She finished stripping out of her tiny dress as she simultaneously sucked on my dick. When she was completely naked, I grabbed her under her arms to stand her up. Then I got a good hold of her waist and lifted her, swinging her around so that she was hanging upside down. Now I could suck and nibble on that gorgeous pussy as she sucked on my dick. She snaked her arms around my waist and held tight, helping me hold her there. Pure fucking heaven, let me tell you.
“Oh, God. Umm.” This was, of course, muffled as her mouth was full—but I could tell she was enjoying it as much as I was. I bit down on her clit, none too gently (hey, it was her fault she was a hellcat) and she screamed, popping me out of her mouth.
“Fuck! Yes, do that again. Fucking suck me, Joe.”
Never let it be said that I didn’t follow orders well. I sucked her hard and then stopped all together.
“What are you doing? Don’t stop!”
“I need to put you down. I want a better angle so I can give you the attention you deserve.” I put her down on the couch, spread her legs wide, and headed straight back to her pussy, which was now swollen and glistening. Like I said—fucking gorgeous.
She grabbed my head and ground herself against my mouth. I have to say, it was intense, but damn, I loved it.
“Fuck, yes. That’s it. Oh, God. Harder. I’m gonna come, Joe. Fuck, I’m coming.”
I stuck two fingers inside of her then, and she screamed as she came around them. I continued to finger fuck her and suck on her clit until she couldn’t take it anymore and wriggled away from me.
“Jesus, Joe. That was fucking incredible.” She flipped herself over, still panting, but ready for more. “Fuck my ass!”
Holy shit! Was this girl for real? I fumbled around in my wallet for the emergency condom I kept there. Couldn’t be too careful, right? Breaking a world record for fastest condom placement ever, I covered myself. “You sure you want this?”
“Christ, just shut up and fuck me already!”
Good God, she was one nasty slut. I’d never had anal sex before, but without another word, I spit on her asshole and tried to drive myself home, but it wasn’t as easy as all that. My big guy was way too big for her. Lube. I needed some lube. Quickly scanning the room, I eyed a bottle of Banana Boat on the table. I grabbed it and slathered a thick layer on my dick, filling the room with the smell of coconut. Right before I drove into her again, I added an extra dollop directly onto her back door for good measure. This time I went a bit slower, fitting tab A into slot B, and holy mother of God. It was fucking fantastic.
“Yes! Harder. Fuck me harder, Joe!”
I was already going at her pretty hard. Christ, at this rate, I felt like I was going to tear her in two, but hey—she wanted it harder. I grabbed her hips and rammed myself into her as deep and as hard as I could. “God, Sophia, if I keep going at you like this, I’m gonna come.”
She was rubbing herself between her legs with one hand, while the other was positioned so that she could feel my dick slamming into her ass. She started moaning and calling my name again. Just as my back started to arch in a most splendid orgasm, the door flew open with an ear-splitting bang, and her daddy walked in, but fuck it—I was as good as dead anyway. I threw back my head and came hard, buried deep in his daughter’s ass.
***
You’re probably thinking that I left Sophia’s on a stretcher, aren’t you? Well, I’m sure that’s one way the date could have ended. But no—that’s not how it happened.
Her daddy took one look at me nailing his little Sophia and clutched his chest, groaning.
“Oh, my God! Daddy, get out!” Sophia frantically reached for the cover on the couch to put over her naked body. Me? My dick was still in her ass. I mean, what was I supposed to do? Pull it out? Leave it in? Cover us both up and hope he left? Decisions, decisions. Finally, I grabbed hold of the condom (wouldn’t want that just hanging out there) and slowly pulled out. Sophia gave a visible shudder, which I’m sure her father wanted to hurt me even more for.
“Daddy?”
He didn’t answer her. She looked over at me, eyes wide. “Joe? Something’s wrong with Daddy.”
I looked up from zipping my pants to see that she was absolutely correct. There was most definitely something wrong with Daddy. “Uh, I think he might be having a heart attack. Call 9-1-1.” I ran over to him just as he slid down to his knees. “Lie down, sir.” Shit! I had no idea what to do. I was supposed to bang on his chest or something, right? I sure as fuck wasn’t putting my lips on him.
As he lay down, he grabbed me by the throat with one of those meaty fists of his. Even gasping for breath, he still managed to growl at me. “Get the fuck out of my house, asshole.” And I would have been happy to if he would have just let go of my neck.
I fumbled around for something to hit him with to break his hold. Yes, I realize that I shouldn’t have been thinking about hurting him further, but it’s hard to form a coherent thought when someone is trying to crush your windpipe. Just as I was about to hit him with an ashtray that I grabbed from the table, he loosened his grip. Thank God.
Nope—too soon to thank God. See, he didn’t voluntarily loosen his grip on me. He loosened his grip because he had stopped breathing. Shit, shit, shit! “Sophia?” Why the hell was I the only one in that pool house with this guy who wanted me dead? Where was everyone? “Sophia?” I screamed it that time like a little girl who’d just found the boogeyman under her bed.
“What the fuck did you do to Victor?”
Finally! Someone came. It was one of the suits—maybe it was too soon for celebrations after all. “Nothing! I think he’s having a heart attack. Sophia’s calling 9-1-1.” He pushed me out of the way and began CPR. Good, you kiss the fucker.
In the ensuing commotion, I snuck out the door with my shirt and shoes in hand. I didn’t stop until I got to my car. Revving the engine, I high-tailed it out of there and never looked back. Thankfully, but not surprisingly, the agency didn’t hear from Sophia about the incident.
Worst… date… ever.
CHAPTER 3
I DIDN’T HAVE sex for months after the whole Sophia debacle. I had no interest in reliving that experience. That’s not to say I didn’t want to fuck some of my dates. I was just cautious for a while.
Another of my more memorable dates was with a woman who had to be, hands down, the most ruthless creature ever to exist. She showed me how a woman scorned could behave.
I was twenty-two years old and was escorting Samantha, a woman twenty years my senior, to a funeral. Yup, you heard me—a funeral. Pretty fucked up, right? But, hey, I was working my way up the ladder, so I had to take the less desirable dates. I needed to prove that I could please all the ladies. She paid the agency two-thousand dollars for six hours of my time. Six hours!
I picked her up at her Beverly Hills mansion just before ten in the morning. I still lived in the Hills too, but in the not so nice section of 90210. Yes, there is a not so nice section of Beverly Hills. Didn’t know that, did you? It’s not common knowledge outside of California.
When I picked her up in the company’s sleek, black Aston Martin Vanquish Volante—I could have come just from sitting my ass in the driver’s seat—she looked suitably mournful in her black skirt suit. Her light blonde hair was pulled back into some kind of fancy braid, and her makeup was lightly applied. Her eyes widened when she saw me for the first time, and a hint of a smile touched her lips. She hadn’t seen me in person before and was noticeably pleased. Some of the clients simply get portfolios on us if they don’t have the time or don’t feel like taking the time to come scope us out in person. Such is the life of the rich.
“Good Lord, aren’t you delicious?”
I smiled good-naturedly. After all, I was used to being told how ‘delicious’ I was. I’m really not full of myself—not too much. I just know what I look like. I wouldn’t have this job if I weren’t nice to look at.
She continued to look me up and down while she walked around me in a
circle, touching as she went. “What are you, six-two, six-three?” I was six-four but close enough.
Not waiting for an answer, she continued her quest by grabbing my chin, tilting it this way and that. I have to admit, I was losing my patience at that point. What was I, a horse? Was she going to check my teeth next? I stared down at her with what I thought was a menacing glare, but she continued to examine me anyway.
“Gorgeous green eyes. They’re almost too bright. Nice strong jaw. Love the longer locks on you too, cutie. Maybe it’s that dark hair that makes your eyes shine so brightly.”
I pulled out of her grasp with a jerk of my head, but remembered to remain polite. “Thank you, I’m glad …”
“Shhh.” She put her finger on my lips. “I’m not done yet.” She ran her hands up my chest, over my shoulders, and down my arms, squeezing as she went. She shivered, which frankly creeped me out a little. “Ah, yes. Very nice. I see I’ll be getting my money’s worth.”
Oh, hell no. I’d be having none of that. “Ma’am (I added that to draw attention to our age difference—not that she cared), I don’t know exactly what you’re thinking, but I’m not here to have sex. I was told I was escorting you to a funeral.”
“Well, yes, but then we’ll come back here, no?”
“We can do just about anything you like for the six hours, but as the contract states, physical relations are not part of my service.” She stuck out her lip, which made me flash back to Sophia, except that I did not feel like sucking on this woman’s lip. At all. There was something about her that wasn’t quite right. Oh, she was attractive enough, her age didn’t matter to me, but something was off.
“Whatever you say, cupcake. Let’s go.” On the way to the door, she leisurely rubbed her ass up against me, and to my frustration, the big guy took notice. She must have felt me twitch, because she stopped and rubbed against me again, which made the big guy twitch again. I am obviously not the master of my dick. She looked at me over her shoulder with a knowing smile. Sliding her hand behind her, she gently caressed me through my pants. “Oh, we’ll be getting naked later.”
Well, damn. Maybe I was a man-whore because I couldn’t wait to get back.
***
Being at the funeral cured me and my big guy—at least for a little while. This woman was disgusting, and as I mentioned before, ruthless. We were at the funeral of her ex-husband. You believe that shit? At first, I thought she was there to support her children, who were already standing beside the casket, but I was wrong. The reason she paid for such a young escort was that she wanted to show me off to her ex-husband’s wife. To make it worse, she walked up to the widow with a huge smile on her face, not even acknowledging her children.
Running her hand down my back to settle on my ass, she introduced me. “Whitney, this is Joe. Joe, this is the whore who stole my husband.” She pointed to the two kids standing next to her. They were both older teenagers by my guess. “And those are my kids.”
My heart lurched at her callous words. I was completely speechless. How could anyone be so disrespectful—and in front of their own children? Hell, I myself was a smart ass, but not in a million years would I ever disrespect someone at a funeral. So I did what anyone should do at a funeral. I reached out and grasped Whitney’s hand.
“I’m so sorry for your loss.” Turning to the kids, I said the same thing.
To her credit, Whitney didn’t respond to Samantha’s insult. Not directly at least. “Thank you.” She pulled me in for a quick hug and whispered, “Watch your back with that one.”
The kids both mumbled responses and we moved down the line, taking seats in the back row of the church.
I had nothing to say to Samantha the Bitch, so I sat silently in the pew. Before too long, I felt her hand on my thigh. I decided to leave it there, instead of causing a scene. During one of the readings, she slipped her hand under my suit jacket and inched her way down to my dick. That little fucker started stirring again!
“Samantha,” I hissed at her. “Stop touching me.” I tried to whisper as quietly as possible, but the older gentleman next to me heard and gave me a disgusted look. Samantha brazenly stroked me some more instead of removing her hand. I am embarrassed to say that I didn’t tell her to stop again. I’d like to tell you it was because I didn’t want to interrupt the service, but to be perfectly honest, she was pretty skilled at stroking me without it being obvious. When I shuddered as she gently pinched the head of my dick, she let out a satisfied breath.
After the funeral was over, I drove Samantha back to her house. I was determined not to get out of the car. Finally, I succeeded in something I set my mind to. Oh—that doesn’t mean I didn’t fuck her, I just didn’t leave the car. I did put the top down for more head room, though. Yeah, I know… I know.
CHAPTER 4
AS THE YEARS went by, I had more and more sex. I never initiated it though. Never. See what a great guy I am? I wasn’t pushy. Fine, you got me. The only reason I never initiated sex was that I never had to. There were only a handful of women in six years that didn’t want to have sex with me.
“Hey, Joe.”
I was in the Perfect Ten office getting my work schedule for the week. The perfect shine on Stan’s prized dark mahogany desk begged for fingerprints to be smeared all over it. No one would dare do it though. Stan was a bit of a neat freak with a volatile temper. “Hey, Stan, how’s it going?”
Stan stood there with his Mr. Clean bald head shining as bright as his polished desk. Women loved him. He was one of those guys who could pull off the bald look. It might have had something to do with the thick, corded muscles he constantly showed off by wearing lots of tight shirts. “I have a couple of interesting things here for you.” Interesting was never good. That usually meant I was getting a freaky date. And it wasn’t always freaky in a good way.
“Okay, just give it to me straight.”
“Well, before I do, I just want you to know that there’s a two-thousand dollar bonus for you this week if you take these two dates.” Before I could grab the papers, he pulled them back. “One of these was scheduled with Brian, but he had to back out. His mother is sick, and he’s taking a couple of weeks off to go visit her in Florida.” He placed that folder, perfectly straight, on the corner of his desk. “But that’s next Saturday’s date.”
“Great—you know that’s my one Saturday off, right?” I only get one Saturday off every other month. “What’s wrong with these dates that I would get a two-thousand dollar bonus?”
“Nothing too awful—we’ll get to that. The bonus is pretty much for this date.” Stan stood there waving a folder in the air still keeping it out of my reach.
“Jesus, Stan. Just give it to me.”
“You have to say yes first.”
I wasn’t completely stupid. “Let me think about that.” I put my finger to my chin and looked skyward as if I was studiously thinking. “Uh… no.”
“Come on, man. She specifically requested you and is willing to pay a shit ton of money for one night out with you. Do it as a personal favor to me.”
I shook my head and looked up at the ceiling in frustration as I rolled my eyes at myself. I knew I was going to say yes. So I suppose I actually am completely stupid. “Fine. Give it.” I grabbed the paper and stared at the name. “Oh, hell no, Stan. Are you crazy? Her father will kill me!” Yup, you guessed it. Sophia DeMarino.
“It’s fine. She has a wedding to go to tonight, and her date cancelled just hours ago. It’s a friend of hers from college, and she doesn’t want to show up alone. Her father has nothing to do with it. He doesn’t even know she’s going.”
“Tonight? It’s Friday and my only other weekend day off! I’m going to be giving up my day off next Saturday too? Come on.”
“I know. As I said, it’s a personal favor to me. We’ll get you two other days off, okay?”
I knew I would give in. “She better not still be living at home.” I wasn’t going anywhere near that house ever again.
/> “She doesn’t.” He gave me the file as he got up from his desk. “Pick her up at four o’clock. And thanks.”
The other file was still lying very neatly on the corner of his desk. “What about the other one?”
“We’ll discuss her later.”
***
I got to Sophia’s apartment promptly at four. She answered the door in a sheer, pink robe, causing me to check my watch. Averting my eyes and shifting into professional mode, I said, “I’m sorry. Am I early?”
Sophia smiled at me. She hadn’t changed much. Her hair was a bit shorter, but she still had the pouty lips and small, perky tits. Then, lifting my head to ensure I was paying attention, she untied her robe and stepped out of it. I could only stand there and watch as it slithered over her shoulders and fell to the floor. “Nope. You’re just in time. Nice to see you again, sugar.” She pulled me in by my tie and slammed the door shut with her foot. It was like the pool house all over again.
“Oh, no. Sophia, stop.” I was just a nineteen-year-old kid the last time she pulled that stunt. At twenty-six, I was better prepared. I put my hands on hers to break her hold on my tie, but she just grabbed me with her other hand.
“Oh, come on, Joe. For old time’s sake.”
“Sophia, listen. I’m sorry about last time. I was young and excitable. That was unprofessional of me, but I’m not a prostitute. You can’t pay to have sex with me.” I was sticking to my guns this time. I did, however, give a quick glance down to my entirely too predictable dick. You stay down!
“I know you’re not a prostitute, Joe. I do have a wedding to go to, but we don’t have to leave until six.” She broke away from me and spun around. “Do you like?”
Do I like? I’d have to be fucking dead not to like. She had on a white, lacy teddy thing that stopped just below her ass. White wouldn’t work on every woman, but her Italian heritage left her with a tawny hue to her skin all year round. She was gorgeous and she knew it. The teddy was sheer. I mean totally sheer. I could see her big, brown nipples and her exquisitely manicured pussy as clearly as if she wore nothing at all.
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