I 24[M] was begged and bribed by a coworker 26 [F] to cover for her vacation.

This is my first time posting in this sub, but I had something crazy happen this past week that I need to share with someone!

I work in a fairly small business, most departments only have one person working them. So when someone leaves for a bit of a vacation, it’s up to someone else to take on their department as well as the one they already have.

Last week on Tuesday I was approached by a coworker named Jessie, hoping I would cover for her for a month while she went on vacation with her boyfriend in Hawaii. He had apparently got the trip booked as a big surprise, and they were leaving on Saturday night. Our boss had told her she could go no problem, as long as she got someone to fill in for her in customer service (her department).

Now I’m in sales, so most of my money comes from commission. Taking on customer service for a month would mean I would be able to maintain my clients, but not make any new sales, so it’s a bit of a hit to my finances. I almost laughed in her face when she asked me.

“There’s no way you’re going to be able to get someone to cover you for the whole month! You’d have to make it really worth my while to give up a month of commission!”

“Fine,” she replied “I’ll ask someone else.”

I felt kind of bad as she left my office, she looked quite upset! Jessie was one of my best friends in the office, and I wanted to help her out, but it just seemed like too much.

The next day she came back into my office and really started begging.

“Please please please cover for me! I really don’t want to miss this trip!”

“I’m sorry, but it’s just too much! If we can make it worth my while, then I’ll consider it.”

This ladies and gentlemen is a moment when phrasing was everything.

What I meant was: “let’s go see if we can get me some extra pay for the extra work.”

What she thought I meant was completely different!

There was a long pause, while she stared me down for a bit, before this cute little grin spread on her face. She walked to the door, turned the lock, and then came back over to me.

She’s about 5’1″ tall, with long curly black hair, brown eyes, and a tight toned body. Her breasts I would guess are small B’s, and her ass was always worth watching! That day she was wearing a pale blue button up blouse and a black skirt that fell just above her knees.

She got back to my desk, walked around to my side, and then got down on her knees and started reaching for my belt.

“Whoa whoa, what are you doing?” I asked in a bit of a panic.

“Making it worth your while” she said with a little wink. “Don’t tell me you don’t want this”

I helped her undo my belt and pull out my cock. I’m a grower not a shower as they say, so she got to work making me grow. I always knew blowjobs felt great, but office blowjobs are even greater! She was sucking me off like a pro, and making eye contact most of the time too. Eventually I grabbed her ponytail, and started pushing deeper into her throat, but she had a pretty strong gag reflex, so that didn’t go very long.

Before too long I was ready to cum, so I warned her. She just looked up at me with my cock in her mouth, winked, and kept sucking. I came in her mouth so hard, and she swallowed up every drop.

She stood back up, bent over my desk, lifted her skirt and pulled her pink cotton panties down to her knees. I was still hard and ready to go, so I got up behind her and went to enter her from behind.

She stopped me with a hand on my chest and asked “is it safe to say you’ll cover for me?”

“As long as we can keep doing this, I’ll do whatever you want.”

“Then fuck me, bobthetomahto.”

I shoved my entire length into her wet pussy and she let out a little moan. As I started into a rhythm of fucking her, she started egging me on.

“Come on faster, yes faster. Harder! Fuck my little pussy harder. Just like that, just like that!”

As we went she was getting louder and louder, so I pulled out, turned her over onto her back, pulled her panties off the rest of the way, and started fucking her with my hand over her mouth to keep her quiet. I unbuttoned her blouse and pulled her bra down so I could see her cute tits, and when I started squeezing them, she came.

That pretty much put me over the edge, so I took my hand away from her mouth and told her I was going to cum. She told me she was on the pill, and then started begging me to cum inside her.
I came harder than I have in years, pumping her full of my cum.

We cleaned ourselves up as best we could, opening the windows to let the smell out. We waited until her face had stopped looking so flushed and sweaty, and she started laying out her plan for me.

“So, consider this a down payment. I’ll also fuck you every day until we leave, and then for a week when we come back. Might even send you some special pictures from our trip, if you get my meaning!”

So we fucked after work each day until they left, and I’m really looking forward to next month when they come back!!!

Source: reddit.com/r/gonewildstories/comments/euwhl2/i_24m_was_begged_and_bribed_by_a_coworker_26_f_to