Straight Male / 23
I really did mess up here, I will try and keep this a short confession but this is true. I work for company that sells bulk wines to bars, night clubs and restaurants and every year there is a competition.
The winners of the competition are normally given a ticket to a client hotel where you work for 2 days advertising new wine brands to prospective clients, then you are given 4 days to enjoy for yourself with all expenses paid.
Last year I had to work with this women named Katherine a women probably in the age range of 45-50 black hair and who sat opposite to me in our office, she was very pushy and an aggressive sales women and most people in our office didn't get on with her, Me and her personality clashed which made work harder then what it should be.
We won the competition and received each a ticket to Malaga in Spain. now I'm only 23 and I didn't want to pass up a kinda free holiday but I'd enjoy the fact that I had to be stuck on a 3 hours flight with Katherine and that exactly what happened. I turned up at the airport on the Thursday morning casually dressed, she turned up in a her client business outfit completely over dressed, she asked why I had not dressed in my office uniform I said we are going to Malaga its a hot country and told her she was overdressed...she was not happy and said something along the line of "some of us like to be professional" so it was a whatever... Katherine had started drinking on the plane and things went down hill, shes a married women, well she had a ring on her finger and she was flirting with the cabin crew. When we finally got the Hotel I ditched her and crashed out in my work.
We had to work Friday handing out samples of the wine from our stand in the hotel... Its was a long days and I was handing out wine to the hot girls who were my age and even got one of there numbers. On the Saturday I was getting bored and Katherine was getting hit on by these black guys and she was loving the attention so much she let me go early and she packed up the stand, Saturday night I hit Malaga central and hit afew of the bars and went to a club came back to the hotel early because I was actually bored with nobody to hangout with.
When I got back to the hotel the place was dead quiet and dark I headed back to my room and out of Katherine's room these two black guys where walking out laughing on their phones, Katherine looked at me as she came out zipping her skirt back up and was nervous saying its not what you think, I said I don't care what you do, Im on holiday now and went to bed she gave this funny awkward look.
The next day I sat on the beach to get tanned and out of no where Katherine comes walking buy in this bikini... now I never seen Katherine's body before, I knew her legs looked good but that was about it, Her body was in good shapes but her breast where her not as good she asked me if I minded sitting next to her and I didn't want her to be said I didn't mind, she started talking about what i saw last night and I said its her business not mine, She was worried I was going to say something back at work. She started talking to me and said she knows shes a hard women to get on with and lot of people don't like her for that, at this point she eased up. She asked me what I had planned for the next 2 days I said I was planning to sit on beach then go out back into Malaga Square and hit the night clubs.
on that night i got ready to go out and I had knock on the door, its was Katherine where this clubbing outfit she didn't look right to me wearing a short black skirt and these nasty stripper type glass heels she asked If there was room for one more and I was reluctant to say yeah I felt a little embarrassed when out with her but I eased up after downing a pincher of black rum, First mistake was letting her drink one, second mistake was letting this women think she could dance... she got me on the dance floor. we dance she had way to much when some guy was trying to take her somewhere I got her back to the hotel after walking for about 15 minutes down the promenade. I go her into her room and she kept holding on to me saying its too early and you have had enough for tonight.
I left her inside room and went back to mine.
I was drinking from the mini bar and the door knocked I answered and Katherine was stood there he said she was sorry and i said it was okay and kept asking was she that bad of person people don't like her, I told her straight that night and she was quiet she sat down next to me and she tried kissing me I told her no, but I had been drinking and something came over me and I let her go back in we started kissing on my bed before letting her get me into it and we ended up having sex in which still hate to admit was probably the best sex I have ever had and want is worse about this I was a virgin upon till that night and I should have said no because I had just started dating this girl...
Back at work, its not been awkward but she asked me again if I would meet her away from work and out of town.
The winners of the competition are normally given a ticket to a client hotel where you work for 2 days advertising new wine brands to prospective clients, then you are given 4 days to enjoy for yourself with all expenses paid.
Last year I had to work with this women named Katherine a women probably in the age range of 45-50 black hair and who sat opposite to me in our office, she was very pushy and an aggressive sales women and most people in our office didn't get on with her, Me and her personality clashed which made work harder then what it should be.
We won the competition and received each a ticket to Malaga in Spain. now I'm only 23 and I didn't want to pass up a kinda free holiday but I'd enjoy the fact that I had to be stuck on a 3 hours flight with Katherine and that exactly what happened. I turned up at the airport on the Thursday morning casually dressed, she turned up in a her client business outfit completely over dressed, she asked why I had not dressed in my office uniform I said we are going to Malaga its a hot country and told her she was overdressed...she was not happy and said something along the line of "some of us like to be professional" so it was a whatever... Katherine had started drinking on the plane and things went down hill, shes a married women, well she had a ring on her finger and she was flirting with the cabin crew. When we finally got the Hotel I ditched her and crashed out in my work.
We had to work Friday handing out samples of the wine from our stand in the hotel... Its was a long days and I was handing out wine to the hot girls who were my age and even got one of there numbers. On the Saturday I was getting bored and Katherine was getting hit on by these black guys and she was loving the attention so much she let me go early and she packed up the stand, Saturday night I hit Malaga central and hit afew of the bars and went to a club came back to the hotel early because I was actually bored with nobody to hangout with.
When I got back to the hotel the place was dead quiet and dark I headed back to my room and out of Katherine's room these two black guys where walking out laughing on their phones, Katherine looked at me as she came out zipping her skirt back up and was nervous saying its not what you think, I said I don't care what you do, Im on holiday now and went to bed she gave this funny awkward look.
The next day I sat on the beach to get tanned and out of no where Katherine comes walking buy in this bikini... now I never seen Katherine's body before, I knew her legs looked good but that was about it, Her body was in good shapes but her breast where her not as good she asked me if I minded sitting next to her and I didn't want her to be said I didn't mind, she started talking about what i saw last night and I said its her business not mine, She was worried I was going to say something back at work. She started talking to me and said she knows shes a hard women to get on with and lot of people don't like her for that, at this point she eased up. She asked me what I had planned for the next 2 days I said I was planning to sit on beach then go out back into Malaga Square and hit the night clubs.
on that night i got ready to go out and I had knock on the door, its was Katherine where this clubbing outfit she didn't look right to me wearing a short black skirt and these nasty stripper type glass heels she asked If there was room for one more and I was reluctant to say yeah I felt a little embarrassed when out with her but I eased up after downing a pincher of black rum, First mistake was letting her drink one, second mistake was letting this women think she could dance... she got me on the dance floor. we dance she had way to much when some guy was trying to take her somewhere I got her back to the hotel after walking for about 15 minutes down the promenade. I go her into her room and she kept holding on to me saying its too early and you have had enough for tonight.
I left her inside room and went back to mine.
I was drinking from the mini bar and the door knocked I answered and Katherine was stood there he said she was sorry and i said it was okay and kept asking was she that bad of person people don't like her, I told her straight that night and she was quiet she sat down next to me and she tried kissing me I told her no, but I had been drinking and something came over me and I let her go back in we started kissing on my bed before letting her get me into it and we ended up having sex in which still hate to admit was probably the best sex I have ever had and want is worse about this I was a virgin upon till that night and I should have said no because I had just started dating this girl...
Back at work, its not been awkward but she asked me again if I would meet her away from work and out of town.
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