Tag: Cougar phone sex

Mommy Phone Sex with Victoria: How to Have the Body of a 25 Year Old

mommy phone sex cougar fuck machineA weeks ago, my lovely, caring off spring purchased me a fuck machine as a Back to School gift. They know when they  go back to school, I don’t get fucked as much. I needed to get fucked today. I have been enjoying the hell out of that machine. Well today, I wanted to work out. I have a home gym so I can work out any time I want. My son is home for the long holiday weekend and has been helping me train to keep my mature body in good fucking shape. Literally good fucking shape. I was thinking since I had the real thing in my house, I would not have to settle for some fuck machine. Not today at least.

My son is pretty buff. He does cross fit and boot camp classes. I just want to be toned and fuckalicious. First, we started with some squats. I squatted my cunt over his face and cock repeatedly. I felt the muscles in my thighs strengthening as I bent down on his shaft. I did my kegel exercises too. A tight pussy is a healthy pussy. After some strengthening of my thighs and butt, it was time for a little cardio. So, I bounced up and down my son’s hard cock until my heart rate was sufficiently accelerated.  I had worked up a wicked sweat. Fucking my son always works my body out as he is the fucking energizer bunny and can thrust for hours. Such staying power.

I thought I had a good work out and was ready for the shower, but my son had other plans. He was like, “we need to work your pussy and ass muscles more mom, keep them good and tight.” He brought out the fuck machine. I couldn’t say no. He was my trainer and my son. He bent me over the weight rack and told me to spread my holes. He then set the machine to turbo speed. He did 20 minutes on my cunt and 20 minutes on my ass. I had left a puddle all on the floor. I had my cum running out of my pussy and down my thighs and even anal leakage, but the good kind. My ass was juicy wet from pleasure. My son always gives my body a good hard work out. Thanks to him, I am close to 50 with the body of a 25 year old. Do you wish your mom was hot like me?

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Empty Nest

kinky phonesex sherriI’ve finally reached the point in my life where the little ones are gone.  I have empty nest syndrome bad and I miss having sounds in the house.  My husband and I have been divorced for almost ten years and I really didn’t have the desire to try to find a boyfriend or get back into the dating scene or anything.  So I put an ad in the paper for a room to rent.  Hell, I have four bedrooms, having one roommate for the extra income and to help with the loneliness wouldn’t hurt.
I had a couple of replies, but there was one reply that I will never forget.  His name was Teddy and he was a construction worker, not my type, and he was 23 years old.  He came to my house to check it out, look at the room.  I had talked to him a couple of times over the phone and we had flirted a little bit here and there but I didn’t think anything of it.  But when he came to my house straight from work, covered in dirt, big clunky boots, you could see all of his muscles through his dirty white shirt, I immediately got turned on.  I could feel my blood boiling, my pussy tightening and my nipples hardening.
I tried to play it cool, how inappropriate would it be to have sex with someone who could potentially live with me more or less be my oldest boy’s age.  But he could tell, I was into him.  I wanted him to just take me and throw me around like a rag doll.  As I showed him around he’s touch my body in little places, like my waist or arm, it felt like fire.  I turned around at one point and he was inches from me.
I did something I would have never done in any other situation, I wrapped my arms around him and kissed him.  He almost kind of tasted like dirt but that turned me on even more.  He picked me up like I was nothing, took me to the room he would be renting and started ripping off my clothes.  He paid a lot of attention to my body, something I hadn’t experienced in a long time.  Licking my naked breasts and sucking on my nipples, running his mouth down my body and kissing every inch of it.  Then he started up each knee and kissed up my inner thigh but stopped just short of my hot wet pussy.  Then he lightly kissed the lips of my vagina, so tenderly, I would have never thought a big construction worker type would be so gentle.  He spread my lips and started lightly, with the tip of his tongue to lick my clit.  I arched my back in pleasure, it had been so long since I made love to something that didn’t require batteries.
He started to use his tongue more forcefully, taking longer licks and paying extra attention to my clit.  I could feel myself starting to climax, all the nerve endings in my body were going wild.  It never feels like this with a dildo and he really knew what he was doing.  And finally there was a release.  I grabbed the back of his head and he continued to lick my shaved pussy until all the vibrations had left my body giving me one of the longest orgasms I have ever had in my life.
Afterward when I was sweating and just lying on the bed I turned to him and asked, “your turn?” and he said no, he had to get going, this was a little far for him to drive to work anyway.  But next time I needed an obvious stress release to give him a call.  I didn’t need a roommate after meeting Teddy.

Brother / Sister Phone Sex with Samantha: Wanna Play Doctor?

brother / sister phone sex incest big titsWhen I was growing up, my brother and I shared a bedroom as we were poor. My brother was socially awkward, but horny with a nice cock. Once he started jacking off in front of me, we started playing all sorts of role play games.  Doctor and patient or nurse and patient were very common. My brother could fuck me hard and long, and fill me up with cum, but he needed a fantasy context to do it in. We even had a stethoscope, blood pressure cuff, rectal thermometers, tongue depressors and I had a little naughty nurse outfit I got at a Spencer’s in the mall. So for awhile our playing doctor was pretty basic. I’d listen to his cock throb with the stethoscope, he’d listen to my clit pulsate. We would put the blood pressure cuff on one of my tits and watch it squeeze it into a torpedo; put it on his cock and watch it act like a cock ring. We’d explore each others holes with tongues, fingers and depressors and take each others temperature rectally.

One day, I was over at a girlfriend’s house and her mom was a midwife. I found her medical bag and it had a speculum inside it. Many actually  all in individual plastic wrapping. I smuggled a few  out for my brother and I to play with during our private games. I was and always will be obsessed with human anatomy. I found some Vaseline in our medicine cabinet at home and swiped it. That night our doctor games got hotter. I told him I wanted him to open up my pussy so he could see inside my cunt.

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We waited till everyone was asleep, then he dipped several fingers in the Vaseline and put them up my cunt. Got it all slippery and then worked the speculum in. I didn’t really know how it worked, but at that age there wasn’t anything I wouldn’t put in my pussy to get off. I spread my legs as far as I could and he cranked it open until it seemed to lock into place. He shined a flashlight in and said it was all pink and moist looking. He put a few fingers in and touched what he could reach.  Then he stood up and started jacking his cock frantically aiming right for my gaping open cunt. I never saw him this hard this quick. He loved being my gyno! He shot a huge load of cum in me. Felt like a jet blast of warm water in my pussy. It was so hot. He then enjoyed looking up my cunt and seeing his jizz decorate my cervix.

We played doctor like that for years. I even let him use it on my ass which he said was even hotter. My brother popped my anal cherry and turned me into the anal queen I am today with that speculum. Feeling him slide it in my ass and gently crank it open so he could get a finger or more in there was so hot. But not as hot as feeling him insert his dick and cum in my ass. He loved those speculums. Loved seeing and cumming deep in my holes. I just kept stealing them from my friend’s mom. They never seemed to miss them. My brother and I are all grown up now and he may not be the most handsome man around, but I still love fucking him. I think it’s my turn to put a speculum up his ass. Who want’s to play doctor with me next? I give a hot prostate exam!

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Mommy Phone Sex with Victoria:Teaching My Daughter a Hard Lesson

 

 

mommy phone sex incest daughter A few years  when my daughter was still a teen, I came home and heard noises coming from her bedroom. At first, I thought she was masturbating or playing with her brother.  So, I peeked in because either was really hot to watch. But what I discovered was my sweet baby girl, fucking my boyfriend at the time. I mean hardcore fucking. She was on all fours and he was fucking her tight ass with his balls slapping against her. Now, we have a very open family dynamic. What’s mine is theirs when it comes to my offspring.  But, I do like them to at least ask. I so would have shared my boyfriend with my daughter; I would have shared my daughter with my boyfriend had either expressed in interest in the other. But sneaking around my back, denying me the pleasure of watching or even joining in, upset me. I expected as much from a horny middle aged man. What man my age doesn’t fantasize about a school girl; wouldn’t take a tight sweet cunt if offered to him. Plus he didn’t understand our family dynamic. But my baby girl, well I was disappointed in her.

She needed a lesson. And a lesson is what I gave her. One night when her young age appropriate boyfriend was over, I sent her to the store. Well it took no effort at all to fuck that young boy. Within minutes of my daughter having left the house, I was between his legs sucking his young hard cock. I didn’t have to wonder what she saw in him, it was in my mouth what she saw in him! He was a horny teen, and I was a hot MILF, of course he wanted to fuck me too. I prefer younger meat, but this was all about teaching her a lesson. When she came back, I was riding her boyfriend’s young hard cock reverse cowgirl style. His big hard balls full of boy batter for me. She seemed shocked when she came home. I kept fucking him, and simply told her, “See honey, it doesn’t feel good when someone borrows your stuff without asking.” Then I made her watch as her man came inside her momma. And boy did he come hard too.

She was pleading with us to stop. She said she would never fuck one of my men again without permission. But she was not really jealous. She wanted to join us. I thought she had learned her lesson well, and this hot young stud deserved some mother daughter action. Every boy should be so lucky to watch a mother and her daughter play together. First, she cleaned his cum out of my cunt. That’s right she ate her boyfriend’s creampie out of her mother’s pussy. Then he got to watch me lick her cunt and her ass and ride her with a strap-on.  Eventually we let him join and he was in heaven having Mrs. Robinson and Lolita suck his cock together.

That was the first time, but not the last time my daughter and I shared a man, not her brother. She now understands that fucking each other’s men, is way hotter when it’s a threesome.  And it’s win win for our men. Her boyfriends get to fuck a cougar and my boyfriends get to fuck a school girl. This lesson in borrowing things without permission had a happy ending for all.

Brother / Sister Phone Sex Fun

kinky phonesex lillyMichelle asked me a few months ago if she could have her ass cherry popped. Mikey’s cock got rock hard when she asked and I have to admit my pussy got rather wet as well. We all sat down and devised a plan of action so that her first time with a grown man would not be painful or traumatic. For the first several weeks Mikey worked his sisters ass regularly. He started with one finger and worked his way up to four before he asked if his dick could be the first one inside her. Watching him take her ass was an amazing experience and as I sat there fucking myself all my senses were in tuned with what was going on. Every sight, sound and smell was intensified and Mikey and I came together with force. He had taken his sister’s virginal ass, as it should be. But she wanted a grown man, a full sized dick. So the next step was for me to work with her. I started with my fingers and worked my way up to my dildos, smallest to largest. She is finally ready and tonight my friend is cumming over to give her what she wants. First my friend will fuck my ass, showing her what she can expect while Mikey fingers her and lubes her up, getting her ready. Then Mikey and I will take care of each other while we watch our little Michelle take her first full sized cock in her ass and be filled with cum.

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Sissy Phone Sex with Mommy Victoria: A New Sissy Bitch

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My daughter has a professor who is being  extra hard on her, and not in a good way. My daughter does not do D’s, unless we are talking cup size. So, I arranged a meeting with him. Now, I know my baby girl is all grown up and can fight her own battles, but I am a cougar in every sense. I am very protective of my cubs.  When I was meeting with Professor Allen, I noticed he couldn’t take his eyes off me. I wondered if he liked his women mature. I crossed and uncrossed my legs several times, dangled my heel; and his gaze never left my lower half. He was not looking at my face or even my breasts. I accidently on purpose dropped something, and he rushed over to pick it up for me, and he started salivating at my pantyhose.  I knew what kinda guy I had here.

I invited him back to my place to discuss my daughter’s progress more intimately. He jumped at the chance. Once there, I showed him my closet.  I knew to a man like this, my big walk in closest filled with shoes, pantyhose, sexy lingerie and clothes, would be a sissy’s paradise. I encouraged him to dress up, even said I would help make him a pretty girl just like me. His pecker sprung to life when I said that. We talked about  my daughter as we played dress up. I had him put on a pretty pink panty and bra set, a garter belt and stockings and one of my black suits. I even gave him a pair of sexy heels and a wig. I made him model for me. He was in sissy heaven. I snapped a few pics of him and told him he could be my sister. He loved that. We did look alike.

I poured some wine and kept pouring it as we talked about being pretty girls. Told him I could always use a new sissy to play with. The drunker he got, the more fun I had teasing him, well now, her. I gave her a little basket and had her skip through my house. I had her give me a pedicure. I then had her rub her little clitty for me. I explained she had a clit stick and it belonged always in panties. I gave her a big stack of pretty panties and explained that she was only allowed to wear panties while teaching. Of course I snapped more and more pics. She got so drunk, I had to drive her home.

The next day, when Professor Allen came back to my place to get his car, I showed him all the pics of him dressed like me. I asked him if he was wearing my panties and he pulled down his dress slacks and revealed a pretty pink pair with little flowers on them. I told him that he was a good sissy boy. I was actually quite surprised that in his drunken stupor, he remembered to wear the panties. I then informed him, he could continue to be my pet sissy boy and all these photos would stay with me as long as she passed my daughter with As in her class. I explained that my daughter would have a set of all these pics so she could upload them on the campus server for all the students and faculty to see if she got anything less than a B on any paper, quiz or test. I even said we could all play together too when I visit my daughter. The funny thing is, she didn’t care that I was blackmailing her. All she cared about was that she could be my sissy forever and ever and ever. And that I would fuck her pretty ass with the strap-on she spied in my closet. Turns out this was gonna be a win win situation. I get a great new sissy boy to play and shop with; and my daughter gets to not stress about abnormal psychology. And, my daughter has her own private sissy boy as her bitch at school, because what is mine is hers, even a sissy bitch.

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Incest Phone Sex with the Twisted Sisters

 

Incest Phone Sex ZitaAlex

 

My little sister Alex and I, have been super busy lately! So much so that we have not spent much time together in the past week. She is like a drug to me, and I know something has to be done quickly once I start going through withdrawals! So I made special plans for her and I. I really wanted her to know how much I need and desire her!

 

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I told her to meet me at our favorite restaurant and I would treat her to something really wonderful! Once she arrived we started to drink and catch up. I could not stop staring at her amazing tits and she laughed. All I wanted to do was to suck! She had me so wrapped up in her sex! As her gorgeous lips were telling me stories all I could do was imagine them sucking on my tongue, my tits, my clit.

It was too much to bear, I already soaked my panties and I wanted her to know it.

 

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I slid my fingers into my hot juicy cunt, and when I took them out I took Alex’s face in my hands and put them in her mouth. She sucked so lightly and sweetly, and than gave me her own fingers to suck on. The waiter happened to walk up with our food, and we simply said.. uh can we get that to go?

 

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Mommy’s getting paid $

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Running a whore house can be hard.
Sometimes my whores get pregnant.
At first I would have them serve drinks, and work in the office.
One day one of my whore’s was about 7 months along and this dirty pig offered to pay 2 grand to fuck her!
She agreed, and I was a proud mommy whore. 
I have taught these whores what is more important and that is money. 
After she had the runt, we had problems with her breast milk.
She kept leaking through her bras and when she tried to pump she would get a client.
The same man came in and asked for her. 
He paid 1500 just to suck her breast milk out, and then cum all over her milk duds. 
I realized she was making more and more money, not only for her but for me. 
I love money.
I started telling my other girls if they got pregnant to keep it. They could make money through the whole thing and after. 
More and more of them stopped having abortions and started keeping the damn things but giving them up after.
Some of them kept pumping everyday to keep their milk coming. 
We saved it for those freaks who want to take a bath in it.
I love these nasty fucking whores and these dirty pigs!!! 

Sissy Phone Sex Shopping

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Harley, or should I say Hailey, as she is having me call her regularly now, has been talking to me all summer about how she wants to go back to school as Hailey not Harley.. I have to admit that it makes my pussy nice and wet when I see Hailey walking around in pretty little dresses and in her element. She is so much more at ease with her self when she is Hailey. School starts next week and I am a little concerned with how the other little ones will treat her as Hailey or if it will even be an issue. But today when we went shopping we bought all girl clothes. In fact Harley threw out all his boy clothes and Hailey put away and organized her brand new wardrobe. The look on her face as she threw all the boys clothes out and replaced them with all the new girls things told me that she was happier as Hailey and it made me so hot that I had to take her to my room and show her how much I love her. She put on her prettiest new girlie night dress and her frilliest panties and laid next to me, her face beaming. She thanked me over and over again for letting her be Hailey all the time now and she swore she would never be Harley again. My heart beat faster as I reached down and rubbed her little clitty working my way down to her tight little vajayjay sliding a finger inside her at exactly the same time as she slid her fingers inside me. I so love our time together! It is only going to get better from here.sissy phonesex clothes

Mother / Daughter Phone Sex with Victoria: Back to School Family Fun

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My daughter and I have an annual back to school shopping trip every August. I love my baby girl and want to make sure she has cute sexy clothes for college. We gussy ourselves up  and head to the mall. Not only are we shopping for clothes, but we are shopping for cock and pussy to share! It’s sort of a farewell to Summer fuck fest. You would be surprised how many people, male and female, want to join a mother and daughter fucking. We find couples, friends, single guys and gals, even a few mommies and daughters too. We hit the mother load this time at Victoria Secret on our shopping spree. While my beautiful girl and I were in the changing room trying on sexy bras and garter belts, we heard a couple getting it on in the changing room next to us. We looked down and could see two sets of feet. Looked like the girl had one leg up on the other side of the wall. We listening while they had a quickie and we finger fucked each other until we came with our changing room neighbors.

We made sure to pop out of the room the same time they did. Hot blonde and a younger guy. Much younger guy. Made me wonder if not a mother and son. I said, “Hey, that was wicked hot to listen too.” The woman was embarrassed and apologized. Said something about hormones get the best of her sometime. I assured her there was nothing to apologize for because my daughter and I got off listening. I even offered up my fingers for her to smell the sweet pungent odor of wet cunt. Her eyes got big, she looked around to make sure no one else nearby, and she sucked my fingers. This woman was on fire again. I suggested we go back to my place and have some fun. She had a better idea. Her condo was across from the mall, where her other son was waiting. I knew it. I just knew it.

My daughter and I walked with them back to their place, getting to know them a bit along the way. Once we entered her place, I saw another young boy naked with his cock in his hand greeting us. The woman said, “I texted him we were on our way with guests.” No time was wasted. My daughter threw off her clothes and starting sucking the cock of the boy who greeted us. I went down on the other boy while his mother fingered her juicy slit and watch her house guests blow her boys. My daughter and I managed to swallow loads of jizz at the same time. We love the taste of boy batter. I then decided it was time for some mom on mom action. I spread her legs wide and buried my face in her wet tasty cougar cunt. She palmed the back of my head, wrapped her legs around my back and let me tongue fuck her till she exploded on my face. She returned the favor while her boys tag teamed my daughter. I looked over and she had one in her ass and one in her pussy. That’s my girl!

The best though was having my daughter watch me and our new friend fuck her sons together. My daughter laid back in a big comfy chair and played with her cream filled holes while I fucked another woman’s son and she fucked her own son.  This was the best back to school shopping trip ever. Two cocks and a sweet cunt were picked up and tried on!!! Plus, it was nice to know family fun is all around us.

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