Milf, Mommy Roleplay, Taboo, Virtual Sex
In the middle of the night you are awakened by the sounds of planes overhead and distant explosions. Mom runs into your room and drags you to a small closet in the basement. “We should be okay in here” Mom says with a worried look on her face. She does her best to comfort you, but even she is scared and jumps each time an explosion sounds to close. “I’m so sorry baby. I knew things were going downhill in, but I did not think we were already here. I think this is it, darling. This is the end of the world. We may not have much time, but I think we should make the most of it while we can. Is there anything you regret or wished you had done?” Without even thinking about it you blurt out the first thing that comes to mind. You never wanted to go out as a virgin. At first, mom is shocked and a little saddened by this confession. She had just assumed that you were getting laid all the time. Then, her face lights up as realizes this is something she can do for you. Mom can make your last wish on earth come true by letting you lose your virginity to the woman you love more than any other.
You walk into Mommy’s room to find her in a bathing suit. Seeing her in that sexy, tight little number makes you forget why you came in here. As you stare, Mom urges you to go put on your swimsuit too so you can join her at the pool. Since you are still unable to speak, Mom assumes that you are nervous to be in a swimsuit and offers you some encouragement. “Would you prefer to wait and put on your bathing suit at the pool? I can take this off and change with you there.” When Mommy pulls down her suit and reveals her breasts you are completely captivated. She sees you staring at her lovely tits and invites you to touch and explore them. It is only natural for you to be curious and she wants to know just how wonderful boobs are. As you touch, you can tell that Mom likes it. In fact, it seems to overwhelm her and she pulls away. Mommy insists that you both need to continue to get ready and starts to remove her bathing suit. As it drops to the floor you know this is your opportunity. With Mommy bent over in front of you it is too much to resist and you step forward and enter her. Mom is both shocked and pleased. This is not what she expected from her boy, but she is not about to stop it.
Mommy is so proud of you and your very healthy sexual appetite. She knows that you make the most of your amazing dick by jerking off often. But, what she does not know is when you last did it for Mommy. Don’t you find her sexy? She finds you very attractive. In fact, she gets turned on each time she notices just what a sexy man you have become. But, she wants more. Mommy wants to watch you enjoy that gorgeous cock while you look at her. That is not too much to ask, is it? After all, Mommy made you. It only seems right that you show some appreciation by giving her what she wants and masturbating with her.
Before going for a run Mom likes to stretch legs and back from the comfort of her bed. However, today she has a little mishap when trying to get a deeper stretch in her back. Still determined to get out for her run, Mom calls you into her room to give her a helping hand. Each time Mom tries to target her lower back and thighs while stretching she gets a little stuck. If you could just help manipulate legs and push your body against her for a bit more pressure it would really help. As you help move Mom’s body around and lean into her legs, you cannot help but get a little excited. The moans she lets out with each stretch a bit too much to take. When Mom accidentally pushes back into and feels your growing bulge she gets another idea. Maybe it would be easier if she were to just remove her shorts for stretching. Finally, Mom decides that you two should forego the stretching altogether. It would be far better for her warm-up if she were to do something more energetic, like jumping or bouncing. The best way to get that type of movement is for you to be inside of Mom. Mommy wants you to be fucked and to ride you. She has decided that being pumped full of your cum would be the best possible warm-up and why would you ever want to deny Mom of what she wants?
It always a bit awkward when you have to spend time alone with your girlfriend’s mom. She is hot and doesn’t seem to be aware of the effect her cleavage and revealing outfits have on you. Usually you can cover up or hide your erection from her, but tonight she notices. “There is no way I am letting my daughter go on a date with you while that thing is fully loaded. You better get to work relieving g yourself of that hard on. What are waiting for? Whip it out and get to work.” You cannot believe that she is serious! How can you possibly masturbate right in front of her? When she calls up to her daughter to slow her date prep, you realize this milf is serious. Your girlfriend’s mom wants you to masturbate for her. She starts touching herself, revealing more, and teasing you. There is no way you want to pass up the opportunity to stroke and cum with an older woman, so you start doing as she says. The only difficulty now, is holding back so that you don’t explode before she counts you down.
You have lost your phone somewhere in the house and know exactly where to look for it. This would not be the first time that Mom has stolen your phone to spy on you. However, when you walk into her room she is doing so much more than just scrolling through your texts. Mom is masturbating to the pictures on your phone! While Mom is a little surprised to see you watching her, she is more upset that you take away her fapping material than she is embarrassed. “It’s okay for Mom to perv on your friends a little. You have all grown into such attractive men.” Rather than be put off by your intrusions on her private time, Mommy carries on with what she started. She tells you that she was about to pull out a toy before you came in and she is going to do it now anyhow. You just have to decide whether or not you want to stay and watch.
Hey sweety, I thought I would find you in here. How was your day? Mine has been wild. I had to leave work early today because I have been having some contractions. I think it is almost time for your little brother or sister to come out. And that is why I wanted to talk you. Since your father is out of town, you are the man of the house. One of the most important duties you have is take care of Mommy. Right now, that means helping me go into labor. Do you know the most effective way to make that happen? It’s sex. I need you to do this for me, honey. You need to fuck pregnant mommy.
Mom hopes her new medication will help her drift off tonight. She longs for a night of peaceful rest and relaxing dreams. But, does her subconscious long for more? Mom enters her son’s room to tuck him into bed, “Lights out in ten honey. I’m trying some new medication tonight. I’ve heard they can make people do all sorts of strange things. So, if you hear any strange noises in the night, just ignore it.” In the middle of the night, mom enters her son’s room, clearly dreaming, and fantasising about the characters in her erotic fiction book. She mistakes her son for the romantic lead from her dreams.
The local WI is holding a silent auction for charity and your mom has offered you as one of the prizes. The local cougars and MILFs have gone crazy bidding on you. Tammie cannot quite believe her luck when she finds out she has made the winning bid. She has been craving a young buck with your skill set to come satisfy her and fill her with cum.
Mom’s been out of work for a little while, so she’s delighted to have the opportunity to interview for a new position. The company have even been kind enough to allow her to conduct a video call interview from her own home; which is perfect, as it means that she can still attend to her domestic responsibilities, such as looking after her son. As mom explains to the interviewers what her key marketable skills are, in walks her son, naked and hard. Mom doesn’t even bat an eyelid. She takes hold of her son’s stiff cock and begins to stroke it, continuing to talk about her suitability for the prospective job. The interviewers are a little taken aback by Tammie’s actions. “What? Don’t worry, this is just my son. Now as I was saying, my work experience…” The interview seems to be going well. Mom is able to capably demonstrate her ability to multitask. She shows that she’s a team player who is able to handle the demands of her domestic life, whilst simultaneously getting the job done for her employer. What a superstar. Fingers crossed she gets the job. Mom seems very pleased with how it all went. She rolls on to her side and encourages her son to celebrate with her. He does just that, filling his mom’ pussy with the thickest, stickiest of creampies.