Straight Male / 41
No Idea About The Prostitutes
About 10 years ago I was couchsurfing in New Zealand. After a side trip to Australia for a week I returned to Auckland, and my plane was delayed for hours so I took a late-night bus into the city to find my new host, who lived on the south edge of the central area. I got off on a big street with one of the long Maori names I couldn't remember or pronounce easily, and headed west, knowing I'd have to walk a couple miles to get to my cross street. Here and there I noticed some young people hanging out, especially groups of 2-3 girls on either side of 20. This is before I had a smart phone, so I wasn't entirely sure how far I'd have to go, and after a while stopped into a convenience store to ask to see a map. It was run by a couple of East Indian fellows, who politely helped me, but a young white woman,, one of several hanging out in the store, overheard me and offered help say "I'm heading that way myself." I thought this a surprising offer so late at night, and the managers had an extremely neutral look on their face so I got no clues there. I said I think I knew how far it was now, but the woman was still being quite friendly so I said she could walk with me.
So for the next mile we talked a bit. Carey kept asking where I was from and where I was going, and just said generalities about herself. We found the cross street, and my destination was only about 3 blocks down. I said I was looking forward to dropping off my loaded backpack and sleeping, but she was asking strange things like if I wanted to have a fun time. At this point I started to wonder if she was a prostitute, but didn't want to get in trouble in a foreign country so I put her off and went inside. My host, a woman in her 30s, was up and greeted me cheerily, showing me my room and offering a snack.
I started telling her the story the long delays, and then about my surprising encounter with Carey, and she started laughing, explaining that prostitution was legal in New Zealand and they often hung out on that street. So then I laughed, realizing everyone around me knew the score except this clueless foreigner. I then said even if I wouldn't get in trouble, there were other reasons to decline, like risk of disease and saving money. My host then earnestly suggested "you could get a handy for 20." "A handy?" I asked, although if it hadn't already been such a long, disorienting day I would have picked up sooner. She pantomimed jacking off so I got it. The exchange happened to be good then so that was only about $15 U.S., not bad I thought. But I tried to laugh it off "Well, anyway, you probably don't want me inviting strange women in here." "No worries if you're quick about it and toss her out when you're done, you probably need some relief after your travels." I was surprised by her frankness and asked if she was really serious, but she assured me she knows where she lives, and knows what men need, and wouldn't think badly of me.
Well, I really could use this, I decided, so with her encouragement I ran back up to the main street and soon saw a small group of young women talking a block down, among whom I quickly recognized Carey. She saw me and excused herself quickly. She smiled and after a short mutual greeting I said that I could actually use some help after the long day, and wondered if she could do a handy for 20. "No worries" she said eagerly, so I led her down the street, explaining that my host was ok with it if she didn't stay long. In a short time we were on the living room couch where I was sleeping; I could see my host's bedroom light on and just trusted she wouldn't interrupt us. I was still a little nervous, never having engaged a prostitute before, but Carey was easy-going and I knew I didn't have all night, so I soon handed her the cash and unzipped. I was glad she didn't use a lot of the fake praise and sex talk I feared, but just started handling my dick, asking how I liked it done, adjusting her grip as needed, and methodically stroking me for about 10 minutes until I started getting close, I took off my dirty shirt to arrange around my pelvis, and then relaxed for another minute while Carey quietly stroked me faster, then I began a pulsing ejaculation onto her hand and my shirt. She held onto me for another couple minutes with only a faint smile of satisfaction before she cleaned up and excused herself, after which I cleaned up and fell asleep on the couch. The next morning my host asked me how it went, and I said it was a great first night. With her permission I actually tired a couple different girls the next few nights, never seeing Carey again, though none were quite as good as her. I went back a few years later but that's another story.
So for the next mile we talked a bit. Carey kept asking where I was from and where I was going, and just said generalities about herself. We found the cross street, and my destination was only about 3 blocks down. I said I was looking forward to dropping off my loaded backpack and sleeping, but she was asking strange things like if I wanted to have a fun time. At this point I started to wonder if she was a prostitute, but didn't want to get in trouble in a foreign country so I put her off and went inside. My host, a woman in her 30s, was up and greeted me cheerily, showing me my room and offering a snack.
I started telling her the story the long delays, and then about my surprising encounter with Carey, and she started laughing, explaining that prostitution was legal in New Zealand and they often hung out on that street. So then I laughed, realizing everyone around me knew the score except this clueless foreigner. I then said even if I wouldn't get in trouble, there were other reasons to decline, like risk of disease and saving money. My host then earnestly suggested "you could get a handy for 20." "A handy?" I asked, although if it hadn't already been such a long, disorienting day I would have picked up sooner. She pantomimed jacking off so I got it. The exchange happened to be good then so that was only about $15 U.S., not bad I thought. But I tried to laugh it off "Well, anyway, you probably don't want me inviting strange women in here." "No worries if you're quick about it and toss her out when you're done, you probably need some relief after your travels." I was surprised by her frankness and asked if she was really serious, but she assured me she knows where she lives, and knows what men need, and wouldn't think badly of me.
Well, I really could use this, I decided, so with her encouragement I ran back up to the main street and soon saw a small group of young women talking a block down, among whom I quickly recognized Carey. She saw me and excused herself quickly. She smiled and after a short mutual greeting I said that I could actually use some help after the long day, and wondered if she could do a handy for 20. "No worries" she said eagerly, so I led her down the street, explaining that my host was ok with it if she didn't stay long. In a short time we were on the living room couch where I was sleeping; I could see my host's bedroom light on and just trusted she wouldn't interrupt us. I was still a little nervous, never having engaged a prostitute before, but Carey was easy-going and I knew I didn't have all night, so I soon handed her the cash and unzipped. I was glad she didn't use a lot of the fake praise and sex talk I feared, but just started handling my dick, asking how I liked it done, adjusting her grip as needed, and methodically stroking me for about 10 minutes until I started getting close, I took off my dirty shirt to arrange around my pelvis, and then relaxed for another minute while Carey quietly stroked me faster, then I began a pulsing ejaculation onto her hand and my shirt. She held onto me for another couple minutes with only a faint smile of satisfaction before she cleaned up and excused herself, after which I cleaned up and fell asleep on the couch. The next morning my host asked me how it went, and I said it was a great first night. With her permission I actually tired a couple different girls the next few nights, never seeing Carey again, though none were quite as good as her. I went back a few years later but that's another story.
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