Category: Roleplay phone sex

Short Dick Man

Domination phone sexI had sissy short dick boy come up to me in the club begging for my abuse. I ignored him at first because I love to hear a sissy boy beg for my attention. When I did decide to notice him I told him to whip out what he had packing between his legs. He did and I needed a fucking magnifying glass to see it. I laughed my ass off he was hard and no bigger than my pinky width and length. how fucking pathetic! It was the most useless excuse for a dick I have ever seen. I grabbed a hold of it and started pulling on it. His balls were the size of grapes dried up grapes. I took some floss and wrapped it around tightly between his grapes and pinky dick. I am going to do him and the world a favor I am going to castrate his poor excuse of a dick.

Attention Whore

Best phone sex

Today I went to meet a new sugar daddy at his condo in the city. He led me into his home office, touching my ass and rubbing my big tits and sat me down. We were chit chatting over my allowances and his “sugar,” when suddenly he got a call from his daughter’s school. I hate being interrupted and I certainly do not tolerate getting left alone. I demand attention and cock! He was taking forever talking to his brat’s principal so I decided to strip naked and show him what was really more important. He stammered on the phone and I could tell that his meaty cock was beginning to stand at attention.

I then grabbed my trusty vibrator from my purse and laid across his desk, pushing off the paperwork and shit off of it. I then spread my pussy open exposing my throbbing, wet pink pussy to him and began fucking myself in front of him. After all, if he won’t satisfy me, I will. I dripped pussy juice all over his mahogany desk and moaned loudly. He couldn’t take it anymore, he dropped the phone and furiously ravaged my cock hungry holes. I bet the brat’s principal stayed on the line to listen to us fucking.

Roleplaying with my boyfriend is always fun

gfe phone sexYou had just won a shitload of money on the craps table in Vegas. I noticed you heading to the presidential suite and I shimmied out of my panties adjusted my fishnets and followed you to your room. You were pleasantly surprised by my big tits straining at my red halter top.  “Can I help you?’ you asked with heavy breath.

“Why Yes baby I thought you could use a little company.” I winked, and you let me in.  I sat on the couch crossing and uncrossing my legs, so you could see my bald cunt. It was working I wanted some of that money and I would put my slut skills to use. I got right beside you and unleashed my big tits as I stroked your rod through your pants. My red lipstick was smeared as I kissed you deep while getting that hard cock out of your pants. I leaned down to lick your bulging head and my ass was in the air as you began to play with my bare cunt. Deeper and deeper I bobbed up and down. Tears and spit running down my face as I gagged on your shaft. In one quick movement I was straddling you bringing my wet dripping cunt down on your cock. I rode you hard slamming deeper and deeper until my cunt tightened, and I came all over your cock.  You had my huge tits in your mouth as you grabbed my ass and spurted your hot load deep in me. It’s going to be a long fucking night, I think my plan is working.

The first visit is always quick

phone sex therapy

I know that you were nervous about your first appointment for phone sex therapy. When I sat next to you and started stroking on your cock through your jeans you started sweating from being nervous. I took my blazer off revealing just my white lacey bra. Finally, you relaxed and your dick got even harder.  I just couldn’t contain myself when I saw it grow even bigger I wrapped my lips around it and started sucking on it hard. Using one of my hands to spin around your cock while I was sucking on it is what it start to throb. I wasn’t stopping now I was just about to get the best thing next to money from you. Yes, darling, I am talking about that creamy delicious cum.

 

Playing Dress Up

Forced feminization

I met Gregory ages ago, he was friend’s with my then Husband.  When he asked me out to dinner I said yes, he is a very handsome man, retired, a widower, and very well educated.  I really enjoy the younger men, but I also enjoy a very educated older man.  We had good conversation, a fabulous meal, then spent time laughing over after dinner drinks.  When he took me back to my house I already knew I was going to invite him in.  

We ended up in my bedroom, I excused myself to freshen up before we fucked.  When I came out of the bathroom I caught him holding one of my bustiers up to himself as he looked in my full length mirror.  I stood there a little shocked, he was twisting his body side to side, I think that if I hadn’t come into the room right then he may have tried it on.  I cleared my throat, he dropped the bustier.  I asked him what he thought he was doing, he said nothing.  

He made a move toward the bed but I stopped him.  I walked over to where he had dropped the bustier and told him to pick it up.  He made a fuss, grabbed his clothes saying that this whole situation was ridiculous.  I told him to pick it up with a sterner tone.  He just looked at me.  I sat down in my chair and said it again, never taking my eyes off of him.  He put his clothes down and picked up the bustier.  I told him to put it on.  He was shaking as he struggled to put it on.  I told him to grab a pair of my stockings and to put them on as well.  His cock was rock hard.  He asked me if he looked pretty, I started to smile.

I asked him if Greggy was a sissy.  He giggled.  Oh this was going to be fun, and it was.  I turned him into such a little sissy slut that night.  When we were done playing I told him that they only way he could leave is if he left in the lingerie.  It took some doing but that is just what he did.  He told me that he bought some things that would actually fit him correctly and wanted to know if we could set up a play date again.  I told him that I look forward to it.  

Sensual Domination

Mature phone sex

I decided to try something a bit different this past week.  I was invited to be in on a friend’s session she was having with one of her submissives.  I have always been interested in what she does, and how.  One of her subs agreed to have me sit in on a session.  I have to say, I very much enjoyed every single minute of it.  The way she used the tone in her voice, the power she wielded over him, the way he melted with each of her spoken words.

She told me that there are different forms of Domination, I told her that I know. lol However, I never seen a Pro engage in that sort of play, that is why I wanted to watch.  They went into a more sensual Domination session, her submissive was uncomfortable with that so she phoned another sub and told them to come over.  As the first sub laid at my feet, the other one and her had a rather erotic Sensual Domination play time.  I have to say, I was extremely horny from watching them.  The sub at my feet could tell and he asked if he could be of service, I said no.

After I left I made a few phone calls and found someone who I could ‘practice’ on.  They came over and I have to say, by the end of the two hours I think I had really gotten the hang of it.  Having complete control over him, his cock and all of him was intoxicating.  I was a lot more horny then I was before.  After he left I called an agency that I have used many times to have one of their lovely men come over and fuck me until I came.  Since I was so damn horny it didn’t take long, but I wanted more than just a quick fuck.

We spent the afternoon together.  I told him about the Sensual Domination thing, he told me about one of his other Janes that was into that.  He said he liked it too, but he didn’t like it with her, he said she wasn’t really that good at it.  I asked him if he would like to try it with me some time, he said he would.  Now I have a ‘date’ set up with him for next week.  I think I am going to enjoy my Sensual Domination journey.

This is what makes my pussy purr

cuckold phone sex

I love fucking you in front of my husband. The more you make me cum the better my shopping trip will be. I enjoy my real job as a therapist but all work and no play make Ginger a dull girl. For many years now I have been manipulating my husband with his cuckold fetishes. He has never satisfied me, how could he with that little Vienna sausage of a cock he is holding. Meeting random guys like you at the bar are what my weekends are full of. I’m glad you didn’t see him sitting there at first, once my mouth wrapped around your dick you couldn’t focus anywhere else regardless. Watching my hubby face when I squirted all over you at the same time you exploded inside of me was phenomenal.

Sexy phone sex

Sexy ass pic  My entire night was so hot I had to take a sexy ass pic. I was on the phone with one of my friends from work. He and I were talking about business when all of sudden it took a turn. His voice almost sounded different. I was never attracted to him until I heard him on the phone. Voices can be deceiving but I guess that is what is so fun about it. He had me so wet that I couldn’t even stand it. He had me spread my pussy and hold my dildo in my pussy. Pretending it was his cock. I am hoping its much bigger than my toy but you know it worked out. The way he speaks and directs me to do things to myself makes me believe in how well he knows a woman’s body. I can’t wait for him and I to actually play,

Black Is The New Cock

Mature phone sex

I can be greedy, especially if I see something I like.  Take James for instance.  James is my neighbor’s handy-man.  I would see him here or there, he was always friendly, he would wave, I would wave back, that sort of thing.  I was out in my garden over-seeing the winterizing of my roses when I just happened to look over to my neighbor’s house to see James and her fucking.  Right there in her dinning room.  I excused myself from the workers who were helping me, and went into my house.  I went upstairs where I could look down into her dinning room window better.  I was shocked at his cock.  Massive? No, but oh so beautiful.  I just knew I had to have some of that.  I grabbed my phone and took a few pictures of them together.

I would look at them over the next few days off and on.  Every time I would see him out there I would instantly feel myself starting to get a little bit wet.  I held out for as long as I could because every time James was over there he at some point would go into the house to fuck my neighbor.  I decided that I was going to have him. 

As James was leaving the next day I waved him over.  He walked across the yard and I asked him if I could schedule him to come and look at the heater in the basement.  Just to give it a once over before it started to get really cold.  He told me he would be more than happy too.  He went to get his truck and tools, parked in the drive, then I lead him into the house.

I showed him downstairs where he checked out the heater and changed the filter.  When he went to grab his things to walk back up the steps I showed him the pictures I had on my phone.  He started to get very anxious.  He thought I was going to try to blackmail him.  I had to laugh because that was not why I took the pictures.  I explained that I took the pictures so that I could masturbate to them, not that I wanted his money, I have more than enough money, I don’t need to take money from a handy-man for heaven’s sake.

He said he would have to think about it.  I told him to take his time.  A few hours later he came back to my house, I hadn’t even shut the door when he whipped out his cock.  He wasn’t completely hard but I could tell that it wouldn’t be long before it was.  I enjoyed every inch of his dick.  Slipping it in and out of my warm wet mouth, having him fuck me on my kitchen counter, it was amazing.  I have very pale skin, so seeing his  beautiful black dick slamming in and out of me made me almost cum right then and there.

After we were done I asked him if he would consider having sex with someone while I watched.  He laughed because he didn’t think I was serious, but I assured him I was.  I also told him that I would have no trouble finding someone for him to fuck, not at all.  He said he would think about it before he left.  I am sure his answer will be yes and I cannot wait to see how he works another woman’s pussy.

A Little Bit of Exhibitionism Is A Good Thing

Exhibitionist sex

Watching as a fat, hard cock slips into a wet, tight cunt is one my favorite things in the world to watch.  Whether it be in a porno, or in real life.  I prefer real life, but you have to take what you can get some times.  Another thing that I enjoy are “Private Parties” because I get to watch, and participate.  You do have to pay a hefty sum to even be considered for a place on the guest list, but money doesn’t matter to me.  This is one thing I do not mind spending it on.  Every year there are about four parties.  I cannot attend all of them due to commitments but I do get to go to one or two.

This past week I was lucky enough to be able to join in.  Usually there are a few people there, however, this time around there were about thirty.  There were so many new, fresh faced, younger people in attendance.  It was wonderful to see. I watched a lovely couple for a very long time.  They were more slow and sensual with one another.  He fucked her for a fairly good amount of time.  When he came he pulled out to shoot his load all over her beautiful tits.  She scooped it up with her finger and promptly sucked each drop off the tip of her finger until it was completely cleaned off her tits.

I moved into another room where another couple where doing anal.  I did not think the woman was used to it.  She was gasping, along with doing a little bit of whimpering.  She took his cock like a champ though.  After he was done plunging into her ass, she turned around to clean his cock off, then he mounted her, pressing his still hard cock into her wet pussy.

It went on and on like this.  As I was drinking a glass of wine I was approached by a younger man who told me he appreciated older women.  He wanted to know if he could spend some time with me.  I was all for it, he was handsome, hard, and I was pretty well horny from watching all the festivities.  We did not even move into a room, we fucked right there in the main room.  He filled up my pussy with the most delicious load of cum.

He asked me if he could call me so that we could meet in the “real world”.  I told him that I would take his number and decide.  I think I will just leave it as a “Private Party” thing I think that way it will make it more special.