The Duke's Dilemma: Regency Romance Menage Short Stories

by Lacoste, G. G.

  “Okay.”

  “The best way to do it is for you to lick, and I’ll tell you what you are doing wrong.” Cynthia stated as she spread her legs showing him her shaved snatch for the first time.

  He licked his lips and got on his knees. She could tell he had no clue what to do first. He slowly pushed his tongue forward and licked her pussy lips. He let his tongue slip inside of her hole lapping up some of the mixture of her juices from before and the bit of what had been left from Barry.

  “See this right here?” Cynthia asked as she pointed to her clitoris.

  “Yes.”

  “Take that into your mouth and suck on it.” She ordered.

  Andrew did as she requested, he sucked on it nice and hard and she felt a pulse of electricity shot through her body.

  “Okay switch between licking the outside of the pussy lips and inserting your tongue into me, and sucking on that.”

  He did just what she said to do and soon her blood was racing towards her sex. She wanted to orgasm, and knew that if she instructed him right, he would be able to bring her to one.

  “Keep doing that for a bit.” Cynthia purred.

  Andrew was a good student, he was attentive to her pussy and licked it like it was the best meal he had ever had in his life. She squirmed as his tongue did great work on her sex.

  “Okay, now suck on the clit again, and push your fingers in and out of me quickly.” She panted.

  He was a good student and did just what she said, Cynthia exploded in an orgasm. She let him lick the juices up, and then stopped him. “Okay, that is how you get a woman ready, you don’t always have to bring her to orgasm, but it is nice.”

  Andrew shook his head in understanding.

  “Now I want you to push your dick into me.” Cynthia said.

  He pushed forward and entered her moistness. She saw a look of pleasure pass over his face.

  “Wow.” He commented. “You’re so wet!”

  “That’s because you made me orgasm dear. Now just rock your hips back and forth as you push in and out of me.” Cynthia explained.

  After about three strokes, Andrew said. “Oh shit.” She felt him cum inside of her. He looked shocked.

  “I told you not to be embarrassed.” Cynthia said.

  Still the boy looked mortified. Cynthia took his prick into her mouth and started to suck it. She heard him moan and felt it get hard again. “See I told you.” She stated.

  He looked down at his hard member, ready to fuck again. He went to push into her again, but she stopped him. “No we are going to try another position.” Cynthia turned over and put her ass up in the air.

  “In the ass?” He questioned.

  “No, you still put it in the same hole. This is just another way for you to fuck a girl.” She explained.

  He pushed forward into her snatch and started to fuck her. “Slow down Andrew, you don’t have to speed fuck. It will feel just as good, if not better if you go slowly.”

  Andrew slowed down and thrust into her at a more reasonable speed. “Better.” She said.

  “Oh wow.” He murmured.

  Cynthia concealed a smile. It was always the same with the first timers. Of course she was most likely the same way with the Duke and Duchess the first time. Shocked, amazed and in a state of wonder for hours after it was done. Most likely this is what this boy would experience too after he was done and she made him leave. She had to give it to him, this time he was doing a much better job of lasting, and he seemed to be a natural. Andrew moved his hips around and changed the trajectory of his cock as it slide into her pussy.

  “Okay now speed up!” Cynthia ordered. She was close to another orgasm and would love to have another one!

  Andrew listened and started his battering of her pussy again. He was amazingly fast, as he seemed to piston in and out of her so quickly. Cynthia wouldn’t be surprised if she looked back at him and could barely see him that was how fast he seemed to be moving. She moaned loudly and let the pleasure spread through her body as she hit the plateau again. Cynthia felt his cock jump and the sperm splash off the walls of her cunt.

  He removed himself, breathing hard and sweating.

  “You did really well.” Cynthia complimented him.

  “Thank you ma… I mean Cynthia.” He blushed.

  “I think that will be enough for today though. I don’t want to make you sore, and I need a bit of a break.” Cynthia said, handing him his clothes.

  “So I can come back again?”

  “Sure, but not today kid. Maybe in a couple of days.” She stated.

  “That’s such a long time.” He looked sad.

  “Tomorrow then.” Cynthia laughed. Thankfully she wasn’t old and she didn’t mind having a sex-starved admirer.

  “Great, I’ll see you tomorrow.” He bent down and kissed her on the cheek as a way of saying thanks and ran out the door.

  Cynthia shook her head laughing. The biggest thing she wanted to be careful of was that Andrew didn’t confuse their sex for love. She really didn’t want a love starved young man following her around. It had happened one time before and she found out just how quickly that type of situation could go bad.

  She thought back to that time. He had just turned 18 about a month before and was one of the young men the guards had sent to her. Plus this kid had been following her around prior to sex. She didn’t know what she had been thinking. If she had weighed out the situation first, she would have refused to have sex with him. But honestly, it was just her sex drive that had hurt her. Cynthia had been really horny when he showed up, and hadn’t had sex in a few weeks. So her body was ready to go and he was good looking, and when she saw his cock, it was over.

  Cynthia remembered his name and that time well. His name was Simon. She shook her head sadly, knowing that everything could have been avoided if she had only thought.

  Simon had come to her much like Andrew had, except he had approached her a few times at work too. He had seemed confident and very manly. He presented his case to her, why she should have sex with him.

  “You should have sex with me. It will help my mind be clearer on the job. You know I have to guard against attackers.” He had said.

  Cynthia had looked at him and almost laughed. The fact was that outsiders rarely threatened the village. In fact, she couldn’t remember the last time it had happened. Maybe when she had been a young child, but since then, it had never taken place. Maybe it was the fact he had been so serious, or the little smile he had, or the fact he had pulled down his pants in front of her once and pointed.

  “Plus this is something I would love to stick into you,” he had said.

  Cynthia had been shocked, it hadn’t mattered to him that they were at work, or that other people were around. There had been gasps from all around the room. Heck, she had gasped at the size of his monster. He had to have a cock that was close to 9 inches. It was huge, like a snake, a white snake.

  She remembered licking her lips when she saw it. There were probably many women in that room who had done the same thing. Maybe if Simon hadn’t have been focused on just her, he would have seen that and it would have turned out differently.

  “Come to my house tonight after I get off.” She had told him.

  The rest of that day had crept by and Cynthia was looking forward to experience sex with Simon and his well-built manhood! He had been prompt and about five minutes after she was home he had shown up and she had invited him inside.

  Cynthia should have known that he wasn’t a virgin, as he knew what to do. He had thrown her on the couch and ripped off her clothes. Dived on her and ate her like a pro, she had cum in a matter of minutes. If he could work his cock as well as his tongue she knew she would be in for a night of fun.

  She stopped thinking about it once again. Clearing her head, it was a tough memory to relive. That first time had been fine. It had been fine for quite some time, as a matter of fact. Simon would come over from time to time and they would have sex. Cynthia avoide
d hearing the words that should have let her know how he felt, and acted like she didn’t see the looks.

  Simon was a good fuck, no doubt. He had used his dick on her so many times, and he seemed to have stamina that was never ending. There were some nights when they were up almost the full night having sex. Cynthia wasn’t going to complain, but she wasn’t going to fall in love with him either. She wasn’t ready to settle down, and she wasn’t sure if Simon would be the one for her. After all he was still only 18, and she was 22.

  It wasn’t a huge difference. It wasn’t the age that had stopped her, but other things about Simon. There was something that was off about him that she hadn’t been able to put her finger on. Sometimes he scared her, as he had been so aggressive. But he never hurt her, so she had never stopped him.

  Cynthia knew she should have stopped it and told him that she wasn’t interested in more than sex from him. But she hadn’t, and he took her silence for acceptance. Why had she not said anything? The truth was that she had been worried that he would stop coming by, and he really was an amazing man in the bedroom.

  It was a shame that she felt. A shame that went deep. The situation went bad one afternoon. She had a visit from Gary that day and Simon had decided to let himself in when he came over. Cynthia had never told him he could just walk in, but in his mind they were something more than just sex partners.

  He had flipped out and attacked Gary. Simon wasn’t as big as Gary, or obviously as strong. Cynthia had screamed for them to stop. But they were like two male alpha dogs fighting for top rating. She had screamed and cried as she watched the horrible events unfold in front of her.

  Gary had pushed Simon back and he had tripped on a rug, he had hit his head on the table. His body lay still. She saw the blood pooling by his head. Cynthia had screamed and ran over to him, but it was too late. He had died, all because she hadn’t told him they were nothing more than friends who had sex with each other.

  For a while after that Cynthia had stopped having sex with anyone. She had mourned a man who was just a friend, but who had felt he was much more. Her heart broke because she should have stopped it. Hell, she should never have started it in the first place.

  This was why Cynthia wasn’t always so keen to take on each and every one of the guards that were sent to her. There had been many times she would send them off, telling them to seek out their mate in another place.

  The tears were streaming down her face from the memory. It still hurt to think about it. Simon hadn’t been a bad man. He just fell in love with the wrong woman.

  Cynthia got up from the couch, as she had to shake the bad feelings. She didn’t often think of Simon, but when she did she would always cry. Obviously Gary was very busy since he hadn’t made it over yet, though she wasn’t sure if having sex would get rid of the feeling.

  Instead she decided to go for a walk. She headed out towards the woods, finding her way to the stream that was always peaceful. Sitting down beside it, she just watched nature and looked at the beauty of the world. Her mood soon got better, and she lay back on the grass, smelling nature and relaxing.

  Before she knew it she was out, sleeping, dead to the world. Her mind floated back to each and every sexual partner she had in the past. Her body reacted to the feelings of memories of past orgasms. Cynthia moaned out loud a few times and all her dreams were pleasant and brought a smile to her face.

  It was there that a man would see her as he walked through the woods. He stopped and looked down at the beautiful woman sleeping on the grass. Her blonde hair was fanned out around her head, making her look almost ethereal.

  As he watched her she moaned. He looked down, it sounded like she was having a dream about sex. At least that’s how some of his past partners had moaned when they had sex. Sitting beside her he decided since she was asleep, why shouldn’t he at least see what was under the dress?

  He slowly lifted up the dress to reveal a naked body underneath. He felt the stirring from his nether regions. It had been a long time for him, such a long time. His wife had died around 4 years ago now, and that had been the last time he had sex with anyone. In fact, that was the last time he had seen a woman’s naked body.

  She moaned again, wiggling her hips in her dream. He started to wonder, if she was dreaming about sex, could he get away with touching her? After all, she might just think that it is part of the dream she is having. He reached out and caressed a nipple lightly. The girl moaned again as he touched her.

  He played with her breasts a bit longer until he tired of that and decided to try something new. He lowered his mouth to the hardness of her nipple and sucked it into his mouth. He did it very cautiously, he really didn’t want to wake her and ruin this moment.

  The man lightly flicked her nipple with his tongue and again she moaned loudly. As he sucked on one of her breasts he used his other hand to play with the nipple of her other breasts. He was so excited now his dick was about to bust out of his pants. He opened his pants, looked around and decided he might as well take them off. There he stood with only his top shirt on, and nothing else, with his cock was sticking out in the air. This fascinated him. It had been such a long time that he had even felt excitement.

  He went back to sucking on a breast and playing with the other one. The girl moaned again, arching her back like she was being fucked in her dream. Again the man stopped, and wondered. She’s moving up like she’s fucking, so why not?

  That was all the encouragement his mind needed. He got between her legs that had already been spread out during her dream. He looked down at the downy hair that was moist from her sex. It looked inviting and lovely. The blonde hair was so light that he had to strain to see it. He gently put his cock near the opening of her love hole. He was nervous to wake her up though so he stayed there for a minute.

  The girl arched her back again, and without a minute’s notice his cock was going into her. He hadn’t done it. She had when she arched up. It felt warm, so moist and welcoming. Whatever her dream was she was moving quicker now, moving up and down as if she was being fucked hard and matching the man in her dreams stroke for stroke.

  He knew he wouldn’t last long, since it had been so long. He only hoped that her dream didn’t end until he had shot his load inside of her. Afterwards he planned on sneaking off to the woods, the lady would never know the difference!

  Just as he was about to cum, she opened her eyes, looked up at him with a very confused look in her eyes.

  “Who are you?” Cynthia asked.

  He found it odd that she didn’t first scream, after all he was fucking her at quite a good clip. The man stopped and removed his penis from her snatch.

  “I didn’t tell you to quit. I just asked who you were.” Cynthia stated calmly.

  “I’m. My name is Jonah.” He stuttered out.

  Cynthia looked at him, he didn’t look familiar, and so he must not have been from the village. Of course he may have moved in and she never saw him either. After all it wasn’t like she knew every single person in the village. Some of the farms were out further, so it was possible he came from one of them.

  “Where are you from?” She asked.

  The man was still quite puzzled. He was still, but his now withering prick was still implanted in her vagina, at least until it shrank enough to slip out.

  “From up the road, my farm is just about 2 miles to the east.” He stated.

  “Why have I never seen you before?”

  “I don’t know ma’am. I honestly don’t come to the village often. We, well I, plant everything I need to eat, and I have meat out there as well.”

  “Why did you put your dick in me?”

  “You were having a rather erotic dream, and I simply couldn’t resist.”

  “So you just decided to lift my dress up, and molest me?”

  He jumped back. The accusation was true. But he hadn’t meant to get caught. “No. It really isn’t what it looks like. I mean it is, but it isn’t.” He muttered, stumbling over the wo
rds.

  Cynthia looked at him closely, studying him. Really, the man meant no harm. But she didn’t like the fact that he had just taken from her what she could just as easily offered, if they had met at another time.

  “I’m so sorry. I apologize. I don’t know what came over me. It has been so long since my wife died. You are quite beautiful, and you were moaning in your sleep. I walked by, and I couldn’t help but stop. The dream that you were having must have been good. It had me going and I wasn’t even part of it.” He tried to smile, hoping it would break her mood.

  “Jonah, right?” She asked.

  “Yes.”

  “I’m Cynthia.” She stopped and wasn’t quite sure what to say. In all honestly she had to wonder if it had been his manipulations that had made her dream so hot.

  “Cynthia, I’m really sorry. I can’t say I’m sorry that I did it, but I am sorry. No, that doesn’t sound right. I am sorry that I took from you without you knowing. Honestly, I will say if I would have finished before you woke up, I would have left.” He looked down ashamed of himself.

  “You said your wife is dead right? For how long?”

  “Four years now.”

  Cynthia saw a tear come to his eye. It touched her. He must have really loved his wife. “You haven’t had anyone since? No sex?”

  “No, I just never felt like I could, not until today. When I walked up on you the first thing I noticed was how beautiful you were. Your hair was spread out and you looked almost like an angel. I thought maybe well, you look a lot like my wife too. So I had to wonder if this was a gift, and she was here back on Earth for me to enjoy one last time.”

  Cynthia smiled. “Well I’m not an angel. I am sorry about your wife though. You sound like you really loved her.”

  “I did.”

  She sat quietly digesting his story. He looked like he was very close to crying from talking about his wife. She hated to see people sad.

  “What would you say if I asked you to have sex with me?” Cynthia asked.

  “I would say I kind of already did.” He smiled.