Ash's New Career Pt. 13

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Things are looking up for Ashley.
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Part 13 of the 13 part series

Updated 04/13/2024
Created 05/11/2020
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Fibaro
Fibaro
1,338 Followers

Chapter 19

Despite the fact that Keira had slammed the door shut Bruce was the complete opposite of a gentleman as he nearly shouted at Ashley to get in the car, not holding the door or anything. Instead he just drove off as fast as possible only for the two of them to breath out a mutual sigh of relief when Bruce finally turned around the corner without Keira being any wiser, only then did they both feel confident that they had made it out safely. "Look Ashley I am so very sorry for the way I have treated you in front of Keira, please know that I didn't mean a word of that and that I just said it to keep up the appearance." Bruce instantly excused himself, feeling terrible for his behaviour despite it having been their plan.

"That's alright Bruce really, you don't have to explain it or apologise for it. It had to remain believable for Keira so we can finally break that bitch's grip on us once and for all before she suspects anything. We talked about this, we both agreed on this so there is nothing to apologise now why don't you pull over in a few streets so we can give one another a real greeting instead of that show?" Ashley asked with a smile and a wink, obviously looking forward to it as Bruce's heart skipped a beat. He really liked the way Ashley thought and he was very relieved to hear that she still understood. This was going to be great now that their relationship was an honest one rather than one with secrets and ulterior motives on both sides.

After driving a safe distance away to the point where Keira wouldn't see them even if she decided to go for a drive Bruce finally pulled over. He had only barely stopped his car when Ashley gently grabbed his chin and teasingly turned it towards her only to plant a kiss right on his lips, a kiss that quickly turned into a passionate make out session as neither one of them wanted to pull away. It felt weird to Bruce to be kissing someone he had always known as his girlfriend's brother. Now that he knew it took a little getting used to, but not all that much, he had never clicked with a girl like he had with Ashley and she was most definitely his type as well so what did it matter what was between her legs? Ashley clearly was no guy, even if she might have felt forced to act like one simply because she was born in a male body.

When the kiss finally broke the both of them pulled back looking completely flustered. Bruce was popping a real tent and Ashley's tuck was barely holding. "I'm sorry, I got carried away a little, it's just that I've been dreaming of this for a little while now and well I could hardly wait to really kiss you, you know now that this is real and not just a case of keeping up the appearance anymore." Ashley shyly spoke having surprised herself with her own lust, I was just so good to finally be the girl she had always wanted to be, to get to kiss a guy she was really attracted too made it fell that much more real, especially now that she could show it rather than hide it or think about her fears of how one might react when really knowing her and how she was born. she had loved her girlfriend, and she had thought she was very pretty, but that real carnal attraction like she felt towards Bruce simply hadn't been there despite her best efforts to feel it so she could feel like what most people would have considered normal.

"No need to apologise Ashley, I'm certainly not complaining, not one bit, that was just so hot. I can't remember the last time I kissed with such passion, just wow. Please never apologise again, if I hadn't felt comfortable I could have broken the kiss or just said so. Can you promise me that you'll tell me honestly if there is something you aren't comfortable with? Please just tell me if that need would ever arise. I promise to do the same." Bruce spoke softly and breathlessly, loving the way Ashely looked even more now that her lipstick was slightly smeared by their make out session. She looked simply fierce.

"I'm s... No, I'm not sorry, you are right, I shouldn't apologise and I really need to learn to apologise less often, it was hot indeed and I have no regrets about getting carried away. I promise you that I will tell you honestly if something gets a little too intense and I greatly appreciate you doing the same thing." Ashley quickly corrected what had almost started off as a new apology. She felt ecstatic hearing from Bruce how hot he had thought it was and seeing the tent in his pants she couldn't help but smirk a little, loving the effect she was having on him. It was so amazing to finally be herself completely without any pressure from anyone to try to hide either her real self, or her secret of not being a biological woman.

Her increasing confidence thanks to Bruce's reassurance translated into a playful teasing smile. "By the way Bruce, how do you like my outfit? If there is one thing my sister is good at it is making me look like a slut. Now I was thinking that we might take advantage of that, so I can couple this look to something fun rather than to Keira, you know, make a good memory together before your friends arrive. I mean this outfit and this look is definitely way too much to meet your friends, but that doesn't mean we have to let it go to waste now does it?" Ashley asked with a smile, even going as far as to raise her skirt a little to reveal her nylons were stockings rather than pantyhose. After that make out session she was really feeling like blowing off some steam and she wanted to do that blowjob over again so very badly, to make it fun rather than scary, to reclaim all the things Keira had tried to ruin for her.

"Damn Ashley, Keira mighty have insisted you dress like one, but you sure seem to know how to act like a slut without her help or guidance or influence. I mean no offence Ashley, but damn you're hot and a huge tease. I don't stand a chance to such seduction. How the hell is a guy like me supposed to say no to such a hot slutty chick?" Bruce asked with a wink, looking absolutely mind blown and overly eager to drive off and get home to take Ashley up on the offer. While it had been scary and nerve wrecking to go and pick Ashley up and act like an asshole towards her, those worries were rapidly vanishing as his cock couldn't help but throb in his pants at the thought of making the most out of that outfit Ashley wore, especially since it was her idea. He badly wanted to do it over as well, but after how he had pressured Ashley into it last time he really didn't dare ask again.

"No offence taken Bruce you are right, I can be a huge slut and I can't wait to prove it to you. I've been denying this side of me for way too long and it feels so good to finally give in to it. Now get us home and fast cause you aren't supposed to say no to me." Ashley spoke in her most sluttery tone while she gave him a wink. It felt so spectacularly good to tease, to have Bruce wrapped all around her finger. It kind of made her feel powerful, to be lusted over, and to have a guy under a spell of sheer arousal. This time she was going to savour the power it gave her though, this time she would enjoy it and push the shame and fear from last time away for good. The thought alone had her all worked up to the point were her tuck was extremely difficult to hold.

"Yes Ashley, I will get us home as fast as I possibly can." Bruce spoke with a huge grin, playing along with Ashley's tease, he really couldn't say no to her, not that he cared, he didn't want to say no. Especially not when Ashley put her hand on his thigh, gently squeezing it and digging her nails in through the fabric for the remainder of the ride while both their minds were preoccupied by what they were about to do. Neither of them could really wait to get to the privacy of Bruce's large bedroom, a place where they wouldn't be interrupted and where they could finally truly enjoy one another.

Bruce's receptiveness to her teasing helped fuel Ashley's confidence big time. Nevertheless she still needed to fake it a little when they finally arrived at Bruce's home only to move up to his bedroom. She had never acted so coy, she wasn't fully used to being a girl yet, let alone having a boyfriend, but at least Bruce gave her the confidence to act things out the way she imagined them in her dreams. Her nerves were raging full force, but so was her excitement as she tried to play the confident girl she aspired to be. "So big man, now that we're finally alone you are all mine." Ashley spoke with a wink. The slight stammer in her voice betraying that she wasn't fully confident in her proactiveness, that it was all an act, but Bruce didn't put up any resistance. Not even when Ashley grabbed him by the front of his shirt only to pull him into another passionate kiss as she carried on with the act, growing a little more confidence with each passing moment.

While she was kissing Bruce Ashley grabbed his rock hard cock through his pants before she started to attack his belt buckle and the fly of his pants. It took her a little fumbling to get both undone, her efforts going nowhere near as smooth as she would have hoped, but Bruce wasn't complaining as she kept him engaged into the kissing while he gently held her, sensing she wanted to take the lead, and letting her. It was the least he could do considering how he had pushed things the last time when he thought she was just a shy girl he needed to seduce to get a long standing wish from his soon to be ex girlfriend. Besides, even without that, the way Ashley was pouncing on him was simply hot. He doubted any guy in his right mind would complain about this. He was so turned on that he barely even noticed the lack of smoothness, too focused on the passionate kiss to care.

When Ashley finally managed to get his pants loose she quickly worked them and his underwear down his legs, making Bruce's rock hard cock jump free. Only then did she break the kiss to fix him with a smirk before giving him a hard shove in his chest, hard enough to make him yelp a little, caught completely off guard by the action as he stumbled backwards only to trip over his lowered pants and land backwards on the bed. Hearing his yelp a worried look crossed Ashley's face, worrying she had done something wrong, but as she saw him sit up a little while fixing her with a mesmerised look those worries vanished again.

Put at ease that Bruce was doing just fine and noticing his rock hard pointing straight at her Ashley carried on like she had been planning in her head. Moving as smoothly and sexily as possible she slowly stripped down to her lingerie, feeling rather self conscious as her chest was clearly revealed as being just breast forms in her bra and although she had tucked the sheer excitement of it all had made her cock rather obvious in the skimpy underwear, at least obvious enough to notice once you knew it was there. It was quite a mortifying step, but one Ashley wanted to take nevertheless. After all how could she expect to be with Bruce if she couldn't even stand to be seen in her underwear by him? Her cock wouldn't just disappear and she wouldn't grow a set of real breasts over night either, if this relationship was to work then they would both have to come to terms with that.

Seeing Ashley's insecurity in the way her movement become a little less open, like she was trying to hide a little Bruce intervened. It was a little strange to recognise the old Ash in Ashley for him, but even with he obvious cock and breast forms Ashley still looked plenty of hot. Bruce had no regrets about doing this with her at all. Instead he just mustered. "Damn, Ashley, you are so fucking hot, I have to be one of the luckiest guys on the planet." He said it with genuine awe, feeling his heart skip a beat out of sheer pleasure when Ashley blossomed again, her movements becoming more self assured once more as she regained her confidence twice over when she heard Bruce lust over her even in this state where she felt most insecure. It really made her feel like she was on top of the world as she couldn't have wished for a better response at all, it made her fall for Bruce all the more.

"Oh really, one of the luckiest guys on the planet? Lets build on that shall we? Why don't I help you feel really lucky?" Ashley teased as she strutted towards the bed in her best impression of a catwalk walk only to place her hand on his chest and lean in for another quick passionate kiss. Upon breaking it she only smirked as she dug her nails into his chest a little only to trail them down his stomach and grab a firm hold of his cock, getting a genuine moan out of Bruce that filled her heart with joy. Now that the worst obstacle was out of the way she was feeling more confident than ever. Not only that, but more excited and powerful as well. She might be the one preparing to go down on Bruce, but having such control over his pleasure was simply thrilling.

With a hunger for more in her eyes Ashley sunk down to her knees in between Bruce's legs and gave the tip of his cock a kiss. It felt so naughty and overwhelming. She couldn't believe she really was going to suck a cock yet again yet here she was, on her knees aiming to please. No longer delaying her goal Ashley finally took Bruce's cock between her lips and swirled her tongue around the head only to be rewarded by a loud moan. As horrid as Keira's intentions had been her lesson had had some use, but now she could apply it because she wanted it, and it felt amazing, especially seeing the look on Bruce's face paired with the sounds he made.

Overwhelmed by a rush of sheer excitement Ashley carried on her cock sucking fun, slowly but surely taking a bit more of his cock in her mouth with each bob of her head. She could take him all the way down her throat, she had done so before, but it had taken a considerable effort and it had been mainly out of fear of discovery. Now that all of that was out of the way she had all the time in the world to warm up to it and take it slowly, preparing herself a bit better for the eventually deepthroat she wanted to perform. After all the process was just as much fun as the goal, and twisting her tongue around Bruce's hard rod in a variety of ways while she was at it, to see what got him going most of all was just thrilling. Especially since Bruce was trying incredibly hard not to interfere at all despite his obvious arousal. The last thing he wanted was to make Ashley feel used after what had happened last time, but damn it was hard with how gorgeous she looked and the work she put in. He wanted to cum so badly, but he forced himself to contain his urge to take more of a lead just to get off.

Ashley's fascination with his cock, and the glint in her eyes as she carefully watched him squirm was more than worth that effort. It was a joy to see Ashley enjoying herself like that, and the drawn out pleasure, although a little frustrating was down right amazing. It wasn't too long though before Ashley managed to settle into a steady pace, bouncing up and down his cock, taking his entire length down her throat, and with how worked up he was already Bruce doubted he would last very long at this rate.

When his orgasm finally approached a few minutes later he thought to warn Ashley before the eruption would be out of his control. "Oh god Ashley, you are so fucking amazing, but please be warned I'm about to cum if you continue to go like that." He spoke, deep down hoping that Ashley would let him cum in her mouth, but wanting her to have the full choice of whether that would happen or not. A lot of girls didn't appreciate getting cum in their mouths and he guessed Ashley wasn't any different in that regard. Besides the last thing he wanted to do right now was to offend Ashley again. He had done plenty of that last time much to his deep regrets.

Bruce was kind of surprised when he spotted a mischievous glint in Ashley's eyes only to get completely caught off guard when Ashley soon pulled off an grabbed a firm hold of his saliva soaked cock. "No you're not, not yet!" Ashley spoke with a teasing grin. Having watched all of Bruce's reactions closely while she had sucked him off, seeing the lust and arousal written all over his face as he looked down on her, Ashley's confidence had grown big time. It felt so great to be deeply desired for who she really was and she couldn't get enough of it. Sucking cock made her feel powerful and now that Bruce was close she wanted to relish some of that power, enabled by her grown confidence.

Without another word and just a wink thrown in Bruce's direction, she slowly took the head of his cock back in her mouth and started running her tongue around the edge. She loved the way it made Bruce moan and even whimper only to groan when she eventually pulled back again just as she felt his cock twitch just before it was about to tip over the edge. Gleefully looking into Bruce's flustered squirming face she gave him a moment to cool down only to take the tip of his cock back into her mouth and move him to another edge. It earned her a strong taste of precum, and yet another delightful reaction out of Bruce who leaned back and took it, but was obviously struggling with being denied a second time now.

Ashley kept repeating this over and over, loving the power trip. She didn't show any signs of stopping until Bruce finally couldn't take it anymore. "A... Ahsl...Ashley, please, stop. Please let me cum I beg you, I don't think I can take another edge. I really don't want to rain on your parade, but I need to cum badly, please stop edging me, I beg you." He spoke in sheer desperation having lost count of just how many edges he had endured. He really didn't want to impose himself on Ashley, but he was too horny to even think clearly at the moment, let alone restrain himself from begging for his orgasm.

Latching off of his cock a last time Ashley simply smirked up to Bruce. "Finally, I thought you would never beg. That was just what I had been waiting for. You're so sexy when you beg." Ashley spoke with a wink before going back down on Bruce's cock, sucking her way around the head again, only this time she didn't stop when she felt his cock twitch. Instead she just stepped up her tongue action until he let out a carnal moan, tensing up completely as he shot his load all into Ashley's mouth. Ashley didn't ease up at all, she kept on massaging the head of his cock right up until his orgasm ended, having gotten dragged out as long as it would possibly go before simply swallowing it all.

Seeing his eyes roll back into his head as the absolute pleasure was washing over Bruce was down right amazing Ashley, and while she didn't think cum tasted all that good, she didn't mind too much as she loved seeing Bruce go crazy over her. It also just added to the naughty thrill of it all, a small price to pay for how much she had enjoyed herself. This was how she wished her first blowjob had gone and as far as she was concerned she could forget about what had happened in the car as that had just been Keira's manipulations. The best thing she could think of doing was to forget about all the things Keira had pulled on her to ban out any negative influence she had had on her life, the last of which she was currently helping Bruce with. After all more now than ever she wanted Bruce to be part of her life.

"A...Ashley, that was, I mean wow, that was fucking spectacular." Bruce gasped once he finally recovered somewhat from his amazing orgasm. It had been the most intense one of his entire life so far. While getting edged over and over had been harsh at moments, the pay off was amazing and he had not a single regret about letting Ashley do her thing. She had shown him heights of pleasure he had never known before and she had really blossomed in confidence which was fantastic to see as well. Besides he really appreciated that she had actually taken and swallowed his load, that was down right hot.

Fibaro
Fibaro
1,338 Followers
12