Executive Assistant Ch 03 Female Touch

A few weeks had passed since Ashleigh's encounter with Jerome. It seemed he kept his word about not sharing the extent she went to please him. Ashleigh was relieved that her work routine went back to normal and she remained steadfast in limiting her pleasure-giving to just oral sex. She started talking more frequently to her sister Mia to get her mind off work and the horrific experience with Jerome.

Mia: "So, tell me, how has college been so far? How many guys have you hooked up with?"

Ash: "C'mon, why you gotta ask stuff like that? I've been mostly busy with school and work."

Mia: "You didn't answer my question, Ash."

Ash: "Uhm, I haven't hooked up with anyone... in college."

Mia: "Hmm, that's a bummer. If you wanna take a break from all the studying and get laid, let me know. There's a lot of cute frat guys I could introduce you to."

Ash: "Eww, no. What about you? How do you find the time for all the fun stuff you do and still maintain such good grades?"

Mia: "Well, it helps that I'm smarter and hotter than you!"

Ash: "Ha ha, very funny. I think you meant it helps that you got most of mom and dad's savings."

Mia: "It's not my fault I was their first-born. Ha!"

Ash: "Alright, that's enough. You know I love you, Mia."

Mia: "I know. Love you too, baby sis!"

Ashleigh got ready for a business dinner with a female client named Lauren. Knowing she did not need to wear anything sexy that night, Ashleigh went with a business casual look featuring loose pants and a white blouse. She was mostly there to take notes and handle paperwork while Tim and Lauren conversed. It was a typical uneventful meeting until the dinner wrapped up and Ashleigh thought it was time to go back.

Lauren: "Tim, thank you for this lovely dinner and putting together all the details. I'll have the rest taken care of tomorrow. Now if you wouldn't mind, I'd love to borrow your assistant to help me pack up. I need to catch a flight soon and you know how the traffic can get."

Tim: "Of course. Ashleigh, please follow Lauren and see to it you help her out with anything she needs."

The women made small talk on the way up to the hotel room. Lauren complained that the AC was turned up too high before undoing the top buttons on her shirt. Ashleigh noticed her ample cleavage as they continued chatting, having about an 8 inch height advantage over the businesswoman. Lauren had her blonde hair tied up in a ponytail and exuded confidence as she marched on in her high heels. Once they got inside the hotel room, Ashleigh was instructed to pack up all the scattered clothing into the nearby suitcase. Lauren went into the bathroom to change her clothes but kept the door open.

Lauren: "Tell me, Ashleigh, what are your career goals?"

Ash: "Well, I'm saving up money and studying hard to get into law school. Following that, my long term goal is to work at a top law firm."

Lauren: "I admire a young lady who knows what she wants."

Ash: "Do you have any advice to share? As a successful businesswoman, I'm sure you must compete against men all the time."

Lauren: "I may be about 20 years older than you but I'm still a relatively young person in the business world. So the advice I would give you is to listen to your superiors and always have an eye on your next goal."

Ash: "Thanks, I will keep that in mind. If I may ask, what is your next goal in life?"

Lauren: "I'm looking at it right now."

Lauren stepped out of the bathroom wearing only black lingerie and walked over to Ashleigh with a devilish grin. She was even shorter now without her high heels on. Lauren stood on her tiptoes, looked into Ashleigh's blue eyes and leaned in for a kiss.

Lauren: "God, you're so beautiful."

Ashleigh took a step back instinctively despite her body freezing up from this shocking development. She assumed there was some misunderstanding while looking at Lauren with a mix of confusion and panic.

Ash: "I'm sorry, Lauren. I hope I didn't give off a wrong signal or something."

Lauren: "I love that look your girls get when the innocence fades away and you realize what's about to happen."

Ash: "I don't know what you're talking about. Look, I'm flattered... I guess. But I'm not lesbian or bi or into women in any way."

Lauren: "Hmm... I noticed you checking out my chest just a moment ago."

Ash: "I'm sorry, that was a mistake. It just happened so suddenly when you unbuttoned your shirt and my eyes must have wandered off."

Lauren: "It's alright, don't worry. I've been with plenty of inexperienced girls before. This is going to be so much fun!"

Ashleigh continued walking backwards slowly and shaking her head in protest as Lauren advanced towards her.

Lauren: "You should heed my advice and listen to your superiors."

Ash: "Tim didn't mention anything about this. Is this part of the deal?"

Lauren: "Shh, no more talk. Now let's play a game called 'don't move an inch'. It's simple: don't move an inch unless I give you permission. If you win, I'll make sure the papers get signed tomorrow and the deal goes through. If you lose... let's just say Tim won't be very happy."

Whether this was an official work assignment or not, Ashleigh knew she didn't have much choice. She felt a sense of betrayal that a fellow woman would behave like the perverted men she was forced into pleasing. But she was even more disappointed in herself that she would let her guard down in the first place. Ashleigh stood still as instructed but kept pleading with Lauren to stop. It was no use as the businesswoman was eager to have fun with her latest conquest.

As their lips touched this time, Lauren stuck her tongue in deep for a makeout session. It lasted about half a minute but felt like an eternity to Ashleigh. Lauren looked pleased when she finally pulled away. She then proceeded to kiss down Ashleigh's neck and chest while unbuttoning her blouse to get a better look at the 18-year old's tight upper body. Lauren looked at the young assistant with the devilish grin again as she held up two fingers. A moment later, her hand slipped inside Ashleigh's pants and began rubbing her pussy using those same fingers. She started slow at first before increasing speed and alternating between circular and up-and-down motions. Ashleigh had experience playing with herself but this was a new sensation having another woman touching her.

Once she had enough of the teasing, Lauren inserted her two fingers into the pussy and began thrusting in and out. She went back to kissing the 18-year old and then changed her finger movement to a 'come-hither' motion. This hit Ashleigh in all the right spots and she threw her head back from pleasure. As she began moaning and nearing her climax, Lauren suddenly pulled her hand out completely. Ashleigh gave her a puzzled look. She wasn't looking to get off but she still found it surprising that Lauren would go to all that trouble only to deny her the orgasm.

Lauren: "Don't look at me like that. I'm not here to pleasure you. I just wanted to get you wet enough to see how you taste."

She then brought her two soaking fingers up to her mouth and began licking and sucking on them seductively.

Lauren: "Mmh, you taste so fucking good! Also, I stopped because you flinched. So, you lose the game."

Ash: "No, please, I did what you asked. My body must have moved on its own when I got close to... you know."

Lauren: "Alright, I'll let you make it up to me. Let's play a new game called 'make me orgasm'."

Ashleigh wasn't exactly eager to return the favor but she figured she could handle rubbing another woman's pussy and began moving her right hand towards it. Lauren had other plans, though.

Lauren: "No, not like that. Get down and eat me out!"

Ash: "No, I can't do that. I wouldn't even know how."

Lauren: "It's easy, you'll figure it out. Make me orgasm or you'll be sorry."

Ashleigh begrudgingly went down and stood on her knees. (I can't believe I'm doing this. How much worse can this night get? I don't know if I can really go through with this; I think I'm gonna be sick.) Lauren looked on in excitement as her panties were getting pulled down. She loved being in full control over this 18-year old beauty and couldn't wait to get pleasured by her orally. Ashleigh moved her head closer and opened her mouth but froze up once she got near.

Lauren: "Good, now begin kissing and licking my pussy lips. Then start moving your tongue inside to stimulate me."

Ashleigh closed her eyes and did as instructed. It was a new sensation to have another woman's juices on her tongue. She did her best to lick the insides and move her tongue in and out. She was focused on the task at hand but could hear commands being shouted at her to go faster and deeper. The closer she came to climaxing, the more erratic Lauren's movements became. She held the back of Ashleigh's head and pushed it towards her pussy to get the tongue in deeper. She then used her hands to steady the head and began thrusting her pelvis like she was riding a dildo. Lauren finally had her orgasm and nearly collapsed. Any admiration Ashleigh previously felt towards the businesswoman had turned to disgust.

Lauren: "Fuck, that was great. I wouldn't mind continuing but I need to get going and catch my flight."

Ashleigh left the hotel soon after. She didn't have much time to reflect on her first lesbian encounter as she got an unexpected text message from Tim later that night: "Be ready for a private business conference tomorrow afternoon. Wear a sexy business outfit." (What kind of a conference requires me to wear such an outfit? It's just one shit after another with this damn job.)

The next afternoon, Ashleigh met with Tim at the provided address. After giving an approving nod for her outfit choice, they went inside together. She was wearing a pencil skirt paired with knee-high leather boots and one of her white blouses on top. The blouse was tied up in a knot in front to show off part of Ashleigh's toned stomach.

Tim: "Excuse the short notice, but this is an important event. As you might have guessed, this is not a typical 'conference'. The whole second floor has been rented out to keep it confidential for both business dealings and... other 'activities'".

As they went inside, Ashleigh became even more nervous. The place looked more like a strip club or R-rated party than something you would expect at a legitimate business conference. While there were businessmen present and discussing various topics, many of them were busy drinking and ogling half-naked women prancing around.

Ash: "No, I can't do this. What kind of a perverted gathering is this?"

Tim: "You have to, I need you for this. I received an invite to this exclusive event after promising my star executive assistant would come along."

Ash: "Are you serious? It's not enough you whore me around in private, now I need all these perverts checking me out at the same time?"

Tim: "Just be your usual charming self and I'm sure it'll all work out. C'mon Ash."

Ashleigh couldn't believe what she had gotten herself into this time. As she started walking around and trying not to draw attention to herself, she noticed a familiar face. Her heart nearly sank to the floor. There was her sister Mia flirting and basically getting groped by a group of older men. She was wearing nothing but denim shorts and pasties to partially cover her large breasts. Ashleigh ran over and pushed the men aside.

Ash: "Mia, what the hell are you doing here?"

Mia: "Ash, oh my god! I could ask you the same, Miss Perfect."

"You two know each other?" asked one of the men.

Ash: "Yes, she's my sister. Leave her alone."

"Are you serious? You two are sisters for real?" questioned another man.

Mia: "Yeah, she's by baby sis. Doesn't she look cute?"

Ashleigh couldn't have imagined the consequence of making such a simple factual statement that the two young women were related. After one of the men started shouting about two hot sisters being there, a larger crowd gathered and formed a circle around the two college beauties.

"C'mon ladies, put on a show."

"Yeah, kiss!"

Ashleigh nearly cried as more men began demanding the sisters to kiss. She couldn't believe what these twisted people with lust-filled eyes were requesting. She tried running away but the men would stop and push her back inside the circle each time.

Mia: "C'mon Ash, let's just give them what they want."

Ash: "God, no! This is so gross. How could you even consider it?"

Mia: "We don't have much choice. They won't let us go."

Mia leaned in and gave Ashleigh a quick peck on the lips. It was more of a sisterly kiss and not the sexy lesbian incest fantasy the crowd had envisioned. That disappointment upset many of the men and some even started yelling. Ashleigh tried making a run for it again but the businessmen wanted the sisters to keep going. She and Mia looked at each other and could tell what the other one was thinking. They gave each other reluctant nods to proceed, afraid that the situation could escalate further if they didn't. Mia grabbed Ashleigh by the neck and gently brought her in closer. They closed their eyes and then put their lips together for a long sensuous kiss. Ashleigh could tell that Mia was very drunk by the smell of her breath. The sisters then opened their mouths and stuck their tongues out to make out passionately like they were true lovers. Mia took it a step further by running her hands down Ashleigh's body and squeezing her younger sister's ass.

"Fuck yeah, that's what I'm talking about!"

"Keep going girls, suck on those big tits"

"Take off the pasties!"

Ashleigh knew what she was doing was wrong on many levels but there was no turning back now. Mia took off the pasties as requested and then put her hands underneath her breasts to squeeze them together and lift them up higher. Ashleigh lowered her head and took turns tenderly kissing her sister's breasts. She then used her tongue to circle around the nipples. After that, she took a breast into her mouth to suck on while using her hand to pinch the nipple on the other breast. Mia tilted her head back and moaned loudly. Ashleigh wondered whether her sister was actually getting aroused or just putting on an act for the perverts.

The young women were caught up in their performance that they didn't realize what was going on around them. Some of the men had started rubbing their enlarged members through their pants. After one of them unzipped his pants and began jerking off, the others followed suit. The businessmen couldn't hold it any longer watching the unholy erotic display in front of them. The sisters were instructed to get down on their knees. They were caught off guard when the first group of men came over and ejaculated on their faces.

The other men weren't ready to cum yet and wanted to have some more fun with the sisters. They walked over and forced their dicks into the young women's mouths. Soon after, Ashleigh felt her arms getting raised and realized a man on each side of her was placing one of her hands on their respective cock. She had never even had a threesome before and here she was pleasuring three men at the same time. It was a challenge to focus on blowing the guy in front of her while also jerking off the other two. This went on for a while with new men stepping in to replace the ones that had finished shooting their loads. Then, a well-endowed businessman came over and pushed the other men aside.

He said: "Sorry, fellas. Don't mean to appear greedy but I got an idea that I think y'all will enjoy."

He brought the two sisters closer together so that their cum-drenched heads were near his balls. The two beauties looked up at him with their pretty eyes. He then grabbed them by the back of their heads and guided their mouths along each side of his long dick. The sisters got the message and began licking his dick up and down in unison. The man let go of their heads and tried his best to hold back as long as he could while they kept licking his raging hard-on. But he couldn't last much longer and unleashed his load on both sisters. The rest of the horny businessmen hurried over and ejaculated, too.

Ashleigh and Mia collapsed on the floor from exhaustion and humiliation. Tim showed up a short time later and dropped off some paper towels for them to get cleaned up. He waited downstairs with two cabs to take the sisters back to their respective college residences.