It’s Like SOOOOO Simple To Expose A Crossdressing Bimbo Barbie Slut Like Me, Lexi Lovelips~!

01.24.19 - Lovely to look at, lovely to experience ……

AGREE ???

Jess walked up from the beach after an afternoon of swimming and enjoying the sun on a spectacular and secluded beach in Sa Coma, on the east coast of Majorca. She was proud of her looks and the stunning English woman on holiday had gotten her share of cat-calls in the town and decidedly favorable looks from the men who walked past as she read her book and occasionally checked her email to be sure all was well back home. She also garnered friendly smiles from several women and decidedly frostier looks from women who seemed nonplussed at their men's obvious attraction to her sensual curves.

She arrived at her hotel after a 5 minute walk along the perfectly white sand, made herself a reservation for dinner at a nearby restaurant and then headed up to her room to wash away sunscreen in a luxurious sunken bathtub and make herself up before going out. Jess remembered the days when makeup was really not an option if she cared to be accepted in the world. Jess's flawlessly feminine face had come only after significant effort, for years, full makeup had been mandatory to cover her beard, and then with time, dozens of appointments for laser and electrolysis hair removal.

This evening however, she loved that she could apply those skills she'd learned for hiding an unwelcome part of herself, to rather lightly brighten and accentuate her feminine features. If Jess's work kept her from being as social as she would like, she had learned to be far more confident than in her past that her looks eased the path of the social time she did have.

In just a couple of minutes she had applied a translucent foundation, accentuated her eyes, opening them up, applied minimal blush and a brilliant shade of red for a classic, simple look. Satisfied, she adjusted her lingerie, a brand new white bridal set from Aubade, checked that her stockings were set just right and then donned a designer white dress covered with black polka dots, the skirt met the bodice a bit high, making for an appearance of even longer legs than she'd been blessed with. The tops of her white stockings were never at risk of exposure, her pretty bust was displayed to good effect, the dress's scoop neckline showed no hint of her balconette brassiere, which accentuated her bust beautifully without offering provocation.

Jess's hair had a natural wave, her hair fell about her shoulders, framing her face in shimmering golden brunette lock. Jess put in her brilliant pearl solitare earrings, clipped on a matching neclace and finished her outfit, picking up her small black clutch and stepping from her flats into 4" Louboutin heels. The red of the soles was a nice contrast to the red of her satin lipstick. She applied a touch of Coco Mademoiselle to her pulse points and enjoyed the sharp citrus oriental which blended well with her feminine scent.

Jess walked into the beautiful hotel lobby, built in solid stone with Venetian glass accents and the lingering scent of rich coffee over the waxed hardwood floors. Her heels clicked subtly against the dark wood and as she exited the front doors, she passed by a strikingly handsome man who was entering. Jess smiled shyly and then blushed prettily as the man briefly made eye contact and then took in her whole appearance, head to toe, failing to hide his obvious interest. He wore a dark blue suit over a brilliant white shirt. He was just shy of 6 feet tall, just an inch over Jess's height in her stilettos.

Walking the short distance to her restaurant, Jess wondered about her fellow guest at the luxury hotel. Clearly he was some sort of executive, however he must also be on holiday, as there is no industry on Majorca. She expected he must have noticed her flush, the flustered hitch in her stride as they passed. Jess had little experience of men. As a young girl who didn't understand how she came to be trapped in a boy's body, she had always been repulsed by the boys in her school talking crudely about girls. As she grew older and the boys conjectures and boasts turned to experience, Jess turned to books, school and music. She had begun to understand that she could not continue to live as a man and that it was possible to find another way. Those were some desperate years.

Jess's family wasn't accepting at first. In time, the slightly built girl did get to know a sensitive friend, Sadie, who shared her interest in history and the young woman was open to Jess's gender and she eventually asked Jess if she might think she was a girl? Initially shocked, and yet inwardly she felt an immediate relief that fir the first time she could remember, Jess felt seen, and no less by a woman as pretty as she hoped to be someday. They quickly became and remained fast friends and over the years as Sadie helped Jess gain a little understanding of the romance that happened between men and women. Sadie had a small crush on Jess, and accepted that as Jess came into her own, it was clear that she was attracted to men.

Jess did learn a little about romance from Sadie, the first thing was how it felt to have someone see you and care and she cherished that. As she confessed to Sadie that she was beginning to be attracted to a boy in their Junior year of high school, Jess realized a new thing in her young life. She had a strong desire to be cared for and her first crush was as strong as any young girl's. Jess and Sadie talked about what they might enjoy in a relationship, Sadie taught Jess how to kiss and they fumbled a little through the mechanics of how Jess might submit to her crush's attention if only he would notice her. Jess was flushed after their "lessons" and she realized that Sadie's attentions went a bit beyond teaching and she had to ask Sadie to stop as she knew she could never reciprocate the more experienced girl's affections. Sadie was crushed and yet each knowing the other had an entirely unrequited affection for someone unavailable, their friendship was not lessened.

As they went off to university, Jess had begun to occupy herself with plans to transition. They wound up at different schools, and their friendship remained strong and they would write to each other weekly. Jess did well in school and the summer after her senior year she had been on feminizing hormones for 3 years, she was now finally ready for her gender confirmation surgery. Because she'd been so fully occupied between studies and the demands of transition, she had had no time to explore relationships or casual romance. She had frequent enough suitors, and never the desire for reciprocating a man's interest. Remembering this past, Jess walked slowly and reflected that finally she felt fully ready for love and romance and realized that even more than her busy career, her shyness and inexperience kept her from seeking that.

What she had learned was to be intimate with herself. After so many years of feeling mostly disassociated from her body, a few months after her surgery, Jess had been laying in bed after watching a new romantic comedy, ready for sleep. That night she'd chosen one of her prettier nightgowns, a babydoll in silky taffeta and rolling to her stomach, her breasts feeling heavy under the weight of her body, still fresh from an earlier bath, she felt her nipples harden. The film had been silly, yet a few of it's moments had touched her more deeply and she'd felt both a slight tearing in her eyes and warmth in her vagina.

Now, laying in bed, feeling aroused again, she had rolled a bit to her side, lifted her hand to her breast and immediately felt a flood of warmth and a new tightness centered on her clitoris. She had reached down at first tentatively and touched herself there and in that moment, she'd felt something completely new. Jess proceeded to lay prone, her head tucked like a small bird's into her shoulder stroking herself through her silken underwear, then reaching inside to feel her wetness flowing.

After that night, she continued to explore. She did not find release, when she got to a certain excitement, she always found she began to lose control of her hands. She also didn't mind. What she had discovered was a deeper, more lasting pleasure than anything she'd even imagined and a small voice told her that what she craved most was to experience orgasm at the hands of a lover. She did, in any case, begin to understand her body, treasure her response and another part of her wondered how would she ever come to share this with a lover?

Arriving at her restaurant, Jess, was asked to sit at the bar as her table was ready. She sipped a celebratory glass of sharp, flinty sancerre. Her mood a bit wistful, wishing her first big holiday could be spent with a special beau. Just as that thought crossed her mind, the handsome gentleman from her hotel sat just down the bar from her. Surprised, she smiled and her smile was returned. Jess's heart skipped several beats ash she slightly panicked as the man stood and walked over to introduce himself, "Hello miss, I'm so glad to run across you so soon after seeing you in the hotel foyer!, I'm John Michaels, may I ask your name and maybe join you for a glass of wine?".

Once again surprised, Jess found herself nodding and she simply said "I'm Jess, I'd love to sit with you while they prepare my table". He ordered a chardonnay and asked what brought her to Majorca. Of course they were both taking solo holidays, both were early into challenging careers and celebrating important projects just finished. Jess was in a sense terrified and yet this also felt like the culmination of a long journey. Almost completely inexperienced, nonetheless here she was, enjoying a conversation with John; she felt attracted to him and was amazed that conversation just seemed to flow, and even the silences in their conversation felt comfortable.

The Maitre d’ approached and told Jess her table was ready. She looked to John and asked “would you like to join me for dinner?”. John replied enthusiastically “Yes, please.” and the Maitre d’ nodded and lead them to a table set for two.

Looking over their menus, they talked about the Spanish menu and quickly agreed on what to order and what they wanted to share in. That done and wine ordered, the settled in and John asked her “Would you tell me a bit about yourself?”

Jess sighed, smiled and replied “Sure, there’s not a whole lot to tell”, thinking to herself “and maybe more than he’ll want to hear”. She proceeded to relate her schooling, talked about her bookish tendencies, her hobbies and her new and satisfying career. They traded some thoughts on work life in the new millennium, John being easily 10 years older than Jess, had seen a bit more change in his professional life. They found a lot in common in their tastes for food, art and other leisure time and continued to talk over their first course.

As that was cleared, Jess decided it was time to let her companion know up front that she was not a cisgender woman. She knew too many men and women who’d been rejected for being trans and indirectly of the dangers of a romantic partner finding out someone was trans after the fact. With a gulp and a small frown she said “I should tell you something”. John was a perceptive guy and caught the change in her demeanor, wondering what news this beautiful woman was going to drop.

Jess started “Because I’m attracted to you, and you’ve been fairly clear in your interest in me, I feel I should share this up front. I’m quite flattered you like me and this can be a deal breaker for a lot of men so I want you to know that I’m a transgender woman. I don’t know if that is something I need to explain and I’m glad to if you want”.

John replied “Thank you for telling me and I can easily be clear, I’m completely enraptured already in who you are. I’m glad you told me and I’d like to assure you, you didn’t need to. I am not ambivalent to transition status, in that I’ve already decided I like you and that’s all I need to know. I hope you’ll feel free to share as little or as much additionally about transition as you wish.”

Jess felt an amazing wave of relief, worry over the need to navigate these disclosures wasn’t a small part of why she’d long avoided dating and she was deeply relieved that on her first time, it seemed to have gone so easily. She said “Ok, wow, I’m relieved and thank you for understanding, I have to say at the very least I was expecting to have to do some explaining. Let’s leave it at that for now and when and if we get more intimate, I’ll certainly want to share how my path got me to where we are today.”

The proceeded to eat a marvelous meal and talked about their lives, a little about families, a lot about university and work. They didn’t share a lot of exact interests or activities, and yet there were overlaps and Jess felt that they shared a certain sympatico which had warmed considerably after her disclosure. She was glad that he clearly didn’t warm to her the way she had seen some men had, clearly fantasizing about an exotic body. Perhaps even more, she was glad he hadn’t asked if she had had gender confirmation surgery. Jess was entirely surprised it had gone so smoothly. She’d talked to so many sexually active trans friends who’d had nightmarish experiences, she felt happy and a bit lucky tonight.

Having finished their dinner, John asked if he could walk Jess back to their hotel. Elated, she inclined her head, and smiled, assenting. They walked slowly, listening to the music ringing out from a nearby nightclub, the soft rhythm of small waves finding the white beach and the occasional night bird singing out. Pausing to call Jess's attention to the blanket of stars a-shimmer over their heads, John took her hand in his and said "Jessica, you are an amazing woman and I'm so glad we've met". Jess smiled, nodded her head and replied "Thank You kind sir, I have rarely felt much special except in negative ways, I feel you're too kind?".

At that, John gently pulled her to him, leaned down and slowly wrapping his arm behind her, pulled her close enough that her breasts touched his chest. He moved slowly and with deliberation, allowing her many slow moments to pull away. Jess's heart was racing and much as she could not believe this was happening, it also felt like finally turning the corner on a path encompassing a couple of decades. She met his eyes, nervously parted her lips and then looked down as he leaned over to kiss her.

Jess was shocked at the electricity she felt throughout her body as their lips met. A warmth built in her abdomen. John's tongue sought hers and she responded to her first kiss since experimenting with Sadie and the first time ever that she truly wanted the overture she was receiving. Their kiss lasted and developed more passion and soon Jess began to feel that warmth in her core expand both to a flush across her chest and a distinct throbbing and flow of weness under her lacy underthings.

Her new beaux's hands moved smoothly to her thigh and to cradle the back of her head, pulling her hps to him and gently easing her head back, he began to kiss all over her face and neck, gentle yet also firm and assertive. Just as Jess was certain she was ready to give in to this moment, John felt that in her response and now lifted his hand up her torso, feeling her curves, Jess realized he must be noting the outlines of her fancy knickers, suspender and brassiere. Johns hand stopped at the swell of her breasts and closed, controlling her body through the soft fabric and firm yielding flesh.

Jess gasped and sought his mouth with hers, her reservations swept aside, she craved being taken by this calmly assertive man, now it was her pelvis that sought out his, feeling his hardness, she mewed and turned her lips towards his, mewling a little as she did and reading her desire he returned his mouth to hers and began a kiss more passionate than the last. Now John's hand shifted from her head down her body to lift the hem of her dress where he caressed her over the top of her stocking and slowly moved up toward her center. Now Jess was completely overwhelmed, throwing caution to the wind she welcomed submission to this attractive, sensitive man.

And just as quickly they slowed as they heard a group of voices, both men and women approaching on the other side of a line of trees. Gently, John slowed and afraid for a moment, Jess found herself glad of the interruption. For all the desire she felt to give in to the moment, she didn't want others to see her in dishabille, even on a romantic dark night in the Spanish Med. Their passion momentarily cooled, Jess met John's eyes, pulling away a fraction, she also leaned in to kiss him affirmatively. She knew she was ready to submit to what this man wanted for them this evening. As they kissed, John took her hand again and then said to her "Can I take you back to your room, or mine?".

Jess hesitated a fraction as the butterflies moved up from her belly to her chest, and then hesitantly answered "Yes, let's go to mine, please". Still holding hands they walked back to the road and along it under brass lamps and palm trees and a deep black Mediteranean sky, studded with stars.

Crossing back through the entrance where they'd met, Jess felt yet another small realization, she'd already had so many firsts tonight, a first kiss in passion, a first romantic date, her first experience of someone taking her to a place of pleasure. Now she was walking into a hotel with a man she'd met that very evening, past the desk staff and concierge, almost unbearably conscious that these were witnesses to her crossing a threshold with a significance only she knew -- was likely to be the loss of her virginity.

Jess was conscious of blushing and had a moment of fear that all those people would see her redness. And then, as quickly, she let go. Jess was 24, an adult and had worked diligently for a dozen years to make this reality possible. Still, feeling the butterflies, she was determined to own this moment.

In the elevator, she pressed the button for her floor, the fifth and then moved closer to John and lifted her lips for another kiss. She certainly didn't feel fully confident, however she had learned in university and her career that when she knew she'd put in the work to be ready for a thing, then doubts were best dispelled by taking the single step.

At her floor, they stepped out together and she turned toward her room, slipped the key into the old door and turned the lock. John gently pushed the door open and let her lead the way where she turned on one light dim by the bed, then turned off all the others and stepped to him. John said "are you OK, do you want to make love tonight?". Jess nodded her head emphatically and said quietly yet firmly "Yes, I am, please".

John now sat on the bed and motioned for her to come to him, she slipped off her heels and offered her mouth to his which he took passionately. Once again, his tongue sought out hers, she now turned her hands to his strong shoulders, down over his body, steadying herself as she felt anything but steady inside. It was as if her usually steady center had been replaced by an uncertain landscape and she enjoyed using him as a new center for her gravity.

John now reached to Jess's back and found the zipper to her dress. Gently opening the fastening, he caressed her back and she again felt her core go liquid hot and held him tight to steady herself. As the field of black dots over white slid down her body to crumple about her legs, John gasped as if he had never seen as lovely a sight. Jess was aware also that against her lightly tanned skin, the pearls, the bridal-white lace lingerie was brilliant and framed her curves so well, she had no doubt she was desirable.

Once again he took her firmly in his hands, one on her left breast, another on her waist and felt her quiver at his touch, then gently guided her to sit beside him on the bed. John stoold and began to disrobe himself. His body was barely tanned as he removed his shirt. His physique was beautiful, reasonably chiseled and yet he did not look like a gym addict. Next he removed his shoes and socks, set them carefully away from the bed and then, unfastening his belt, stripped off his trousers and underwear togther.

Jess took in his body and was glad he was so handsome. She didn't require this, and at the same time, didn't mind, she also immediately took in that his penis was not small and was semi-erect, a little intimidated, she was also drawn to it, aching to discover what it would be like as they made love. She pulled back the coverlet and sheets and moved herself to lay on the bed on her side, making it clear she wanted him to now take the lead. He now moved beside her, moved her hand to her hip, kissed her hard and urged her to lay back for him.

Jess melted into the bed as she felt her first man move over her, his manhood hanging down to graze her hip as he placed a leg between hers to nudge her to slightly part them, making way for him. He traced his lips down to her breasts and kissed, taking them in his hands to let her know he considered the sensitive flesh to be his property and then pulled his thumbs up to lightly roll her already hard nipples, electrifying them and sending a jolt down to her pussy. Rubbing his now fully erect shaft aginst the mound between her legs, he returned to her mouth and took his ownership, penetrating her lips with his tongue. Jess's pelvis now rocked to meet his motions and for a while they simply kissed like that as she became more aroused by the moment. John brought her hand to his shaft now and let her feel its silken covered hardness, its weight and told her to stroke him. She complied eagerly and she realized that right then what she wanted most was for him to penetrate her.

John had a different plan. slowly pulling away he now knelt between her legs slipped his fingers under her lace white underwear, and, urging her to lift her hips, pulled the high waisted garment off and down her legs. He then brought his face to her mound and used his tongue and lips to begin teasing her into a place she had wanted and yet not fully imagined. John wandered over her flesh, nibbling here, probing there, seeking for her clitoris and finding it caressing her body with his hands as he drove her towards ecstasy with his mouth. He traced her suspender belt, up and down her stocking clad leg as Jess began to writhe and again, rock her hips to meet him. Now he added first one and then two fingers inside her, lightly exploring her wetness, learning her response before taking her the way they both knew she wanted and now urgently needed.

Jess could feel an orgasm was close. and wanting it, she also now wanted her lover to make her his by taking her as she had always imagined being taken by a lover. As if by command, he now rose and sat up to caress her breasts and look into her eyes. "Are you ready for me Jess?, may I take your virginity?". "Yes, please John" she said, "I can't believe this is happening and yes it's what I want". He took her head in his left hand, holding her by her long hair and then taking his shaft in his other hand, brought it to her entrance, which was slick with her arousal, he rubbed the head slowly into her, lubricating himself and a the same time bringing a gasp from her, followed by a quiet moan "Yes, oh John, please take me now" she said.

leaning forward, he now ran himself up and down over Jess's clitoris, making them both even more ready and then let himself slowly into her. He held himself back a bit, watching her closely as he filled her a little at a time and seeing that she winced a little and then moaned again in deep pleasure, he finished filling her. Now John slowly stroked inside Jess, taking pleasure as she parted her legs farther and made room for him to take her more deeply, her white stockings against his skin and then her breasts being lightly crushed as he lowered himself to embrace her tightly and began to thrust harder. Jess moaned and was vaguely aware of her gladness that the walls were stone and anyone in an adjacent room would be unlikely to hear her ecstacy. As he felt her arousal build, he continued to penetrate her deeply, faster, slower, more or less deeply yet always insistent on seeking pleasure for both of them.

Soon Jess felt an inevitable climax upon her. Lost from any sense of control, completely wrapped up in this beautiful man taking her for both his pleasure and hers, she now began to quiver and then her orgasm exploded from her core and out to her whole body. She was a goddess, clad in virginal lace being driven to a height she could only experience. Oblivious to all around her, she held this man to her as he took her forcefully. She nearly lost consciousness and, feeling her slow and relax, for the moment spent, he now slowed and simply rested inside her as she rode out the after-shocks of her first orgasm.

John now wanted to take his weight off of his beautiful new lover and he easily rolled over, still filling her and handily flipped her astride himself. Already rousing from her bliss Jess knew she wanted one more thing, to see him finish and to take him into herself again as he did. She smiled and said "Oh my, that was amazing and I don't think you have come yet, can we continue?".

Smiling back, John nodded. He held her by her waist and began to thrust again. Jess immediately felt her pleasure rise again and sensed that now John was ready to take his own from her. Indeed, his hands now roamed down over her suspender belt and stockings, yet again tracing the curves of the lingerie, her broad hips and then back to hold her breasts. She was amazed to now find her new lover was fully suspending her weight in his strong arms. While she was astride, there was no doubt that he was in control and he now entered her at the pace he wanted, caressing where he would and taking his pleasure in her body. Jess felt deliciously used, wanted and above all controlled, now she was a plaything for his pleasure. Again, she moaned without control and while she could feel his climax was coming, in her rapture at being so completely controlled, she now orasmed again.

Jess now went virtually limp as John continued to penetrate her and lowered her down to him to kiss her deeply as he finished their coupling. She was little more than a rag doll now, her second orgasm released and now echoing in after-shocks receding as he finally built to his finish. Jess felt him explode inside her and the shred of consciousness she kept hold of now coalesced in a sense of pride that she was strong enough to allow herself to be used for a lover's pleasure.

Now they collapsed together. Jess had 5 days left to her holiday and she knew she would spend much of that with John. She drifted off thinking to herself: "my lover".

Written by @sadies-musings

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