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The Rock Star Life(Guitarman x BimboBrandi)

She pulled back from him, suddenly feeling self conscious. Biting her lip she looked at him.

"There's something you need to know about me Brian.. I'm not like other girls.."

Her hands moved to her thong and she began to slide it down slowly, pulling it over her hips before letting it drop down her long tattooed legs, her hands rested in her lap now as she looked at him, uncertainty in her eyes

"Please don't think less of me for not telling you.. I wanted to..."

She spoke quieter now, and then slowly she moved her thighs apart, her hard cock springing forwards, precum dripping from the tip.
 
Brian looked between her legs, then back up and into her eyes. Her cock was certainly a surprise but not a bad one. Unexpected for sure, but in no way was it something that he'd get mad about and storm out of the room over.

"Jess, don't get upset. It's fine. Honestly, I don't even mind it." He told her, wishing he could move in for a hug. But that would be too strange when they were right about to fuck, or at least he thought it would be.

"You never answered me though, how can I please you?" He asked, giving her a tiny smirk. "I'm not done with you..."
 
She looked at him, he wasn't put off by this? She'd known more than a few men who would have run a mile, she'd been called a freak and even threatened. Thankfully she had avoided becoming one of the girls that were actually harmed.

"Seriously? You still wanna...."

She smiled, then threw her arms around his neck and kissed him, the weight of hiding her secret no longer being on her allowing her to throw more of herself into the moment, to fully make herself his, at least for now.

Pulling back she spread her legs wide, revealing the fullness of her length. She wasn't a small girl that was for sure, though she wasn't as big as Brian. Precum covered her head, making it glisten.

"You can touch it if you want, but you don't have to. It just feels good being here with you tonight..that's all I need.."
 
"Nope, I said all that to buy time for me to run away." Brian teased her, chuckling a bit as she threw herself on him, returning the kiss with just as much passion as she gave. His arms slid to her back, gently rubbing her flesh in soft circles as they embraced. He wasn't going anywhere.

Brian's eyes dipped down to her cock as she spread her legs. He nodded at it, tentatively reaching out with his preferred left hand. "I've only ever played with myself before, but I guess what feels good on me would feel good to anyone?" He laughed a bit, his fingers closing around her shaft in a loose grip.

He slowly stroked up and down, pumping back down when his fingers found themselves below her cock head. "Is it... Good?" He asked, noting that he didn't mind this as much as he thought he would. While stroking cock wasn't in his plans for the night, he didn't mind if he was pleasing Jess.
 
Jessica moaned, biting her lip as pleasure shot through her body, his hand on her dick was so fucking good, and while like him it hadn't exactly been in her plans when she met up with him, she was glad it was happening now.

"mmm fuck, yes Brian.. that feels good... mmm stroke my big clit.."

her own hand reached out and wrapped around him, stroking him in kind, her thumb teasing his swollen purple head as her fingers glided over his thick length. It felt so right to just be mutually jerking each other right now, especially because she hadn't known a man willing to do this for her in a while. Like him she was much more used to playing with herself, though usually when she did that it involved a dildo somewhere along the line.

"mmmm you're a natural.."
 
"I hope I am..." He laughed at her comment about being a natural. Considering he had the exact same equipment, just a bit bigger, he hoped that he'd be able to make her feel quite good. Noticing that she ran her thumb over his swollen head, he repeated the same action to her own member with his thumb. If she was doing it to him, he figured that it was something she would enjoy having done to her.

While the mutual masturbation session was nice, Brian wanted more than a handjob to get his rocks off. He smirked at the redhead as he matched her pace with his stroking, looking into her eyes from across the bed.

"Wanna change it up, baby? I'd love to feel your ass or mouth around me... Just tell me how I can make you feel good."
 
Jessica giggled as he called her baby, it was nice hearing the name from him, A gasp left her throat as he continued to play with her cock, the feel of his hands using her like his own personal instrument. When he told her to tell him how to make her feel good she smiled

"You already are.."

she gasped before her mouth once again lowered to his member, taking it between her soft lips as she began to suck him off. This time there was no doubts about what she was doing, how he would react if he knew that the beautiful woman that was sucking his dick had a cock between her legs. Her strokes were long and slow as she moved on him, taking as much of him between her lips and into her throat as possible. She wanted more though, she wanted to feel him inside of her, so with a change of positions she offered him access to her asshole

"Finger me.. get me ready for that big dick.."

she gasped between sucks, her tongue swirling around the head once more.
 
"Of course, honey." Brian smiled at Jess as she told him what to do. As amazing as the blowjob felt, he couldn't help but feel a bit lazy and useless as he sat there, just taking in the pleasure she was giving him. She deserved more. He was grateful to be given something to do, especially something that he'd enjoy so much!

While he wasn't used to seeing a set of balls hanging below a woman's ass, he didn't mind too much as Jessica offered hers to him. He spread her wide with two hands, spitting at the rim of her hole before extending his index finger out. He slowly slipped the digit past her tight rim and into her asshole, stopping once the second knuckle was accepted by her. He pulled it back a bit before slowly pushing in a bit deeper, not wanting to cause any unnecessary pain.

"This okay for you? Don't want it to hurt."
 
His finger inside of her felt amazing, The way it teased and probed her was intoxicating and she couldn't help but to push back against his touch as she moaned around his cock. Her long red hair brushed against his legs with each bob of her head, her mouth forming the perfect seal around him. Her free hand began to tease his balls, massaging them as she supported herself on one hand and her knees, her tits swinging free below her body. Jessica had never felt anything quite like this before, it was as if the stars had aligned for the perfect moment of sexual bliss. Pulling off of his cock to suck in a breath she moaned

"mmm god yes.. you feel so good in my ass.. cant wait to get this big cock inside of me.."

and that was true, she really couldn't wait to feel what he was like. It had been a while since she'd had sex, and to have sex with a man as special as Brian would just be incredible. Her tongue continued to tease him for a second before her mouth once again left his cock, this time moving to kiss over his hip bones, tracing them with her tongue. All the while she was getting closer and closer, precum leaked from her tip in a steady stream and hung between her thighs, connecting her cock to her leg with a thick rope of juice. Heaven, she was in heaven..
 
If Jessica was in heaven, he had no clue where he was going to be taking her next. As the lovely redhead continued to work on his cock and lick his hips, he continued probing and stretching her asshole with his finger. He gradually pushed it deeper and deeper into her before pulling out, connecting his index with his middle finger and sliding back in. He stretched her out a bit more as he noticed the precum connecting her leg with her cock, figuring he had to be doing something right. But now it was time to change the course of her night even more. Brian smirked a bit, lips curling up as he spoke once again.

"I'm ready if you are, honey. Want to give me your ass now?"
 
At first Jessica just moaned around his cock, not wanting to stop. Her mind was still trying to process all of this, how they had gotten to where they were now, and the crazy pleasure that she was feeling from it all. But at the same time the prospect of going further, it was intoxicating.

Her mouth left his cock as she moved into position, his fingers sliding out of her bringing a gasp from her throat. She felt empty all of a sudden, but it didn't last long, positioning herself above him she began to sink down on his thick cock, guiding it inch by inch into her hole. It hurt at first, and she had to grit her teeth in order to get through, slowly though her body reacted and she had every inch of him inside of her, her winces of pain turning into cries of pleasure

"Fuck Brian.. god your dick feels so good inside of me.."

she moaned as she started to ride him, her tits jiggling with each thrust as her hard cock stood bolt upright before his very eyes
 
Brian didn't expect to have Jess on top but he wasn't going to say no to her. It was rare that someone else volunteered to go on top and he was glad to change it up this time. Besides, it was nice to see her tits bouncing as she pushed her body up and down on him, the tattoos covering her contrasting nicely against her skin.

"And you feel so good around me, babe."

He decided that he would make her effort worth it. He didn't like being lazy in bed and having Jess riding him, he felt a little lazy. So he gently grabbed at her cock again with his left hand and stroked her in concert with her bouncing, thrusting his hips up to meet her rhythm.

"So fucking tight..."
 
Having him stroke her as she fucked him was so fucking erotic, she could already feel the precum leaking out of her tip and coating his fingers with each thrust. She felt harder than she had been in quite a while, the hormones she took having an effect on her that she rarely got fully erect anymore.

"Oh shit, oh fuck.. Brian.. god.."

Her soft cries filled the room, her hands resting on his chest and nails digging into his pecks as she fucked him. Her back arched, her tits pressing out more. She could feel herself getting closer to the edge already and she was thankful that she came like a girl these days, meaning she could have more than one orgasm she really didn't want to have this finish so quickly.. not when it felt so amazing
 
"That's it Jess, come on. I'm close, baby."

There wasn't much more Brian could do or say as she rode him. His free hand reached around her back, sliding onto and grabbing for the redhead's supple ass as she bounced up and down on him, giving her a healthy grope. He stroked her just a bit faster, tightening his grip as he knew she was getting close, just like he was. His cock throbbed harder with each bounce, head pulsing inside of her as she pushed him closer and closer to the edge.
 
When he said he was close that just turned her on more, her body coming down hard on his. Her tight ass felt so full, her back arching in pleasure, her tits up in the air

"Fuck.. fuck Brian yess.. gonna cumm.."

She panted and cried, not missing a beat even as her pleasure threatened to overwhelm her. Her asshole clenched around his length as the first of her multiple orgasms started to break, her voice a pant

"Mmm cum with me.. let me feel you.. fill my ass up.."
 
Brian was impressed that Jess was able to continue riding him so well as she was assaulted by her own orgasm. His hand was pumping her cock a bit slower and more sloppily as his own pleasure flodded through his body, pushing him over that edge.

"Yeah Jess, fuck..."

He grunted and groaned as his seed spewed from the head of his cock and into her welcoming asshole. His head pressed back down into the pillows, eyes closing as his volley ended, body absorbing that post orgasmic bliss even after he fired his final rope of cum.
 
Feeling him cumming inside of her was so fucking amazing, his hot seed deep within her bowels was intoxicating, and jessica couldn't help but to react, her orgasm getting stronger and more powerful as she came again. Her juices fired over her stomach and ran down over her fingers and cock, her body feeling like she was floating

"Brian.. fuck.. that was.. amazing.."

She collapsed against him, panting for breath. Jessica hadn't had sex like that in a long time, and fuck did it feel so damn good
 
"It was... You were pretty good too."

He teased as she collapsed against him, slowly and gently rubbing his hand along her tattooed back as she panted. He leaned down a bit, placing a kiss on the top of her head. His bliss from his orgasm never quite faded, feeling good about having sex with someone that he was actually connected to.

"I'm going to sleep so good tonight."
 
The kiss on her forehead felt good and she couldn't help but to relax against him, cuddling up in his arms. She felt good, she felt at home, at peace. Turning to face him her lips pressed against his chest, and then she looked up at him.

"I'm sorry for not telling you about me, I know I should have.. not just sprung that on you."

which was true, She knew how much a risk what she had done was, it had worked out for her, boy how it had worked out. What they had shared together had been incredible. And yet, she still felt that she needed to explain a little bit

"I knew that I was different when I was a teenager, but I never figured it out. It wasn't until I was a little older and I got into trans porn that I kind of realized that I didn't just admire the girls, I wanted to be one, and that I was fantasizing about being fucked like them. I just couldn't live the way I was before, so I started to transition, to become the woman that I knew I needed to be, that I am still becoming even today"
 
"Hey, it's okay. I think it all worked out pretty well tonight, didn't it?" He noted as he just let her vent. He knew that it had to be difficult to tell someone else so deep and personal about yourself. He didn't want to push her or cut her off, make her feel like he wasn't validating her. His hands drifted down as she spoke, playing with her hair a bit as she let the words flow. He nodded a bit, keeping his eye contact.

"I don't really care what you are, or what you were. You could be half elephant for all I care. Once I'm into you you're mine... And it might be too early to admit it but fuck it, I don't have anything to lose. I'm totally falling in love with you Jess. Hard. Cock and all." He admitted with a smile, pulling her in even tighter as he placed another kiss on the top of her head.

"I want to spend as much time with you as possible. There aren't any other girls I want to be with. This is what I want."
 
His words made her heart flutter, Jessica wasn't used to someone saying those things to her, yet alone a man like Brian. And yet she couldn't deny how it felt to be accepted like this.

"That honestly means a lot to me. My previous relationships have always had me feeling like I should be ashamed of my past, but the truth of I not. I may have been born one way but that's not me, this is."

Her last boyfriend had pretty much refused to touch her in certain places come the end, it had really broken her heart, left her feeling like she wasn't good enough. Brian though, he was the total opposite. He made her feel special.

"I think maybe I could see myself falling in love with you too Brian..."
 
"Good, you better." He teased her, chuckling a bit. His hands fell away from her hair, instead rubbing in small circles across her back. He was glad she felt the same way, even if it wasn't as strong as his own. He saw his life growing with her, not as a possibility but as a certainty.

"I think it's time for me to go to sleep, honey. I am way more tired then you'd ever know." He told her, eyes closing as he tried to stay awake. "It's been a long day for me. The last show is always brutal, you finally let your guard down and let yourself feel the exhaustion."
 
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