My Sissy Adventure: Chapter 2
Here's the paraphrased version of the story:
This is the first story I've written. If it's not perfect, I'll improve with practice. Please leave comments and suggestions for the next chapter.
Growing Up
Chapter 2
Matt's Perspective
I arrive home after a miserable day at school. I walk through the front door and shout, "Mom, I'm back." She answers from the kitchen, "I'm here." I enter the kitchen to find her standing by the counter. She tells me, "Come closer. We need to talk." I move towards her and ask, "What's wrong, Mom?" She replies, "I saw you last night on your computer. I saw what you were doing." My eyes widen in fear and shock. She says, "Don't worry. You're not in trouble; in fact, it was quite exciting watching you finger your ass while jerking off your large dick." I remain silent, unable to find the right words. She continues, "And your cum tastes so delicious. I just need to try some from the source." She gets down on her knees in front of me, pulling my pants down. She giggles and says, "I'm glad you wore those panties they look awesome on you." She slaps my butt and pulls down my panties. She gasps at the sight and comments, "Wow, your cock is massive. I adore it." She picks up my soft dick and puts it in her mouth. I let out a moan and try not to cum from the sensation of my first blowjob.
I last for about a minute before I ejaculate in her mouth. I moan and state, "I'm about to cum." I tried to withdraw but she held onto my cheeks and forced me back towards her. I couldn't hold back and shot my load down her throat. I moaned for about 30 seconds before I was empty. Mom let go and pulled back, allowing my cock to exit her mouth. She said, "Mmm, you taste fantastic, baby. Now it's your turn to pleasure me." She lifted her skirt to reveal her 9-inch erect penis. I couldn't believe it, my mother has a cock. I exclaimed, "How?," and she replied, "I'll tell you later. For now, get on your knees, my dear." She put a hand on my shoulder, pushing me down to her knees.
I couldn't take my gaze off her cock. I've never seen one before apart from my own, but I had an overwhelming urge to suck on it. I opened my mouth and leaned forward, taking the head in. It tasted so good, salty and sweet. I began taking her deeper, wanting to feel what it's like balls deep in my throat. I closed my eyes and focused on moving inch by inch slowly down her cock. Before I knew it, my nose touched her waist.
Once I make contact with her skin, I start rocking back and forth, taking 3 inches out before going back to her balls. Surprisingly, I didn't experience any gagging, making this much easier. I reached up and massaged her balls, hoping she enjoyed it. She said, "Fuck, your throat feels amazing, mmm I'm about to cum." Her balls were as large as mine, so I knew it would be a lot, but I didn't expect the tsunami of cum down my throat. I couldn't contain all of it and some dribbled out of my mouth. Mom had her hands in my hair, ensuring I remained balls deep until she finished cumming. I felt her cock stop pulsing and her release my hair, signaling she was finished. I retreated, allowing her cock to slip out of my mouth. I took a deep breath, gulping for air. Mom stated, "Oh my god, that was the best blowjob of my life baby, you're a natural cock sucker."
She pulled her skirt back down and remarked, "Come on, we're going shopping." She grabbed my hand and dragged me outside to the car. I got into the passenger seat, and she slid into the driver seat. Mom lifted her skirt before she got into the car, and her soft cock was lying between her legs. It was difficult to keep my eyes off her penis.
We arrive at the mall, and before exiting the car, she warns me, "I'm not wearing any panties under this skirt. If you make me hard, I'll fuck your virgin ass right here. Understood, baby?" My eyes widen, and my mouth drops. It took me a few seconds to recover before I stepped out of the car, attempting to hide the start of an erection.
We stepped inside, and the very first spot my mother led me to was Victoria's Secret. She quickly went to the lingerie section, picked up ten pairs of lace panties and bras. Then a few lace nighties and a satin short robe. We made our way to the cashier where the woman remarked, "Looks like you're doing some closet cleaning." My mom laughed and responded, "No, these are for him." My face turned scarlet and I blushed deeply. The cashier chuckled, "He'll look adorable in those." My mom answered with a smile, "I certainly can't wait to see him wearing them." My eyes widened, and I felt incredibly embarrassed.
After that, we moved on to a place referred to as Paper Kites. The store stocked women's partywear such as dresses with short skirts and provocative designs. My mom fetched a trio of leather skirts, a couple of loose skirts, and five short dresses. She also grabbed several shirts that didn't provide much coverage. She paid for her items and we departed for Target. There, she shopped for myriad short booty shorts, tight jeans, blouses, and crop tops. And there I was, witnessing it all, knowing they were meant for me.
Our final destination was a shoe store, where my mom bought four unique high heels of various heights and a couple of flat shoes. After shopping had been completed, we left with 10 bags full of clothes. We got back into the car, and mom quipped, "I can't wait to see you sporting these." I blushed and said, "I'll take my time trying them out." She then started the car and drove inside.
Once home, my mother instructed, "Head upstairs and clear out your drawers; only panties and bras are allowed from now on. And, hang up all your new clothes." I replied, "What about my old underwear?" She smiled sweetly and noted, "Best toss them; you don't require them anymore." I nodded and headed upstairs, contemplating the recent events. I disposed of my old underwear and replaced them with lace panties and bras.
I then headed to the bathroom for a shower, spending some time thinking about how mom gave me oral pleasure, then I did the same for her, and now I had a wardrobe filled with women's clothes to wear. I continued to ponder as I put on my black lace panties, bra, booty shorts, and a t-shirt. Unseen eyes seemed to be monitoring me, so I cautiously peeked my head out of the shower door but observed nothing. I continued showering. Once I felt spotless, I emerged, dried off, and got dressed.
Mom told me to take my bags upstairs and discard the clothes, instructing me to also throw out all my previous underwear. When I reported back, she said, "Let us all dine together soon." I agreed and, after placing my clothes in the laundry, hurried to the dining room where my dad and brother awaited dinner. My mom entered soon after, wearing a silky robe that just barely concealed her large breasts. I was astonished by her appearance and felt the cock bulge beneath my shorts. Ben moved towards my leg, slowly massaging it. My cock was hard and pushing through the shorts. He gradually moved up my thigh towards my crotch as I tried to contain my arousal.
We enjoyed a meal while discussing events of the day. Meanwhile, my brother's hand remained on my upper thigh, teasing me closer to pleasure. After several minutes, he relinquished his grip. My cock bulged prominently through my shorts. I desperately whispered to him, "I'm about to cum." Ben then released me, and I returned my Rohypnol cock to its usual confinement. My mother requested for me to remove my plate, winking playfully as she observed my substantial cock outline in the fabric of my shorts. I managed to maintain my composure while handing my plate to Ben. He asked if I could assist with clearing the table, a task I approved.
I dashed upstairs, closed the door, and began massaging my helpless penis, finally experiencing an orgasm. I reached climax and relaxed in wash of pleasure, my entire body tingling. When I felt content, I listened to my door open. "What is it, mom?" I inquired. "Mind if I join you?" she inquired, half-naked, brandishing her enormous tits, hips, and soft cock. In astonishment, I responded, "Uh, sure." She dropped the robe, displaying her naked body to me. I stared in awe at her perfect forms. "I can't wait to see you sporting these outfits," she added, still dragging her robe off. The eroticism was simply too intense, and I was able to grow even more aroused due to her remarkable figure and those magnificent breasts. I mumbled "T-thanks, Mom" as I resumed stroking my excited penis.
I listened to a knock on my door. I hurriedly stopped and announced, "Who is it?" The voice replied, "It's mom." I quickly opened the door to find my mother without any clothing, standing before me. She had a captivating full-bodied figure with a slight rubbing of her hips. I paused stroking and gaped at her naked form, astounded by her giant tits and her hidden cock. "Take off your shorts if you want to continue," she said. Trembling, I obliged and unzipped them slightly. "It's about to come so if you don't mind," I offered. "Eh, fine," she replied then sat on the edge of my bed, revealing her amazing butt. The enchantress slowly knelt before me, taking my cock in hand. "Now I know how you felt when I sucked your cock," she said, now sitting on my bed. "It feels incredible," she grinned. "But so does it when someone is sucking mine." I agreed and continued stroking as I anticipated the arrival of yet another mouth on my cock.
Climbing onto the bed, she mentioned, "You're going to require some assistance, little one." I grew red and shook my head. She replied, "I'm convinced you do, sweetheart. Allow me to aid you." As she moved my arms, my erect penis seemed about to tear through my shorts. I witnessed her lick her lips and grasp the waistband of my shorts before pulling them off me. My taut dick slapped her cheeks, but this did not discourage her but motivated her, leading her to commence sucking on my member. She clearly had little time as she plunged into me straight away, attempting to swiftly milk my cock. I didn't endure long from her assault on my member and I discharged in her mouth, pressing my lips together to muffle my groans. I melted into my bed, at ease, and mother made the most of the chance to pivot so our faces were 69ing, with her on top. She didn't allow me a moment to adjust before sliding half her member straight into my mouth. Mother permitted me mere seconds to become accustomed before rapidly pushing the rest into my throat. I could sense her sucking on my member too, but the experience of her member down my throat was overwhelming the feelings from her blowjob.
For what felt like hours, we 69ed. Then mum told, "Yes, yes, take my sperm, baby. Don't spill any this time." I felt her member start to enlarge, so I knew it was approaching, and I readied myself for the torrent of semen she would allow down my throat. I scarcely managed to swallow it all, yet I didn't discharge any this time. She ceased cumming and persisted in assaulting my member frantically, aiming to make me climax once again. Intensely jerking me off and sucking the tip. I swiftly groaned and surrendered my subsequent release directly into her mouth. She consumed all my semen, or so I assumed, but she promptly revolved and kissed me on the lips, sharing my own semen with me. She dumped half my release into my mouth. I swallowed it all while feeling rather filled from all the semen I had ingested.
She got up, resumed wearing her robe, and stated, "I need to return to your father. Sleep well, sweetheart." I soon dozed off, drained from all the orgasms.
Read also:
- My Close Friend, a Female, Fondled Me
- Slim, Youthful, and Well-Endowed in Part 2
- My Initial Experience with Father
- London Student Works as a Prostitute
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