Sometimes I look at Hailey and remember when she was Harley most of the time and only Hailey part of the time. She is beautiful as Hailey now all the time but it is hard not to think about all the memories we have made over the years. Like the first time Harley woke up with a hard on (that he remembered) and was mortified. Crying he came running to me and just knew that his pee pee was broken. It was hard as a rock and he couldn’t bend it down to go pee. It hurt and felt funny and he swore that he would never be able to pee again and he was sure to die because the pee would fill him up and come out of his mouth, nose, eyes and ears. He was hysterical. That was the first time we played doctor. Mommy was the nurse who had to take care of his broken pee pee. Rubbing it gently and talking to him in a calm whisper the nurse kissed his booboo and fixed it right up. We have played Doctor many times since. I even stole a speculum from my gynecologists office and he often gives me an exam before I return the favor. Now that he is Hailey all the time, having his vajayjay checked is one of his favorite things. Playing Doctor and Nurse has sure changed over the years, but in a good way for both of us. I can’t wait to see what new games we will play together in the future and who we will play them with. I just love my girl!
Category: Kinky phone sex
Are You Ready For Your Physical?
Labor Day BBQ with My Brothers!
Its Labor Day weekend and that means I get to see all my brothers this weekend for our BBQ! I’ve got my cutest outfit picked out so that I can parade around them and drive their cocks wild, right in front of their wives! Their wives are so stupid – they just think I am the sweet little sister Teagan… If they only knew!
We will get those bitches drunk and gossiping and then sneak away to my bedroom, each of my amazing brothers taking a turn – and I will suck and fuck them like they have been looking forward to all week! To my surprise, my oldest brother didnt even wait for his dumb wife to get drunk – I excused myself to go to the bathroom and he followed right behind. He shoved me in the bathroom, and in his alpha man way told me to get on my knees.
He has a huge cock and he was already rock hard. I took his cock in my mouth and I felt him shudder. I know his lame wife could never suck him like me, his darling little sister. He fucked my face and told me I looked pretty. I took all of him in my mouth and he moaned and I could taste his precum in my mouth. It has been too long for my brother to get sucked off so good.
He came in my mouth and then pulled me up to him and kissed me deep. His wet throbbing cock was pressed against me. He told me one of my other brothers needs to fuck me soon. I didnt even bother going back to the BBQ, I went to my room and waited patiently for one of my other brothers. I played with my pussy in anticipation, and very soon the door opened and there he was. He came in and climbed on top of me. What a fantastic Labor Day weekend this is turning out to be!
Mommy Phone Sex with Victoria: How to Have the Body of a 25 Year Old
A 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?
Finally!
As a lot of you well know, I took on a job as a Nanny a while ago. It was my intention to get the Father (who is a very attractive older man) and his two offspring involved with each other, and then all three of them to become involved with me. It was a plan I knew that would take a long time. I have a Mother to contend with after all. A very bitchy, snotty, anally retentive Mother. Can you tell I cannot stand this woman?
A few nights ago the Husband came upstairs yelling my name. He had in his hand an open envelope and some papers. He marched into his study and I assumed that I should follow him. I walked in, he slammed the envelope and papers onto his desk then told me to shut the door. I did so then sat down, he tossed the papers at me and told me to look at them.
I gathered them up and it turns out that his Wife had been taking money from the family account a little at a time and putting it into a personal bank account of her own. I thought this was not a big deal, he however, hit the roof. Apparently it wasn’t the fact that she was doing it, it was the fact that she didn’t say a word to him about it, which makes it look bad.
During this discussion his daughter opened the door and looked in. She ran to him crying because he had been yelling and it scared her. He picked her up and put her on his lap, then told her she should go, and when he stood up to walk behind her to close the door the man had a hard on! I was shocked! Mr. Daddy got hard from holding his baby girl. This was my in. The moment I have been waiting for.
I told him that he was hard, he looked down and blushed. He sat back down and I asked him if it was because his daughter had been sitting on his lap, before he could answer I told him that it was alright then I went on to tell him how I had been brought up. I assured him that if that is what he wanted then I could help him make it happen. And happen it did! That pretty little pussy tastes delicious!
Ass-workshipping Brother/Sister Phone Sex
“Undress, Maddy. And, hurry up,” my brother said as he went to the bedroom to fetch something. I positioned myself on the couch, leaning over with my ass in the air. I knew he loved my ass. And, when he came back, the look on his face told me that he was more than pleased; the bulge in his pants also indicated that he was very, very happy. I acted coy and then noticed that he had a paddle in his hand! I had never been spanked with a paddle before; my brother had often spanked me with his hands, but never anything bigger or kinkier than a hairbrush.
He moved over toward me, his cock throbbing through his slacks. He gently rubbed and massaged my ass; his hands felt good against my skin. It always relaxed me and made me horny as he did that. Then, without warning, he brought his hand down firmly on my ass cheeks. I jumped a little and then enjoyed the stinging sensation that was setting in. He bent down and kissed, licked, and sucked on my ass. I wiggled my ass, begging for more…and being a little mischievous. He took my silliness as an excuse to use the paddle; it made the loudest sound that I’ve ever heard against my skin! I was in shock; but, by the third strike, I was gripping the back of the chair. I was sobbing but he was not letting up. “Stop wiggling, Maddy. Stay still,” he demanded.
He continued to slow down until he completely stopped. Then, he rubbed my warm ass with his hands. My sobbing stopped and I was able to regain some feeling (beside pain) in my ass. He bent over and kissed the places on my ass that hurt the most; I wondered if there were bruises. He pushed his cock into my cunt, which (to my surprise was dripping wet. I rode him harder than I can ever remember. When we both came hard, he took me by the hand to look at my ass. The bruises were forming; and, oddly, a feeling of pride swelled within me.
School Supplies
What is a school girl to do who needs school supplies? Fuck their family members for money that’s what. Some people open lemonade stands, I open my legs, and my mouth, or even my ass if they pay me enough. You are more than likely thinking why in the world would they pay me when they can get it for free any other time. The answer to that is that I need some fucking paper to write on for my assignments!
Actually we do this every year, we have done this ever since I was in the first few years of school. I had to earn the money for my school stuff, and what’s easier then giving them something they all like. My little pussy hole for them to drive their dicks deeply into. Some girls do not like when people give them money for sex. They say it makes them feel like a whore, who cares?! Money is money, no matter how you make it.
Plus since I earn my school supplies this way, every time I am sitting in class and I use my supplies, or get dressed for school it reminds me of what I did to get this stuff. Maybe there should be some type of school supply thing called Pussy for Pencils. I bet all the schools wouldn’t have to give us all those long damn lists because everything would be fully stocked already!
Kinky phone sex with a Coed
Was she flirting with me? Hell, yes, she was! That young coed, who was continually offering to help me pick out different bath products was looking lustfully at me and getting unnecessarily close. And, there it was: she just grazed her finger against my breast! At the register, she slid a piece of paper in my bag; it had her address on it…and 7 p.m. I had hours to think about it, but I already knew that I would go.
She answered the door in a bright pink summer dress. She smelled even more delicious than she had at the store. I was a little confused because she seemed so shy. After a long pause, she got off the couch and came back with a paddle. She bent down and raised it upwards, her head bowed. Her request was clear. And, I was thankful that I had worn my leather “power boots,” which (like their name indicates) made me feel like queen of the world. I stood up as she leaned against the arm of the couch. I warmed her ass with my hand, squeezing and slapping it until it was pink. Then, came the paddling. I adjusted the paddle in my hand, each strike building with intensity. Her soft moans turned into grunts as I continued.
Then, when her knees were buckling underneath her, I stopped. I kissed the newly forming bruises, biting them a little. Her soft moans returned. I picked up the two purple dildos to the side. But, I didn’t do what she expected. Instead, she watched with curiosity as I attached one to my thigh and took the other one in my hand. I rubbed it against her lips as she opened up her pretty little mouth and began sucking the purple cock. I leaned over and licked her face, then made her suck my fingers, as I pushed the other purple cock inside her warm, wet pussy. I pounded her harder as she opened up for me; soon, we were both covered in each other’s sweat. I ordered her to come for me; and, like an obedient little whore, she did. As a last token before going home, I sat on her face and let her lick my pussy. I pushed myself hard against her face, making her suck and finger me just like I wanted.
Empty Nest
I’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?
When 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.
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!