Jessie and Lizzie's Prom

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"So," Lizzie paused for a second before giving a little smile, "Your place or mine?"

They ended up going back to Jessie's, knowing Brock and Julie would have gone back to Brock's place and Jessie's parents were away once again, despite her making a stand that evening Lizzie wasn't entirely sure she could face her own conservative parents with her current lifestyle.

When they got inside Lizzie sat down on the couch, suddenly as nervous as she had been the first time. Earlier that evening she'd wanted to go all the way but now she really didn't know. Jessie sat down beside her:

"Are you ok Liz?" she asked, Jessie could always tell if something wasn't ok with her girlfriend, "You know we don't have to do anything you don't want, we can just sit here and talk."

Jessie put one arm around Lizzie's shoulder and began to stroke her gently and softly like a child as Lizzie's courage began to come back to her. Lizzie bent and began to kiss her friend's long bare white neck with gentle soft kisses moving gradually down towards her breasts. Jessie reached behind her back and slowly unzipped her tight pink dress, allowing her massive round breasts to fall free into Lizzie's waiting lips. As Lizzie planted kisses all over her friend's gorgeous round tits she felt herself getting hot and knew Jessie must be feeling similar as her friend's nipples were hard and erect.

Lizzie allowed Jessie to stand and drop her pink dress to the floor revealing her pink panties and long smooth legs. Lizzie pushed her friend back onto the couch, stripped off her panties so Jessie was dressed in just her long pink gloves and pink pumps, and thrust Jessie's legs wide open. Already Jessie moaned with the thrill of Lizzie's newfound eagerness. Although Jessie had eaten Lizzie out, so far Lizzie had been too nervous to return the favour although she knew Jessie was desperate for it.

***

Brock looked in shock down at Julie's cum stained body and at the cum that covered his own hands, suddenly he realised that for all her enticing sexy body he had been jerking off a big hard cock. This realisation was followed on a couple of seconds later by the even more shocking realisation that he didn't care. Not only didn't he care but he was actually quite turned on by the whole situation.

Julie lay exhausted on the bed and was quite surprised when Brock bent down and began slowly and leisurely to lick the cum from his body. As Brock's tongue lingered over Julie's smooth thighs she could feel her own cock become hard again and Brock took this as an opportunity to pounce.

Surprising even himself Brock grabbed Julie's firm erect member with one hand and began to take it into his mouth. Inexpertly, but eagerly and rapidly Brock began to suck Julie off, bringing out sensual moans of pleasure from her pouting dark lips. He felt her hard dick throbbing in his mouth and felt a little disappointed when she withdrew it.

Still dressed in the corset that gave her large breasts and a perfect hourglass figure Julie stood up and grabbed Brock with surprisingly strong arms and threw him face down onto the bed. Before he was fully aware what was happening he felt Julie's cock thrusting into his tight virgin ass. He tried to struggle to escape from her painful thrusting but soon he embarrassingly began to relish the pleasure of how it felt to be ass fucked by this beautiful, well hung girl.

Brock couldn't hold himself in any longer, the stimulation in his virgin ass was too much and he felt an orgasm spreading through his body before her emptied himself all over the sheets of his bed. As if this was some signal Julie too threw back her long black curls and with one final, hard thrust filled Brock's waiting ass with her hot white juices.

Finally both collapsed, exhausted, on the bed in a pool of cum, wide grins on both faces as the new experiences of tonight had certainly been entertaining ones.

***

Lizzie paused for a moment, just staring at Jessie's enticing shaved cunt and erect clitoris. After that moment she dived in and began to eagerly lick at her friend's slit and relieve her throbbing urges in a way that tried to imitate the pleasure Jessie had given to her. Jessie's stylish blonde hair was thrown back and she was sensually groaning with joy as her hands ran across her erect breasts and played with her nipples.

"I'm cumming," Jessie screamed with joy as she squirted her juices into Lizzie's waiting mouth.

"Lizzie that was wonderful," Jessie said as her friend finished drinking her juices and stood up, "You were great," Jessie smiled her brilliant white smile, eyes sparkling, "I think you deserve to be rewarded for that."

Lizzie was still dressed in her cleavage enhancing black halterneck which she let fall to the floor, her own eyes lit up with anticipation. Beneath the sexy dress Lizzie wore a low cut black lace basque and black stockings.

Jessie walked over to her and took Lizzie into her arms, the girl's erect breasts pressed against each other as they engaged in a tongue wrestling kiss while Jessie fumbled for the clasp on Lizzie's underwear and let that too fall to the ground showing off her friend's gorgeous pert naked body. Lizzie could by now feel herself really dripping wet as her pussy cried out for the relief that she was desperate her best friend would provide.

As if able to read her friend's dirty thoughts Jessie pushed Lizzie back onto the couch and pulled out from behind it an eight inch double ended strap-on that she attached to herself. She looked down at Lizzie and smiled re-assuringly.

"Come on Liz, now it's time to go all the way."

Lizzie smiled back at her, feeling slightly nervous but eager to get the relief of her friend's strap-on inside her. Lizzie had been worried that it would be deeply painful but as Jessie thrust the prosthetic dick into her pussy, deeper than anything had ever been before, the extreme wetness of her arousal acted as a lubricant and Jessie easily slid in and out of Lizzie's tight pussy.

The feel of that hard prosthetic dick inside her and the sight of Jessie's gorgeous face in ecstasy at fucking her friend and her large wobbling breasts which Lizzie began to play with all combined to make Lizzie more deeply aroused than ever before. The shouts and screams of both girls' pleasure was enough to wake up the whole neighbourhood as both raced towards a climax. Finally and almost simultaneously both girls felt their orgasms grow. Lizzie felt her cunt tighten around the rubber dick and her orgasm spread, shaking with pleasure, through her whole small body.

Both girls continued to cum for what seemed like forever before Jessie collapsed on top of her girlfriend's beautiful little body. They lay like that for almost an hour, happily content in each other's arms. Lizzie's head pressed against Jessie's massive chest. In those moments Lizzie felt she finally knew happiness, and this was it, lying exhausted in her sexy friend's safe arms. Truly this had been a prom night to remember.

THE END

(for now at least)

12
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
5 Comments
SissyBoy1WarszawaSissyBoy1Warszawa9 months ago

The whole story, all the chapters are wonderful, giving really a lot of emotions and feelings for the reader and even identifying with Jessie, Jesse-Julie, Lizzie, Brock. I really liked the attitude, the feelings Jessie developed and opened towards Lizzie, and while she didn't fully confess her love to her with words, she showed it with her actions, including defending Lizzie from both her brother Jesse and jealous classmates. You showed that both Jesse-Julie and Brock after not the best experiences, and even abuse by Brock and his teammates, came to a mutual feeling of at least friendship or maybe love? A really great story. SissyBoy from Warsaw, Poland.

📖👩🏻‍🦳❤️👩🏻🔥🧒🏻👧🏻❤️🧑🏻

Cała historia, wszystkie rozdziały są wspaniałe, dając na prawdę wiele emocji i uczucia dla czytającego a wręcz utożsamiając się z Jessie, Jesse-Julie, Lizzie, Brockiem. Bardzo podobała Mi się postawa, uczucia jakie Jessie rozwinęła i otworzyła wobec Lizzie, i choć w pełni nie wyznała jej miłości słowami to pokazała ją swoimi czynami, w tym broniąc Lizzie zarówno przed swoim bratem Jessem, jak i przed zazdrosnymi koleżankami, kolegami z klasy. Ukazałeś że zarówno Jesse-Julie i Brock po nie najlepszych przeżyciach, a nawet wykorzystaniu przez Brocka i jego kolegów z drużyny doszli do wspólnego uczucia przynajmniej przyjaźni a może miłości? Na prawdę wspaniała historia. SissyBoy z Warszawy, Polska. 📖👩🏻‍🦳❤️👩🏻🔥🧒🏻👧🏻❤️🧑🏻

MichelleWhoIsMichelleWhoIsover 11 years ago
Bravo!!!

That was a really great story (all three chapters). It had all the right elements to make it a memorable and believable story line. I especially liked how Jessie took the stance that she was truely in love with Lizzie and how she defended her love. I also enjoyed that Jesse and Brock found so much enjoyment in each other. Again BRAVO!!! for this well written story.

AnonymousAnonymousabout 13 years ago
We Want More of Jesse/Julie!

My friends and I love the series, but we want to see more of Jesse in his adventures as Julie!

AnonymousAnonymousover 18 years ago
Mindblowing! I came without touching myself

Its one hell of a story! i felt turned on and a bit nervous reading it! I want to try it out myself!

AnonymousAnonymousover 19 years ago
Absolutely freaking awesome series!

From a straight girl who has never found crossdressing hot before your stories, enough said

Share this Story

Similar Stories

Double Blind Date Two women who believe they are straight are set up on a datein Lesbian Sex
Lovers Without Realizing It Love takes a woman and her boss by surprise.in Lesbian Sex
A Girl and Her Coach Kissing each other in the pool & locker room.in Lesbian Sex
Unexpected Lust Pretty mother finds love & lust with new nanny.in Lesbian Sex
Jesse's Forfeit Jesse gets punished for losing. Part 2.in Transgender & Crossdressers
More Stories