Behind the desk

"Why...why would I freak out?" Nolee asked, taking the box from him.

John chuckled. "You're first time having a penis in you is pretty scary... at least I was scared." He chuckled as he looked for a vibrator that was close to Jack's size.

"How's it scary? Isn't it supposed to feel good?" Nolee asked.

"Oh, it feels amazing, trust me. But it was my fist time, and I wasn't used to it. So it wasn't necessarily scary... I just wished I had prepared myself is all. Now there are two ways we can do this. I can go pack, while you... pleasure yourself. Or, I can do it for you, because I have pleasured quite a few woman, and left them very satisfied.... actually I pleasure all the woman on the roster. But it was just pleasuring, I didn't tongue them or fuck them... anyway, its your choice." He said.

"Since...since I did it for you..." Nolee blushed.

John smiled. "Alright then doll. Take off you're jeans and put these on." He said, taking the vibrating underwear out of the box and handing them to Nolee. "As for a dildo... I can use the rubber-cilicone one. The acrylic one. The vibrating-turning one. The super sized one. Or the G-Spot/Prostate one. Which one would you prefer?" He asked, revealing all the different vibrators and dildos.

Nolee stripped out of her jeans and put the panties on, "I...I dunno. You pick. You know this kinda stuff."

John chuckled and choose the rubber-cilicone one, as it was softer and more realistic to Swagger's 'equipment.' "And a tip. When you're about o come... don't. Hold it back and wait." He advised, lightly pushing Nolee onto the bed so she was laying down against the pillows. "Let's start with... this." He said, holding the remote to the vibrating panties and turning them on low vibration, wanting to see seeing Nolee's reaction.

Nolee bit her lower lip, "Oh...oh that feels...hmmm..."

John nodded. This wasn't turning him on in the least. But he was helping his friend, and he never dealt with a virgin before. So he would enjoy the fun before she lost her virginity. He smirked and turned the vibration up some more, sliding his fingers between her legs, gently rubbing her. He's done this before, so he knew what he was doing and how to pleasure a lady like this, even if it wasn't a turn on.

Nolee arched against the pillows, "Jesus Christ this is amazing..." she moaned, writhing in pleasure at the sensations.

John smiled and turned the vibration up even higher and rubbed her slower, drawing it out. He chuckled mentally as he felt the panties were already soaked. Virgins... he thought to himself with a slight smile.

Nolee tried to grind against Johnny's fingers to make him go faster, "Feels...so...good..."

Johns smirked and replaced his fingers with the dildo. He switched and decided to to use the solid, acrylic one, then switch later on. For now, he simply rubbed the tip against Nolee's underwear-clad entrance.

"D...don't tease me..." she begged. "I dunno how long I can...can last..."

John smiled. "Hold on to it, girl. It's not even in yet." He chuckled. He grabbed the vibrating dildo, lightly moved Nolee's panties to the side and slowly eased int the vibrating dildo. He turned it on low, seeing how Nolee would react to something being in her.

Nolee let out a small whimper when she was entered with the dildo, "Ow...it...it hurts..." she whimpered.

John sighed. "I know, it hurts at first. But Swagger's bigger than this. You just gotta adjust... you want it out?" He asked softly.

After a few seconds Nolee shook her head, "Feels good...hurts sooo good..."

John chuckled and turned the vibration and spinning feature higher before thrusting the vibrator in and out of her slowly. He did switched angles of the thrusts, looking for that sweet spot...

Nolee let out a high pitched moan, "There...oh god...right there..."

John smirked and kept hitting that sweet spot with every thrust. His hand snaked up under her braw, gently rubbing her breasts. Amazing hoy a gay guy knew how to pleasure women better than any straight man...

Nolee was practically writhing in pleasure, calling out Jack's name over and over and over.

John smiled when Nolee called out Jack's name. Didn't bother him, in fact he preferred it. He almost slammed the dildo into her sweet spot before slowing down, making sure she waited and lasted. John knew the longer you lasted, the better the release is.

Nolee moaned, "Jack...Jack don't stop..."