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Traveling [F]or Work With [M]y Boss- Gives Me Intercourse Orgasm. | 2016
I travel for work often, working in sales. I'm 26 years female and mostly travel with my 41 years male boss. I have a good relationship with him. He's a nice guy and we get along well. We often do our own thing when we travel but usually share dinner together to catch up.
We were having dinner and he told me our customer for the next day canceled so we'd have a free day tomorrow. I decided to have a glass wine, relax, knowing I had nothing going on the next day. We had a good time chatting and shared a few more drinks. My boss is not creepy but I can tell he thinks I'm an attractive girl. I've caught him checking me put on a few occasions. We continued to have more drinks and both end up getting really tipsy and playfully flirty. We have a few more shots and we're both really drunk at this point.
Now, I have a boyfriend but traveling so often makes it difficult to be sexually satisfied with him. I was really horny this trip and planned to get myself earlier that day. For background by boss is married with a family. He's not a bad looking guy but not super attractive. Not necessarily the type of guy I'd cheat on my boyfriend for.
Fast forward to the next morning. I wake up in a panic, naked. Next to my also naked boss. I feel a bit disgusted, his naked body laying there thinking, "what did I do? What happened". I looked over at his slightly chubby, hairy body not all that impressed but I did catch a glimpse of his penis. It was rather impressive and looked like a beautiful penis. He heard me rummaging around as I tried to find my panties and bra. He rolled over, rather calm and said this is not a big deal we'll tell nobody. I continue to think, "Omg what will I tell my bf, what did we even do?" He senses my panic and says, "well you were rather calm after I made you cum last night." Now, I've only gotten off through intercourse once or twice in my life but often from oral. I say, wait, "you want down on me? and he said, "No you rode me until you came".
Now this intrigued me. The last time I got off from intercourse was years ago with an ex. The thought of my past experience was turning me on and he could tell. We continued to talk about what happened and I could see that he was getting harder as we chatted about the night before. His penis started to get erect as he talked about how good my ass looked in a thong and how fit I was. I started to become amazed by how thick his cock was. I've been with a number of good size men but just had a great looking penis. He talked about last started by him giving me a massage and then I guided his hands into my pussy.
I started to get really wet at the thought an intercourse orgasm, as I often masturbate to the thought of it. I could see he was turned on as well and he kept talking about how awesome my body was. I asked him how he played with me and he said, "maybe I should show you again". He came over and slowly started to rub my clit and started to kiss my neck and nipples. I immediately was rearing to go. He continued to play with me and eventually gave me body kisses all the way down to my clit. My boss was eating me out! but it felt so good, he clearly knew what he was doing, eventually working his way down to my asshole even, something I haven't had done often either. He then took my hand and slowly brought it to his cock. I reached for it, HOLY SHIT it was thick, with a great length, he smiled. He then motioned me to my knees and brought my head down to his cock. I've never sucked on a hairy cock but this one was so beautiful and manly. I slowly inserted it deep into my mouth and cupped his balls. He let out a moan and said, "look up like you did last night". I continued to work his shaft and play with his balls as it stretched my mouth.
He then reached for a condom and flipped me over to my stomach. He bent me over the bed where he slowly interested me doggystyle. The feeling filled me up as it stretch my pussy, he then slowly pressed his heavy, chubby body down on me, giving me a crushing feeling as well. He gripped my hips has he started to thrust in and out slightly faster. As he gripped my hips he leaned on top of me and whispered, "you like fat cock don't you". I nodded and said, "yes it feels so good". The thought of a cock making me cum made me dripping wet. I tell him to go sit in the chair in the corner. I mount him and ride him as he grips my ass with both hands. His thick cock feels amazing, he grunts and tells me, "yes cum for me again", I ride him cowgirl, fast and hard, reaching back, I play with his balls. I get the sensation of cumming and I ride faster and faster, using his dick for the sole purpose of getting myself off. My breathing gets heavier, my legs start to quiver, my pussy trembles and I'm screaming, "I"m going to cum, I'm going to cum" and let out the most satisfying orgasim. He lets me gaiths myself and looks me serious in the eye and says are you ready to earn that promotion.
He proceeds to do me doggystyle, aggressively, while talking dirty to me until he cums as well. Exhausted and satisfied, I gather my things as my boyfriend texts me, "how is your trip going?"
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