I hear my phone buzz across the hotel room. Who could be texting me at this hour in another country? It was 11 PM and Jen has texted me “are you still up?” How did it get to this point?
Let’s rewind. Occasionally my job takes me out of town for projects. It can obviously get lonely in some random hotels in far off places. When I travel internationally, our company likes more than person to go on the trip. For this particular trip I was scheduled to go to a mid sized city in Mexico. My boss was going to go with me, but had to bail. Instead, he told me ask someone else in the office if they wanted to join me. I had become pretty close to this girl Jen, who was a few years older than me. Probably about 35 when at the time (I was 30). Jen is about 5’3” with dark hair and dark eyes. Her body was incredible! Skinny, toned legs with a tight round ass and decent tits. I would say a B cup, but very perky and round. Plus with her skinny figure they looked large.
I was attracted to Jen, but never thought of doing anything with her because we worked together and frankly, I thought of her as a very close friend and someone I could always rely on in the office.
So arrived in Mexico and immediately got to work. The first 2 days were very busy work wise. Early morning start and by the end of the day we were both pretty beat and headed back to our rooms. The third day was a little more low key. We were able to get all of our work done in the morning and had the rest of the day to chill.
We get back to the hotel and start to head back to the rooms.
“Hey, I was thinking of heading to the pool and having lunch out there. You in?” Jen says to me.
“That’s a great idea! I need to do a few thing and then I’ll meet you there.” I reply and head up to my room. I get to the pool and I see Jen laid out on a lounge chair. I could now see her incredible body. She had on a small maroon bikini. Her cute tits Barry covered by the red fabric and her stomach glistening from the tanning oil. I grab the chair next to her and set my stuff down. I very covertly look her up and down and admire that body she had been hiding all of this time. I sit down next to her and order us some lunch.
We spend the next couple hours chatting and eating by the pool. I try not to stare to much at her and also try to hide the half chub I’ve got slowly growing in my shorts. We agree to go rest and finish up a few work things in our respective rooms and meet for dinner at 8 that night.
Dinner time comes and we meet in the lobby restaurant for dinner. Now seeing Jen in clothes it was hard for me to get that bikini out of my mind. We both keep it casual with jeans and causal shirts, but Jen is showing a little cleavage. We sit down and order some drinks before dinner. She orders red wine and I ordered an old fashioned.
So we went on with dinner, chatted about normal stuff, nothing too out of the ordinary. The check came and we decided to go back out to the pool to have a few more drinks and talk some more. We had been close talking at work, but it was mostly work appropriate. Now we were both a bit tipsy and the work appropriate talk started to make way for different types of discussion.
We talked about former relationships, embarrassing stories, people in the office, etc. we both talked about the ones who got away and our most embarrassing sexual encounter. So at this point she asked me, “Who in our office would you hook up with?”
I said, “Do you mean besides you?” Jokingly at first.
“Wait, you want to hook with me,” Jen said surprised.
“Well, yeah. I mean I’ve always thought you were pretty. I wasn’t going to pursue anything because of our friendship and we work together.”, I said.
She started to blush a little. “Awww that’s sweet”
“And while I am being honest, seeing you today at the pool was a happy surprise.” I said trying to keep my composure.
Jen seemed a bit shocked. “I was not expecting that response, but I am definitely not upset by it. I’ve had a little crush on you and was trying to figure out how to sneak it into the conversation. I didn’t realize you would just lay it all out there! Haha”
We both laughed a bit nervously and ordered another drink. We talked some more about some random stuff, finished our drinks and headed back to our respective rooms (which happened to be right next to each other). Like a gentlemen, I walked her to her door. Before going in, she gave me a quick hug and kiss on the cheek. Then I went over to my door and went in.
Now, I’m sure I’m not the only one who uses the his or her time in the hotel to basically be naked the whole time. So as soon as I got in the room I stripped down and intended to think more about the conversation Jen and I just had and imagine her in that bikini. I gave my email one last look then I climb into bed with my computer. I was obviously already turned on and was about to finish the job and go to sleep. That’s when my phone buzzed with the text from Jen.
“Of course I’m still up. I just saw you like 15 minutes ago,” I text back to her. I see that she has read the text, and about 2 minutes later there is a soft knock on my door. I jump up to go get the door and remember I am naked. Luckily, I open the closet to grab the robe and put that on before opening the door. I open the door and Jen gently slides herself into the room. She is wearing short, but loose shorts and a tank top with no bra.
“Nice robe!” She says.
“I didn’t think I’d be having company” I said.
“Well I was thinking about you after our conversation tonight and I wanted to see you again.” She said as she slowly moved farther into the room.
“I was thinking about you too”, I said trying to hide my boner.
“I can tell” she said as she sat on the bed and motioned for me to come to her. As I sat on the bed we both leaned in for a kiss. Her lips were soft and she used the perfect amount of tongue. As our lips embraced we climbed further onto the king sized bed. She got on top of me while we were kissing and opened up my robe. My cock was now basically sticking straight up into her stomach as we kissed. Then she sat up and pulled her shirt over head. Her tits were amazing. Cute little nipples sticking straight out on her beautiful tits. Obviously my hand went straight toward them for some squeezes before she same back down to kiss me. Then she started to grind on my cock. It felt so amazing I couldn’t believe how anything could have been better. Then she got off of me and knelt beside me on the bed.
She took me in her mouth and I thought I was going to explode immediately. I pushed through and watched her go up and down on my cock. Then I grabbed her round ass and slowly started making my way to her pussy. Then I put my hand up her shorts and found her slit. She moaned as I played with her. The juices beginning to build up with every second I played with her.
After a few minutes neither of us could take it anymore. I pulled her shorts off and basically in rhythm she straddled me. She gently slide my cock into her waiting pussy. She kept in trim, but it completely shaven. I grabbed her ass and bounced her up and down on my cock. Her little tits right in my face as I fucked her tight pussy.
Then I took control and got on top. I pulled her to the end of the bed and stood up while I fucked her. Watching her moan with pleasure and play with her tits while I smashed her pussy was the highlight of the trip to that point. I was getting close, so a decision had to be made.
“I’m gonna cum!” I said.
“Cum in my mouth!” She said.
“Ok lay on your back” I instructed her. So she laid on her back with her head hanging off the bed. I put my cock in her mouth and with only a few sucks I shoot an enormous load down her throat.
We laid on the bed together and decompressed after what had just happened. We fell asleep and woke the next morning to head home. However, this would not be the end for Jen and I.
Source: reddit.com/r/gonewildstories/comments/fg0rv9/keeping_ourselves_occupied_on_a_business_trip_mf
Lucky Barry
Sounds hot, older chicks are the best
Very hot coworker story! Hope you got to cum inside her next time!
Well done, more !!??!!