Roleplay With My Cougar [MF]

I have been dating my girlfriend for a few years now. She is in her early 40s and I’m in my early 30s. She around 5’6” with dark curly hair and a awesome body from her constantly working out. Our sex is amazing and pretty frequent. We done almost everything two people can do together. Despite that I do have a minor gripe; I get little feed back on what she likes and what she really likes. She is always willing to let me lead her into new territory, but rarely gives her own input. According to her sex was always just sex, nothing fancy. I find the contradiction with her having such a high sex drive and then no drive for variety both odd and funny.

As I said, my sex life with her is just about all I can ask for, but somethings that lack of feedback is a bit irritating when I’m so completely open with her. I really would love to do more of the things she would want when she wants, if I knew what those were. There have been a few successes here and there through the last few years where I gained a few tidbits of sexy info from watching her mannerisms in conversations. I know just the thought of us having sex can make her blood boil when she in the mood, but once a blue moon I want those specifics.

For my birthday this year I asked her to write down a personal fantasy. She protested saying she just doesn’t think that way. My reply was to just write a very short scenario, completely fictional or possible, so long as that if you would find yourself in the same situation you would be very turned on. A week later I got a handwritten letter within a lovely card. It was a story about a single woman leaving a loveless and sexless marriage. She was filing for divorce, but had not told anyone yet. One day, she got a secret letter to attend a upscale masquerade ball. Along with the invite was a gold laced mask, a sleek black dress with gold trim, and matching heels. The dress was so well form fitting that she could not wear any underwear and the slit of the leg went dangerously high. She attended the ball hesitantly. The story and details went on, but in it she described meeting a man there as soon as she entered the ballroom. Dancing lead to bodies being close and her passion rising to uncontrollable levels. She had to excused herself to calm down. As the night went on the anxiety she first felt left her. She was having fun dancing and speaking with the people there, they would never stay long with her; one person explained that simple how they do things here. Soon she was comfortable with those around her, but it still felt odd being there. It was like nothing she ever done before. Soon she even gave up on caring how the dress silhouetted her erect nipples, and how its slit was too high. She found herself dancing more easily with gentlemen (and a woman). She could not help her arousal as their hands touch her body. After a few dances being a little too close she had to excuse herself. As she left the dance floor the man who first danced with her was there waiting for her. Without a word he took her by her hand and lead her to his private room. There they undressed and had sex without saying a word. The masks stayed on.

Moving ahead from this birthday gift to a couple weeks ago. We are both currently dealing with a lot of stresses in our lives and spent the night drinking around a fireplace. After hours of making out in the night and a bit of drink we headed to the bedroom. After the lights were off it was dark as sin. We were barely dressed to begin with, so we were naked in a moment and in bed. I laid down beside her and guided her to her side so I could caress her from behind. I was a bit frustrated that night about the never talking about lust and personal desire, so with those frustrations dancing around in my lust for her I decide to do a bit of role-play.

I brought up a few things I learned about her desires in the story too. I started by kissing her on the back of her neck and letting my hands dance over her. In her ear I whisper that she was in the back room of her masquerade ball. I continue, “You came in this room with a stranger. You don’t know his name or even his face, but you do know he is several years younger than you; likely in his twenties. He is behind you now caressing you as you both lay naked in bed.”

I glided my hands down her midsection to her waist and pull her towards me. After a few more kisses on her back I guided our hips together. I whisper again, “You don’t know what you’re doing. You just know how horny you are after dancing all night. Now you’re naked in bed with him. He kisses your back (I kiss her back). He kisses your neck (I kiss her neck). You feel his head push just past your lips.” She moans agreeably and wiggles slightly as I enter her from behind. I fuck her slowly and fully. “Its been your first night out in years. Your body is amazing and the dress was a bit too small; you felt like you were on display. The immediate attention from your gentleman friends left you wet most of the night. Like a good lustful woman you let this man lead you to this room. Now this younger man is fucking you from behind. He’s using your body to satisfy himself and you are using him. Do you like what is happening?”

I give her a moment but she does not reply, so I say again, “Picture yourself there. Do you like what is happening in that room?”

“I do.” Was her reply.

“You can tell he’s not wearing a condom and it’s risky for you now. Do you want him to put one on?

“No”

“You’re enjoying this man’s raw dick inside you too much aren’t you.”

“Yes”

I continue to fuck her from behind and change to a quicker pace. I whisper again, “You feel his dick pulse inside you and hear his grunts behind you. He just came inside you. (I hilt myself and then slowly pull out). He’s pulled out and you can feel his seed coming from you.” I slowly move away from touching her. “He stands and you can hear him getting dressed while you just lay there in your bliss and start to wonder what it is you have just done.” I make a point not to touch her for a minute or so. “He leaves. But you hear something behind you. Another man has laid down behind you. He must have entered when the other man left. He is heavier than the last man and taller. He is more forceful and positions you the same way”

I put one hand on her hip again and one between her shoulder blades. I push her forward and pull her hips to mine a bit more assertively. I enter her from behind again and fuck her harder than before and say, “Do you have any idea who he is?”

“No.”

“His dick is bigger, by a bit. It almost hurts. As he fucks you his whole shaft is covered in another man’s cum. The cum and your wetness allows him to thrust into you. Tell me, have your even had two men like this?”

“No, never in me.”

I continue to fuck her hard and her hand slid between her legs and the other to her breast, but soon needed to stop. I was getting turned on too much by her masturbating and the thought of her lost in this story. When I stopped I hilted myself in her I said, “He just came in you. You just had two stranger’s dicks inside you and their seed is filling your womb. You are being used. Do you like that?”

“Yes I do.” She says, as she continues to masturbate with my dick buried in her.

I pull out and move away from her again. I don’t touch her for a moment and let myself calm down a bit. She continues to touch herself. She lays there panting as she pleasures herself. Soon I push things further and say, “Your husband is home while you let these men bury their raw dicks in you. You’re fingering yourself with their cum. Pretend you’re pushing their cum inside.”

I let her touch herself for a minute more and place my hand between her legs. I can’t see her clearly but I can feel her. She has both her hands between her legs. She has multiple fingers inside of her slowly going in and out. She is not going easy on herself and here I am trying to calm down, so I slowly pull my hand away.

I say again, “You being such a naughty woman. I know how you can get, your so worked up that you can’t stop fucking no matter what. Here you are with now two stranger’s dicks cumming inside your womb while your husbands sits alone at home. This could be dangerous and your laying there pleasuring yourself. You want more don’t you?”

She replies, “He won’t be my husband for much longer and I want to feel a man inside me.”

That’s more than what I’m used to getting. I grab her again and enter her. I tell her, “Now a third man has enter you. You’re not sure what is going on. You’re not sure who is in the room. The room is to dark and you can’t see. Are you happy?”

“I want to feel their dicks in me.” She says as she is now more feverously rubbing herself.

“Are you thinking of those raw dicks inside you?”

“I am.”

Still fucking her from behind I spread her legs and lean her up from her side until her body is half way on top of me . We are drunk on the act of sex, but I manage to say through broken words, “There is another man on the bed now. He’s in front of you. You can fill the head of his dick push against your pussy as the other man is taking you from behind. He wants to fuck your pussy at the same time. He doesn’t want to wait. He’s waiting for you to say something.”

She spreads her legs wide eagerly in play of it. I wait and say again, “You have to say what you want.”

“Put your dick in me.”

“Does two dicks in you at the same time turn you on?”

“Yeah, I bet it would feel really good.” She says giggling.

Her admittance to this turned me on more than it should. I managed to push two fingers in a little and continued to fuck her. Through broken words, “You are incredibly full. Those dicks are rubbing against each other inside you and they’re covered in cum. Your pussy is covered in cum.”

We continue and she starts doing little crunches as she starts fighting off her orgasim. I’m really close too. I ask, “Tell me what you want right now? What are they doing? I want you to tell me.”

After a pause, “They’re both inside me. I fill them as they fuck me. I want their dicks touching. I want to feel their abs as they thrust.” Another pause and she continues, “I want my legs held up by the other men, so they can fuck me harder. I want dicks covered in cum inside me.”

She pauses for another moment fighting her orgasm. Then she adjusts herself so she is sitting on me reverse cowgirl and then leans back on top of me. I thrust from below now with my hands moving her hips in rhythm. She touches herself with her legs spread apart as far as they will go. She says again, “I could tell they wanted me when they watched me dance. Now my legs are spread above me and they’re having me.”

Hearing this I begun to cum and I tell her. She let herself cum just after me. We stay as we are for a bit sweaty in the afterglow. Laying on me she held my dick inside her. Slowly she slid her fingers in and out of herself in play. She brought some fingers up to her mouth and licked them. Then she did it again. After that she turned her head back to kissed me pushing her tongue into my mouth. I could taste her wetness and my seed as we kissed. After a few more agreeable moans she was asleep.

The next morning she was bashful as hell about our little dirty talking scenario. Recently, she is trying her hand in it. Sometimes it works, sometimes it doesn’t. She did catch me off guard last week with a comment about her sister sneaking in and watching me fuck her from behind (we were at her house and was kinda caught by her). Turns out the girl can be pretty naughty when she wants to be, even a bit silly.

-fin-

I’m sure there are errors here, but i felt like submitting it at work this morning to see what comes of it. Much love

Source: reddit.com/r/gonewildstories/comments/d9jl2z/roleplay_with_my_cougar_mf