Friends toasting

My First Time

By / August 10, 2016

I had come from a rough neighborhood and to get away from it all I had dedicated my life to making a better life. This left me with little time for anything else. By the time I was 22, I had a good job and a life for myself. During that summer I decided to take a cruise to Hawaii to reward myself for what I had achieved.

One evening I was at the bar when I noticed a beautiful lady having a drink by herself. I had not dated anyone because of my schedule. I summoned courage, with two shots, and walked over to her. I acquainted myself, and she told me that she was an escort. At first, I was hesitant about talking to an escort, but I thought, “What harm could come from it?” I paid for her drinks and told her I just wanted to have a conversation. We ended up talking for two hours. I told her about my life and she was in awe for what I had achieved.

After a while, she said that we should go to the beach for a night stroll. I obliged. During the stroll, she held my hand and told me that I was different from most guys who only want to use her. Suddenly she stopped and pulled me close to her.

I had never had sex before and the moment I felt her breasts on my chest I had an instant hard on. She kissed me and whispered to me, “You deserve a reward for making something of yourself.” She wrapped her hands around my neck and kissed me passionately. I pulled her waist closer to me and tried undoing her bra. When she noticed my lack of experience, she asked, “Is it your first time?” I shook my head, but she got a cheeky smile. She pulled me down onto the sand and undid my trousers. My member jumped out as she undid her bra. “You can touch them,” she said as she kissed my dick. Her warm mouth slowly wrapped around my dick as she took me all the way to the back of her throat. She used her tongue to touch my tip as she sucked. She then clutched my balls and squeezed them. The sensation of my dick at the back of her throat combined with the squeeze made me erupt in her mouth. She swallowed it all and licked me dry with her tongue.

She then came and kissed me again and my dick was erect again in seconds. She straddled me and took my hands to her perky breasts. This was ecstasy. As I massaged her boobs, she pulled her panties to the side and slowly let me inside her.

The sensation of her pussy slowly engulfing my dick was heavenly. She let out a moan as I went all the way into her warm pussy. She then started riding me slowly. The blow job had helped a lot because I would have cum immediately. She kept riding me as I watched her bite her lips while fondling her breasts. Soon I started to feel my orgasm build at the base of my dick. Her riding became faster and then suddenly I felt her pussy grip my dick tighter as she had her orgasm. This was enough to make me erupt inside her. My dick pulsated as I kept cumming for close to a minute. She then lay on my chest, with my dick still inside her and whispered, “I am glad I am your first.”

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