I should have guessed what was wrong when I saw you staring at a ruler and crying but maybe your little thing isn’t as little as you think. Maybe Step-Mommy should take a look for herself, just in case. Don’t be shy, I’m just going to take it out for a quick peek. Oh no… well let me see if I can make it a grow a little if you get more excited.
Does not seem like anything I show off or do makes it any bigger but I am not out of ideas just yet. Maybe instead of trying be a strong man with a big cock, you can get girls interested by being cute and little instead. Nothing says cute and little like a “big boy” in diapers! Instead of seeing a disappointing cock when she pulls down your boxers, your first girlfriend will already know you have a precious little winkie as soon as she feels the padded crotch of your diaper.Continue reading…
I’m sick of doing laundry every single night, but I can’t just let you rest in those cummy sheets, can I? I was at a loss of what to do until I started to think outside the box: a thick, embarrassing Bambino Teddy diaper will deal with the mess and a layer of duct tape over your mouth will suppress any slutty moaning coming from your room! It would be nice if you could control your own libido, but until you can manage on your own, Step-Mommy’s going to take things—your thing, to be specific—in hand. Not that I’m so cruel: I have a special surprise or you and I’ll tell you all about it while I pleasure your diapered cock with my very own vibrator and run my satin gloved hands over my fat Step-Mommy tits. I just hope that I notice when you cum with your mouth all taped shut!Continue reading…
Smells like somebody is burning something besides firewood wood over. I knew my darling boy couldn’t go away to camp without getting into trouble so that is why I decided to be a chaperone on this trip. Now if you do not want me report this to the head counselor you better drop that J and grab your D. I want to watch you cum for me right here in the great outdoors. I don’t care if it is embarrassing, should have thought of that before you let your Step-Mom catch you smoking.
I am willing to help you pop before the group hike though. I bet the sight of my soft tits and big round ass exposed out in the wild will makes you want to stroke for me. Don’t you want to see your Step-Mom’s wet pussy glistening in the sunshine ?Continue reading…
Seems that Step-Mommy tried to get into a dress that was a little too tight around the shoulders and now I’m STUCK! Unable to get into or out of the dress, I really need your help sweetie. Don’t worry about the box of sex toys on my bed or the kinky panties I’m wearing. Please just help me out! I know it’s so easy to explore Step-Mommy’s pussy and even see what one of my orgasms feels like on your cock, but I will absolutely ground you if you don’t stop IMMEDIATELY…after I cum a few more times.Continue reading…
You are the best step-son ever! You took Step-Mommy to her kinky street fair when no-one else would go. Did you have a good time? Do you think Step-Mommy looked sexy in her outfit? I got really… excited being there with you. I take off my robe and show you I’m wearing nothing but a special “STEP-MOMMY” collar I got at the fair. My big tits and wet pussy are sensually bound in soft bamboo silk rope. I show you what a masochistic slut Step-Mommy is by putting clothes pins on my throbbing clit and perky nipples. Doing this in front of you makes me so horny that I beg you to be my master and let me suck your beautiful cock. Once I’ve used my mouth to get it as stiff as possible, you take your grateful slutty Step-Mommy-slave from behind and fill me with your warm cum.
Now, what would you like for dinner tonight, Master? XOXOContinue reading…
I can’t believe you want to watch another superhero movie! Can’t we watch something that Step-Mommy wants to watch? What would it take for you to give me the remote for once? Let’s make a deal: I’ll give your big, hard cock a nice blow job and tittle fuck if you give it to me! No? Okay, I’ll let you fuck Step-Mommy’s tight, wet, cummy pussy for as long as you can last…AND I’ll let you put your cum wherever you want, if I can have the remote for the rest of the evening. Do we have a deal, sweetie?Continue reading…
Our family vacation has been so stressful. I sneak downstairs in our cabin to masturbate the tension away— and I catch you spying on me! Well, if Step-Mommy can’t get time to herself then come join me in the loft for a secret nightcap. Did you like watching Step-Mommy play with herself? I open my robe to reveal my big soft tits and tell you to take out your painfully obvious erection. You jerk-off exactly how I tell you to as I stroke my hard clit, finger my wet pussy, and tell you all the dirty things I want to do with you for the rest of the vacation. You delay your orgasm, as instructed, and let Step-Mommy mount your beautiful cock. I ride you as hard as I can without waking your step-father and step-sister until I have to muffle my own screaming orgasm as you come inside me. Now I think this is going to be a REALLY fun vacation, sweetie. XOXOContinue reading…
You look so much like your step-father these days, sweetie. I’m going to wait up for him tonight, you get some rest. My glasses get carelessly dropped while you walk away, and I don’t seem to notice. You come to my room later knowing your step-dad hasn’t gotten home yet and I’m wearing nothing but sexy leopard print lingerie. I squint and assume you’re my husband and tell you how horny I am and how much I missed you. You decide not to correct me. I beg you to take your cock out and let me worship it with my mouth. I’m surprised by how big it is, but I’m too horny to really care. Sucking it makes me sooo wet and I beg you fuck me. You convince me to let you fuck me doggy style! I’m confused, but desperate, and you really give it to me with that huge dick. I cum twice before you cream pie my greedy pussy. Then we both hear the door open and your step-father say “Honey, I’m home!”Continue reading…
Well look who finally decided to show up! You’ve had me worried sick all night and you come home smelling like beer and… some slut! People are starting to spreading rumors about you – some of which are hard to believe. Oh, I can’t stay mad at you, darling. I just don’t like being home alone in the evenings and I get so anxious the longer you’re out. Is there any way you could make Step-Mommy feel better? Let’s start with a kiss. That was nice. It looks like you really enjoy being this close to Step-Mommy. My goodness! Apparently the rumors are true, you are HUGE! Please let Step-Mommy play with that big dick of yours. I’ll rub it all over my big tits and then take as much of it as I can in my mouth and pussy. I really want to see how much cum you can make, sweetie. Show Step-Mommy you don’t need a curfew anymore.Continue reading…
Mother / son Incest, Taboo, Roleplay, MILF, Family Fantasies, Mommy, Cougar, Mommas Boy, OLDER WOMAN / YOUNGER MAN, Role Play, Big tits
I’ve been feeling very feminine lately, which means that I want to dress you up in the girliest, cutest little diapers I could find! Since I control your cute little cock, we both know that I can dress it up in whatever hyper girlie, soft, adorable things I want. I’ve also decided that it’s gross and boyish when that cock comes, but of course I can still come whenever and wherever I want. For example, right now…and in your blushing face! If you do a very good job, I might let you have one, tiny little orgasm after all—with some stipulations.
2:22 Diapering you 4:08 Babypowder 10:10 Dressing you up 12:38 Penny masturbates 14:00 Worship Penny’s panties 15:15 Tits out 16:53 Panties off 17:10 Pussy worship 21:35 Penny rides you 26:14 Penny cums on your diaperContinue reading…
