Category: Roleplay phone sex

Sexually Frustrated Neighbor Roleplay

He was a very sexually frustrated neighbor I had when in college that fuels my erotic roleplaying encounters with older men. I have left the curtains open to my bedroom window and would walk around in just some panties sometimes and sometimes in a little cami top and bikini panties hoping he was watching me. Sometimes I’d sit in clear view of the window and hike one leg up with my slender muscular thighs spread exposing my pussy as I pleasured myself with my pink vibrator. I would always make sure he was home, and especially loved the nights his wife was out and he was home alone. We would masturbate in view of one another and it was so hot. One night I was super frustrated also having had just broken up w/ my boyfriend and just finished midterms. I needed a good hard fucking and decided to beckon him over. He came in the back door and I was waiting on my bed naked and finger banging my pussy when he came in. We didn’t have to exchange any words and his cock was so big and hard for me I could not resist giving him a blowjob first. He went down on my sweet coed cunt and made me cum in his mature mans mouth. I begged him to fuck me and he did not hesitate. I had his big throbbing older mans cock slamming in my teen cunt like it was the end of the fucking world and he needed to save it.

Erotic Roleplaying

Sissification Of Ben

Sissy humiliation

It didn’t take long for that little earworm I left him with to do the job. Ben showed up at my door last night, he sheepishly asked if he could come in. I showed him in and chuckled as he admired my silky black robe. As planned I took him into my room and instructed him to remove his boring man clothes. When he is a guest in my house he won’t pretend to be something he is not. I gave him a stern look as he attempted to protest what I had said, but he was wise to reconsider keeping up his facade. I opened up my walk-in closet full of my nicest clothing, including lingerie, dresses, and business wear. Oh my did his eyes light up. Smiling I got closer and took a quick inspection of this little sissy’s body. “For tonight we will start small” I assured my sweet gentle hearted new pet who was now starting to quiver with excitement. I shifted through my drawer to find a suitable sexy pair on silky red bikini style panties that I felt would fit perfectly around his slightly over-sized clit. “Ok sweetie, let’s find you a dress” I teased. I laughed as those few short words cause a big wet spot to grow in his panties. 

He tried to buy me

best phone sexThis little bitch boy actually tried to bribe me to let him fuck me can you believe that? I mean I definitely took his money but when he tried to fuck me I just laughed in his face. Why would I want to fuck a little bitty dick like that?? I let him think that if he paid me more that I would maybe let him touch me so the money kept on flowing and he took me shopping and bought me dinner in a five star restaurant. I led him on all day long and at the end of the night when he was begging for this pussy I invited my lover to join us so he could see what a real cock looked like. I made him watch me fuck my lover and just laughed at him the whole time. He was pissed off and frustrated when he left but I still had his money and a real cock too so I didn’t care!

Ready Ramona Searching For A Cuck

Fantasy phone sexI swear to find a cuckold use to be so much easier. Now it’s just sissy boys who want to be dressed up or guys who want a sexy and sweet girlfriend. Sigh what I really want is a huge monster cock to enjoy with a cuck that knows how to spoil a woman like me correctly. I need a cuck with a huge wallet and a tiny insignificant cock. I always have an alpha male at hand, hung like a horse, balls thick and full. I want my cuck to do his job, undressing me, worshipping me, kissing me, and even prepping my pussy for this real man’s cock. My little cuck knows he would never be able to please me, he can’t get me off at all. He knows the only thing he has that makes me happy is his money. He knows all he can do is watch me get fucked, up close and personal. And he knows his reward is to eat this pussy clean once my stud is done fucking me. That’s exactly the kind of cuck I need.

Pay Pigs Love Roleplay

Erotic roleplaying

My pay pigs love to empty out their wallets for me just to have a chance to empty out their wallets and worship my stunning body. But the piggies can dream all day about my tight body, but they can’t touch. They can never touch. But oh how I love to have the dirtiest humiliation calls with them. My pay pigs love to roleplay with me as their mistress. They worship me with their cash and in return, I tell them how pathetic their pitiful, tiny white cocks are. They love when I dominate their wallets by ordering the biggest dildos to fuck myself- way bigger than those pathetic small worms in their pants that they call cocks. I love telling those pay piggies that only real men have cocks over eight inches- anything below that is just an enlarged clit! My piggies aren’t allowed to jerk their pathetic, puny cocks off unless I say so and if they do, they have to pay a fine! Pay me pigs, and let me humiliate you! <33

Teasing My Cuck Husband

Cuckold phone sex

Often when my hubby is away I love to send him teasing pictures throughout the day. As most couple may do when they are apart. Though I like to think mine are a little different. See instead of getting dolled up or naked I instead like to send him pictures of some of the men I’ve been thinking about or talking to. See I know it drives him absolutely crazy to know all the men who have been in and out of our bed these days. He’s very aroused at the thought of how desirable I am, and honestly cheating on him is the only thing that was able to save our marriage. Not only does he often leave me alone in this big house, it’s no secret anymore he is disappointing in other ways. Maybe you could be my new way to tease him. 

Edgeplay Phone Sex with Mercy

Edgeplay phone sex

I love to tease you and get you so hot and riled up you can barely stand it. I know you love it though. When I caress every inch of your body, touching and kissing, licking and nibbling. Slowly licking up and down the shaft of your cock before taking it into my mouth and taking your stiff dick in and out of my mouth and throat. My head bobbing up and down while my hands massage your thighs and balls. My favorite is when I ride you, straddling you cowgirl and slowly easing myself down onto your cock before slowly rocking my hips back and forth. I watch your face closely, going faster and harder until you are about to climax, then I pick myself up and off of you and let your cock twitch in delightful agony of the orgasm denied. I do this again and again until you can’t stand it and are begging for sweet release. Then, and only then, do I ride your fast and hard, tits bouncing in your face until you fill up my tight, wet pussy with your hot cum!

 

 

I Am Superior

Femdom phone sex

I find cocky men very amusing, they think because I’m an older woman that I would easily be dominated. They are so sure of themselves they don’t realize that I am the predator they pretend to be. I don’t succumb to anyone by force, in fact I don’t do anything I don’t want too. Why? Because I am worthy of all that I want and much more. I am the superior one, and it’s best you know that before coming before me. I’m a teacher to many, a lover and mistress to many more. The one thing I am not is a meek willed woman. So get that hungry look off or your face, if you want to taste me you must prove yourself and hope I’m kind enough to allow you to do so. Do not try to match me, as I doubt you could keep up.

I Love Being a MILF Phone Sex Slut

 

milf phone sexBeing a hot milf phone sex slut  is so much fun. I am enjoying life as a milf more than I did as a teen girl. The only difference now is that I am fucking far more college boys than I ever did when I was in college. I was on my local college campus today visiting a friend who teaches history. She is teaching summer school and we had lunch plans. We went to this college dive bar for a beer and some greasy fried food. Now, it is summer, so the college population is not as large as it would be in the fall. I only needed the attention of one college boy. I got more than one, but I am never greedy. My friend is a sexy babe too, but she doesn’t fuck her students. That just gave me more options. I set my eyes on Chester. He was all over me too. He bought me a pitcher of beer after my friend had to go back to teaching. It was a dive college bar. The folks that were in the place weren’t paying any attention, so I gave him great head under the table. He almost blew the back of my head off with his jet blast. I came back up to table and he had a dumbfounded look on his face. That’s right boys, coeds don’t suck cock like cougars.

Sex Therapy For Your Extreme Fantasies

Phone sex therapy

I often wonder how little help these young generation will have when it comes to their sexuality. I have a young playmate that I’ve recently been having a little problem with. We start to play and he is unable to stay hard for me. I was surprised and a little concerned that I was losing my touch, until I pushed him for more information. Turns out I do turn him on, but he just wasn’t getting what he wanted exactly. He told me he had been having several wet dreams about coming into my home at night and taking me any way he wanted. He said the struggle was what really got him going, and sure enough his cock was as hard as a rock while he explained himself. He hadn’t wanted to tell me before, because he thought his natural animalistic instincts were wrong. Of course I assured him they were not. Most animals have aggressive tendencies when it comes to mating, it’s natural. As he was leaving I told him where the spare key was hidden in my backyard, for his use when he needed. He will no doubt be using it very soon.