Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 31 by Mmmm101 Mmmm101

Give into temptation and take "Lisa's" first time? Or get ready for Ashley's arrival...?

Take “Lisa’s” first time

“Hey, Lisa…”

I whispered in her ears, a blush immediately taking Lisa’s pretty face as Jimmy discovered first hand the thrill of being addressed by his skin’s name.

“I really, really have to tell you something…”

I continued,

“Alex, I-”

“Shhhhh, Alex isn’t here. I’m Emmy, remember?”

I whispered it as I let my finger wander over Lisa’s plump, sensitive lips.

“Ahhhh~”

She moaned, just a little, at even that small stimulation, causing me to give her the most affectionate smile as I settled in close to her.

“We’ve been friends for so long now, and there’s something I need to tell you. I thought these feelings were unnatural, I thought I shouldn’t share them, but I can’t stop anymore! When I’m around you, it gets so hard to speak, and sometimes I feel a pressure in my throat, like I’m **** back so much emotion! My knees feel weak, and I feel so nervous. And you’re always so, so kind to everyone, and so sweet, and so, so… so beautiful! You’re the most beautiful woman I’ve ever seen, and I just, I just feel so much for you!”

Jimmy’s blush was so intense now, so strong, the sensation of being confessed to so intimately by a beautiful girl like Emmy overwhelming him. And being Lisa too! Being told he’s the most beautiful woman, being showered with love like this, and being able to turn even just a little to the mirror and confirm the truth in those claims… so recently after the huge sexual rush of wearing his first female skinsuit, it was all too much.

His slit was almost leaking love juice now, the powerful sensations of female sexuality rushing through his freshly stolen body, while roleplaying as the two girls who’s skin we wore took things to unbelievably erotic heights.

He didn’t have Lisa’s memories, her soul still sitting comfortably within me. He didn’t know that this confession wasn’t real, that even with so much affection and love between Emmy and Lisa, and the bi-sexuality inherent to nearly all women, both girls were mainly straight. He didn’t know any of it, and so with the powerful deluge of new sensations he’d experienced in so short a time, he had **** but to believe it, to find himself utterly grounded within Lisa’s reality, being dragged, thrillingly, into her role as much as her skin.

“Emmy, I… I feel the same way!”

The happy affection that flooded her eyes was so genuine, as the hormones and all the endorphins of the last hour made “Emmy’s” sudden confession feel just like love.

“I’m so happy!”

I followed it with a kiss, suddenly sliding the last centimeters needed to match Lisa’s mouth with my own, thrusting Emmy’s tongue inside. At first she was too stunned to respond, before she started kissing back wholeheartedly, all smiles as she explored her best friends mouth.

Lisa’s lips are so plump and soft… this is really my first kiss with her. I’m so happy…

Endorphins rushed around my brain, as my feelings of love seemed to corrupt the Emmy personality I decided to wear, my own lust warping her affection for Lisa into love too, at least while I wore her. The effect was such a magnified affection, huge rushes of positive emotions mixed up tight with dopamine as I kissed her again and again.

The pressure of our bodies got to be too much, Lisa tumbling back with me on top of her as we fell onto the carpeted floor. Breaking our kiss, with a long strand of saliva hanging between our mouths, I said;

“Wait a second babe, let me get fully natural…”

As I rushed to tear off Emmy’s jeans and panties, tank top and bra following. I was so distracted I didn’t notice Lisa slide up between my legs until she wrapped her arms around my thighs and brought her tongue to my slit, sparks running all through me as it teased the entrance and found my clit.

“Ohhhmmmmm, Lisa….”

My moans almost sounded pained, they were so full of pleasure, the rich sensations taking me higher before my legs gave way and I tumbled down on top of her face.

Right now my crush is eating out my pussy… Oh My God…

If the me of last week could see this scene and know it was him inside Emmy’s form, he’d think it was the greatest fantasy brought to life, and as I felt the huge rushes of stimulation pump through Emmy’s tiny body I couldn’t help but feel deep gratitude that I’d been turned into a skinwalker.

My first female orgasm in Emmy’s skin burst through me as her love juices squirted out into Lisa’s mouth, her beautiful voice laughing with joy after drinking it down before kissing me, the musk of Emmy’s flavor passing between our mouths.

I fondled Lisa’s bigger breasts, causing her to moan too, before taking her nipple in my mouth. Emmy’s tongue was smaller than my own, but it felt a lot more sensitive somehow, as though it was taking every little millimeter of sensation as it ran over Lisa’s pillowy soft areola.

I lapped at her nipple and sucked, eliciting another moan that seemed to make me tingle all over for having heard it.

“Hey Lisa… there’s something I want to try.”

I whispered it to her, all passion, to be met with a blush and a nod. I pushed her down and moved both our legs in a tangle, slotting together in a classic scissor position as I slid closer and closer. I could see her biting her lip as she saw what I was doing, anticipation causing her slit to get hotter and hotter as I gave her a lewd grin.

“I’m ready, Emmy…”

Hearing her say that filled me with so much love! I pushed our pussy lips together, the sensation immediately rushing through us, as I started using my core and hips to gently rub them together. I could hear Lisa moan as she started moving too, so much heat building in our crotches as they met.

“Be a little rougher with me…”

She pleaded, as I sped up a little, knees immediately feeling weak at the sensation. The heat from both our pussies rubbing together, the slick, hot sensation of our love juices mixing, and the little sparks that seemed to build in our heads were filling us with ecstasy.

I scrunched my eyes closed, wanting to feel every sensation, the soft, girly moans of Emmy and Lisa filling the air together. I never thought I’d be able to hear both of them at once…

Biting my lip from the pleasure, we went on and on, juices running down our thighs and onto the carpet. I could feel the waves of a female orgasm building, before all at once they rushed out onto me and I squealed, Emmy’s voice coming out high and only drowned out by Lisa’s as she reached her own orgasm.

Overwhelmed by the feelings, both of us relaxed on the floor, feeling like we were melting. I gave a little peek at Lisa; her face totally captured in an expression of bliss as her orgasm took her, Jimmy’s first as a woman filling his mind with love.

I just gave Lisa an orgasm… as her best friend, Emmy…

I bit my lip as I thought about it, the eroticism of it suffusing me. Still though… I couldn’t help but long to give Lisa an orgasm in a way that only a man could.

I looked over her body; sweat along her breasts and midriff, love juices down her thighs, saliva on her nipples. Dark hair, freshly tousled, plump lips and the space around her mouth still daubed with Emmy’s pussy juice. She looked so sexy, all defiled like that…

Resurrected lust began building again, a frustrated desire to dominate this girl I loved even more fully, and as a man. I thought about tearing out of Emmy’s skin and throwing it to the side; taking her as myself and leading her to sexual heights only a man and woman could reach. But then again, I didn’t really want to leave Emmy’s skin either.

I’d only been inside her for a short time, but it was so comfortable in here. The rich, cushioned feeling of her big ass when I sat, the way her energy flowed around her short little body. The way I could see her brunette hair around my vision as I wore her head, and felt it swish around my shoulders and ears as I turned to look at Lisa. I was enjoying being Emmy so much too…

My desires mixed more and more in my heart as I looked at her, **** lust for Lisa, and lust for being Emmy, all coming together with the urge to dominate.

“Ahhhh~”

I moaned, gingerly, as a pressure started in my pussy. Unfamiliar, it hurt a little, but the slick hot love juices flowing inside eased the pain as a sudden **** spread my vaginal walls from within. It was building, closer and closer, gentle panic overwhelmed by curiosity before it broke the surface.

With a gasp from both of us, my dick, hard and girthy, erupted from Emmy’s pussy lips, pushing them aside with its thickness. It looked so wrong emerging from the delicate folds of the small girls most feminine place, and her short size made it look so much bigger and chunkier than normal. Hot liquid spilled out with it too, drips of Emmy’s female arousal tumbling out with it as it stood, proud and to attention, ready to take its place inside Lisa’s snatch.

“Oh My God, is that… your dick??”

Jimmy sounded shocked, but I could hear a curious, forbidden arousal underpinning Lisa’s voice as the question was asked.

“It certainly looks like it. I didn’t know I could do this in a skin…”

Emmy’s face was corrupted by my evil grin as I admired it, the head colored rich purple it was pumped full of so much blood. I needed to relieve some of this pressure now.

“Ahhh~ Lisa, I don’t know what’s wrong with me!! This… thing! Suddenly burst out from inside, I don’t know what to do!”

I whined out, playing a scared Emmy as I scooted closer to her. I could see Lisa licking her lips as she stared at it, almost entranced, huge rushes of female hormones overpowering Jimmy’s male brain inside.

“Well Emmy… maybe I could help you with that? Would it… fit inside?”

I could see the gears working in “her” brain, partly engaging with our little roleplay and partly trying to justify what was about to happen. I didn’t give her long to think about it.

“I think it goes something like this.”

I smiled as I slid right up close, giving her a short, tender kiss on the lips as I lined it up at her entrance, dragging the head around her pussy lips to be met with a sharp inhalation of breath. I thrust inside.

Immediately, she fell back onto the floor and I filled the space, pushing deeper as I got on top. Emmy’s short legs working to push my body closer and bury me inside Lisa’s cunt.

“Oh My Goooddd!!”

She moaned out, small tears forming at the corner of her eyes as the first bursts of the pleasure of being penetrated burst through her brain. A wicked grin took my face as I saw it, knowing exactly how ecstatic a woman’s place can be in sex, before I tore into my second stroke.

I started building a tempo now, wandering hands finding supple breasts as I squeezed her nipples, Emmy’s diminutive fingers making Lisa’s boobs seem so much bigger in my hands as my fingertips greedily dug into them. And her pussy! It was so hot and tight, it seemed like my head was rushing full of gold each time I slid deep inside her, bringing new heights to my pleasure! I gritted Emmy’s teeth, resisting busting my load too early, knowing that it would soon be futile anyway as the immense ecstasy of finally having sex with my crush burst over me.

Lisa was squirming as I fucked her, the sound of squelching juices filling the air as she was so wet, face a picture of melting bliss as I made “her” a real woman. She leaned up and grabbed my cheeks, kissing me hungrily as we made love, dragging me down on top of her totally while our breasts pressed together. I was grateful for Emmy’s powerful thighs and hips now, the motion of our sex never being interrupted as they gave me the flexible strength to fill Lisa’s pussy from every angle even while our upper bodies writhed together on top.

Breaking the kiss, saliva hung between lewd faces, pupils dilated as she cried;

“Emmy, I think I love you!”

“Ughhh~!!”

It was way too much! Those words, the real love in my crushes eyes, the tightness of her snatch!

She squealed as she orgasmed, head going back as she shrieked, hot pussy juice squirting all over my thighs as her walls clamped tight on my length and started milking it like they’d never let go.

I moaned so deeply as it overwhelmed me, Emmy’s voice corrupted at the perfect mix of ecstatic pleasure and beautiful pain as it screamed in a male orgasm, my hot seed exploding out deep inside Lisa and painting her womb white.

It seemed to go on and on, my longest male orgasm in years as more cum filled the beautiful, sweaty girl I was buried deep inside. When both our orgasms tumbled back, so did I, Emmy’s small body looking like she’d ran a marathon as I let my weight fall on Lisa. The rich musk of sex utterly filled the room as we lay together, an experience greater than both our wildest dreams bringing Jimmy totally into my new world…

Getting freshened up before Ashley's arrival...?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)