The Best of Both Worlds

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Daniel had known from the start, what he was risking when he entered into a relationship with Arya.  There was a reason the woman had never settled down with any one person.  

Always open and honest about her sexuality, Arya was bi with an equal level of attraction to both sexes.  She was also very sexually active, always telling her friends that she would never settle down with anyone, as the loyalty required for a serious relationship would mean giving up physical intimacy with at least one gender.  

Daniel had known this, as he and Arya had been friends since childhood, and had been the first one to whom Arya had made her exodus from a closeted life in her early teen years.

Nonetheless, Daniel had secretly been in love with Arya ever since he was sixteen, and she was seventeen.  After ten years of that, he could no longer hide his feelings.  Convincing Arya to go on a date with him was no problem at all.  The real issue was convincing her to go against her nature and try a committed relationship with him.

Just two years into that relationship, that risk was realized.

There was no denying how hurt Daniel was when Arya had come clean to him about her affair-on-the-side with another woman; but then again, it came as no surprise to him.  It began as simply giving into the temptations of missing a woman’s touch.  

 

What made Arya end the affair was the fact that this other woman eventually made it clear that she wanted to steal her away from Daniel.  Thus, Arya realized just how much she had come to love Daniel in the first place.  

Despite his hurting heart, Daniel found it within himself to forgive his beloved and continue on with the relationship.  He also decided he would not risk this occurrence to repeat itself.

As it was, Daniel and Arya had an erratic schedule with which to begin.  They both worked average jobs, Daniel stacking boxes on palettes in a warehouse for $10.15/hr, while Arya was employed at the local Hot Topic at minimum wage.  The problem was that Daniel worked first shift, and Arya worked second.  The compromise to which they eventually came was that they would each take their time to sleep while the other was at work, and spend the graveyard hours as their time together.  

As it worked, Daniel would be at his job from six in the morning to two in the afternoon.  He would get home after a fifteen minute drive, to the empty, one-bedroom apartment that he and his woman shared, as Arya would already be at work.  He would have a quick bite to eat, and be in bed by half past two.  Arya’s shift ended at ten, and that was usually when Daniel would wake up.

On this particular day, however, he decided to sacrifice two hours of sleep (going to ben an hour late, and waking an hour early).  The first hour, he used to do a little hair removal.  Legs, arms, private areas… if it was below his eye brows/lashes, he shaved it.  He had also used a new lotion he had bought the other day to give his skin a smoother texture.  

The second hour was used to get dressed in a new outfit that he had bought a few days prior.  The first thing he put on was a four-piece black lingerie set, made of satin and lace.  

The panty-briefs had a solid satin crotch and back, with lacy sides, and bra was almost completely lace except for the satin, b-sized cups.  Into those cups, he stuffed a pair of silicone breast forms, then moved on to wrapping the six-hook garter belt about his hips.  

The hooks were then latched to his opaque, thigh-high stockings, which were topped with five inches of lace.

At this point, Daniel was beginning to realize just how arousing was the feel of women’s apparel against his skin, and quickly tucked his penis between his legs before it had a chance to become erect and untuckable.  

Doing his best not to think about it, he continued to get dressed.  

The next thing he stepped into was a simple, black half-slip, which fell to just above his knees.  

For outerwear, he had chosen a bit of a classy outfit: a tight black pencil skirt, with a small slit in the back, a matching women’s blazer, and a half-sleeve, silver button down blouse.

He finally finished the outfit with black, five-inch pumps, adding to his already tall stature of six-foot-two.

Make-up and hair were something of a task for him, but he was able to pull it off, thanks to the training from his sisters (which they happily gave after he explained his plan to them weeks ago).  

He did not use much make-up; only foundation, mascara, and a subtle color of eye-shadow and lipstick.  Covering his short buzz-cut was a shoulder length, layered wig with bangs, and was the same mahogany shade of his natural hair.  

Having just a few minutes more before Arya would return home from work, Daniel took a quick moment to examine himself in the mirror, making sure everything was just right.

No longer did he see himself in that mirror, bur rather, a beautiful, desirable woman.  One whom he hoped would be found the same by his bisexual girlfriend.

*****

Arya was quite stressed out by the time she arrived home from work. Besides having dealt with some of the dumbest customers she had ever met, she had also somehow managed to get on her manager’s nerves.  

All she wanted to do at this point was relax on the couch in her beloved’s arms while watching some late-night comedy on TV.  Ignoring the world around her, Arya hurried into her apartment and headed straight for the living room.  

She almost went into full freak-out mode when she laid eyes on the tall, attractive brunette stranger sitting on her couch, when suddenly, she recognized her face.

“Daniel?” Arya asked in surprise, taking a harder look at his face.

Daniel smiled shyly at her.  “Hey, hon,” he said sweetly, brushing the wig’s hair behind his ear with one finger.

“Wow!  Daniel, you look… hot!”  Daniel couldn’t help but widen his smile at that, while dipping his head momentarily to hide the fact that he was not blushing.  Arya then joined him on the couch.  “But I have to ask: what gives?”

“Well,” Daniel began, “relationships are a two-way street of give and take.  You all but gave up your bisexuality to give me your loyalty and commitment.  After your recent affair, I realized just how much a part of you that is, and I don’t think you should have to forsake it.  So… I’m offering you the best of both worlds.”

“Oh, Daniel,” said Arya sweetly with a smile.  She cupped her palm over his cheek and leaned in to kiss him.  Daniel happily accepted and returned it, pressing his lips firmly to hers.

“Call me Dani,” he said, when their kiss finally broke.

Arya raised a questioning eyebrow.  “I thought you hated being called Danny?”

“When it’s spelled D-A-N-N-Y, yes.  But when you spell it D-A-N-I, it can be short for Danielle.”

“Oh, Dani,” said Arya again, this time in a much more breathy voice.  This time when they kissed, their lips parted, allowing their tongues to meet.  As their tongues continued to massage one another between being caught in between the lips of the other, Arya slowly moved her hand down Daniel’s body, cupping and caressing his “breast”.  Feeling the movement of the breast form, Daniel moaned pleasurably, pressing his body into her touch.  

Doing her best not to break their kiss, Arya swung one leg over her beloved’s lap, then slowly yet firmly began to grind her crotch against that of his own.  Suddenly, she stopped and pulled her lips away, lowering her head as she turned.

“Sweetheart, what’s wrong?” Daniel asked, using a higher-pitched, breathy, feminine voice.

“Nothing, it’s just…”  Arya paused for a brief moment.  “You look so classy!  I almost feel out of place in my work clothes.”  As with any job, Arya dressed the part.  This night she had worn loose-fitting blue jeans with at least three detachable chains hanging from her belt loops.  On her feet were gothic buckle boots with two inch soles.  Completing the outfit was a t-shirt of her favorite heavy metal band, worn over a long-sleeve fishnet shirt with thumb holes at the end of the sleeves.  

She wore her short, straight, auburn hair in pig tails, and her bottom lip was adorned with two small rings, one on either side.

“You look sexy just the way your are,” Daniel assured her.  Arya smiled again, simply gazing into Daniel’s eyes for a moment.  Finally she stood from his lap and took him by the hand, leading him to their bedroom.  Once there, Arya resumed their kiss with forceful determination.  The couple held each other tight, pressing their bodies firmly together.  Daniel’s hands slid down Arya’s back, until he was able to firmly squeeze her ass with both palms.  She lifted and moaned in response, standing on her toes for a moment before taking a seat on the bed.  

As she untucked Daniel’s blouse, Daniel shimmied his blazer from his shoulders, letting it drop to the floor behind him.  As it landed, Arya quickly began unbuttoning her beloved’s blouse, caressing her way up his body until her hands were over Daniel’s bra.  She firmly cupped them in her palms, treating the breast forms as real breasts, while planting soft kisses on the smooth skin of Daniel’s stomach.

As Arya did so, Daniel reached behind himself with both hands, unzipping the rear zipper of his pencil skirt, then used his thumbs to push it down to the floor around his ankles.  He quickly stepped out of it and kicked it aside, as Arya now moved her hands underneath his slip.  

Reaching her fingers into the left leg-hole of his panties, Arya freed Daniel’s cock from its pantied confinement and began to stroke him.  Between the handjob itself and the tip of his cock constantly hitting the silky smoothness of his slip, it did not take much to become fully erect.

Losing himself in the sensation, Daniel closed his eyes and leaned his head back, moaning with open-mouthed ecstasy.  “You like that, baby?” he heard Arya sneer at him.

“Oh, yes,” he moaned in reply, when his heavy breathing would allow.

Taking it a step further, Arya lifted Daniel’s slip and began to slowly take all six inches of him into her mouth.  She began by placing sensual licks and kisses on the head, cleaning it of any amounts of pre-cum.  Next, she took the head fully between her lips and started to slowly slide forward, until Daniel could feel his clean shaven balls against his woman’s chin.  

She sucked him with a firmness and intensity which he had never before experience, occasionally giving him another deep throat every now and then.  

When he could feel himself ready to explode, Daniel took a hold of Arya’s pig tails and used them as handles, pulling on them as needed, while fucking Arya’s mouth.  Accepting this movement, Arya did her best to stay in rhythm with Daniel’s pumping hips.

Soon thereafter, Daniel placed a firm hand on the back of Arya’s head, holding it in place as he began to unleash his hot, creamy load into the mouth of his willing girlfriend.  Arya responded with yearning, squeezing Daniel’s pantied ass cheeks, and holding him as tightly to her, as he was holding her to himself.  Daniel must have shot hard at least four times before the force of it went down a notch.  However, when he was finally finished, Arya continued to suck his now sensitive cock, bringing it back to erection.

“Oh, God, Arya!” Daniel cried out, still using his feminine voice.  Now, however, that voice came involuntarily, as if some inner woman had been released in him.  Once he was hard again, Arya pulled back.  Crawling back onto the bed proper, she removed her t-shirt, revealing that she wore no bra under the fishnet.  “Oh, hell yes,” said Daniel with a smile, admiring his woman’s smaller, a sized breasts.  He finally removed his slip as well as the open blouse before stripping Arya of her boots and pants.

Daniel then crawled slowly over his lover, his erection now pointing at her from the leg hole of his own panties.  He pressed it against the front of Arya’s blue satin boy-shorts panties, which were already wet with her own juices.  He continued to dry hump her in this way for a few minutes, adding his pre-cum to the wetness of her underwear, while caressing her breasts over the fishnet.  Arya arched her back, pressing herself into her man,  yearning for him to be inside of her.  Finally, he crawled back, hooking his fingers under the waistband of her panties and pulling them down, down, down, until he could free her legs of their constraint.

His next step was to bring his tongue to her open wetness.  He began with the tip of it at the bottom, using the whole of his tongue to cover her pussy completely before slowly licking upward.  He hungrily swallowed her juices before lowing his face again.  He put his mouth over her now, as if to suck on her body, while lapping his tongue on her clitoris like a thirsty dog at his water bowl.  

Arya arched herself into him again, screaming out with pleasure.  Her mouth was wide open as she breathed heavily, her head completely up-side-down while her hands squeezed the corner of the mattress so hard that her knuckles were white.

“Dani, yes!” she cried in ecstasy.  “Yes!  Oh-God-Dani!”  When she could finally take it no more, Arya reached down and grabbed a hold of the shoulder straps of Daniel’s bra, pulling him up.  As she did so, she made a simple statement.  “You.  Inside.  Now!”  With that, their passionate kiss resumed, snowballing her bodily fluids between them, as Daniel finally took the plunge.  

As Arya was soaked, Daniel slid into her quickly and completely.  By now, both of them were far too aroused for any further dicking around; so Daniel pushed fast and hard.  He pushed again.  And again.  And again.

“Oh God, here it comes!” Arya cried out.  A moment later she was screaming like a demon was being exorcized from her body, as she hit orgasm.  She squeezed her arms and legs around Daniel with all her might.  Daniel, too, was cumming, pressing into Arya’s body as deep as he could and holding himself inside until he was finished.

The two lied still for a few moments, Daniel still inside of Arya, as they caught their breath.  When they could move again, they didn’t even bother getting dressed, as they returned to the living room to watch some TV together.

To Be Continued…

Published 8 years ago

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