getting my mouth around his cock and his dick in my tight little hole."

Samantha and David ended up staying in Samantha's hometown for a few years, as her father's health declined, and he eventually passed away. Richard dated, developed hobbies and made new friends to fill his time, but he missed Samantha, as well as David, who he had also become very close to.

One day he received a call from Samantha, that her and David were in town to see friends and wanted to come by to see him. They had something important to ask him. He was very excited to see them, but was puzzled what they wanted to tell him?

When they arrived, they all reminisced about old times and caught up with each about their lives. Even though they spoke on the phone the last three years, it was great to meet in person.

"Mr. Stevens. Things have been going great for us. We both got good jobs after getting our degrees and Richard just got a job offer in the city, so we are moving back to this area. I left my job but will get a new one after we settle in here. There is just one problem."

"What is it?"

"Well, it is a little embarrassing. We are trying to start a family, but David is sterile. We want to find a sperm donor and want it to be you."

"Samantha, that is no problem. What lab do you want me to go to in order to make the donation?"

"That just seems so clinical to us. We want to do it the natural way. We want you to have sex with me to make a baby."

Richard turned to David and said," David, wouldn't you feel funny about that. I know Sam told you about our relationship, but this would be something different."

"Mr. Stevens, I would be honored to watch you impregnate our sweet Sam. You did so much for the both of us and are like a grandfather to us. We know you are lonely, and we could move in and pay all your expenses. Maybe you could help watch our baby after it is born, and Sam goes back to work, since you never had children of your own. You might enjoy having a little one around."

"David, let me get this straight. You too want to move in with me. I have sex with Samantha to impregnate her while you sit in the corner and jerk off. Then I become your child's biological father, grandfather figure and babysitter?"

"Yeah. Remember when Sam said that one day, she might ask you a favor in return for letting you take her up the ass all the time?"

"I would love to honor the deal. I can't wait for my favorite couple to move in."

David got very excited watching Richard pound his sweet bride into the mattress every night, trying to get her pregnant, while he had his pants down around his ankles jerking off furiously to this beautiful sight. Richard and Samantha had sex in every position you can imagine, but David had also done everything with Samantha that Richard had, so David wasn't jealous.

One night though while Samantha was riding Richard, and David was looking at her still athletic ass, David realized that Samantha never had a double penetration. He stopped jerking off and got up and slowly walked up to the bed and got onto the bed behind Samantha. Samantha got startled and said, "David I thought we all agreed, we are not having any threesomes. Richard is not comfortable with that."

Richard stopped pumping Sam and said, "David, what do you have in mind?"

"Mr. Stevens, I want to fuck Sam up the ass while you impregnate her. Is that okay with you?"

"That would be fine with me. I am sure Sam would like to feel so full inside."

Samantha became angry. "Well it isn't okay with me. I have my limits and you two aren't going to make me into a sandwich and hurt me while we are trying to make a baby."

Richard smiled and pulled Samantha down onto his cock and held her tight. "David, you know sometimes Sam needs some encouragement for new sexual acts. Whether she likes it or night, we are going to be the sandwich and she is going to be the meat."

"Mr. Stevens. David. Don't you dare!" It was too late though. David got behind Samantha, spread her ass cheeks and plunged into her backside with one swift thrust, as Richard was holding her down onto his cock. She screamed but they wouldn't stop and started fucking her hard developing a rhythm between them.