She Switches Roles on Him Ch. 02

Story Info
Lovers have a girls night.
3.3k words
4.7
15.3k
7

Part 2 of the 2 part series

Updated 06/11/2023
Created 08/10/2022
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
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

It had been several weeks since she found his stash. They had talked about it. It would not be an all the time thing. He didn't want to be dressed all the time, and she needed a man. But both agreed it was possibly the best sex either one ever had. And it greatly stimulated their regular sex life.

..........................................

God he loved her. Their sex life had only gotten better since she found his woman's clothes. And that incredible night. And while it was something he liked to dabble in, not dress all the time, she was completely on board. She really was the woman of his dreams.

But he also couldn't stop thinking about how good it felt to be the woman. All his life he had been the one doing the fucking and being dominant. It felt so good to be dressed in fem and turn himself over to her.

For his own pleasure, but also wanting to surprise her and please her, he had been practicing. He would go to the special drawer and get the dildo and bring it to the shower with him. He would get on his knees, and suction the dildo the shower wall. Water cascading down his back and over his chest, he practiced sucking the cock.

He was over zealous the first time, went for too much too fast, he gagged and coughed so hard and almost threw up in the shower. He learned his lesson. He let the tip of the cock hit the back of his mouth, he had half of it in. He slowly inserted more, almost using his lips like hands, clamp down, pull, open, extend, clamp down and pull. He felt the tip enter his throat and could feel his throat expanding, gripping the cock. It was such an odd experience. It didn't hurt, painfully, but it didn't feel right. Yet it felt perfectly right. It turned him on. It was a sense of accomplishment. A point of pride. He was going to get this cock all the way in his mouth.

And it was actually easy after that. His throat expanded as the tip went all the way in. His gag started in his diaphragm, he heaved up in his chest, but not his throat, and actually sank the cock deeper in his throat, as his lips drew more of it deeper in his mouth.

He could feel it's girth opening his throat, but there was no more awkward feeling, only wanting and determination to get it all. He kept going and reached the balls with his lips. A feeling of pride as he slid the cock from his mouth.

As he continued to practice, he was able to get it in his throat with ease. Now was the learning what he felt and what he could do. He would get it all in his throat, he could feel his throat expand all the way to his Adams apple, but he learned he could still breath through his nose, cock buried in his mouth. His throat so tight around the cock, he could feel the tip and the ridges of the veins. It made his cock hard. He may have stroked his cock a few times, but this wasn't about him, this was about her cock.

He also learned that even though his mouth was full of cock, and he could breath through his nose as his throat was full, he discovered he could still use his tongue. He started running his tongue on the underside of the cock. He could stick it out and lick the balls. His cock would throb at this. He actually wondered at one point if they were real balls if he could get them in his mouth.

He beamed with pride as he bobbed on the cock in the shower, able to take it all in his mouth, stroking his cock under the hot water.

..................................

She loved him so much. He was her man. She felt so safe and secure with him. He made her feel whole. She loved spending time with him. She needed him to be her man.

But that vulnerability. That weakness, that wasn't a weakness, that gave her power. After a lifetime of being submissive, giving herself with little return until him, and then this.

It was so empowering. It felt so good. She didn't want it all the time, she wasn't drunk with power, but it felt so good. Her vulnerability already in the open, and now his is, and she holds it in her hands with awe. He actually looked so good in lingerie. He looked so good as a woman, and his hard cock in his panties only made him more sexy. But what did it the most for her was his willingness to open himself to her after being called out, and letting her take charge. It was so empowering, so masculine to be so feminine. So submissive for such a dominant personality.

She looked at him one day and said "I want to have a girls night with you tomorrow night. Let's dress and have delivery and drink wine and watch movies. And then I want my little slut to come out and play. Can we baby?"

"Baby that sounds like so much fun, of course we can!" he said to her as he adjusted his stance to hide his stiffening cock.

.......................................

They had decided that it was a comfy girls night, but he still wanted to look good. He got home before her, and hopped in the shower. Using her soap, shampoo and conditioner to smell nice, and spritzing some perfume on after. He went to his drawer and selected a lacy but modest bra and put it in place, and inserted his breast forms, readjusting the straps until it was perfect. He loved nylons, the feeling on his legs too good to pass up. He picked the black ones that go thigh high and stay up on their own. He slid them over his smooth skin and got them in place, and just lightly rubbed his legs. He loved the feeling.

He knew just where to go next. He grabbed a pair of red panties, a thong, with the open crotch so his cock would be exposed, and beads running up the back string, sitting nicely in his ass. A bit much for a comfy girls night at home, but he loved the feel of the beads in his ass, and wanted to be free, not tucked away in panties today.

Next he grabbed a flowing light and dark blue summer dress and put it on. All one piece, falling to just above knee high on him, nice and airy on his nylon covered legs and fresh air to his exposed cock. A scoop in the neck line to show off just enough of his cleavage.

Last came the wig, and after securing it in place, he ran his fingers sideways across his face and tucking the hair behind both ears.

He felt so feminine and so free. It felt so good. He was ready for a great night with his lover.

...................................

She got home and set her things down. She walked towards the bedroom and when she got to the door, she glanced in as he was finishing putting on the sundress. She watched as he looked at himself in the mirror and put his wig on and adjusted it.

Never in a million years would she have thought she'd be ok with this. Yet as she watches him dress as a woman, she can't help but feel so many good emotions. He was comfortable enough to do this around her. He was comfortable enough to turn himself over to her. And she couldn't help but think how cute he was and how much she wanted to fuck him. A smile spread across her lips as she walked into the room.

"Hey baby! You look cute and comfy." She said as she walked up behind him, sliding her hands on his hips and around him, pulling him close, his ass pressing into her pelvis just like he does to her. She wished she had her strapon so he could feel her cock the way she feels his when he does this. She kisses his neck and sucked his ear lobe, lightly nibbling.

"Go pour us some wine and let me get changed" she whispered in his ear.

He turned and kisses her deeply. Breaking the kiss and smiling he walks out of the room, and she can see a tent forming in his dress.

"See you soon baby"

She undressed and looked at herself in the mirror, caressing her body, contemplating what to wear. She walked to her dresser and grabbed a pair of short shorts, that cut off just below her ass. She walked over to his dresser and grabbed a white tank top undershirt. One last look in the mirror and it was perfect. His under tank showed just enough cleavage, and her nipples were clearly visible through the white fabric.

She went out to the kitchen where he was standing looking through take out menus, 2 glasses of red wine poured and ready.

His jaw dropped as he looked at her.

"Well now I feel over dressed." He said to her.

"Nonsense, you're comfortable and so am I. Let's order some food, drink some wine, and have our girls night." she replied to him.

They sipped their wine and decided on Chinese. They placed their order and sat at the table drinking wine and talking and giggling together.

The door bell rang and she went to the door and he grabbed the plates. The look of shock on the delivery drivers face was comical. He couldn't stop staring at her nipples, now hard and poking the fabric. She saw him glance over her shoulder and saw pure lust and wonder in his eyes. Her lover was setting the table and was bent over away from the door. His dress riding up to the tops of his nylons showing off his legs and his cute little ass sticking out. She could see the tent in the delivery drivers pants as he walked away and she couldn't help but giggle.

They sat and picked at their meal, both too busy chatting and drinking wine. They finished up, put the left overs away and grabbed another bottle of wine and headed to the couch to settle in with a movie.

The movie they put on wasn't important because they weren't paying attention to it, they were paying attention to each other. The wine doing its work, they flirted back and forth. He couldn't take his eyes off her nipples and cleavage, and her perfect long smooth legs. She couldn't stop thinking about how cute he looked, the sundress perfect on him, the nice cleavage even though it was fake, how good his legs looked in those nylons, and the little tent in his dress.

"Baby, you are too cute, I want pictures of you and us," she says as she grabs her phone. He smiles for her and strikes a few poses as she snaps a few pics before sliding over and taking some selfies with him, making sure to get as much of their bodies in the pictures with their smiling faces. The last one she takes if of them kissing and its both their favorite picture.

The wine has finally gotten to her, it's time to go to the bathroom and come back and play. She tells him she's going to the bathroom and she'll be right back.

Was there anything better? He thought as he laid his head back on top of the couch. So free, crossdressed with his lover, drunk, and horny. He grabbed his cock through his dress and slowly stroked his cock as he thought of her. He got a surprise surge in hardness as he thought of her telling him about the delivery man checking them both out. He continued to slowly stroke his cock, but opened his eyes when he heard her come out of the bathroom.

She really did go to the bathroom. But she also hid her strapon in there as well. Removing her panties, she secures her cock in place and heads back to the tv room where she sees her lover, head back on the couch, and she can tell by his arm movements he's jerking off.

She walks up to him from behind, her cock being placed over his face. He stuck out his tongue and licked the bottom of the shaft all the way to her balls and back to the tip. She stands over him and matches the pace he strokes his cock so he can watch her jerk off over him.

He sits up and with lust filled eyes beckons her around the couch. She walks around and stands in front of him, as he reaches up and grabs her cock and strokes it a few times, flicking the tip with his tongue, watching her cock as he strokes, glancing up and seeing her nipples, and finally making eye contact with her as he takes the tip in his mouth.

He works his way down her cock about half way, still stroking her cock and his cock ever so slowly. It's time to surprise her, he thinks and shifts his eyes from her cock to her eyes. His hands come from the cocks to her hips, and eyes locked, he slowly sinks the entire cock in his mouth.

A gasp escapes her lips, followed by "Oh my God, that's so hot!" His lips puffed out as he pulls the cock out of his mouth.

"I've been practicing for you baby"

''You can do that again and again and again" she replies. She leans over and grabs her phone.

The first picture he's got the head in his mouth, the second he has half, the third he has the whole cock in his mouth. She gets a side angle shot and will see later that not only is the cock buried in his mouth, his tongue is out and licking her balls.

She sets the phone down as he grabs her hands and puts them on his head, he returns his hands to her hips and begins to move her hips back and forth. She immediately catches on and takes over, thrusting her hips and bobbing his head on the entirety of her cock. She's face fucking him. Every time he gets it all in, his chin bounces on her balls, which in turn bounces on her clit, making her so wet.

She feels so much power over him. So much control, it's such a powerful feeling. She pulls his head close and thrusts deep, leaving her cock buried in his throat. A moan escapes her lips, this is so fucking hot. Just for this moment in time she wished she was a man, her cock a real cock and she could feel the back of throat on her cock head.

He leans back, removing the cock from his mouth and she can see how wet her cock is with his saliva, and at the tip that long string of thick saliva that can only come from the back of the throat. He stands up as he guides her to sit on the couch. He stands between her legs and turns around, removing his dress. She smiles at the sight of his panties, now she knows why he was tented in his dress. red open panties with the beads on the thong string. She reaches out and smacks his ass. She grabs the top of his thong and pulls up, pulling the beads tight in his ass. A delightful moan escapes his lips.

He reaches around and moves the beaded thong string to the side and begins to squat. She grabs hold of her cock as he spreads his ass cheeks and she guides her cock into his ass. He sinks slowly down on her length, moaning the whole time. His saliva more than enough lube, but she is stretching him and he sinks slowly to get used to her.

Soon he begins bouncing on her cock. They are both moaning in pleasure, her buried deep in him and bouncing, and as he gets all the way down the contact of her balls on her clit is driving her wild. She smacks his ass again and he yelps in the best meaning of the word. Her phone is near by and she sees and instantly wants more pictures. She grabs it and snaps a few shots of him at various depths on her cock, able to see her hand print clearly on his ass.

He stands up and turns around. His eyes pure lust, and she sees his cock for the first time. It is rock hard sticking out of the opening in his red panties, precum stretching into a drip off his cockhead. He stands over her on the couch and sits down on her cock, guided by her again. She fits into him easily now, and she goes all way in him. Sitting on her cock, he leans in and kisses her, their tongues intertwined as he begins to grind on her cock. Her hand slips between them and using her index finger spreads his precum around his cock before she grabs hold and gives it a few strokes. He moans and leans back.

He adjusts his position, putting his hands on her knees, and bounces on her cock. Her hands are up playing with her rock hard nipples, and his cock is slapping her stomach in rhythm with his bounces, leaving wet cock imprints of precum on her shirt. Her clit getting a workout every time he bounces down, her balls smacking her clit, her pussy so wet her juices are on her thighs.

"I can't take it anymore, I have to have you!" He says as he stands up off of her. He gets on his knees between her legs, with one hand lifting her cock, his other hand guiding his cock into her. He sinks easily to her wet pussy, but she's wrapped tightly around him. They both moan in ultimate delight.

He begins to pump in and out of her, and he grabs her cock and strokes it. They are both so overstimulated and turned on it's happening so fast. The feeling of his cock in her and him stroking her cock, again the balls slapping her clit, she can't take it anymore and moans and screams as her orgasm rocks her body.

Her pussy clamps around him and he can feel the rush of wetness on his cock and it's too much for him to hold back, he spasms as he shoots his cum in her. As he spasms, his cock is pulled from her pussy and some cum shoots onto her cock and balls.

After a few breaths to steady himself, he leans down and looking in her eyes, licks his cum from her cock, licks her balls clean, and then lifts up and begins to clean her pussy. She can feel their mixed juices deep inside her sliding out of her pussy onto his tongue. He sucks it out and uses his tongue to lap it up. He swallows most of it, but saves a little on his tongue as he slides up to kiss her. Their tongues dance and play with their combined cum, before breaking their kiss and swallowing it all.

They rest in each others arms catching their breath before heading to the bedroom. They lay naked next to each other and fall asleep with satisfied smiles on their faces.

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
AnonymousAnonymousabout 1 year ago

Bad format ruined it

DianeRedfernDianeRedfernover 1 year ago

Absolutely one of the hottest two-part stories I've ever read here. My loins ache for more. I am so wet, hot and bothered. It's been two months - any chance more is coming? xoxo, Di

RedjillRedjillover 1 year ago

An awesome story line, picked up smoothly from part one. Pls pls pls Part three!

AnonymousAnonymousover 1 year ago

So hot. I love the sensual domination thing you have going. I love being pegged and my fantasy is sensual domination. Puts me right into my headspace!

AnonymousAnonymousover 1 year ago

Please continue this series.

Share this Story

READ MORE OF THIS SERIES

Similar Stories

The Deal Freddy's wife convinces him to dress up and go clubbing.in Transgender & Crossdressers
Shemale Surprise A married man is seduced and taken by a friend of his wife's.in Transgender & Crossdressers
Birthday Present Pt. 01 He becomes his wife's lovely lesbian lover.in Transgender & Crossdressers
Playing with The Neighbors Sex games lead to wife swapping and crossdressing.in Transgender & Crossdressers
Beware of Bridesmaids A guys is tricked and teased by a bridesmaid.in Transgender & Crossdressers
More Stories