Man Loses Virginity To Cheating Asian MILF

“Sam" lost his virginity to a cheating Asian MILF. He tells his story to The Naughty American.

I have a story that happened about three weeks ago, when I was a 19-year-old virgin. I met this really good-looking Asian MILF in her 30s on MySpace. We just started chatting one day.

I’m in a long distance relationship, but I won’t see my girlfriend until December.

So I was chatting with this 30-something Asian woman and she told me she had a fantasy to be with a younger guy like myself. After a day or two of talking, she asked if I wanted to meet up and have some fun. I was kinda skeptical at first, thinking it was somebody I knew just messing with me.

But she sent me some clothed pictures of herself, then a few naked. I was really turned on and, of course, said I would love to meet up with her. We decided to meet up the following day.

The next day, we both Instant Messaged each other from work. I found out she had a boyfriend and that the reason she could meet up was because he was going out of town. She asked me if I was OK with the fact she had a boyfriend.

I said yes, and asked her what made her want to cheat on him. She said she suspected her boyfriend had cheated on her while he was on a business trip. She also said that being with a younger guy was a fantasy of hers.

She had told me she would call at 7:00 p.m., but 7:00 came and went and I didn’t hear from her. At 7:50 I figured she wasn’t going to call, so I just got comfortable around my apartment.

Then, at 8:00 p.m., she called to say she was outside my house. I was back in the game! I got my jacket and ran outside and hopped in her car. She looked so beautiful in person, like she was 20 years old. She told me she only had an hour, because she had to get back home to her sick boyfriend.

Because her boyfriend was home sick, she changed the plans and decided to drive us to a hotel, instead. As we were driving, she asked if I was nervous. I said I was. But she held my arm and said, “Don’t be. I’ll take care of you.”

We then checked into the hotel and went to the room. We sat on the bed for a few minutes, both a little nervous, until I said, “Soooo, what do you want to do?” She said that we could do anything I wanted, so I told her to get naked.

She then got up and started taking off her clothes. I saw her in her bra and it was a jaw-dropping moment. She got closer, as she was taking off her pants, and I grabbed her right boob. She said, “Whoa, tiger!” then made a meowing sound. I was really turned on at this point, and she told me to take off my pants.

As I was sitting there in my boxers with a hard-on, she came to the bed, gently pushed me back and climbed on top of me. She was kissing me and rubbing against my dick. I was just in shock that this was happening, since it was my first time. It felt like I was disconnected from reality, but yet still moving.

She then pulled my boxers off and started giving me a blow job. It was amazing. I had my hand on the back of her head as she went down on me, grabbing her tit with my other hand. About 10 minutes went by and she asked if I wanted to go down on her. I said sure. I was kinda nervous because I had never done it before. She told me how she wanted me to finger her and suck on her clit, so I did exactly what she told me.

At first I thought I was doing a bad job. Then she started moaning, and I realized that I was actually doing it pretty well. She was very wet and warm.

About 15 minutes or so go by. Then she asked if I wanted to fuck her. I told her I wanted her to ride me. She then went down on me again for a few minutes. Afterward, she grabbed a condom and put it on me. I was already about to explode because the blowjob felt so good. She got on top of me and just started riding me. I just lay there as she was grinding her pussy on me. It felt amazing.

After a few minutes, she whispered something. When I asked her what she said, she repeated it a little louder, “I’m gonna cum.”

I said to myself, “Wow, I can’t believe this is happening.”

She then came and I felt her get really tight as she was still riding me. She rolled over to the side, red in the face and with a little sweat on her forehead. She said she was tired and needed a minute to catch her breathe. Then she looked at the clock and said, “Oh shit, we gotta hurry. I told my boyfriend I would be back at 9:30.” It was 9:00 p.m. at the time.

However, I told her I wanted to fuck her from behind. She got on all fours on the bed, and as I was fucking her, I could tell she kept looking at the clock. She kept asking me to cum. I looked at the clock and it was 9:22. We were still fucking when she started to moan. A minute later, she came again.

I never imagined I would make her cum – never mind cum twice. After she came, she said she really had to get going.

I hadn’t cum yet. I thought I would have cum in the first 5-10 minutes, or so, but I didn’t at all. I still felt like I was in outer space and this was just a dream. She got out of bed and went to the bathroom. I started putting my clothes back on. She came out and said she was sorry that I couldn’t finish, and then gave me a kiss on my lips. I grabbed her ass with both hands and gave her a long kiss.

She got dressed then we went to check out and got back in the car. She drove me home and when I opened the door and started to get out, she said, “What, no hug or kiss?” Smiling, I got back into the car, gave her a kiss and grabbed her boobs. She put her tongue in my mouth. I then said goodbye, and she drove off.

As I was walking into the house I said to myself, “Wow, did this really just happen? I lost my virginity to a smoking hot Asian woman in her 30s who has a boyfriend?”

The next day, when she was at work, she Instant Messaged me telling me her boyfriend was asking her questions where she had been. He made a comment, saying, “You smell different.” She told me that he had a dream that she cheated on him. She, of course, denied it.

I still talk to her, and we plan on meeting again, as soon as she stops worrying about getting caught.