So I had recently finished a project for my boss that we had been working on for about 5 months. This was a huge project and after we had completed it my boss Terry invited me on an all expenses evening which included a hotel for the night, evening meal and drinks paid for by him as a thank you. My boss is a 56 year old man, medium build, quite athletic and an overall nice guy. His wife passed away a few years ago and ever since then he just works constantly. He invited my gf for the night as well as he said it would be a great opportunity to meet her and learn more about me and my personal life.
So it came to do the day of going away, my gf frantically packing her case and stressing about what clothes to take. We knew it was going to be a nice fancy meal so she packed a dress and heels for the evening, and I packed a suit. We met Terry in the train station and all travelled together to the hotel. When we arrived we couldn’t believe it, this was the fanciest hotel we had ever stayed in. We checked and agreed to meet at the hotel bar in a couple of hours to give us chance to get ready. My gf looked amazing, her short dress that showed off her legs and also showing off a modest amount of cleavage, and heels that complimented it all.
We arrived in the hotel bar and immediately saw Terry stood waiting to be served. I walked over and shook his hand and his hugged my gf “wow I must say that dress looks amazing on you” he said to her. “Oh thank you” Becca blushed. We ordered drinks and got chatting a little mainly about we met and also about our plans for the future. The restaurant was a 5 minute walk from our hotel so after our drinks we set off walking. When we arrived at the restaurant it was an amazing Italian in which Terry seemed to know several people and we got an amazing table tucked away in the corner. We had our meal and several bottles of wine, so at this point we all felt a bit tipsy. I could see Terry glancing at my gf’s boobs from time to time but really couldn’t blame him.
We finished our meal and we offered to pay some of the bill in which Terry refused. “This is for all your hard work in the last 5 months I am so grateful” he began to say. We spotted a nice bar across the road and decided to go in there for a few. It definitely wasn’t Terry’s usual spot, but he went to the bar and ordered us some spirits. We managed to find a quiet little booth in the corner and all sat round. “Hey we should do shots” said Becca. “If Becca is down, so am I” Terry said while laughing. Terry handed me his card and I went to the bar to order shots. I ordered 6 tequilas and a flavored vodka the waitress recommended. When I got back to the table with the tray of drinks I could see Terry and Becca laughing and his hand was on her leg, but didn’t seem like she minded. We did the shots and decided to call it a night. We got in the taxi and headed back to the hotel. “Hey, do you guys want to come for a night cap in my room”Terry asked us.
I looked at my gf for guidance and she shrugged “yeah okay”
I told him. I think we both felt bad because of how lonely he must be. So up we headed in the elevator to the top floor of the hotel and ended up in the biggest suite I had ever seen. “Wow this place is huge” I said. “Oh the perks of being a manager” Terry jokingly said. He walked over to the mini bar and poured me and him a glass of bourbon and Becca a vodka. We sat back on the sofa and chatted more, I was feeling pretty tired at this point as this was the first time I had drunk for months.
The next thing I know I was woken to sounds of giggling, Becca’s giggling coming from what seemed like the bedroom. I slowly stood up and began walking over there. I could see the door was open and the lamp at the side of the bed was on, and there was Becca giving my boss some sort of lap dance. She was stripped down to her bra and panties and was grinding on his lap while he sat at the edge of the bed. She began unbuttoning his shirt and slowly removed it before doing the same with his trousers. I could see he was hard and his pants bulged while Becca was grinding. “Ooo Mr Ross, seems like you are excited” she said to him. She got on her knees and licked his cock through his boxers, she then slowly slid them down and his cock sprang to life. “Oh fuck, you bad boy” she said as his cock pulsed in front of her face.
I was so hard watching her like this and began to take my trousers off to free my aching cock. She then spat on the head of his cock before working it into her mouth. He let out the biggest groan and she began sucking harder and faster. Terry stood up and removed Becca’s bra and panties before bending her over his knee. He rubbed her ass before he began spanking it, “you are such a naughty girl Becca” he said while spanking her. “Punish me Mr Ross” she replied to him. He laid back on the bed and Becca positioned herself on his face before moving down to suck his cock, I couldn’t believe my gf was 69’ing with my boss. She was deepthroating his massive cock and was moaning between sucks while he ate her pussy.
After a few minutes he flipped her off of him. “Are you ready to take my cock” he asked her, she nodded and bent over. He slid his hard cock deep inside her and began thrusting, “oh fuck Terry” she moaned. He started fucking her harder and deeper and his balls were now slapping against her ass and thighs. “Oh baby I love this pussy” he moaned while fucking her. “Let me ride you” Becca said, she began straddling him and worked his cock into her pussy with her hand. She was riding him so good and his moans were getting louder and louder. Her ass was slapping against him before he let out the biggest moan yet “mmm that’s it fill me up” she moaned! “Oh I’m cumming” one final moan I knew he had just filled my gf’s pussy with his cum. They both collapsed on the bed and started kissing. “Better get cleaned up” Becca to the bathroom. I quickly pulled my trousers up and pretended I was asleep on the sofa again.
“Hey babe you fell asleep, shall we go to bed” Becca said thinking she had woken me up. “Thanks for a great evening Terry” I said while shaking his hand. “Lovely to meet you” my gf said while he gave her a kiss on the cheek. We left his room and went back to our room. We laid in bed chatting for a while, “babe, I have something to tell you” Becca said looking all naughty. “Is this about you taking my boss’s cock” I asked. She smiled and kissed me before pulling off her panties. “I think it’s your turn to fill me now”
Source: reddit.com/r/gonewildstories/comments/10txi08/my_gf_f_and_my_boss_m
Becca sounds like fun. What does she look like?
Any pics of Becca from that night?
Awesome you had a great night. Didn’t it get to you that your boss was encroaching on your partner?