Sometimes it is fun to be a sissy mom. My oldest daughter is 30. She is from my first marriage and she has a friend who likes to cross dress. He has no mistress or sissy trainer in his life, so I am here to help him out occasionally. He came over last night wanting to dress for me. He had a few items with him, but I let him check out my closest. I have so many pretty things. All sorts of lingerie, sexy dresses and a ton of high heels. He was like a little boy in a candy store. All wide eyed and in awe off all the pretty things. I helped him pick out an outfit to wear for me. He wore a pink laced bra, matching panties, black thigh highs and a pair of black heels. I get a lot of sissy callers being a phone sex mommy, but this is a real sissy. It was like having another daughter. Once she was so pretty, I trained her back-door pussy with my strap-on. I had to use lots of lube because she was tight! Her clitty got huge as I pumped in and out of her sissy hole. This was the first time we had played with her special pussy and she loved it. Next session, I am taking her out to get the real thing. Every sissy should have a mom like me in her life.
Every boy wants a mom with big tits. If his own mom has big tits, that is the best scenario. If she has small tits and is his mom, well that is not a bad thing either. Hell, even your friend’s mommy with big tits will do. Horny boys aren’t too selective. David is my youngest daughter’s school friend. He has been over many times before. I know he checks me out. I don’t blame him. I look very different from his mother. She is skinny with no tits. I am curvy with big tits. She is blonde and young. I am a redhead and mature. He has not been aggressive, nor has he sent me any signals like stealing my panties or letting me catch him jacking off. I have masturbated many times thinking of him cumming inside me. I like little boy dick. I like being a boy’s first sexual experience. I decided that before the New Year, I was going to add David to my conquest list. He was over Friday. My daughter and him were playing with their Christmas gifts together, which included new XBOX games. I wore a silky robe with nothing underneath. I wanted him to see my huge mommy tits. I wanted him to want me. My seduction worked. He came up to my bedroom and told me I had made his pee pee hurt. I am such a mommy whore! I blew his little pecker. I let him finger my pussy too. His dick was hard, but he was too young for swimmers yet. His young cum was so sweet. It was the tastiest fluid I have ever tasted. I promised him much more fun in 2020. I also told him I had a lot to teach him. I sent him back downstairs to my daughter because she can get jealous when I fuck her friends. I just can’t help myself.
This mommy whore wishes all her boys a very Merry Christmas. I know that the holidays make you yearn for mommy even more. Seeing her again, brings back all the memories you had of jacking off for her when you were younger. I wish every mom was like me. I know you wish that too. One of my daughter’s school friends was over yesterday to watch football. He is being raised by a single mother, so he spends time over here with my husband bonding over sports. He is a sweet lad. During half-time, I busted him in my panty drawer. It was the first time too. He has been over dozens of times for Sunday football, parties and just playing with my youngest son and daughter. He was not a boy I suspected had mom fantasies. I had never caught him jacking off or riffling through my hamper or underwear drawer. Either this was his first time, or I just never busted him before. He was scared I was going to send him home. I assured him it was natural for boys his age to be curious about a woman’s body and what she wears under her clothes. I sat him on the edge of my bed and asked him if he had ever seen his mommy naked. He nodded yes but looked ashamed. I asked him if he would like to see me naked and he just nodded yes. I stood and gave him an anatomy lesson. I let him feel my big boobs. I let him pet my pussy. I even let him slip a finger inside my pussy. Of course, I ended up blowing his little dick. I would have fucked the boy, but his dick was as big as my pinky. He needs a few more years of growing to fit inside me. In the meantime, however, we can still have some taboo fun.
The holidays bring out your milf fantasy stories. My eldest son had his own and I wanted to help make it true. He has long fantasized about his two best girls sharing his cock. That would be me and his wife. I am not much older than his sexy MILF wife. I made him love older women. I am not jealous at all because I know mommy will always cum first with her sons. My older sons’ wives know that too. This daughter-in-law is a bit jealous of her mother-in-law, but she wanted her husband to have the best Christmas ever. We planned it together. He came over last night expecting to exchange Christmas gifts with his mother but found his wife and his sexy mommy naked under the tree waiting for him. “Merry Christmas baby,” we said in unison as he looked at us in amazement. We signaled him over. He was undressing as he joined us. My daughter-in-law and I worshiped my son’s cock. He came all over our tits and faces. That was just an appetizer. We got him hard again, so he could fuck us. My little girl woke up and saw mommy and big brother fucking under the Christmas tree. She watched and rubbed her little cunnie watching her brother get the best Christmas ever.
Milf fantasy stories are in abundance during the holidays. It makes sense. You are going to holiday parties and family gatherings. You are around lots of hot mature women like me. I had to go to my husband’s office party this week. I am 20 years older than my husband. His partners are all his age or younger. I am the sexy milf at all his work functions. I love it. They hired a new law associate this year. He is not a partner yet, but he is on the fast track. He is married but his wife is 25. I have bras and panties older than her. It is funny to think that I was at a party with a bunch of men and women who could easily be my offspring. I am used to being the oldest chick in the joint. Anyway, this new lawyer was mesmerized with me. He kept staring at my legs. Once I got him alone, I realized it was not my legs that he liked. It was my black stockings. He had a nylon fetish. Normally, my callers who like my stockings and pantyhose are men 40 plus. Younger guys didn’t grow up in a world where women wore stockings all the time. I asked him if he wanted to touch them. He did, but we had to sneak off so his wife wouldn’t bust us. I stepped into my husband’s office. I sat on the desk and let the young lawyer caress my nylon clad legs. I gave him an early present too. I let him rub his cock all over my stockings. He shot a big load of cum on my black nylons. I went back to the party with a dirty grin and cum on my nylons. I am such a mommy whore.
Mommy son phone sex calls keep me busy. Lots of men like you lust after their mommy. For most of you, sadly, it is an unrequited love for mommy. My sons don’t have fantasies because I am the kind of mommy you wish you had! I have two older sons from my first marriage. They are both in their early 30s. Married with families, but they still long for their mommy. They surprised me last night with a hotel suite. Both of my oldest sons and their mommy shacked up in a hotel last night for some mommy son love like the old days. I am grateful for my second husband and our young son and daughter, but I would not trade my first marriage for anything because it gave me three beautiful offspring. Two of whom wanted some quality time with me last night. My boys have never been afraid to share me. Nothing has changed either. I was in the middle of the California king bed with one son in my ass and the other in my pussy. It was a mommy whore sandwich! Me and two of my sons will always be my preferred threesome. We made love all night long. When I did get some sleep, I had a huge wet spot to sleep in. We ordered breakfast early, fucked again, then left to return home. I had a dirty tryst with my two oldest boys and I’m still reeling in the excitement of our family threesome.
Hearing all about your mommy phone sex fantasies is foreplay for me and my sons! I bet you didn’t know that, did you? I had all three of my boys here for Thanksgiving. My two daughters were here too. It was a full house. I took some time off from the phones so I could enjoy my family properly. I got to missing my horny phone sons though. My own sons wanted to hear me playing mommy too. This was a first. One night, when they were all still here, I had all three boys plus my husband stroking their cocks while listening to me be a phone sex mommy for men like you. They all 4 got rock hard knowing they are not the only boys in the world who want their mommy. After listening to my end of a few calls, I had to sign off. They were all dripping pre-cum like a leaky faucet. I got on my knees. My boys jerked off on mommy’s face. I wore their cum proudly. It felt like I just earned my whore badge. I wanted them to cum quickly so they could last to gang bang mommy. Mature women like me need to be fucked longer than a couple minutes. It worked too. My two older sons, my one teen son and my husband all fucked me like we were making a porn movie. Well, we sort of were. My oldest daughter filmed us. I know what you are thinking. Four boys, three holes. Who was waiting his turn? No one. I took my husband and our son in my mouth together, while my two oldest sons took my pussy and ass. I am such a mommy whore! I must thank my callers though. Your dirty mommy experiences and desires helped make my family fucking the best it has ever been.
I love mommy phone sex. It is so popular, that I make a great living off of being a phone mom. The holidays make mommy sex more popular too. It is easy to understand. You are near your mommy again. Maybe now you see her as even sexier than you did when she was young. My oldest son, brought a friend to Thanksgiving dinner. The boy is new to town and his family is many states away. So, he enjoyed the day with us. When I went to the bathroom, I busted him in my room jacking off with a pair of dirty panties he looted from the hamper. I watched him for awhile. He was embarrassed that I caught him, but I assured him it was no big deal. All my boys started this way. I am a sexy mommy. There is no denying it. I asked him about his mother. He told me what they all do on the phone. He grew up with a hot mommy but she never tossed him a bone. I took my dress off and stood in front of him in my sexy lingerie. “Cum fuck mommy,” I told him. He just said mommy repeatedly as he walk toward me with a hard cock. He fucked me. For about thirty minutes, it felt like his mom fantasies had cum true.
The holidays bring out the mommy whore in me. I have my entire brood under one roof for a few days. I should be cooking and baking, but instead I am sucking and fucking. I am even licking too. I have several girls and I can’t neglect them being a greedy cock sucking whore. I have a blended family. My three offspring from my first husband get along great with their two half siblings and their step daddy. I woke up this morning eating three pussies while another three cocks fucked me. The best morning ever. I love that all my sons and daughters can get along like they do. It is not just my husband who fucks my youngest girl. Daddy shares her with my sons form marriage number one. The truth is he likes to watch. He loves watch sibling sex. I was the only brat in my family. Same for him. We will never be a naughty aunt and uncle, or a brother or sister fucker, but that is okay. We have plenty of little ones to be naughty parents and naughty grand parents with and we are grateful for that. My husband even joined in on the family fun this morning because he is off work a few days. He loves fucking our daughter because she is so young; but he loves my grown girls too because they are great cock sucking sluts like his wife. Holidays are all about family fucking at my place.
My sons and daughters aren’t the only ones who love my wet mommy pussy. Their friends do too. I had to go to the student teacher thing Thursday night at my youngest daughter’s school. I don’t mind being on a school’s property. It gives this sexy mommy a chance to eyeball the young talent my son and daughter know from school. I scope out little ones that get my cunt wet then I have my young son and daughter befriend them if they don’t already know them. They are excellent wingmen lol. I met a cute young lad that I had an instant attraction too. He looked just like my husband did when he was that age. Could have been his young doppelganger. My big tits mesmerized the boy. Hell, they mesmerized the married men and teachers there too. We snuck off to an unused room. I showed him my mommy pussy and he showed me his little dick. He was pretty small but then he was pretty young. Regardless of his size, he had a stiffy for me. I blew that little dick until he ejaculated a yummy clear liquid in my mouth. I thought we were done. We couldn’t be gone too long, because a parent would notice the lad missing and come looking for him. He wanted to lick my pussy. He told me his sister taught him how to do it two years ago. He licked me so good, I wanted to meet his sister. Smart girl using her baby brother for cunt worshiping sessions. She taught him well because he made this mommy whore cum all over his face. His sister is coming over after school Monday. I want the girl who taught that lad to eat pussy, eating my pussy! My daughter has already befriended her! My son and daughter are so good to their mommy.
