Cindys Bikini Riskiest Risk

I was one sexual encounter away from being free of potential impregnation. It seemed so long ago, but back when I was raising money to free myself of my second pregnancy, I made the hard choice to go to some old friends. Well, truthfully, they were ex-friends due to me finding out they were only friends with me solely to try and fuck me. As I was desperate for money, I made them an offer to fuck me for a large amount, and they agreed, provided they got two sessions with me. Time had arrived for me to make good on that second session.

The difference between this session and the earlier one was I was very fertile now. Being pregnant previously, I let the guys cum inside me without complaint. But I couldn't let them do that now. But how in the world could I convince them not to?

Just as I had the first time, I arranged a hotel room where they would meet me. I wanted to be in complete control of the location in order to prevent them from getting any videos or pictures of me. Prior to their arrival, I stripped down to my bra and panties. As I waited for them, I continued to tell myself I would get through this and my days of sexual deviancy would be through. I just needed to avoid getting cream pied by these three horny boys.

With a knock at the door, I knew it was time to start this final orgy. "I hope you're ready, Cindy because I am going to wreck that pussy tonight," Jerry said as he entered the room.

Not a great start. When all three were in, I tried to address my concern. "If you guys want to fuck my pussy tonight, you are going to need to wear condoms," I explained.

The three men stopped in their tracks. "If you are going to insist on that, then you better just refund us now. There's no way I'm wearing a condom," Alan replied to me.

"I don't have five hundred dollars to refund you," I said, which was the honest truth.

"Well, it's one thousand because that's what we agreed on. One thousand for two rounds of fucking where we are free to cum inside you," Jerry said.

"But you already fucked me in one session, so you should only get half the money back," I protested.

"One thousand for two rounds. Not five hundred per round. Even so, you said you don't even have that much," Jerry replied.

"Then how about you guys just fuck me anally tonight? You remember how much you loved how I came from it last time?" I hated pointing that out, but I had to avoid getting inseminated.

"Oh, we will take advantage of your tendency to cum from getting anally plowed, but only after we fill your pussy with cum," Greg said as he started to undress.

"Why are you so concerned with us cumming inside you this time? We loaded you up last time," Jerry asked. All three of them looked at me with eager anticipation of what my reason was. I struggled to think of anything at the moment except the truth.

"I don't want to get pregnant," I admitted.

After a pause, all three excitedly came to the same realization. "You mean we could knock you up tonight? That would be fucking awesome! I'm putting every drop of cum I have into you," Jerry declared. The other two were equally enthusiastic to attempt my impregnation. This was turning into the worst-case scenario.

"No. I will not accept any cream pies tonight," I said firmly.

"Then pay us our money back. All of it," Alan said.

"And if I refuse to," I asked, realizing I may have more options than I thought.

"Then we tell everyone, most notably your parents, that you paid us for sex. We have the text from you telling us to come here tonight, and the first time, we all boned. I'm sure the hotel cameras would prove all of us arrived here tonight. What other reason would a girl meet three dudes in a hotel other than to fuck? We can also prove each of us pooled together a thousand dollars. We may not have a smoking gun, but we have a lot of smoke to point to," Jerry explained, laying their case out. My parents already caught me having unprotected sex with an elderly gentleman in their house a few weeks ago. They are already questioning my judgment currently. My parents know these boys as well and like them. They could very well believe their story if it came to that. I was faced with a rough choice.

"What if you fuck me without condoms but then cum outside? Maybe on my tits or ass? Even my face. Imagine covering my face in all of your cum," I said, continuing to embarrass myself.

The boys shook their heads in disagreement. "Cindy, you have three choices. Accept our cum into your womb, pay us one thousand dollars, or be prepared to explain to your friends and family why you prostituted yourself out to us," Jerry said coldly. I felt the blood drain from my face as I considered my options. But I knew I only had one viable path before me.

"Shut the fuck up and get your dicks out," I said, accepting my faith.

Alan was to go first and quickly got naked, as did I. He had me lay on my back and climbed on top of me. My eyes were fixated on his erect cock. Not because I enjoyed the sight of it but because I knew what it would be delivering into me. I had spent so much effort to prevent so many men from impregnating me for a third time, and right at the end, I was going to let these three guys inseminate me to their heart's content. I watched as he thrust his bare cock into me, and feeling him stretch the inside of me out, I knew I had begun this orgy of extremely risky sex.

"God, you're so tight, Cindy. I might cum right away and knock you up," Alan teased. Although it might not be that big of a tease.

"I'll give you the best blow job of your whole life if you pull out before you cum. I'm talking mind-boggling pleasure. How hot will it be to fill my mouth with your cum," I said, trying my best to tempt him.

"I'll pass. I know how much you like sucking our dicks and tasting our cum, but we can do that all we want after you get that inevitable positive pregnancy test." Alan picked up the pace of this thrust. I was in the all too familiar situation where I was trying to convince a guy fucking me to deposit his seed anywhere else but in my womb.

I lowered my voice to try to get only Alan to hear what I had to say next. "If you don't cum inside me, I'll fuck you more in the future. Hell, I'll be your girlfriend for three months. How's that sound?" Alan had begun to lick my nipples while humping me at a lightning pace.

"When you find out you are pregnant with my child, you'll probably become my girlfriend anyway," he said, taking a brief break from stimulating my tits. I was out of ideas. Alan was going to cream pie me and send his sperm toward my fertile eggs. Maybe they wouldn't find their mark, but it seemed every time I could get pregnant having sex, I've gotten pregnant.

I lay there silent, accepting my faith as a future mother. Except I wasn't all that quiet. I realized how worked up I had gotten fretting over my impending impregnation. I was audibly moaning as I anticipated each thrust to be the one that puts Alan over the edge and fills me up with his potent cum. Why the fuck was the prospect of me getting pregnant turning me on so much? A particularly deep and hard ram of his dick that I thought could be the one to make him cum, made my legs squirm and my heart skip a beat. For a brief second, I wish he would cum already to spare me from cumming on his dick, but I remember what that would mean. I was in sexual agony as I worried about getting cream-pied while a mighty orgasm built up inside me. My head became a clouded mess of sexual images. I pictured all three of these guys depositing load after load of cum into me, leaving little doubt of my fate. Each image of me getting pregnant pushed me closer to the edge until, finally, I felt the warm liquid from his dick pour into me, and the lower half of my body convulsed through a deep orgasm as Alan continued to cum in me.

My head fell back on the bed after the orgasm finally faded, and my mind went utterly blank. It was only when I felt something push into me that I came to and was face to face with Greg. He wanted to take a shot at knocking me up next. "I can't believe you got off on Alan cumming inside you. Well, I'll fulfill that fantasy again for you in just a minute," he teased. This was it. These guys were going to treat me as a cum dumpster all night, and the end result will be my third pregnancy of the year.

As I felt the bare skin of his cock slide inside my well-lubricated pussy I thought about how I'd rather be pregnant with a stranger's baby than any of these three. But it was too late for that now. Already Alan's cum was inside me, and soon Greg was going to add his. "Fuck!" Greg yelled as I got my second helping of seed of the night. After continuing to pump me for a few seconds, he got off me. That freed me up for my third lover of the night, Jerry.

He wasted no time penetrating me and looked me right in the eyes as he plowed me. "This is what you wanted the whole time. It wasn't about the money. You want to give birth to one of our children, don't you?"

Having a third man of the night using me for his sexual satisfaction was taking a toll on me, and I was breathing heavily. "No! I never wanted that, I promise. I just needed the money," I said, desperate to make it clear I wasn't here to get pregnant.

"Yet you came hard once Alan came in you. Admit it. You have a kink, and you wanted the three of us to make it a reality tonight." Right then, Jerry, purposely, I believe, changed his angle of attack to make the tip of his cock slide over a pleasurable area.

"Ahhhhh... no!" I said, fighting through the pleasure. "And I'm not going to get pregnant from one night of sex," I said, not really believing that.

"Sure, sure. You say that, but you're thinking about how in the near future, your belly will be huge, and milk will be pouring out of your tits as you continue to allow yourself to be our sexual toy. Regardless of whose child you end up carrying, all of us will be your lovers from here on. I think over the next twenty years, you'll be in a constant state of either being pregnant with one of our kids or in the process of getting impregnated. This is your life now, Cindy," Jerry said as he leaned in and gave me a passionate, open mouth kiss.

As our tongues touched, I grabbed the sheets on the bed as a strong wave of pleasure hit me. Jerry's words about me being a slutty baby factory for these men rang in my head and increased my sexual desire exponentially.

My body was starting to treat their cum as a drug. I was addicted and wanted more of it, even though I knew it was the last thing it needed. I expelled a lot of willpower to keep myself from audibly crying out for Jerry to cum inside me, but that willpower was draining with each new pulse of ecstasy his cock was giving me. It didn't help that I found his lips to be so soft, and kissing him like this was so intimate. Maybe being a mother to these three kids wouldn't be that bad. No! I wasn't going to end up like Ashley, even though it may be too late.

I was hit with wave after wave of orgasmic pleasure, each stronger than the last. My legs writhed on the bed, and my toes curled uncontrollably. Every muscle in my body tensed up, and as a final flood of sexual glee hit me, I cried out through an orgasm. "Fucking cum in me and knock me up!" I was barely aware of what was happening at that point, but the one thing I did know was Jerry did just as I asked and added himself to the list of potential fathers of my child. As he withdrew from me, I rolled to my side and curled up as my body dealt with the aftermath of its second orgasm of the night. And I really doubted these boys were spent.

"Okay, guys. We have one hour and forty minutes left. Our only goal from here is to get as much sperm in her as we can manage. Let's position her so she can use her mouth to get us hard as soon as possible and ready to cum as fast as possible once her pussy is free," Jerry said, laying out their plans. They proceeded just as he proposed, and soon Alan was back inside me, taking another shot at fertilizing my eggs. Jerry brought his now sleeping cock to my mouth, and thanks to my skills with my tongue and lips, I had him hard in no time. Just in time, as Greg finished his second time with me tonight. I was an assembly line of getting cocks ready to inseminate me, and I was embarrassingly effective.

Over the time left in our session, I think each guy successfully loaded up my pussy with cum five times each while cleaning their cocks with my mouth. My taste buds were overloaded with a combination of cum and my own pussy juices. But that was a minor shame compared to the three additional orgasms I went through as my mind continued to have weird fantasies of me being fully pregnant and being used by these three assholes.

As Greg gave me one last deposit, the timer went off, and I collapsed on the bed. Cum was pouring out of my pussy as I had been filled to the brim several cream pies ago. I didn't say anything as the three guys got dressed and talked about how excited they were to find out in a few weeks if I was pregnant or not. They each gave me a goodbye kiss and slap on the ass before leaving the room. Thus, I was left by myself with nothing to do but think how much of a fool I was.

How many shameful acts had I done to prevent something like this from happening? I could have just let any of them impregnate me and save myself the trouble of embarrassing myself with all of those sexual favors. But maybe their sperm won't find its mark. Many women struggle to get pregnant despite having sex many times with their partner. Although my history thus far has proven my body is very capable of getting pregnant fast.

I spent the night in the hotel, not having the strength to leave after five orgasms in only a two-hour window. I laid there for hours thinking about my future as a mother to these asshole's kids, but sleep did eventually find me. Waking up the next morning, the events of the previous night immediately returned to me, but I managed to find more hope that things could work out. At the very least, I had no more obligations to fuck anyone. At least not for the time being.

Over the next four weeks, I lived a quiet life as a college girl. I didn't seek out new friends or dates. Especially dates. I avoided parties or anything else where I would probably inevitably run into someone who had cum inside me or even impregnated me. Jerry, Greg, and Alan, despite my best efforts, frequently found me on campus and inquired about the state of my womb. A state that I was in no hurry to find out about myself.

However, at the thirty-day mark, my period was officially a week late. After peeing on a few sticks, I had confirmation regarding what I knew would happen the second Alan's sperm entered my pussy. I was carrying the child of one of those assholes. I was pregnant for the third time.

Without any clue what to do next, I attended classes the next day as usual. But the passenger in my womb was the only thing I could think of. "Did you get pregnant?" Jerry asked me as Greg and Alan followed him.

He had asked me this every time he had run into me over the past month. Normally, I would immediately deny it. However, today, with my recent news, I paused. I knew I should lie. But my throat dried, my face went pale, and my mind couldn't think of what to say. Jerry's eyes grew as he correctly interpreted my reaction to his question. "Holy shit, we got actually got you pregnant," he yelled out.

"No... I...," but I continued to lack the words to deny it.

"We've got to celebrate. We should tell your parents!" Greg said excitedly.

"No! Anything but that," I pleaded. How would that even work? Hello, Cindy's parents. We are here to inform you one of us got your daughter pregnant during our last orgy?

"But they'll want to know. I won't keep the grandparents in the dark," Greg replied.

"I'll fuck you guys all you want but don't tell my parents," I begged.

But they were swayed. "I mean, we are going to fuck a lot anyway. I've heard it's good for the mother to get a constant injection of cum and have frequent orgasms. So should we come over tonight and tell her parents?"

Jerry asked the other two. "I can't tonight. Could we do it tomorrow night?" Alan replied. The three of them agreed to come over to my parent's house tomorrow evening and inform them that they impregnated me. They even speculated that they could use my room to fuck me more after delivering the news. My constant pleas were ignored, and the boys went on their way.

I stood there defeated. I had no way out of this. None. Well... There was one way. But I wasn't going to entertain that idea... Fuck! I had to do it.

"You're kidding me," Shawn said as I stood before him. Just a few hours ago, I sent him a text asking, well begging, for an audience with him. But as usual with these meetings, it wasn't just me and him. Don, Richie, and Grant were present as well. In addition, a very pregnant Ashley. A very pregnant, naked Ashley getting railed by Grant while sucking off Don.

I ignored the threesome and addressed Shawn. "I'm not. I'm pregnant again. For the third time," I admitted.

"Wow. You really are a dumb slut. So you need money, I assume? Looking to get back into the prostitution business?" Shawn asked.

Ashley's moans filled the room, muffled by the cock she was sucking. "I... don't know. But I need help with something right away. Classmates of mine, Jerry, Greg, and Alan, are planning to go to my parents tomorrow night and tell them I'm pregnant," I said, speaking up.

Richie, who wore only boxers and had a bit of a sweat on him, which I assumed was from fucking Ashley just before I arrived, had a question. "How do they know you're pregnant anyway?"

"Because they are the ones who got me pregnant. One of them anyway."

"I remember those guys. They paid me to fuck you. Back when you were prostituting for me in order to raise money to get rid of your first pregnancy. So you went back to them and offered them a go at you without the mask? And they got to impregnate you? I hope you got more than the 1200 they paid me for the first time," Shawn said, giggling. I really hoped that was a lie. I only charged them a thousand, which included two whole sessions with me without the mask. Not to mention the bonus they got knocking me up.

"None of that matters. Can you stop them from going to my parents," I said, trying to get this conversation on topic. It was then that Don pulled his cock out of Ashley's mouth and sprayed cum all over her face. With her mouth free of dick, her moans were much louder now. I was tempted to comment on Ashley's sorry state but held back, considering my own situation. Glass houses and all.

"I can do lots of things, including that. But why would I is the real question," Shawn said, giving me an all too familiar look.

"You know what I'm willing to do," I said, looking away.

"I know better than anyone. Strip," he commanded.

"So you'll help me?" I asked hopefully.

"I'm not saying anything right now but strip. It's been too long since you've gotten naked for us." Grant had finished inside Ashley, and now everyone was solely focused on me. I rolled my eyes and lifted my shirt over my head. Everyone here had seen me naked extensively. As much as I hated to admit it, stripping for these high-school boys had become a very minor ask of me.

I pulled off my pants, and the comments started. "Damn do you have a nice fat ass," Don said.

"Tits that are begging to be sucked on. I can't wait to see them leaking milk in nine months," Richie added.

"Ashley, does she have the sweetest pussy you ever tasted," Shawn inquired.

Ashley looked reluctant to reply but finally said, "Yes. I really enjoyed it."

"And she would know, given how many times you let her fuck you, Cindy."

Ignoring the commentary, my panties hit the floor, and I threw my bra off. As I had many times before, I stood naked in front of these four high-school teenagers. "Okay. Now that you can see my pussy and tits, will you commit to stopping Jerry and the guys from revealing my pregnancy to my parents?" Shawn stood up and walked around me, taking in every inch of my nudity.