I was over halfway to the total amount of money I needed to correct my mistake and de-pregnate myself. I have had a lot of fumbles getting here and many things to deal with later, but I was on my way. The next opportunity was again brought to me. Ruben was another 18-year-old guy. Like with some of the previous referrals, he was recommended to me by a source he was sworn not to reveal. I continued to fret about this mysterious someone who was informing teenagers I would fuck them for money. But it was saving me the trouble of finding clients myself.
Ruben was a different case from previous ones. He wasn't a high-school student, but rather, he has been home-schooled his whole life. His parents are extremely protective of him, and he has had little interaction with people his age. In particular with girls. He wouldn't even make eye contact with me while we talked. His parents restrict and monitor his internet activity. He claimed to barely even know what a naked woman looked like.
His specific request was very standard. He wanted me to come over on a night his parents were out and take his virginity. He agreed to my three hundred dollar price and paid in full upfront. Saturday at 3pm, I had an appointment to take yet another young guy's virginity.
His house, or rather his parents' house, was a few blocks from my parent's place, which made me cautious. When he opened the door to let me in, he was jittery and nervous. "Where do you want to do this," I asked the scared adult teenager.
"I don't know. Where should we," he replied with a shaky voice.
"How about your bedroom. That seems like a good place to lose one's virginity. Wouldn't you agree?" He shook his head in agreement and led me upstairs. When we got into his bedroom, he immediately took a seat on the edge of his bed and went silent. He was rocking back and forth and slightly hugging his knees. The poor guy was a mess. I felt really bad for him. I needed to calm him down and ease him into things.
I walked around his room, looking at the various posters and pictures hung on his walls. "I like your posters. I'm a fan of Batman, too," I commented. At least, I kind of ways. I had seen a couple of the movies.
"Thanks. The Dark Knight is my favorite movie of all time," he said. Good. At least I got him talking.
"Can I tell you a secret if you promise not to tell anyone else," I said, standing in front of him. He nodded. "I've taken the virginity of a lot of guys your age. I'm not proud of it, but I have. Almost all of them were as nervous and clueless as you are. This is all about you and your enjoyment. Okay?" He nodded again.
"Would you like me to take off my top," I asked, trying to get things rolling. Again, all he could do was nod. I took my shirt off, and that seemed to trigger something in the young man. He got up, walked over to me, and started groping my bra-cladded chest.
"I want to see your tits," he said, starting to take some initiative. I unhooked my bra and tossed it aside. Ruben was mesmerized by the sight and did nothing but stare for a minute straight.
"You can touch them if you like," I reminded him. He looked up at me in amazement and dove in with his hands.
"They're amazing," he commented, feeling my nipples between his fingers.
"Thanks," I replied.
"There's more to see," I reminded him, pointing to my lower half.
"Can I see your vagina," the teenager asked me.
"I would love to show you it." I undid my pants and, in a single move, pulled them down along with my panties. On that day, I showed Ruben what a naked woman looked like. But things didn't end there.
Looking at his pants, I could see an obvious bulge. "Do you want to play more or get to the real thing? Cause it looks like you are more than ready." Without waiting for an answer, I crouched down and pulled his pants and underwear down, revealing his stiff cock to me. "Very nice Ruben. This is going to be fun," I told him, trying to get him some confidence.
I directed him to lie on the bed and climbed on top of him. I leaned in and kissed him, making me his first kiss. Not something I was told to do but I figured it would please my client. As we continued to kiss, I reached down and took hold of his cock, and lightly stroked it. But I was soon met with the feeling of something wet splashing onto my tits. I looked down and saw them covered in cum.
"I'm so sorry, I couldn't help it! I'm a fucking loser," Ruben said, sitting up. Well, at least I gave him his first-hand job. But I wasn't going to leave him this unsatisfied.
"That was really hot, Ruben. Not too many guys spray their cum on my chest the first time. And don't worry about it," I said, walking to where he stood. "The nice thing about erections is you can always get more." I lowered my head and took his cock into my mouth. The taste of his cum soon covered my tongue, and I stroked my lips up and down his shaft.
"Oh my god, Cindy," the guy moaned. I knew I was on my way to getting him hard again.
If there is one thing I'm apparently gifted with, it's getting 18-year-olds hard. That and also, unfortunately, getting impregnated by them, but that's not a concern for today. Feeling his dick was sufficiently hard in my mouth, I withdrew it. "Shall we fuck? This time I want you to cum inside my pussy, okay?" He agreed, and I climbed on top of him.
Taking hold of his dick, I directed its tip to my pussy and then lowered my hips. Another day, another teenager de-virginized. "Oh my god thank you!" Ruben cried. I thought he might instantly cum, but he didn't. Taking it slow, I lifted myself upwards a few inches and felt him rub inside me as I rose. I then lowered myself and repeated. It was rare I got to dictate the pace of sex, especially as a whore for hire. But the experience was actually enjoyable. Ruben's hands explored my ass and tits as I continued to work his dick towards giving its first cream pie. I was happy things worked out, and this was turning into a good experience for him. I derive no joy from selling my body, but I did enjoy helping people like him. I just wish I could help him without fucking him.
Along those lines and a desire to finish things up, I started speaking words of encouragement to him. I closed my eyes and started breathing hard. "Oh god, your cock feels amazing in me, Ruben. Thank you so much for letting me do this with you. Now fill me up with your cum. I want to feel your seed in me!" I then gave a large, exaggerated moan.
That did the trick as Ruben called out, "I'm cumming!" Mission complete, job done.
"Cindy! What the hell are you doing to my son!" An adult voice was yelling from the direction of the door. Opening my eyes I was met with the sight of Ruben's mother and father. Worst even, I knew them, and they knew me. They were old college friends of my dad's who moved into town a few years ago. I've met them on many occasions, but I had no idea they had a teenage son. A son they had just witnessed cum inside me as I rode his cock to, from their perspective, an orgasm.
"Mom! Dad!" Ruben yelled. "I can explain! I had extra money saved up from birthdays, and I bought myself a whore. That's all!" Oh my god, you fucking idiot. It was bad enough if they thought this was just sex, but you had to explain that I took money to fuck you.
"Hold on, that's not true, Mr. and Mrs. Marsh. I know this looks and sounds bad, but please listen to me." I realized then I was talking to them with their son's cock still in me, which was still depositing his cum in me.
As I got off of him, Mrs. Marsh marched out of the room. "I'm calling your mother Cindy. She will hear all about this," she yelled from the hallway. I had planned to get dressed first, but Ruben's mother was leaving me no choice. Fully naked, I ran after her.
