It was paining a lot and he could not move it further inside. He then withdrew his cock. I then applied some Vaseline on his cock and come in my hole. He then tried his luck again and lo! This time it went in and nevertheless it was paining a lot in the beginning, in spite of the Vaseline applied but soon the pain was turning out to be an awesome pleasure, never experienced before. After a few mins, he increased his pace and I could feel his cock in my asshole swell. In no time he cummed in the condom and he withdrew his cock.I removed the condom from his half-limp cock and disposed it in the wash room. He then held my erect cock, covered it with condom and helped me masturbate. The feeling from another person masturbating your cock was awesome. In no time, I cummed too. We got up, cleaned ourselves, put on our clothes and I left, promised to meet him again.I was feeling fresh, happy and excited. This incident changed my perception towards virginity, sex, tradition /customs. etc and. I remember just saying to her "You owe me one for this" as our boss left. Lisa being Lisa tossed her blonde curls, grinning, fluttered her eyelashes and said, "If you're a good boy on the trip I'll make sure you get a treat". It meant nothing to me then just our usual banter. So we end up in California. All the work was done really quickly leaving us with a day at the end of the trip where we had time for R&R. She wanted to get out of the city and visit the area round about. So I rented a car and we headed out over the Golden Gate bridge towards Nappa valley. I spent the day driving her from vineyard to vineyard with her tasting at everyone. By the time we headed back to the hotel Lisa was a little tipsy. We dropped off the car and headed out for something to eat. We just hit a bar and sat at the bar and order sandwiches. By the time they arrived I'd realised we were in a gay bar. She was pretty much the only woman and I think I was the only straight guy. She was loving this pointing.
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