After locking my photo album back in my safe, I sat down with a beer and thought about the last several years. The collection always made me think about those good times. That's when I decided to write it all down. I guess it's a confession of sorts, even though I have no regrets about how things turned out.
I didn't start college until I was twenty. Before that, I moved from one worthless job to another. Delivering furniture, driving a fork-lift, and even tried driving a big rig but didn't care for the long hours even if the pay was good. So, eventually, I realized I needed a college degree to get a good job.
Since high school, I'd been going to the same health club to lift weights and stay in shape. I guess; eventually, they got tired of me always being there and offered me a job as a trainer. It worked out with my class schedule and also let me work out for free.
It wasn't big money but enough that I could keep my little studio apartment. Between a few loans and eating very little, I was getting by okay. Things got a lot better when the club owner stopped me one day and asked if she could talk to me.
Ms. Lee was an Asian woman somewhere in her thirties, I'd guessed. She was tiny, maybe a hundred pounds, with long black hair and dark brown eyes. A good looking woman but was all business. Whenever I'd seen her in the club, she rarely smiled and ran a tight ship. I was surprised when she led me to her office upstairs in the club to talk to me.
The office was rather significant, and I was surprised that the whole upstairs was where she lived. The club was large (5000 square feet), and she had all that room like the top floor of some hotel. I sat down in a padded chair across from her big desk as she looked at me and smiled.
"Ethan, I suppose you wondered why I asked you up here?"
"Yes, Ma'am."
She laughed, "You can call me Tami. I wanted to offer you a different job here if you are interested."
"What kind of job?"
"Have you ever thought about being a masseuse?"
"A what?"
Tami grinned with white teeth that looked perfect, "Someone who gives massages."
I knew the club offered massages, but they were out of my price range.
"No, I've never thought about it," I told her.
"One of my guys is quitting in the next couple of months, and I need to find a replacement."
"I can train you to pass the license test," she added.
"I don't know if that's for me."
"Not even if you make big money and get to massage naked women?"
That got my attention. With school and working out, I hadn't had a steady girlfriend for a long time.
"Or do you prefer boys?"
That caught me by surprise, "Girls."
"Can I trust you to keep a secret?" she asked.
"Sure."
"We have some special clients we cater to. Rich ladies with more money than they know what to do with."
I wasn't following her yet.
"That's nice."
Tami smiled at me like I was a dumb child, "They pay a lot for special massages."
I still wasn't following her but was starting to get what she was hinting at.
"How much do they pay?"
"I won't tell you, but if you are good, you will make excellent tips plus what I pay you."
That really sounded pretty good to the little bit I made as a trainer.
"Okay, I guess I'll try it."
"First, you have to pass an interview."
"I thought this was one."
"No, I just wanted to see if you're interested first before we go further."
"Okay, when is the real interview?"
"Now, if you have time," She smiled, "If not, we can set up an appointment."
I really didn't have anything going on, so I told her now was okay.
"Good, come with me."
I got up and followed her to another door that led inside her sizeable top floor apartment. She poured herself a glass of wine and gave me a beer.
We sat down on a huge "L" shaped sofa facing a glass wall that looked out over a vast deck and the city. I had to admit this was the strangest interview I'd ever been on and drained my beer. She brought me another and refilled her wine glass.
She sat down next to me, looking me up and down, "You are a good looking young man."
"Thanks," I said, feeling a bit uncomfortable with the way she was looking me over.
"Are you modest?"
"A little, I guess."
"I won't bite. Would you stand up and let me look at you?"
"Why?"
"I want to see you better," She smiled, "Our special clients pay a lot for looks and performance."
I stood up and was wearing my work out sleeveless shirt and shorts with sneakers. I stood up and let Tami look at me as I turned around slowly for her. It seemed weird, but a job is a job.
"Take your shirt off."
Wanting the job, I took it off.
"Nice, you have abs and well-toned muscles."
I was a little embarrassed but liked the compliment just the same.
She stood up and came closer, "Can I feel your abs?"
"Sure."
She ran her warm palm over my flat tummy and then up to my pecks, "Yes, you will do nicely."
Her touch turned me on. It had been a while since I'd felt a woman's touch.
"Okay, thank you and have a seat," She told me, "Excuse me for a minute and have another beer if you'd like."
I grabbed another beer from the little beer cooler refrigerator by her bar. I looked out the window as the sun was going down. It looked great, and I figured she'd gone to the restroom, but I was wrong when she came back.
Tami was wearing nothing but a black silk robe loosely tied at the waist, her hair in a ponytail.
Now I'm not the smartest guy in the world, but I figured out pretty quick when I saw her that it was going to be the best interview I'd ever had.
"Come sit with me."
I sat on the sofa, and she smiled and took off my sneakers and socks while on her knees. I got a beautiful view of her cute little bare boobs when her robe drooped open. My cock began to wake up, and she grinned at me.
"I need to see the rest."
Tami began to pull off my shorts and boxers. I let her because, well, what would you do?"
She pushed my knees apart and got closer. Dropping her robe down over her shoulders and barring her nice looking tits before grabbing my dick and held it as it began to swell in her hand.
"I thought you might have a nice big cock," She said, stroking it slowly as it kept getting bigger, "My clients like young guys with a nice big cock."
"That's when it hit me what I'd be doing!"
"That is if it works like it's supposed to," Tami said, and then took the tip of my dick in her mouth and began to suck it.
"Mmmmmmm!" I groaned, and fuck, it felt good to get a blow job after such a long time.
Fuck! Tami was no amateur at sucking dick. She licked my shaft and then my balls.
"Nice big balls, I bet you cum a lot," She told me and then went back to sucking the swollen tip.
"You keep doing that, and you're going to find out!" I told her.
I gritted my teeth as her tongue licked the head of my penis.
One thing I'd always been proud of was my dick, even if most of the girls I'd fucked said it was too big and hurt. Dad had left my mom and sister when we were young. I think all he left me was his DNA and a huge penis, even if I didn't get to use it as much as I wanted.
Tami let go of my dick and stood up, dropping her robe around her feet. She had the body of a teenager. Perky boobs with dark nipples standing out. A tiny black strip of pubic hair above her slit.
"Are you free of disease?" She asked as I admired her naked body.
"Yes."
"Give me your hand."
I offered her my right-hand palm up, and she pulled it between her legs and let me touch her warm pussy.
"Sucking your big dick made me wet." She told me, and I could feel it was true.
"You have a nice touch," She moaned a little as I rubbed her wet folds, "When I get done teaching you my ancient massage techniques, you'll be able to make any woman beg for your cock."
I didn't believe her right then, but my cock was aching stiff. I would have thought anything she told me as long as I got to fuck her.
Tami straddled my lap. And put the tip of my penis between her legs. She moaned when she sat on it. Fuck she was hot and wet!
Tami slid all the way down to my balls. Shit, I'd never had a girl the size of my little sister take all my dick that easily.
"Mmmm, your dick feels a perfect size," Tami moaned and began to hump me.
Being almost twenty-one, I didn't care if she was older than me. Her pussy felt like wet velvet as it slid up and down on my cock.
She put her hands on her hips and kept pumping me, "Suck my nipples."
I sucked her nice hard nipples and squeezed the hell out of her nice round tits as she fucked me.
"Tell me when you're going to cum, baby." She moaned in my ear and began to pump me faster with her arms around my neck.
"It's going to take a while." I lied.
"Oh yeah?? and I felt her pussy tighten up around my dick like a hot vice.
"Jesus!" Is all I could reply as, with each downstroke, I felt her vagina squeeze my cock tightly as she slid all down on it.
It wasn't long before I was about to shoot and told her through gritted teeth.
Tami jumped off my lap and grabbed my wet dick with one hand, and sucked the fuck out of the head of my cock!
I groaned and shot my load down her throat. Tami didn't miss a drop with her lips tight around my shaft just past the head. Swallowing several times as I blew the biggest load I could remember. She jacked my cock with her little hand and sucked the sensitive head of my cock, and that made me really holler and cum some more!
"Not bad," Tami laughed and kissed the head of my dick when I was done.
"Shit!" I sighed, "Damn, that was good!"
"You young guys really shoot hard," She told me, still milking my cock up and down, "That would have felt good in my pussy, but I wanted to see how much you could cum."
"Felt like a lot to me."
"Not bad, but you'll do better after I get done training you."
Tami got up and drained her wine glass. Rinsing her mouth out and then swallowing.
"Training me?" I asked her as I admired her tight little body.
"You got the job if you're willing to work hard and do what I tell you."
"Sure," I told her, "What do I have to do?"
"Learn how to make a woman beg you to fuck her."
"You can do that?" I asked, not believing it.
Tami picked up my shorts and underwear and tossed them at me, "I guarantee it."
Tami dismissed me with instructions to keep working out and show up there at 8: oo PM every night. I would be paid like before and get a big raise once I passed the city/state masseuse test.
And so began my training. For the next two months, I went to see Tami Sunday through Thursday night. In one month, I'd learned all I needed and passed the state test with flying colors. It was more ethics than technique. But I also was learning the techniques of massage and pressure points for pleasure.
Pressure points to relieve pain, and the ones more important to me and my new job. The ones that make a woman melt in your hands. There were over a hundred sexual pressure points for a woman compared to just a few for men. I had a chart I had to memorize each one and learn how to use it. Not to mention her 10 step process to make a woman cum from oral sex. She made me practice on her over and over until I could do it blindfolded by the time two months was over. I'd thought I'd known what to do before, but I had been all wrong. According to Tami, most men didn't have a clue about it and barely knew enough to fuck.
That was hard to accept, but I did what she told me and hoped it was true. I'd find out soon enough when I turned 21 and got my first unique client. I wasn't complaining because all of her lessons ended up with me getting to fuck her in one way or another. The best part was the pills she gave me.
It was a big jar of white pills. I took 3 a day for one week, then two a day for a week, and finally just one a day after that. At first, they didn't seem to do anything, but after 3 weeks, I noticed that I was Cumming harder and longer. By the fourth week, it felt like I was shooting twice the load I used to. And it felt so good going into her tight little pussy, mouth, or ass!
I learned that my boss really liked to fuck even more than me. That alone was hard enough to believe, but she was insatiable. She did things to me that made me want to scream out loud when we fucked. I learned how to use the pressure points during the massages to get her as hot as any woman I'd ever had sex with.
Ms. Tami also took a lot of pictures of me for what she called my brochure. Photos of me both clothed and naked. The part I didn't like was having to shave all my body hair, including my pubic hair. Tami said women don't like to get hair in their mouths, so I went along with it. Apparently, clients went through her brochure and picked who they wanted for a "Special" massage. I still didn't believe it was true, but I wasn't about to give up my steady sex lessons with Tami.
***
On my twenty-first birthday, my mom and little sister made me a cake, and we had a small get-together at Moms.
My little sis Skylar was still in high school. She was going to graduate in May, which was only 3 months away from my birthday. She'd gotten a little bit of a big head now that she'd turned 18. She thought she knew everything but then so did I when I was her age.
Our moms' name is Karen, and she'd raised us by herself for the last five years after dad took off. Mom was a CPA and had her own little business that made enough for her to raise us, kids, ...barely. Mom and Skylar looked similar, where I looked more like my dad. I had black hair, and Sky and Mom were brunettes. We all had really straight hair, not a curl in the group.
After some simple gifts I opened, I thanked them, and we all had some cake and ice cream.
"So, how is school going?" Mom asked me.
"Which one?"
"You have more than one?"
I told them about passing my license for being a masseuse at the club.
"Seriously?" Sky asked me.
"Yeah, why?"
"Are you going to massage old fat men and women?"
"Skylar!" Mom said.
"I guess so, whatever it takes to get through college. It pays better than what I have been making."
"I think it's great that you found something you like." Mom replied.
Skylar was licking the ice cream off her spoon and looking at me.
"What?" I asked her.
"I'm trying to picture you in scrubs massaging someone."
"I'll take a picture for you."
"Cool!" Skylar laughed, "I'll show your geeky picture to my friends!"
"Next time my back acts up, you can give me a backrub," Mom added.
"Sure, on the house," I told her.
"Me too!" Skylar grinned, "But I'm not paying you anything."
"Next time you trip over a soccer ball, don't come crying to me."
"Hey, I don't trip over them!"
I laughed because I'd known that would set her off. Skylar was a soccer standout and might get a scholarship to college from it. I wanted to stay and tease her some more, but I was running out of time.
I had an appointment with Tami and didn't want to miss it. So, I thanked everyone again and said my goodbyes. Mom told me to come over more often as I went out the door.
***
Tami showed me the back elevator to the club. I'd never paid any attention to it before because it said "Private" on it and only had a key-card slot instead of buttons. She stuck her card in the slot, and we rode up to the top floor.
The doors opened, and there was only one door on the other side with a key-card and touchpad.
"Your clients will come up the back way and are given a pin number and card for one-time use," She told me and opened the door when it clicked.
We went inside, and I was blown away!
It was one big room with a massage table on the left side behind a wall that had an opening on the left with no door. The right side had been walled off, making the cross of a big "T" with an actual door on it. Tami led me in the first door, and it was a large bathroom.
It was more than a bathroom because it had a small hot-tub next to a large shower with a glass partition. Racks of clean towels hung on the wall by the shower. There was a large counter with a mirror and two sinks.
There were toothbrushes, hairbrushes, and all kinds of shampoos and cosmetic samples that women would use. A changing area had a coat rack and shelves to put clothing and shoes next to a padded bench for sitting on. Tami also pointed out a ceramic jar on the counter with a lid and "Tips" painted on it in fancy cursive. The whole area was carpeted and pretty impressive!
The second door led straight out to the massage table. Behind the table was a counter stacked with hand towels and all kinds of massage oils that I'd already been trained to use. The massage table was a thing of art.
It was electric. By pushing buttons on any corner, you could lower or raise it or even tilt it to almost any position you could think of. The table also had a plugin for headphones so the client could listen to music during the massage. Tami showed me how to work everything, and it wasn't complicated at all.
"You have your first client tomorrow and 1:00 PM," Tami told me, and I was immediately nervous.
"I hope I do well."
"Just do what I taught you, and you'll be fine," Tami smiled at me, "Remember, they are paying a large amount of money, so anything they want... you give it to them."
"How much?" I asked.
"Never mind, you are getting paid well, and if you please them, you will make some nice tips in cash."
Tami went over some other rules she had for me to understand as well. It seemed simple enough, but I was still worried a bit.
"Just remember that the client wants secrecy and will probably use a fake name if any," Tami told me, "In fact, I made up a name for you on your brochure."
"What is it?"
"Chad."
I told her I could live with that even though I didn't like it much.
"One more thing," Tami said, "Before you cum in a client's pussy you tell them you are going to cum."
"Seriously?"
"Yes, I don't want some client complaining you got them pregnant. You tell them, and if they don't say no, give them a nice big load."
I guess I had a funny look on my face because Tami frowned at me, "What's wrong?"
"I just find it hard to believe women come here and pay to get fucked."
Tami softened her expression, "Lot's of these women are professionals that don't have time to date or get caught up in the drama. That doesn't mean that they don't get horny and want to have sex. Others are trophy wives married to old rich men that aren't good in bed. So, they spend some of that money on getting fucked; however, they like it."
"I'll believe it when I see it," I told her.
"Just do what they ask and if they don't ask, just do what I taught you."
"I will."
"Good, I think we are both going to make a lot of money."
I went home nervous about it but realized I was in too deep to quit now.
***
I was nervous, waiting for my first appointment. I was wearing scrubs and flip flops and nothing else. I had the tray of oils, towels all ready. The hot-tub was bubbling, and an ice bucket with expensive wine in the changing room.
The door chimed, and I opened it to meet my first customer.
The woman looked to be in the mid to late thirties. She was dressed in a black woman's business suit with an expensive white blouse under her jacket. She carried a leather business looking satchel/purse in one hand. She looked more like she was headed to a board meeting than a massage.
"Hi, you can call me Jill."
I shook her hand, "Chad."
"I think I'll soak in the tub for a few minutes before we get started."
"Yes, Ma'am," I replied, "I'll be ready when you are."
Jill smiled and went into the changing room. She had blonde hair, about 5' 5", and was remarkably trim like she did yoga every day. I went to the massage room and waited for her. I would soon get to see her in the buff for my final judgment of my first client.
Jill walked into the massage area with nothing on at all except some ankle bracelets. She looked elegant and asked me to remove my scrubs to see what she was paying for.
I yanked my top and bottoms off, and she smiled. She walked around me and slapped my ass. Then she felt my abs and even grabbed my cock.
"I love a nice big young dick," she told me, "Let's start with my back."
Jill looked great! Maybe about 36 C tits and got on the table on her stomach.
"Massage my back and feet first."
I pulled out all the stops and did exactly what she wanted. I used the pressure points around the base of her neck and down both sides of her spine. Next, I massaged Jills feet, and I had time to notice that everything about her seemed to be perfect.
Jills toenails were painted just as perfectly as the ones on her hands. Jills skin didn't show a blemish anywhere. Her pubic hair was even a perfect little groomed triangle. Puffy pussy lips shaved nice and smooth.
By the time she rolled over on her back, she was getting hot. Legally you are not supposed to touch the nipples or the genitals of a client. But then what I was doing wasn't strictly legal by any sense of the word.
I massaged her soft tits with oil rubbing her nipples into nice hardpoints. Then I worked my way down her stomach and did the full length of her legs, but avoiding her pussy. Jill had her eyes closed and was making soft moans. I opened her legs wide and went down on her when I thought it was time.
I used the ten steps Tami had taught me. Jill only lasted to step 5 before she had a massive orgasm.
When that was over, she wanted my cock in her mouth.
"I want to suck your nice big dick." She told me, so I gave it to her as she laid there on her back... her head turned to the side with her lovely lips around the tip of my dick. Jill sucked on my cock while I massaged her nipples and stomach. My arm was long enough to reach her crotch and rub her wet cunt at the same time.
Jill slid off the bench and leaned over the side of the seat facing the wall. Her nice round ass in from of my cock.
"I want to feel that nice big cock inside me!"
I moved forward and slipped into her hot juicy cunt. It was snug and wet, and she started to groan as I gave her all of it. I pushed on the pressure points on each side of her lower spine with my thumbs while I fucked her, and she went crazy with lust!
"FUCK ME! OH YEAH FUCK ME HARD!" Jill was yelling, and I did what she wanted.
She came hard, and I could feel her sweet hot pussy contracting around my dick when she did. I pulled out, and she turned around and dropped to her knees. Grabbing my wet cock and sucking the fuck out of the tip.
When Jill was tired of that, she got back on the bench and said, "Fuck me, baby, I want to feel you cum!"
After lowering the table, I slid my dick into her. Then pressed both hands down hard on her. Grabbing right where her thighs met her pelvis. I drove my dick deep and fast as she screamed for more. Jill was so hot and wet her pussy was dripping creamy girl juice down her crack. I just fucked her harder, wanting to fill her with cum.
I leaned into her and grabbed her beautiful tits hard. Squeezing them and pinching her hard nipples as I pumped her deep and fast.
I felt my balls getting tight and told her I was going to cum.
"Give it to me!" She groaned.
So I did a few minutes later. Shooting a huge load deep inside that wet cunt. Jill started bucking her crotch against me as I unloaded. When I was done, I pulled out and milked the last of my cum out on her swollen clit.
It took a minute or two before she came down from her sexual high. But then she smiled at me and sat up with her pussy leaking my load.
"That was perfect!" She told me as I put a dry hand towel on her leaking crotch. She kept it between her legs and got off the bench and on her knees. She sucked my sensitive dick head. Milking my shaft dry with her suction.
"Even your cum taste good!" She told me when she stood up at last.
"I hope you stay in shape because once I tell my girlfriends what a good fuck you are, you're going to be very busy."
"Thanks, Ma'am." That was all I could think to reply.
"I think we are past the Ma'am part," Jill laughed, "I'm going to book you once a month, and I want you to fuck me just like this every time."
"My pleasure."
"No, my pleasure," She told me, "That nice big cock of yours feels perfect inside me!"
I watched her head back into the dressing room, a hand towel still between her legs to soak up my cum. I got dressed and wasn't sure what to do after that.
25 minutes later, Jill came out of the dressing room looking just like she had when she'd arrived. She looked perfect! Hair and clothes all in place, like nothing had happened.
She looked at me with a sly smile, "You're my new favorite toy."
Some men might have been upset with that, but I needed money, and she had been a good fuck. I just said thank you.
Jill came over to me and kissed me on the lips, "Maybe one of these times, I'll let you fuck me in the rear."
I wasn't sure what to say, "Whatever you want."
She patted my cheek with her palm, "Such a good boy!" she smiled and then walked out.
After Jill left, I needed a shower.
While I was toweling off, I remembered the tip jar and looked inside. To my surprise, there were 5 crisp 100 hundred dollar bills for me! I pocketed the cash and shut the place down. This was going to be a job I could fall in love with!
***
I found Tami waiting for me when the single elevator doors opened. She was smiling, which was rare, and asked me to come to her office. When we got there, she fired up her computer and put on a video for me to watch.
To my surprise, it was a video of me fucking Jill!
"You filmed me?" I asked.
"Of course I did," She answered, "It's insurance in case some customer says you did something wrong or wants to call the cops."
That made sense to me, and I'd never even seen the hidden cameras. Tami went over a couple of things I could have done better. Sort of like a Coach with game film. It was all crazy, but I had cash in my pocket. When it was over, Tami said I could go.
"I have 3 appointments for you next week," She told me, "Monday, Wednesday, and Friday. If you can't keep up, let me know."
"Okay, I think I can do that," I told her.
"You might want to start taking two pills a day from now on."
I left wondering what I had gotten myself into but soon forgot it. I had schoolwork to finish so that I could enjoy the weekend. I also had guaranteed sex next week, which was a bonus in my mind.
***
My next surprise happened on that Friday evening. I was lying around my tiny apartment after working out and playing with my new cell phone when there was a knock on my door around 7 PM. I never had anyone except a few salespeople that knocked on my door. I opened it, and it was my little sister and one of her friends.
"Hi, Ethan."
"Hey, Sky, what's up?"
"I was wondering if you could do something for us?"
"Come on in."
I let them in, and they grabbed a seat on my little sofa.
"Oh, this is Kylee," Skylar said, "My big brother Ethan."
"Hi."
"Hi Kylee, so what is it you need, Skylar?"
"Some of us kids are having a big party at the lake tonight."
"Up at Johnson Lake?"
"Yeah, we need someone to buy some beer for us," Sky asked, "Now that your 21 could you do us a huge favor and buy us a couple of cases of beer?"
The first thing I thought of was what Tami had told me about getting in trouble with the law. I was supposed to keep myself out of trouble and not attract any attention to the business.
"I don't know, Sky," I told her, "If one of you gets caught and rats me out, I'll be in big trouble."
"Come on," She pleaded, "Nobody is going to rat you out. I collected the money for it already."
"We won't tell anyone," Kylee added with a smile and big dark eyes.
"Please, Ethan." My sis begged.
I guess it was about then that I remembered Tami taking videos as an insurance policy. That gave me the idea to get an insurance policy of my own.
"There's only one way I'll do it."
"What?" They both said, looking excited and relieved at the same time.
"I want some insurance that you won't tell anyone if you get caught."
"We promised we wouldn't say anything." Skylar pleaded.
"All it takes is for a cop to say you can go free if you tell him who bought it," I told them.
"So, what is it you want?" Kylee asked.
"You both strip down and let me take a couple of pictures of you naked," I told them, "Nobody will ever see them unless you rat me out if things go bad."
There were a few seconds of shock on their faces as I smiled at them.
"WHAT!" Skylar said at last, "NO WAY!"
"Sorry, Sis, that's my deal. Take it or leave it."
I don't think she would have done it if not for Kylee, who looked like she was actually considering it.
"Just a couple of pictures and no touching?" Kylee asked me.
"Yeah, that's all."
"Okay, I'll do it."
Skylar looked a bit shocked, "I'm not going to do it."
"Both of you or nothing," I told her.
"Come on, Sky," Kylee said, "You flash your tits at parties all the time."
My sister looked pissed that Kylee had mentioned that in front of me, and I grinned at her.
"Everyone is counting on us, Sky." Kylee told her, "Let's just do it and get out of here."
My sister looked at me, "Are you going to show these to anyone?"
"Nope, I may keep them in my scrapbook for old times sake." I joked.
Skylar gave me a frown, "Okay, I don't have any choice, but I thought you loved me more than that."
"I do love you, sis, but I'm not going to risk my new job on some drunk girls talking to the cops."
"I'm going to remember this, Ethan!"
"It won't take long. Get those tops off."
It was warm for spring, and both girls had worn jean shorts and T-Shirts. Kylee pulled her shirt over her head and undid the front of her bra. My sister was still sitting there, and Kylee told her to hurry up.
Reluctantly my sister pulled her shirt off and then her bra. Both girls were sitting there topless, and the view was great!
Both of them had dark brown hair and eyes. Skylar had her hair back in a ponytail, and Kylee had short hair down around her collar. I supposed that Kylee was a soccer player like my little sis because she looked to be in great shape. Both had nice boobs no bigger than a handful, and the air-conditioning running had already made their nipples stand out stiff and proud.
"Okay, stand up and drop those shorts and panties," I told them and got my phone camera turned on.
Kylee stood up first and unzipped her shorts, and pulled them and her panties down to her ankles for me. Revealing a nice gap between her thighs and puffy camel toe below a neatly trimmed bush.
"Come on." She told my sister.
"I can't believe I'm doing this!" Skylar said but stood up and pulled her own shorts and panties down to her ankles for me.
I'd never seen my little sister naked before, and I'd surely missed out. She looked hot with her little bush and pussy on display for me. From that moment on, I wanted to fuck her.
"Hurry up!" Skylar told me as I sat there, enjoying the view of both girls.
I stood up with my phone and told them, "Stand close to each other and put your hands around each other's hips."
"God, Ethan!" Skylar complained, but they did it as I snapped a few pictures once they smiled.
"Are we done?"
"One more," I told them to face each other with your hands on each other's hips so I can see your boobs."
"You're a pervert," Skylar commented but did it anyway.
I liked the view of both girls from the side, nice round bare assess, and tits pointed at each other.
"Kiss on the lips."
Before Skylar could complain, Kylee pulled her to her body. With stomachs and boobs touching each other, Kylee kissed my little sister on the lips. I took a few photos and felt my dick starting to get hard.
Skylar finally pulled back, "That's enough!"
"Okay, I got enough."
"I can't believe you kissed me," Skylar told Kylee as she put on her panties and shorts.
"If you're good, maybe I'll kiss you again." Kylee laughed as she got dressed.
"Fat chance, girl."
The liquor store was only a few blocks away, and I rode in the back seat of my sister's car. I bought them the beer, and they dropped me back off at home. I spent the evening looking at the photos and decided I would print them and start a scrapbook.
I looked at the photos once more and thought about how much I'd like to fuck both of them, especially my little sister. I wanted to feel my big dick stretching out each of their little teenage pussies!
I got my first wish the next night.
***
Right after supper of pizza and beer, there was a knock on my door. I opened it to find Kylee by herself.
"Hi!"
"Hi, what brings you by?"
Kylee walked in, and I closed the door.
Kylee sat down on my sofa and tossed her hair.
"I'm having a sleepover tonight and wondered if you could buy some booze for me."
"Sure, but you know that I charge for that?"
Kylee gave a small grin, "More pictures?"
"Yeah, but my prices have gone up a bit."
"What's that mean?"
"I want to take some photos, but I also want a blow job."
"Are you serious?" Kylee said, "I can't do that."
"Why not?"
"I have a boyfriend, and that would be cheating on him."
"How's he going to find out?" I replied, "I'm not going to tell him."
Kylee thought about it for a minute, "I'd know."
"That's my price; it's up to you."
"You promise not to show the pictures to anyone?"
"The only way that will happen is if you rat me out to the cops."
"Okay, I'll do it but don't try and fuck me."
"Great, why don't you take off all your clothes for some photos."
Kylee was wearing a T-shirt and shorts again. I took photos of her undressing after she kicked off her sandals.
The girl really had a hot little body, and I wanted her bad. I had her get on my bed, and I posed her in different positions taking some great photos. I think she liked the attention and her nipples were nice hardpoints by the time I got done.
I went over to the sofa and pulled my own shirt and shorts off, and sat down.
"Come on over and suck my dick."
"Bossy, aren't you." She replied but padded over and got on her knees between my legs and grabbed my semi-hard cock.
She began to stroke it, and it didn't take long until it was a full staff.
"It's huge," She remarked, looking at it.
"It needs to be sucked."
Kylee gave me a roll of her eyes, but she bent over and started to lick the swollen head. Then she took me into her mouth, and fuck, it felt good. I took some photos of her sucking my dick. Her eyes were closed, and her mouth and lips stretched around my cock. I could feel her tongue teasing the tip as she sucked and stroked me.
Her little tits looked delicious, and I wanted her pussy too. I could tell she was starting to get into it, and she sucked my dick pretty well. I think 95% of the time if you get a woman to suck your dick, she'll let you fuck her. I was going to find out. Kylee stopped after a while, still stroking it and looking up at me.
"It's so big. My jaw is getting tired."
"Think how good it would feel in your pussy."
Kylee laughed, "I don't think it will fit!"
"After I eat your pussy you'll be so hot and wet it will slide right in."
"You think so?"
"Yep, and if I'm wrong, I'll pay for your beer."
"You're on."
I liked high school girls because they don't mind giving up pussy to get something they want. I remembered some girls in my own class sleeping with guys because they had a nice car or drugs or whatever it was they wanted. They also were horny and wanted to experiment with sex. It really wasn't that hard to get them into bed.
I led Kylee to the bed, and she sat down. I pushed her back on her back and spread her legs apart. On my knees, between her legs, I started the 10-steps. Kylee made it to step 3 before she had an epic orgasm. Her little pussy was swollen and juicy. I tasted it one last time before I stood up and started rubbing the head of my cock in her wet folds.
"If it hurts too much, you have to stop," Kylee warned me.
"Roll over doggy style."
Kylee assumed the position in the middle of my bed, and I got behind her and pushed the tip of my penis into her little hot vagina.
"Oh, OH...easy!" She groaned as I began to slowly fill her up with my rock hard cock.
When I was half-way in, I pulled back out for another slow thrust. My dick was already soaked from her tight little twat, and it began to slide easier. I took it easy, not going too deep, and she was moaning already on each stroke.
I held her narrow little waist with both hands and got a little faster as my thumbs pushed on those pressure points on each side of her lower spine.
"OH MY GOD!" Kylee groaned as I got a little deeper inside her.
I kept fucking her and pushing those points, and in a few minutes, she screamed out and had another orgasm. I could feel her little twat tighten up around my dick and flutter as she shook slightly.
I pulled out, and she rolled over on her back, "That was great!" She told me.
"Are you on birth control?"
"Yes, why?" She asked me as I got between her legs and pushed my dick back inside her.
I slid a lot deeper and laid down on top of her as she groaned, "Because I'm want to cum in your hot little pussy."
Over the next few minutes, it was a blur as I dove deeper and deeper into her tight hot cunt. Kylee never told me to stop even though she let out a yelp of pain followed quickly by moans of pleasure once in a while. At last, I was going balls deep in her, and she was going crazy.
"OH YEAH! OHHHhh AHHHhh OH OH FUCK ME!.....FUCK Meee!
I shot a huge load, balls deep into her at last. She screamed out loud, and her little twat began to spasm tightly around my cock. That only made me cum more, and when I was done, my dick didn't want to stop. It kept jerking in her even though I was empty.
We kissed passionately until my dick began to shrink. When I pulled out, a flow of cum followed, and I wiped my dick all over her pussy and pubes. Milking the last of my cum, so it dripped on her clit.
I got up and grabbed my phone and took some photos of her leaking pussy creampie as she laid there still breathing hard and having shivers from her orgasm. At last, she sat up and put her hand on her pussy.
"Jesus, you cum a lot," She told me, wiping my cum up her slit, "My boyfriend is going to know I cheated on him."
"Squeeze it out on the toilet and take a shower, and he'll never know the difference," I told her, "I'll run get your beer while you get cleaned up."
"Okay," Kylee smiled and got off the bed."
She kissed me, "That was fantastic!" and headed for my little bathroom.
When I got back, she was dressed and all cleaned up. We loaded the beer in her trunk and kissed again before she left. I went back inside to add the pictures to my scrapbook. I even paid for her beer; it had been more than worth it.
***
I'd taken Tami's advice and started taking an extra one of her magic pills each day. I didn't want to run out of juice for my Monday appointment. The problem with them is they made me horny all the time. It took less than a day before my balls felt big and heavy and needing a release. This condition brought on what happened next.
On Sunday, Mom had called and asked me if I would come over and help her with our yard's spring clean up. I agreed to help her, and it was something we did every spring since dad had left us. We started in the morning and worked all day. Skylar helped too, and soon we had over 30 large trash bags of leaves lined up on the curb for pick up.
It had been sunny and warm, and shorts was all that was needed. Even so, we all worked up a sweat cleaning up the yard. At one point, when mom went inside to get us some drinks, Skylar came over and sat down next to me in the shade.
"Ethan, did you have to fuck Kylee?"
"Who said I did?"
"She did. She's my best friend."
"What do you care, Sky?" I replied, "I don't care who you fuck."
Skylar gave me a disgusted look, "She won't shut up about it."
I laughed, "She did seem to enjoy it."
"I'm tired of her exaggerating about your huge cock and how good it felt."
I laughed, "Maybe you should find out for yourself if it's true."
Skylar gave me a disgusted look, "Why are you so perverted?"
"I don't know, Sky," I replied, "I love pussy, and I bet you have a nice tight one."
"Jesus, you're a sick fuck!" Skylar replied and stormed off.
Skylar headed for the house as mom came out with Ice tea for us. As my little sis stomped away, I couldn't help noticing how cute she was when she was mad. I liked the look of her muscled bare legs and small round ass. I'd seen her naked and wanted to see her again that way. But next time, I wanted her laying under me while I fucked her. Skylar was on the small side like Kylee, and I fantasized about sticking my dick in her.
We finished yard work around supper time, and after eating some burgers, Skylar took a shower and left to hang out with her friends. I used the shower to get off all the dirt, and so did mom after I was done. She was wearing a robe and sat on the couch with a big glass of red wine. I had a beer, and we just talked about some improvements she wanted to complete to the house.
Mom was hitting the wine pretty hard, and I was only on my second beer when she leaned over to the coffee table and drained her second big glass. The top of her robe was loose, and I caught a glimpse of the nice round curve of one boob. It immediately made me horny as she got up slowly and let out a groan with her hand on her lower back.
"I think I overdid it," She told me, "My body hurts all over."
"Maybe I should give you one of my famous massages?" I offered.
Mom looked at me, "Thanks, but I think I'll try another glass of wine first."
Mom headed for the kitchen for a refill, and I had to readjust my package that was acting up when I'd thought about massaging mom's naked body. Mom weighed maybe 125 and was petite. She looked exceptional for 41. It was hard to believe she'd had two kids as her hips were still narrow, and she had maintained a trim figure all these years. Of course, she was beautiful to me. Not only was she my mother, but she and Skylar both had good looking faces where mine was more of the rough cut.
On her fourth goblet of wine, I asked mom if it was helping.
"Not really, but it can't hurt!" She laughed and drained the goblet.
I could tell mom was getting a bit lit up, and I found it a little amusing as she had never been much of a drinker that I remembered.
I was curious why she'd never dated anyone again after dad left.
"Mom, are you ever going to get married again?" I asked her.
"Me?" She laughed, "No way, I'm not going through that pain again."
"Don't you ever get lonely?"
"Sure, sometimes, but then I just forget it and move on."
Mom shifted herself on the couch and let out a little groan.
"You sure you don't want a massage?" I asked her, "No charge, and I got my bag in the car."
Mom looked at me with a smile, "No, charge?"
"Nope, it's on the house."
"Why not?" She replied, "This wine isn't doing it."
I dashed out to my car and got my little bag full of massage oils and lotions etc. I carried it around still and had used it when Tami had been teaching me.
"So where are we going to do this?" I asked mom, "We need someplace flat and off the floor."
"My bed, I guess, is the only place," Mom replied and got up slowly.
I followed her to her bedroom, and when we got there, she asked me what next.
"Just lay down on your tummy, and I'll work on your back first."
My mom hesitated, "I only have panties on."
"I massage nude women every day," I told her, "I've seen it all before."
"But I'm your mother; I don't think it's appropriate."
I was thinking with my cock and came up with an idea. I had one of those masks in my bag you use for sleeping during the day. It worked for those customers who were a bit shy about getting a massage in the nude.
I dug it out, "Here, put this on and pretend you are at a massage parlor," I offered it, "Just forget it's me, and I'll fix you up."
I think the wine helped me on that one. Mom took the mask and shrugged her shoulders, "Okay, I'll try it."
Mom put the mask on over her eyes and then dropped her robe. And got on the bed on her stomach. That little bit of time gave me a beautiful view of her boobs, and they looked great! I knew I'd get to them later, but first, I had to use my skills to get her unable to say no to what I was thinking about.
I was about to find out if what Tami had told me was true. I started on her back with some scented edible oil. Her back was stiff with knots. I worked out as she let out little grunts and moans. I worked my way down her spine, and her skin was so smooth and warm—the small triangle of her panties showing firm butt cheeks on her round ass.
My dick was getting uncomfortable in my shorts, so I took them off after kicking off my flip-flops quickly while getting some more oil out of my bag. I lost my shirt and went back to mom naked and began to work on the backs of her legs. My cock was standing out hard as a rock, and I hoped she didn't decide to take the mask off. If she did, she was going to get a surprise seeing her son naked with a huge hard dick!
Mom was moaning more and more as I massaged each of her little feet. Then I worked back up her legs to work on her lower spine again. I found her pressure points and used them to get her groaning loudly. I slipped my hands down inside the back of her panties and began to massage her butt cheeks. The butt cheeks hide many sensitive pressure points, and mom let me know when I found them by letting out moans.
When I finished, I gently rolled her over onto her back, and she didn't protest at all. I oiled up her tummy and began to work the slippery oil up her rib cage and down to her panty line. I found some more pressure points that made her breath get quicker.
When I began to rub and massage her boobs, she quickly asked, "What are you doing?"
"A Full body massage, enjoy it," I told her, and she let me continue working the oil all over her boobs and into her armpits, where I knew some pressure points lay. I quickly teased her nipples with my thumbs and index fingers, lightly squeezing the big hardpoints, but I didn't want to spook her and moved on after letting out a couple of soft groans.
I worked on the top of her legs and then the tops of her feet one more time. I noticed a wet spot in the crotch of her panties between her legs, and I was pretty sure things were going my way. Her pussy was wet, and I wanted it badly, but I kept my cool and worked my way back up her body.
"God, this feels so good!" Mom groaned softly.
I poured some more oil on her tummy and began to rub it in with both hands. Working up with my left hand and down with my right. Mom had a flat stomach that led down under her panties and the points of her hip bones. I could just see the top of where her pubes started and the nice puffy camel toe between her legs.
I was pretty sure she'd had a couple of small orgasms that she'd done her best to conceal. I decided it was time to see if she had some more left to give.
Rubbing her slippery boobs with my left hand, I slid my right down inside her panties, and my middle finger slipped down between her slit. I rubbed it back and forth quickly, and a pointed nipple at the same time.
Her hips began to buck up and down, and she started to moan loudly.
"OH, GOD! AHhh AHHH UUNNhhhhhhhhh!" Mom cried out and began to shake slightly as she orgasmed hard.
She was still moaning and shivering as I quickly pulled her panties off and threw them aside. I got on the bed between her legs, pushing them wide apart like an "M." I oiled my dick quickly with my hand and put the head down to her twat.
I rubbed the big tip of my dick down her slit to the opening of her vagina.
"What?" She moaned, "What are you doing, Ethan?"
"You need an internal massage." I told her and pushed all of my thick stiff dick up inside her hot wet cunt."
"OH MY GOD!"
Just the penetration gave her another orgasm. She gasped and then yelled loudly as she came on my cock. Her vagina squeezing it tightly with each moan. I didn't stop and laid down on top of her and began to fuck her with long deep strokes that made her groan and moan.
I had thought after two kids, she'd be loose, but I was wrong. Her pussy was nice and snug, warm and wet. It felt so good, and I knew I wasn't going to last much longer. I kissed her hard on the lips.
Mom was moaning into my mouth as I kept fucking her getting faster and ready to cum. I felt her legs wrap around my lower back, and that just let me get deeper into her. Her hands clutched at my back, and I didn't even notice her nails scratching me as I got ready to unload in her.
"I'm going to cum!" I grunted in her ear and pounded harder and faster.
I yelled out a grunt and started shooting cum all the way balls deep in her pussy. Mom dropped her legs and began lifting her pelvis as I ground my body into her and fired at least 8 huge spurts of cum.
"AH AH OOOOhhh GOD!" Mom groaned as I came in her. She came again after about the third big spurt of cum inside her.
Her vagina squeezed my cock hard after each squirt, and when it was over, I was drained dry. I kissed her on the mouth once more and told her how much I loved her.
With her orgasm winding down, she just said, "What have you done?" I think you better leave Ethan."
I pulled out and got off the bed and got dressed while she laid there spread-eagled, holding both of her palms against her forehead like she had a huge headache. She looked beautiful laying there with her hard nipples standing up and my creampie leaking out of her swollen pussy.
I pulled my phone out and took a picture before taking a blanket from the bed and covering her. I bent down and kissed her again on the mouth.
"I love you!"
"Just go."
I left, hoping she wasn't going to hold my massage skills against me for life.
***
I forgot about it on Monday after class when I had my next scheduled appointment. She was a blonde who called herself Cindy. Maybe in her early thirties and reeking of money. She was also a bitch and demanded I do everything a certain way.
I have to admit she had a tight little body, and getting to fuck her made it worth it. If I had to do it exactly how she wanted, that was okay with me. I was working for a big tip and took her abuse. She had big fake tits because I could see the scar under each boob as they stood up even when she was lying down.
Her pussy was shaved completely and nice and tight. I made her cum about three times before I was getting ready.
"You can cum anywhere but in my pussy!" She told me after her last orgasm.
I decided to get a bit of revenge and had her stand up and lay over the bench on her tummy. I lowered the table to the right height and started fucking her again. She was moaning and enjoying it, but in a minute or two, as I got faster, she told me.
"Don't cum in my pussy!"
I pulled out and squeezed some oil down her butt crack and then on my dick. I put the tip of my dick against her anus and pushed it in a bit harder than I should have.
"AHhh!" She yelped, but I just kept going until it was all the way up her butt.
Her little anus was tight as hell around my cock, and I wondered if she'd ever been fucked up the ass before as I began to pound that tight hole.
"AH AH AH AH, UNNhhhhhh GOD!"
I reached around and held onto her nipples, pinching them as I fucked her. Cindy was screaming but started to buck back on my thrust. I slammed all the way up inside her. And held her by the hips as my dick throbbed and pumped her ass full of cum.
"OH, JESUS!" Cindy moaned and dropped her forehead on the bench, and wiggled her ass from side to side as I finished cumming in her. When I was done, I pulled out, and she yelped as the big tip of my penis popped out.
She turned around, and I thought she was going to yell at me.
"That was a surprise!" She said with a grin.
"You said cum anywhere except in your pussy."
"That I did, didn't I? I like a man that can follow directions."
Cindy smiled and patted the side of my face, then picked up her towel and headed for the shower changing room. I cleaned off my dick in the small sink and got dressed. I didn't expect much of a tip, but it was what it was. I'd enjoyed fucking her tight little ass and the way she screamed as I fucked her like a filthy whore.
When Cindy came out, she was all smiles and waved goodbye and left. I went and checked the tip jar, and to my surprise, there were 8 one hundred dollar bills. I was overjoyed, and putting up with her bitchy demands had been worth it.
***
My Wednesday appointment was with a woman who called herself Maggie. It was nothing more than a straight massage that ended up in regular sex. The woman was a screamer, that was for sure. She loved it hard, fast, and as deep as I could go. When I finished shooting my load in her, she jumped down from the table and sucked the hell out of my sensitive cock. She massaged my balls and sucked so hard that in a couple of minutes, I came again. I didn't have much left, but she swallowed it like it was the most delicious honey on earth. She left me a tip of $1ooo in cash. I didn't feel like I'd earned it, but I tucked the bills in my pants pocket and went to meet Tami a couple of hours later for my after-action report.
Tami was an iron taskmaster, but she was fair in her evaluations. She coached me, and I'm sure the other guys in her little project. She owned 2 more stores in the city, and I'd heard several more in other states.
"Hi, Ethan." Tami smiled when I came into her office.
"Hi, Ma'am."
"I suppose you are wondering why you're here?"
"You call I'm here, Ma'am."
Tami smiled, "I like a respectful employee. I brought you here to tell you what a great job you've been doing. I also have a surprise for you."
"What's that?" I asked.
"Our clients have been giving you rave reviews, and you're booked for the next 3 months."
"I let out a groan as my balls ached already."
"Don't worry, and I won't overwork you. Take another pill a day, and you'll feel fine."
"Will that many hurt me?"
"Would I tell you to do something that would hurt my rising star?"
"No, I guess not."
"Of course not, and now the surprise...you are moving."
That woke me up, "Moving where?"
"To one of the nice homes I own. Nice big and ritzy, and you can live there for free as long as you keep working for me."
"Really?"
Tami smiled, "I don't tell lies. Right now, men are finishing up moving your clothes and things to the new place."
"You know where I live?" I asked her.
"I know everything you do. I've had you followed for quite some time."
That pissed me off a bit, but I held it back.
"Why?"
"To make sure you are loyal to the company. If you want to fuck high school girls on your own time, that's up to you. So, now for the rewards."
Tami held up some keys, "Here are the keys to your new residence, and after you get settled, I have a special job for you."
I took the keys and a post-it note with the address. The address was in an expensive part of town where most people couldn't afford to live.
"Thank you," I told her and left wondering what was going to happen next.
"Oh wait," Tami smiled, "I almost forgot these."
Tami handed me a car key FOB, "We can't have you driving that piece of shit of yours in that neighborhood. It's in the parking garage next door... space 214. Just leave your old car, and I'll sell it for you."
I left in shock with house keys and a BMW FOB for some kind of vehicle. It turned out to be a BMW SUV with every option known to man. I punched in the address to the GPS and left wondering about my new home.
Driving up to a large metal gate at the address made me think it was wrong. But the transponder on the dash binged, and the gate slid open. I drove up to the circular drive and pulled into one of the 3 garage doors that opened. The place looked just shy of a mansion to me.
The house had 4 bedrooms, 4500 square feet, and a large swimming pool. Plus, it had a hot tub under the vast deck. I just couldn't believe it. My clothes were neatly hanging in the massive closet off the master bedroom, along with racks of suits and high dollar clothes I could never afford in a million years.
I had a hard time sleeping on the big round King-size bed that first night, but it felt like home in two days. I invited mom and my sister to come over for a barbeque and wondered if mom was still mad at me. If she was, she didn't let on when they came over Friday night to check out my new digs.
After the grand tour, I grilled burgers and beans that we ate at the side of the pool. Skylar was blown away by the place.
"Can I have my graduation party over here?" She asked me.
"Sure, but no boys, just some of your close girlfriends."
"What? Come on, Ethan."
"Nope, no boys, I'm not running party central."
Sky pouted but agreed, "Okay, I'll just have a few of my best girlfriends come over. it will be awesome!"
After dinner, Sky left when Kylee picked her up, and that left mom and me alone. My mom was on edge, and two goblets of wine eased it a bit.
"Ethan, I want to ask you something."
"Sure, mom."
"Are you selling drugs? There is no way you can afford this place."
"No, mom, I'm not selling drugs, and Tami is letting me live here."
"Why?"
"Because I work for her doing massages."
"Nobody doing massages makes this kind of money."
"They do when they give massages to rich women."
Mom looked at me and swirled her wine in her glass, thinking about it.
"So you are telling me that my only son is a male prostitute?" She asked at last.
I'd never thought of it that way before, but she was right.
"Yeah, I guess you could say that."
"Well, at least you aren't selling dope."
"No, I'm not selling dope, just some rent a love."
"That's not love!" Mom snarled, "You are going to end up alone in life like me!"
"I hope not, mom."
"You're just like your father...fucking every woman he laid eyes on!"
"You're wrong, mom," I told her, "I'm getting paid to give women with money something they don't have."
"That explains what you did to me the other night."
"I gave you a massage," I told her, "I didn't hear you tell me to stop."
Mom looked like she was about to say something and then changed her mind and went silent.
I poured her wine glass full and gave it to her, "Here, drink this, and maybe your mood will get better."
Mom took the glass and swirled it, "Ethan, are you trying to get me drunk so you can fuck me again?"
I looked into her beautiful brown eyes, "No, I'm trying to get you to understand that I love you. I want you to be happy, and yes, I'd like to make love to you again."
"You're just like your father," She told me, "all talk about love, but you only want the pussy!"
"You can't blame him, mom," I told her, "Your pussy felt amazing!"
My mom looked at me, stunned for a minute, and then burst out laughing, "What makes it any better than those rich bitches you've been fucking?"
"Love."
Mom drained her glass dry, "Just words to get what you want," She told me.
I refilled her glass as she watched my eyes and face. I knew I was on trial in her mind, and I wanted to prove to her I was for real.
"My son, the gigolo!" She laughed and downed most of the wine.
I took the glass from her hand and put it on the coffee table. I turned to her as she watched me begin to unbutton her blouse.
"What are you doing?" She asked but didn't try to stop me.
"I want to tell you a story, mom," I said and undid two more buttons of her blouse.
"What's that?"
"It's about how much I know you sacrificed raising Sky and me. It's a story about how much we both love you for what you did."
"Nice words Ethan but you just want to fuck me...just admit it."
I had two more buttons undone, and she wasn't stopping me, so I kept going. Her black bra in plain sight as I undid her blouse down to her waist. I wanted to thank whoever had come up with the idea to make bras unhook from the front. It makes things so much easier!
I undid the front of her bra and let it snap open, revealing her lovely boobs. I squeezed them with both hands and rubbed her nipples. She closed her eyes and let out a little moan despite acting all pissed off.
"Yes, I want to fuck you, but I want it to mean something."
"What?"
"That you believe me when I say how much I love you."
Mom just laughed as I pulled her shorts down her legs and off her feet.
"Big talk." Mom told me.
"Sell the house and move in here with me," I told her and began to tug her panties down.
"So I can be your fuck toy?" Mom replied but didn't stop me as I pulled her panties off her feet and tossed them on the carpet.
"You need an attitude adjustment," I told her and spread her legs wide open, and admired her crotch.
Mom didn't flinch. She just watched my eyes roving over her body.
Mom really had a hot body, and it had been missing a man who appreciated not only her body but her.
"I don't know why I can't say no to you, Ethan," Mom told me as I started to rub her pussy with my hand. It was already wet, and I knew she wanted me as much as I wanted her.
"Maybe because you like it as much as I do."
I went down on her and started the 10 steps as Tami had taught me. In the middle of step five, she had a massive orgasm that made my face wet as I sucked on her pussy. I would have kept going, but she pulled off her blouse and bra and told me to sit on the couch.
I did, and she tugged my shorts off and grabbed my cock that was huge and hard. Bending over, she took me in her mouth and started to suck it. Fuck, it was amazing the way she sucked my dick. I could tell she wasn't holding anything back either.
My phone was lying next to me, and I took a couple of photos as mom had her eyes closed and her lips around my cock. Her hand wrapped around my shaft, her nails painted a deep red.
Mom sucked my cock for a few minutes and then got on top of me. Straddling my hips, she lifted my dick and put it to her hole. She sat down and took me inside her hot wet pussy.
"I'm going to fuck you this time, Ethan," Was all she said as she sank and took all of my dick.
There was something different that time as mom started to fuck me. Soon she was moaning and driving her pussy all the way down to the base of my dick. Groaning as I held her sweet tits with both hands as she humped my raging hard dick that was buried deep inside of her.
"You better not hurt me, as your dad did." She told me and then gave me the most passionate kiss on the lips I've ever had. Pumping up and down on my dick but never letting her lips leave mine.
I grabbed her cute butt cheeks and started to thrust up into her as she came down. Fuck, it was amazing! Her hot wet pussy swallowing all of my cock like it was nothing.
"Oh GOD, Ethan!" She moaned, "Fuck me...Oh yes, your cock feels so good! Fuck mommy, you nasty boy!"
Mom kept kissing me like no other woman ever had. Her pussy was still slamming down on me, and it was so wet and hot.
"Oh, fuck mom, I'm going to cum!" I groaned as her nice hard nipples brushed my face as she pounded up and down.
Mom grabbed my hair with both hands, "Give it to me, baby!"
Then she kissed me on the mouth again, sticking her tongue in my mouth and pumping me even harder.
Like a good son, I shot a huge load inside her. My dick throbbed like it never had before, spurting and throbbing like a broken fire hydrant.
Mom came when I shot off in her, "Oh yes, Baby!" She groaned as she took my load deep inside her hot wet twat. There was so much cum that it ran down my balls.
Mom sat on me with my dick wilting inside her, "You still want me to sell the house and move in with you?" She asked me.
"Yes, so I can make love to you every night," I told her.
"That sounds nice, but I like my house, and I think I'll stay there. Besides, Skylar wouldn't think much of us sleeping together."
"She could always join us." I blurted out without thinking.
"You sound just like your father...wanting to fuck every pretty girl he ever saw."
"Sorry, mom, I can't help it."
"I know, baby, your young and need it, don't you?"
"I need you."
Mom smiled and got off me and was dripping cum.
"I need to use your shower."
"Sure, mom, do you want to spend the night?"
Mom smiled at me and patted the side of my face, "No, I think that's enough for one night."
I wondered what it was that made women want to pat my face? I still haven't figured that out to this day.
I kissed her goodbye 30 minutes later and fell asleep feeling drained and happy. I couldn't really understand my mom, but she sure was a good fuck. If anything, I loved her even more than before we'd had sex.
***
The next week I had 3 clients and took home two thousand in tips. I'd say it was a pretty good week, and those rich ladies loved to fuck. Each one had their own little quirks and personalities, but the overall feeling was they enjoyed cheating on their husbands. I guess the excitement of doing something wrong turned them on. They also seemed to appreciate I was so much younger and fucked them longer and harder than they got at home. I didn't care why as long as I kept making the tip jar full.
On Friday night, I sipped a beer by the pool as the sun was going down when the doorbell chimed. I'd left the gate open and cussed myself if it was going to be someone selling something. I got up expecting Skylar or my mom but got a surprise when I opened the door.
A young dark-haired girl was standing there looking a bit nervous. She had on black-rimmed glasses and looked sort of nerdish or maybe a bit like a girl you'd find with her nose in a book in the library.
"Hi, can I help you?"
"Hi, my name is Bree," She said, a bit nervous, "I'm a friend of Kylee, are you, Ethan?"
"Yep, what can I do for you."
"Kylee said you might be willing to buy some booze for me."
I looked at her closer because she didn't look like the boozing type to me. She was cute under the baggy clothes and ugly glasses.
"Come on in, and let's talk about it."
"Okay."
I led her to the living room as she looked around, "Wow, this is awesome!"
"Thanks, have a seat."
Bree sat on the sofa across from me, and she looked pretty young now that I had time to look closer.
"Are you 18?" I asked her.
"Yes, you want to see my ID?"
"That sounds like a good idea if you don't mind."
Bree came over and handed me her driver's license she pulled out of her back pocket. I looked a the date, and sure enough, she was 18...just barely a few weeks ago.
I gave it back to her and told her to sit next to me on my sofa.
"So, you want some beer or what?"
"I need 4 bottles of wine for a sleepover I'm having tomorrow night."
The basement had a fully stocked bar, wine cellar, and two large refrigerators full of imported beer. I could sell her some booze and not even have to leave the house!
I decided to see how much she was willing to give for it.
"Did Kylee tell you what I charge for selling to a minor?"
"Yes."
"Refresh my memory. What exactly did Kylee say I charged?"
Bree looked a bit embarrassed; she looked down and said, "That you take some pictures to make sure I don't ever tell anyone who I got it from."
I really wasn't buying this meek girl was willing to strip for me, but I wanted to find out, and I didn't have anything else to do.
"Did she mention I want a blow job to go with the pictures?"
"Uh, more or less."
"Are you willing to pay my price?"
Bree looked up at me, "Yeah, I guess so."
"No guessing, yes or no?"
"Yes, I'll do it."
It seemed almost too easy, but I wasn't about to turn down a blow job.
"Okay, let's go to my room."
"Okay," Bree said meekly.
I took her to the bedroom, and she looked around. I took her glasses off, which was a considerable improvement, and sat them on the dresser.
"Why don't you start taking those clothes off for me."
I expected some kind of complaint, but instead, she just started stripping in front of me. The more she took off, the better she looked! Those baggy clothes were hiding a lovely teen body: beautiful big tits and narrow hips and slender legs.
I had her get on the bed when she was naked and started posing her for several photos. She had a nice looking big lipped pussy between her legs, and I planned on using it. I ended up with her leaning back on a stack of pillows with her legs spread for me.
"Show me how you rub your pussy when you're horny."
To my surprise, Bree put her right hand on her pussy and started masturbating for me. I took a picture and then pulled off my clothes and joined her on the bed. I just had to feel those lovely big soft tits and suck on her nipples while she kept rubbing her pussy.
Bree got herself off with a loud groan, and her hips bucking up and down as she slapped her little pussy hard with the flat of her hand. My cock was hurting; it was so hard, and I couldn't believe how easy she was.
I told her to suck my dick after she was done, and she went after it like a hungry dog. Sucking and stroking it as I watched.
"Lick my balls."
Bree went down between my legs and started licking my balls while jacking my hard dick. She looked up at me after a while, smiling with my dick in her hand.
"You can fuck me if you want."
I wanted her bad by then and told her to get up doggy style.
"You remind me of my step-daddy," She told me as she assumed the position.
"I look that old?" I asked as I got behind her and rubbed the tip of my cock in her wet pussy.
"No, he makes me do things like this when mom is gone."
I ignored that and pushed up in her tight little cunt. For the next several minutes, she couldn't do anything but yell and moan as I fucked her little cunt.
I flipped her onto her back, and got back inside her wet cunt, and started working my thrust into an orgasm.
"FUCK ME! ooooohhhhhh, FUCK ME, DADDY!"
I guess I reminded her of her step-dad, but I was too close to worry about it.
My training kicked in a bit later when I told her I was going to cum.
"Oh yesssssss," She groaned as I hammered her little pussy, "CUM IN MY PUSSY DADDY!"
I wasn't her dad, but I came in her anyway! Shooting a nice big load that sent her over the edge one last time. She was bucking and yelling so loud I had to hold her down with my body until I was done cumming.
Afterward, her legs were shaking as I took a few creampie pictures of my nights' work. Her pussy was a mess. Leaking a mixture of our cum onto the mattress so I sent her to the shower. When she came out and got dressed, I picked out four bottles of wine for her and put them in a big brown grocery bag. Bree left with a smile on her face, and I never saw her again. But I have the photos to prove it really happened. I often wondered if her step-daddy really was fucking her or she made it up. I never found out.
***
The next day was a perfect spring day. It was sunny and hot for the end of March, and I planned on working on my tan by the pool. Around two that afternoon, Skylar called and asked if she could bring a couple of friends over for a swim. I told her sure and looked forward to the company. The big house was far too empty for my comfort.
It turned out that only Skylar and Kylee showed up. I guess the other two girls couldn't get away, but I didn't mind. Sitting on a chase and watching Sky and Kylee play in the pool in their bikinis was good for my soul.
I lusted after my sister but tried not to show it. Somehow Kylee must have seen me staring at her, and the first time we were alone, she sat down next to me with a beer I'd given her.
Kylee had on a blue bikini, and it looked perfect on her.
"So, what are you doing tonight?" She asked me.
"Nothing planned; what are you doing?"
"Sky and I are going to a party tonight."
"I suppose you want some booze?"
Kylee grinned, "She didn't ask you yet?"
"No."
"She will. I think she's afraid you want more pictures."
"That would be nice, but I already have some."
Kylee smiled at me, "You haven't asked her for a blow job yet."
I laughed, "Fat chance of that ever happening."
"You'd like it, though, wouldn't you?"
"What guy wouldn't?"
Kylee grinned at me, "What about me?"
I looked at her, "I'd love to take you to bed again."
"I'd like that, but we are meeting our boyfriends later."
"Next time you don't have a date, call me up."
There is something to be said about women's intuition. They seemed to see right through us guys no matter how hard we try to cover it up.
Kylee stood up, leaned over, and kissed me on the lips as Skylar came back out to the pool. After we kissed, she whispered in my ear.
"Don't give up."
"What?" I asked.
"If you were my brother, I'd fuck you."
Then she walked toward Skylar, leaving me stunned for a few minutes. I wondered if it was that obvious, and I decided to keep my thoughts and look more guarded. However, it didn't last long. I think Kylee was trying to help me with Skylar. She was subtle and sneaky like girls are good at.
They walked back over to where I was.
"Ethan said he'd sell us some beer," Kylee told Sky.
"What's the catch?"
"No catch, I already have your pictures for insurance."
Skylar looked relieved, but it didn't last long.
"Can I use the hot tub?" Kylee asked me.
"Sure, that sounds like a good idea."
We all walked over to the hot-tub, and Kylee started up the steps.
"Wait a minute," I told her, and she stopped, "Read the sign."
They both looked at the sign on the wall behind the tub.
"No Clothing Allowed."
Kylee laughed and started taking off her suit. Skylar stood there frozen in place, realizing I was going to see her naked again anyway. Kylee moved up the steps and then down into the hot bubbling water.
"God, this feels good!"
I pulled my suit down, and Skylar looked shocked as I stood there naked.
"God, Ethan!" She said, "I don't want to see your dick!"
"Quit staring at it then," I told her and headed up the steps and down into the water.
"I wasn't staring at it."
"Come on, Sky, we've already seen you naked before. Stop being such a prude."
Skylar looked disgusted but took her suit off and came up the steps and slowly down into the water. That gave me a perfect front view of her naked.
"Damn, this is hot!" Sky complained but took another step down until the water was just about to her pussy.
"Don't burn your pussy, Sis. Your boyfriend might want to use it tonight."
Kylee laughed, and Skylar gave me a look, "Shut up!" and went all the way down to her neck and sat on the other side from Kylee and me.
"God, it does feel good!" Skylar said at last as we all sat in there together.
"Anyone want a beer?" I asked.
"No, I don't want to get wasted before the party," Kylee said.
"No, thanks." Sky agreed.
I got up and got out. Coming back with a cold beer, I got back in the tub and noticed Skylar checking out my package as it jiggled around as I went down the steps. Then she quickly looked away when I saw her checking me out.
Not much else happened, and the water was so hot we didn't stay more than 15 minutes. I did enjoy watching the girls' towel themselves dry. They really had hot little bodies to look at, but quickly they were back in clothes. I got them a case of beer, and they left me alone again.
Around 10:30 that night, I was just about to go to bed when the doorbell rang. I wondered who the fuck was ringing my doorbell and was pissed that I'd left the gate open again. When I opened the door, it was Skylar, and it was apparent that she'd been crying.
"What's wrong?"
"My boyfriend!"
"Did he hurt you!" I asked as she came in, and I shut the door and locked it.
"Yes."
"If he put hands on you, I'll kick his ass!"
"Not that way," Skylar started crying again and sat on the sofa, "I caught him fucking that bitch Lindsey Raymond!"
I knew Skylar had been dating him for at least a year, and I felt sorry for her.
"Guys fucking suck!" She sniffled.
"Yeah, I guess we do."
"Can I have a beer?"
"Sure, and you can tell me all about it."
Three beers later, Skylar had gotten it mostly out of her system. At least enough to stop crying in the meantime. She was also reasonably drunk, so when I got her the fourth beer, I called mom and told her what happened and that I wouldn't let her drive home. Mom agreed and told me to have her stay with me for the night.
I handed Skylar the beer and told her she was staying the night. I told her I'd called mom and let her know she wouldn't be home.
"Thanks, Ethan, you're a good brother."
"No problem, Sis, you can pick any room you want."
"I need a shower first. I must look a mess."
I didn't think she looked bad at all, but I sent her upstairs to pick one of the bathrooms to use for her own. I also told her she could take any bedroom she wanted. So, you can imagine my surprise to find her on my big round bed in nothing but her panties.
Skylar was on her tummy, and I crawled into bed next to her.
"You're in my bed."
Sky laughed, "It's the best one in the house," She replied, turning her head on the mattress to face me.
"Yeah, you have good taste."
I could see she was about to tear up again, so I moved over and sat next to her and began to massage her back.
"What are you doing?"
"You need a massage. It will make you feel better."
"I doubt it," She replied but didn't tell me to stop.
I massaged her for a bit and then got up to get my oils.
"Hey, why'd you stop?" She mumbled.
I didn't have my bag, so I grabbed a big bottle of hand lotion and used that. Within a few minutes of massaging Sky's back and pressing on her pressure points, I made Skylar cum. Not a huge one but enough, she moaned out loud and then started laughing.
"What's so funny?" I asked her as she rolled over onto her back and looked at me.
"You made me cum."
I took the lotion and pumped some big drops all over her tummy and one on each nipple that made her jump.
"That's COLD!"
"I'll warm it up for you."
I started to rub it in, and she closed her eyes, "God, that feels so good!" she said softly, "No wonder they pay you so much."
Her breathing was getting faster again, and she was squirming a little as I massaged her beautiful perky tits. Her nipples were standing straight up, nice and hard. I moved down and grabbed the sides of her panties, and started pulling them off of her.
Skylar giggled, "Why are you always trying to get me naked?"
"I like seeing your hot body, and you need a tongue massage."
Not thinking, she said, "What's that?"
She let me push her legs apart, and I went down on her little hot pussy.
"OH MY GOD!" Skylar moaned as my tongue slipped into her slit, "We shouldn't be doing this!"
I gave her clit a few more licks that made her moan, "You want me to stop?" I asked and licked her clit again.
"GOD NO!"
I spent two minutes on each step, and I could tell she was fighting it, or the alcohol was making her last longer. Not that she wasn't moaning and squirming the whole time. My cock was hurting in my shorts, and for step five, I put lotion on my middle finger and then slid my index finger into her hot wet little twat. That made her moan really loud but not as loud as when my middle finger pushed inside her tight little anus.
"AHHhhhh!" Skylar groaned and then started to buck her hips as I finger fucked her vagina and anus; simultaneously, I sucked hard on her clit.
I made my little sister have a screaming orgasm with step five. While she was recovering, I got off the bed and pulled off my shorts. My cock jumped to full attention, and I pulled her to the edge of the bed, standing between her legs. I rubbed the tip of my dick on a dripping wet opening to her pussy, and she looked at me as I pushed the swollen head slowly into her tight little hole.
"OH, GOD!" Skylar groaned and closed her eyes as I pushed slowly deeper. You're really going to fuck me?"
“Only until I cum,” I told her.
Skylar was too far gone with lust to tell me to stop, and God, her pussy felt so good I'm not sure I could have stopped even if she'd told me to.
I fucked my moaning sister for five or ten minutes before she could take all of my cock. It took her two orgasms to loosen up enough for me to go balls deep in her teenage pussy.
I leaned down over her and squeezed both of her nice boobs as I continued to pump her. I felt my orgasm getting close and laid down on top of her. Running my left hand up under her head, I just had to grab a handful of hair on the back of her head and lift her head so I could kiss the hell out of her mouth.
I never stopped my rhythm, and I felt my balls getting tight, and I knew I wouldn't much longer. I wanted to look into Skys' eyes when I shot my load. Then I told her that I was going to cum.
"OH GOD, ETHAN!" She moaned but kept her eyes locked with mine as I got faster and harder.
"Yes, YES...oh GOD YESSS!" Skylar told me and started to match my thrust by raising her hips and letting me all the way in.
"I love you!" I told her and exploded inside her pussy. Pumping what felt like a weeks' worth of cum just as far up in her pussy as I could as we locked eyes.
"OH MY GOD!" Skylar groaned as my dick throbbed and spurt inside her, "OH ETHAN!"
Then Skylar closed her eyes and came with me. Clutching my ass tightly with both hands and holding me all the way inside her, and kissing me with more passion than I'd ever felt.
I wanted to stay buried inside her forever. But Sky told me to get out because she wanted to sleep. I pulled out and squeegeed the cum from my dick and let it drip down on her pussy lips. Those pills really worked. Cum was already seeping out of her little twat.
"Your cum feels so nice and warm inside me." was the last thing she said before she fell asleep.
I got up to turn the lights off and grabbed my phone from the dresser. I probably shouldn't have, but I took a few pictures for my scrapbook. Skylar looked so sexy lying there on her back with her hair all messed up.
She had her right leg still up with her foot flat on the mattress, her left leg flat. It was a perfect photo of her perky tits the size of large oranges standing up proud. Her pink nipples still hard, with my nice creampie leaking out below her little triangle of dark pubic hair from puffy little pussy.
***
From that night on, our relationship changed. It would last forever even after she got married and moved away. Whenever Sky came back home to visit, we would find a way to slip away and make love. But that's another story. There were still many more changes in my life to come that I had no clue about at the time.
I hoped that in the morning, she didn't regret what we'd done. I tried not to worry about it because I couldn't do anything about it if she did.
At that moment, it was enough to hold her close and enjoy the feelings I had for her and fall asleep hugging Skylar's naked body next to me.
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