Sissy Stepson 10 Stepmother s Sissy
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My Best Friends Step Mother free porn video
This is a work of fiction intended as entertainment for those that enjoy reading porn stories.
“I am telling you Larry if you don’t fuck my step mother you will be the only one in town who hasn’t,” my best friend Chad said as we sat in the college town bar.
“Why would I want to fuck your step mother?” I asked, “I have a cute young girlfriend right here and she keeps my balls sucked dry.”
“Maybe you didn’t pay attention when I told you that my Dad divorced my 45 year old mother and married a 24 year old trophy. This isn’t the wicked step mother from Cinderella with a wart on her nose.” He protested. “I am telling you she is one hot fuck!”
“How would you know?” I asked looking for his poker tell, which showed when he bluffed in poker. I had noticed that whenever his bluff was called he had rubbed his left eye just before he placed his bet on a crap hand.
“Well if I told you there are those that would call it something other than a good fuck between a 24 year old woman and a 20 year old guy.” He said and he made no move to rub his eye.
“You fucked her, you FUCKED your step mother!” I said waiting for his answer.
“I don’t have an answer for you, I am just telling you if you don’t get some of that split tail hottie you’ll be sorry.” He said and immediately rubbed his left eye.
I didn’t want to reveal I knew he had a tell when it came to card games as I had won more money of this little rich k** than I wanted to admit. “Well how the hell and I going to fuck her, your dad is always around when we are home.”
“Simple Larry,” he said looking right, then left, like he was planning some serious crime, “Lora is coming to town to attend my first piano recital while dad is on a business trip to Chili. He will be gone for 2 weeks.”
I sat there thinking about it wondering how I could make it happen. My girlfriend, Krystal, would know I was getting some strange stuff if I didn’t show up for my nightly blow job. “I am not sure how her being here solves the other side of the problem, Krystal gives me a great blow job nearly every night of the week. Now I will be honest, she won’t let me fuck her so a traditional fuck would be nice. But if I don’t show up at Krystal’s place she is going to know and your step mother goes home and I am left with my hand and porn.” I said.
“You’ll be sorry to pass on this great piece of ass,” Chad said, “if you change your mind let me know. I need to stay focused on my recital so can’t spend a lot of time entertaining my step mother.” He said as he adjusted his position in the chair.
“You’re aroused just thinking about her,” I said. “You are so busted,” I said.
Later when I got back to the dorm I threw on some sweat pants and sweat shirt and called Krystal. “You going to be in your room?” I asked.
“Sure, what you got in mind?” she said toying with me.
“Maybe when I get there you can set on my lap and we’ll talk about the first thing that pops up,” I said repeating an old line I overheard my dad say to my mom back when I was so young I had no idea what he meant.
“Works for me,” she said, “I am not good at guessing games so hope it is too hard.”
“Ha ha,” I said, “be right there.”
I opened Krystal’s door with the key she had made for me and stepped in the room to see suitcases on her bed. I crossed the room where she was bent over her dresser and slid my hands around her and cupped her tits. As always she was braless and I felt her nipples respond to my touch. “Ummm, your nipples are happy to see me,” I said as I nuzzled her neck just below her ear.
She wiggled her ass against my cock that had been hard from the moment I put the key in the lock. In fact as I pushed the key in the lock I fantasized about sticking my cock in her pussy, she had refused to allow it but would let me finger her or lick her to an orgasm. “I just don’t want to risk pregnancy,” she would use as an excuse even though I had seen her birth control pill container.
“It feels like you are happy to see me as well,” she said as she picked up a handful of panties and turned to face me.
“Are you going somewhere?” I asked.
“Yes, I was going to tell you when you called but decided I had better give you a little something to remember me by. I need to go home for a couple weeks, my brother is coming back from overseas for leave from the Army. Mom wants us all there to welcome him.” She said as she wrapped her arms around my neck and our lips met.
Our tongues met and I could feel the passion in her build immediately. Krystal and I had been pretty tight for the entire freshman year and I discovered early that a tongue in her mouth was all it took to get her going. I ran my hands down to the waistband of her pants and slipped my fingers inside her pants and panties. Her ass was so soft on my hands as I cupped it and pulled her pelvis against my hard cock.
“Ummm,” Krystal said as she broke the kiss, “something has popped up and I know just what you need.” Her hand went inside my sweat pants and she stroked it softly, “I love your cock you know.” She said with a seductive smile.
I ran my hand around inside her panties and slipped my fingers down to her neatly groomed triangle of hair that pointed to her pussy. I found her wet slit waiting for my finger tips. Her clit was hard and standing proud and as I rubbed around it she pressed against my hand, “Oh fuck,” she said, “I need to cum so bad, let’s get on the bed.”
I stripped off my clothes as she tossed the panties that was in her hand onto the bed and pushed the suitcases aside. She pulled off her top and pants and stood beside me and started rubbing my cock against her nylon panties. “Ohh yeah babe,” I said, “that feels so fucking good. I don’t know how you can wear something so silky all day, I’d be hard all the time if I had silky underwear.”
I rolled her onto the bed and ran my hands over her tits and then down between her legs. Her panties were soaked and I loved knowing she was hot over me. I pushed my hand inside of her panties as she parted her legs giving me all the room I needed to finger her to an orgasm. Her breathing became rapid and she was moving with my hand guiding me along her slit and back to her clit.
I felt her reach the point that I knew would take her over the top and pulled my hand out and rubbed her tits and kissed her with lots of tongue. I broke the kiss as she looked at me, “don’t tease me, I need to cum so bad,” she pleaded so I went back to her pussy and worked her up again. I wanted to take her to the edge several times to see if she would let me fuck her but she had other plans.
When I started to move away she grabbed my hand and pushed it down hard into her slit and fucked herself with my fingers. “oh fuck Larry,” she said as she rode out her orgasm against my hand, fuck that was good.” She said as she started stroking me and turned to give me my nightly blow job. Her lips hovered over my cut tip as I anticipated the first touch of her tongue and lips.
I could feel her breath on the tip of my cock and I pushed towards her mouth and felt her lips close around the rim of my cock. I loved her oral skills but wanted my cock inside of her pussy more than anything. “Ohh Krystal, I’d love to get in your pants,” I said as she swirled her tongue around my tip.
She pulled off and looked up at me, “You how I feel Larry,” and then lowered her lips and began sucking my cock deep into her mouth. My hand slid down to her pussy and I felt the hot slick hole that I wanted so badly and as she worked my cock with her mouth I thought of Chad and his step mother. “Fuck it,” I thought, “if I could get between her legs just once.”
Krystal continued sucking my cock as I fantasized about my cock in Chad’s step mother instead of Krystal’s mouth. And that took me to the edge of control as I tensed and she read the signal and pulled off and grabbed one of the panties she had thrown on the bed and wadded it up to soak up my cum as I unloaded what should have gone inside of her.
As I finished Krystal tossed the soiled panty off the bed and grabbed the panty she had been wearing before we had sex. They were soaked with her arousal as she held them up, “I am going to send this with you, then you can have a bit of me when you jerk off and think about all the blow jobs you are missing when I am gone.” She said as she got off the bed and placed the soiled panties in a plastic bag. “Keep them sealed up in this bag and you can have a bit of Krystal each night until I return.”
“Chad,” I said into the phone, “tell me about your step mother again. Were you serious or just jerking my chain?”
“I was serious Larry, she is so fucking hot. Meet me at the Student Union for coffee this morning and we can work out a plan.” He said.
The plan was that Chad would tell his step mother that I was the one to drive her to the recital rehearsal, the first event. I’d go to her room at the hotel to pick her up except I’d show up early and then let nature take its course. “Remember what I told you Larry, when she opens the door the first words out of your mouth should be, ‘WOW, Chad said you were beautiful,’ and she’ll jump your fucking bones.”
I went to her hotel room door and hesitated, “If that fucking Chad is setting me up I will be really pissed,” I thought. I checked my watch, I was an hour early so I tapped on the door and prepared to see some ugly step mother or get slapped for saying she was beautiful.
The door opened and I was shocked, a young woman dressed in a slip and panties smiled at me. “You must be Chad’s friend Larry,” she said as she stepped aside, “you’re early but please come in, my name is Lora.”
I stepped into the room and looked into her brown eyes and was prepared to say what Chad had told me to say. Lora pushed the door shut and instead of speaking to her I simply stepped up to her and kissed her on the lips. I felt her lips part and our tongues met in a sloppy passionate way. My hand went around her back, the feel of the silky nylon reminded me of the panties Krystal used to catch my cum last night.
I slid my hand down across her ass felling the waistband of her panties under the skirt. She had a perfect round ass that I cupped as I pulled her against my cock that had hardened the second I saw her. She had the scent of expensive perfume that filled my head with a musky yet floral scent.
I pulled off her lips and looked into her eyes, “I know I shouldn’t be doing this, but you are the most incredibly sexy woman I have ever seen.” I said and ran my hand around to her tits covered in the silky slip. “I will leave if you want but I warn you if I stay we are going to have sex.”
Lora responded not with words but with her hands. She rubbed her hands over my cock that was straining to get out of my jeans. “You need to get rid of these clothes,” she whispered and crawled onto the bed and leaned on her elbows watching me. Her slip was pulled up to her knees with her legs showing me the way to the prize I wanted. I pulled off my shirt as she watched and then said, “Show me what you have in your pants.” She spread her legs teasing me with the view between her legs, the slip obscured most of her but that only increased the sexual tension I felt.
One part of me was still in disbelief, “was it even possible I was about to have sex with a woman I had met moments ago? “ I thought as she continued to smile and move her knees apart causing the slip to rise higher on her thighs. I had never thought of myself as a great catch for a woman but she hadn’t hesitated for a second when I kissed and touched her when I entered the room.
I unbuckled my belt and pulled my jeans down showing her the tent in my briefs, “I think I am going to love that cock of yours,” Lora said as she rolled onto her tummy pulling the slip up to show me her virginal white nylon panties. Unlike most women her age these were full cut briefs that covered her ass in a most seductive way.
She looked over her shoulder at me and said, “get that underwear off and then you can come take my panties off of me or perhaps you’d like to slip that cock of yours inside of them and take me just the way I am, your choice.”
I pulled my briefs off with my cock pointing straight up. My mushroom head was throbbing with anticipation as I crawled onto the bed. Her legs were as smooth as silk as my hands ran up them towards her round ass. When my fingers touched the leg openings of her panties I slid them under and loved the sensuous feeling of the nylon caressing the back of my hands while her silky smooth skin glided under the palms of my hands.
“You are unbelievably the hottest, sexiest, most beautiful woman I have ever seen,” I said as I pulled my hands out of her panties and slid my cock across her panties feeling it follow the crack of her ass.
I felt her respond, wiggling her ass causing my cock to press the nylon into her crack as I humped against her. “I hope you are not one of those guys who want me to do anal, I really don’t like that sort of thing.” She said.
“I respect that,” I said as I rose to my knees and rolled her over onto her back. I pushed her slip up to expose her panty covered pussy as my hands explored her body. The feeling of her soft skin and the luxurious nylon was beyond anything I had experienced with others. She parted her legs and I knelt between them.
I looked into her beautiful face and said, “I hope you are not one of those women who think a blow job is sex because I want to be inside of you, right here.” I said as I pressed my cock against the silky nylon covering her pussy. She replied by pulling the fabric aside and my cock touched her shaved pussy that was so hot and wet.
“I love it missionary,” she said “it seems so much more personal in this position.” I felt her hand guide me to her hole. “Fuck me Larry, show me just how much you want this pussy and don’t pull out until you have filled me full of your cum.”
I needed no further encouragement as I slid my cock into her hot slick pussy. I supported myself with my outstretched hands as I bottomed out in her. She raised her knees giving me full access as I began to slowly move my cock in and out of her. She smiled as she looked between us “I love seeing a cock penetrate me,” and then looked up at me again.
Her breasts were covered in the lace trimmed slip and had sagged seductively to the side pulling the nylon taught against them. Her nipples poked against the fabric begging for my lips. But I had no desire to stop fucking her. She moaned softly, “you are going to make me cum all over your beautiful cock,” she said in a whisper, “Oh fuck, just like thatttt….” Her voice trailed off as I felt her tense up and her pelvic muscles contracted against my cock deep inside of her.
She moaned softly as her orgasm took control of her body. I pushed deep inside of her feeling an increase in her creamy arousal. Her body trembled with her climax and she managed to whisper, “Fuck me Chad, fuck me like your dad does.” I looked down in shock at her words and realized I was right, Chad had been fucking her.
“Oh fuck,” Lora said, “Your cock is so hard, please cum for me, cum and make Mama pregnant.” I started to pull out with those words, her legs clamped around me tightly holding me inside of her. “Please make me pregnant, plant that semen deep inside of Mama and make a baby inside of me, oh FUCK, you are so hard.”
And I blew my load deep inside of her. It seemed like my prostate was in over drive as I felt spurt after spurt shoot into her hot fertile cunt. She heels dug into my back holding me from pulling out, “Oh fuck yea, fill me full of your hot baby making spunk.” She hissed as my cock finished filling her full.
I felt her relax her hold on me and I pulled out leaving a trail of hot sticky cum covering her bald pussy and virginal white panties. I looked down at her face hoping she wouldn’t get pregnant, there was no way I had planned on this. I was literally shaking as I rolled off of her. She looked almost like she was in a trance. I wasn’t sure she even knew who was fucking her.
She slowly opened her eyes, “you were so good,” she said, “I really needed a good fuck.”
I moved to a chair near the bed trying to gather my thoughts as she rolled to the edge of the bed, “You filled me so full I may lose it when I stand up. I need to change my panties before you take me to the recital rehearsal,” she said as she dashed to the bathroom holding the sodden nylon panty against her cum filled pussy. She didn’t bother to close the door as she slid the wet panties down and I saw the shaved pussy I had just fucked.
“How the fuck did I end up here?” I asked myself looking away from Lora on the toilet and looked at my spent cock. My cock was covered in my cum as well as her fluids. This was the first intercourse I had since getting to college. Krystal kept my balls drained with her mouth and an occasional hand job, but I had wanted inside a woman so bad I let myself get mixed up in this.
I heard the toilet flush and watched Lora move back to the room holding her slip up above her waist. Just seeing her made my cock start to harden and I wondered just how sick I was wanting to fuck her again even though there was the danger of pregnancy. I watched as she opened her suitcase. She pulled out another white panty and pulled it on and let the mid-calf length slip fall into place.
The slip cascaded down her smooth legs as if in slow motion. The amber illumination of the bedside lamps made the sensuous fabric glimmer as if it was ripples on a pond. As she fussed and adjusted her panties and slip she turned to face me. “I hope I didn’t upset you Larry, you know with what I said.”
I looked up to see the same sweet smile I saw when I entered the room. “Sometimes I get carried away,” she said, “I guess because I can’t get pregnant I like to fantasize about it.” She said as she looked at her reflection in the mirror and tugged at her slip. I had never seen a woman look so sexy in a slip and panties.
“So you can’t get pregnant,” I asked.
She shook her head side to side, “All of the hormones and high priced surgery Chad’s dad paid for won’t enable a post-op transgender woman to get pregnant. We look, act, and feel like a woman but we just aren’t plumbed for babies.” She said with a smile as she looked at the shock in my face. “Oh, you didn’t know?” she asked, “That darn Chad loves to set me up with his friends because he knows I am insatiable when it comes to sex. But sometimes he forgets to mention that I am, well you know, a trans woman. I hope that doesn’t change anything because I planned on staying her for two weeks and hoped you would be a big part of my vacation.”
I stood, my cock rising again, “We will be late if I get back in bed with you,” I said as I closed the distance between us, “But I made no plans for later.” I said as I kissed her lips and wondered, “How the fuck did this happen?”
Ofelia
- 15.06.2020
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