Category Archive: Roleplay phone sex

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.

Deny Her Nothing

Cuckold phone sex

It is amazing what money can do.  The places you can go, the things you can purchase, and the sexual situations you can find yourself in are unending. I have a friend who is much younger than her Husband.  She married money, the only problem being a young beautiful thing and marrying a man who is much older than you is his dick.  Old dick is not a good thing at the best of times.  Men seem to think that if they have the money they should be able to control the sex, in some instances this may be the case, but for the most part this just should not be.  Especially if that old dick is attached to a Bastard.

There was a dinner party recently, it was particularly boring. that is, until I found Jaquiline crying in the drawing room.  I went to her to ask her what was the matter.  She told me how much her Husband wanted sex but he was too rough with her, that he never lasted long enough to please her, plus his size was not sufficient, she simply did not know how much more she could take.  I told her if it was truly that bad she should divorce him.  Jaquiline stated that she couldn’t because she would have nothing, she signed a pre-nup.  I then told her to Cuckold him. 

She had no idea what that meant.  I explained it to her.  She blushed like mad.  She said she could never do that.  Her Husband was too bossy, he would never go for it.  She said that she would just have to make due.  I told her she was being idiotic, nobody should go through life unsatisfied and miserable.  Two days later she was at my door asking me to teach her.  

That afternoon I invited two Gentlemen over to help us out.  I had her sit in the corner of the bedroom as I set up the scenario for her.  Edward would play her husband, and William would be her “Bull”.  Apparently she was under the impression that I was going to be the one playing the wife, she was somewhat shocked when she found out that she was going to be the wife.  Edward was older, William younger and quite attractive.  Edward played the part of her Bastard of a Husband so very well.  It took a while, we had to keep stopping so that I could give her direction.  By the end she was being fucked like a whore as Edward knelt beside the bed, his eyes at the right level so he could watch William’s thick cock slam in and out of his pretend wife.  The more she relaxed, the more verbal she was with Edward.  It was a sight to behold.  I loved watching the whole thing unfold.

Once the first session was over she was more sure of herself.  Of course she would have to start slowly with her lump of a Husband.  I have known him for a very long time and he is a certified asshole.  She has her work cut out for her, however, with my guidance and with more and more practice he will not be able to deny her anything, whereas she will deny him everything.

Country fun

best phone sex

Well, when you told me you had a big dick I was expecting nine maybe ten inches. Your big thirteen-inch cock smacked in the face I was so surprised when I flopped it out of your shorts. I love the big toys you corn-fed boys bring to play with me. Your tongue does an amazing job getting my cunt wet before you ram your hard meat inside of me. Feeling my pussy pulse with each orgasm I have makes you thrust harder and harder into me. You even play rough to fuck yes someone taught you right. I really thought this vacation was going to be such a waste. But your big cock has made it so much better than I could have imagined.

 

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