Playing with Fire

Try something

"How was it? Did he um teach you things" Madelyn wiggled her eyebrows at Anna while they sat at the bar.

"It was my first time so it wasn't really that comfortable. I mean he helped me clean up afterwards well he pretty much did all the work." Anna leaned in closer "It happened last night and I'm still spotting is that weird?" Her voice was a hushed whisper to avoid looks

"It will go away and next time it will definitely be more enjoyable." Madelyn sipped on her daquiri "Maybe you should try on top next time? It gives you more control"

"I wouldn't want to hurt him." She shook her head sipping on her club soda. "I'm 5'5, 230lbs"

"You mean the firefighter who carried you down many flights of stairs.... The 6'6 ft man who is probably 240lbs of pure muscle.... Didn't his Instagram say he was a powerlifter at some point? Be so for real." Ok point made.

"Sorry I'm used to being bigger than the guys I've liked I keep forgetting to take that into account. Oh you know those shorts you laid out. He- Ripped- Them- In- Half" She paused for emphasis letting Maddy soak in the information.

"Oh I would have gave that man the blowjob of his life-"

"Madelyn oh my god you can't say that. I thought you were so innocent when we started hanging out but Jesus." Anna was appalled at her statement.

"Right, the Asian girl that reads and wears circle glasses?"

"I just wasn't expecting it. Like how you spend your Friday nights in sexy chat rooms under the name 'Orchid'." It was information that very interesting to learn.

"Oh I totally forgot about that, yea you're right my bad." She made an 'oops' face and downed the rest of her drink. "You should go home maybe read some smutty books or watch some porn, as research"

"Stop saying stuff like that" Anna let her face fall in her hands due to embarrassment because the look that the bartender sent their way was anything but harmless.

After dropping Madelyn at her own apartment Anna got to her own. Though at the moment she didn't take Maddy's suggestion seriously, at the time she actually started to ponder it. Locking the doors and closing the blinds she picked up some air pods and connected them to her home laptop. She felt slightly ashamed as she opened the incognito tab on her laptop.

As soon as the site loaded on the page, she closed the screen not liking the idea of watching other people have sex.

"Anna you have sexy books it's not their fault you skip past it. Be an adult and read it." She spoke to herself flipping through the books on her shelf. She plucked a random one from her spicy book shelf and laid on the bed with it flipping through to find a chapter that included what she would normally skip over. "Ok now read it" She told herself.

"Dean" Rachels back into Dean who pressed himself against her back. He forced her down bending her body over the side of the couch before pressing his coc-

"Nope" Anna slammed the book shut throwing it onto the floor standing off the bed she heard her phone vibrate against the wood of her nightstand.

Maddy: How's it going?

Me: Couldn't do it.

Maddy: Text Trenton tell him you want to try something. Just let your body lead you, it comes a lot more naturally than you think. It's like kissing but a bit more intense. You don't realize but your body knows what to do.

Me: Ok...

Anna moved to her texts with Trenton reading the last one that was sent. Letting out a deep breathe she started typing.

Me: Can you come over? I want to um try something.

Trenton: I have to feed my dog but then yea. Is this a regular something or what.

Me: It's a sexy thing. I just need you to bear with me.

Trenton: Sure give me 10.

As Anna nervously waited for Trenton to arrive, she couldn't shake the mix of anticipation and insecurity that clouded her thoughts.

When the doorbell finally rang, Anna took a deep breath and opened the door to find Trenton standing there, a warm smile on his face.

"Hey," he greeted, his gaze soft but curious.

"Hey," Anna replied, feeling a bit awkward. "Thanks for um coming."

"No problem. So, what's this something you wanted to try?" Trenton asked, a hint of playfulness in his eyes.

Anna hesitated for a moment, her nerves bubbling to the surface. "Ok I just need you to let me just feel my way through this if I do anything that you don't um like just stop me."

Trenton's expression shifted to understanding. "Ah, got it. No pressure. Though I'm pretty sure i will like anything you do to me"

"Okay, I also should tell you that you don't have to stop me I want to do it" Anna nodded, her gratitude evident. She led him to her bedroom; he watched as she took a deep breath, not making any movements. He wanted her to be in control.

"Ok um I don't want to embarrass myself so-" Anna asked, her voice a bit shaky.

"Of course, but Anna I promise you're fine" Trenton replied, his eyes gentle and encouraging.

Taking a deep breath, Anna stood on her toes, her lips softly meeting Trenton's. It was a gentle kiss, a tentative exploration that spoke of her uncertainty. Trenton reciprocated, his response considerate and patient. Picking up her hands she pressed them into his chest making him sit on the foot of her bed. Somehow, he was still taller than her.

Trenton, sensing Anna's hesitation, guided her with subtle movements, making the experience feel natural. As they continued to kiss, Anna let herself get lost in the moment. Madelyn's words echoed in her mind-let your body lead you. The air in the room shifted, transforming the nervous energy into a more intimate connection.

Gradually, the initial awkwardness faded, replaced by a growing sense of comfort. Getting a bit more confidence feeling Trenton squeeze her hips she kissed down his stubby jaw. Running her hands through his hair she tugged his head to the side kissing down his neck. The groan that exited his mouth was fuel, she felt herself smile against his skin.

When they eventually pulled back, Anna met Trenton's eyes, a mixture of emotions passing between them.

"Was that okay?" Anna asked, a slightly scared look in her eyes

Trenton, a smile playing on his lips. He nibbled on his bottom lip nodding. "Definitely. Do you want to-" He paused wondering where she was mentally. "keep going" Nodding carefully, she pulled his shirt off his body before pulling off her own. He kept his hands on her sides still letting her lead.

Feeling her way down his bare chest she pulled his shorts down slightly pulling his cock from the barrier created by his clothes. He hummed against her mouth as she moved her hand up and down, massaging him. Making her way down to his chest with scattered kisses she looked up him as she dropped eye level to his erection. The way he looked back at her was intoxicating, especially when she wrapped her mouth around his tip.