Rich Guy 1Chapter 5 free porn video

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The idea that Cassie had been masturbating to Candace and me fucking had my blood on fire. Cassie’s constant flirting glances didn’t help either. The summer was beginning to wind to a close and with everything that had happened, I’d neglected my workouts. I hoped that some motivation from Lindsay would help clear my mind a bit so I called her the next day to come over.

Sometimes I was really stupid.

“Come on pretty boy, get to it! You’ve gone soft this summer!” Lindsay teased.

“Bend over and I’ll show you soft. 49... 50... 51... 52...” I panted, giving my trainer the side eye. I had sex on the brain and to have a hot, toned lesbian in tight clothing in close proximity to me wasn’t helping my concentration.

“Promises, promises. Less talk and more work pretty boy!” She taunted.

“Mind if I join?” A sweet voice came from behind.

Lindsay and I both turned around to see Cassie standing in the doorway of the gym. She had on a white sports bra and white spandex shorts. A towel was tossed over her shoulder.

“Go for it.” I panted.

Cassie nodded and climbed onto an elliptical machine. I attempted to keep my focus on the hundreds of pounds of weight sitting on my shoulders, but it was impossible not to look over at Cassie’s taut ass in motion.

Almost as interesting as Cassie’s rear end was something I caught in the mirror.

Lindsay was also staring at Cassie’s ass.

Lindsay really worked me over and by the time we were done, I was dripping in sweat. I didn’t know if Cassie was doing a typical work out, or just spending the same amount of time in the gym that I was. Regardless, we got finished at the same time.

“Not bad pretty boy, but you’re getting lazy. Same time next week?” Lindsay asked.

“Yeah, let’s do it.”

“Sounds good. Now, go hit the showers. You stink.” She teased.

“You gonna come wash my back?” I asked, pulling off my shirt.

“Are you gonna come and wash my back?” Cassie asked seductively as she walked right passed me.

Both Lindsay and I turned around to watch Cassie stroll into the shower area.

I suppose now would be a good time to describe the shower. It was clearly not intended for anyone that was shy. It was a fairly small room, about 15’ x 15’. There were two shower heads on the far wall, with a grab bar next to them. Along the opposite wall there was a low bench. The room was completely open with no dividers of any kind. Hell, the shower room didn’t even have a door on it.

Lindsay and I stared as Cassie casually stripped off her clothes and turned on the water.

“So?” She asked in our general direction as she stepped under the warm spray.

“Uhm, I got to go. See you next week.” Lindsay stammered before turning and hurrying away.

“Aww, that’s a shame.” Cassie pouted.

I continued to stare at her completely toned, nude body. She was a beautiful golden brown from head to toe. She spun around to rinse her hair. My eyes scanned over her front, feasting on her perky upturned breasts. My looked moved down her flat stomach to her crotch, which was completely smooth.

“Lasered. Nice huh?” Cassie asked seductively, dropping her hand between her legs and rubbing gently on her pussy.

“Very.” I stammered.

“So, are you going to wash my back?” She asked again.

“I don’t think that Candace would appreciate that.” I babbled, completely awestruck.

“I won’t tell if you won’t. Secrets are fun sometimes, aren’t they?” Cassie grinned.

“Uhm yeah, sometimes.” I spit out, barely able to focus. Summoning all of my will power, I stepped back out of the shower area and walked out of the gym.

“Aww, where are you going?” Cassie called out sadly.

I ran down the hall and up the stairs to Candace’s room. I burst through the door and Candace shot upright from her bed.

“Is everything OK?” She gasped as I moved towards her.

“Yeah. I need you.” I said, climbing onto the bed.

“What do you need?” Candace asked, confused.

“Your pussy.” I growled, grabbing her shorts and yanking them down.

“Carter, wait. Cassie is home.” Candace protested.

“She’s in the gym. She’s busy. I need you NOW!” I exclaimed, pulling her shorts off her legs.

Candace was a little hesitant until I kicked off my gym shorts.

“Woah, someone is worked up!” She giggled as I pulled her legs open.

“Gimme that pussy.” I demanded, grabbing my cock and pressing it against her slit.

“Oh shit. Oh Carter. Damn!” Candace moaned, arching her back as I penetrated her. She was still fairly dry since I didn’t give her enough time to get in the mood. Both of us grunted in discomfort as I worked my cock into her hot, tight tunnel.

“Fuck yeah. Fucking give it to me!” I grunted, falling on top of her and gripping her ass.

“Oh Carter. Oh, it hurts. Gimme a second. Gimme a second. Easy.” Candace begged.

“Hell no. You’re fucking MINE!” I called out, thrusting forward until I bottomed out. Candace gasped in pain as my cock tore through her depths.

“Oh Carter, that hurts! Oh my gawd that’s so fucking hot!” She cried up, bucking her hips upwards into me.

“Yeah? You like that?” I teased, withdrawing and slamming back in. This time I slid in very easily as her pussy was quite wet.

“Take it! Oh gawd Carter, take me! Take me!” She screamed as I began humping her wildly.

“You’re fucking mine. You’re mine! You’re my little slut. Take my fucking cock. Fucking take it!” I grunted as I hammered her over and over again.

“So hot. So hot. So hot. Fuck me. Fuck me. Take me. Take me!” Candace panted, her voice going distant.

My hands roamed all over Candace’s body. My sweaty chest rubbed all over her shirt and sheets, but I didn’t care. I needed to cum and right now Candace was a mostly willing receptacle.

“Gonna fucking cum. Gonna fucking shoot.” I snarled, feeling my balls at the tipping point.

“Do it. Oh gawd, do it. Fill me up. Fill me up little bro!” Candace pleaded, clearly in another world. I moved my hands up to her shoulders and dug into them. I pulled her down like I was doing a chin up and rammed my cock as deeply inside her as I could. I could feel the head of my cock banging against the back of her cervix, causing her to cry out in pain. Uncaring, I pumped a few more times and then my cock blasted loose like a fire hose.

“FUCK YEAH! FUCKING TAKE IT!” I yelled, throwing my head back. Candace’s hips began to buck up against me and I felt a warm rush of juice flow over the shaft of my cock.

“Oh gawd Carter! Oh that’s so hot! I can feel it! I can feel you!” She screamed, snapping her legs around my waist. We rocked together as one as I emptied my balls inside her. Her pussy twitched around my cock several more times and she dug her nails into my back as we came together.

I fell on top of her, my weight smashing her breasts. We lay together, panting in our own orgasms for several minutes.

“Wow.” Candace whispered.

“Yeah?” I replied, pulling my limp cock out of her sodden cunt.

“Man, I didn’t think I’d be into you just taking me like that, but damn that was totally hot.” Candace replied in a wistful voice.

“Good, I might have to do that more often.”

“Maybe I’ll make you chase me around and catch me.” Candace giggled.

“I dare you to try.” I grinned, pulling on my shorts.

“So, what got into you anyway?” Candace asked.

“Working out gets me hard sometimes.” I shrugged.

“And having Cassie next to you didn’t hurt I take it.” Candace said evenly.

I shrugged again noncommittally as I walked out of her room. I could feel her gaze on me but I didn’t answer her.

“She totally wants you.” Came Cassie’s voice.

“Excuse me?” I asked, looking up from my computer. Cassie had come upstairs into my bedroom. She had dressed in her typical tank top and shorts and had her hand on her hip.

“Lindsay. She wants you.” She repeated.

“She wants my money.” I shrugged.

“She wants your dick.” Cassie laughed.

“She plays for the other team.” I replied.

“All girls are bi. Just some more than others.”

“She lives with her girlfriend. She’s a lesbian.”

“So? She totally wants you. I can tell.”

“How do you figure?”

Cassie shrugged.

“I know girls. I know how to read them. She can’t wait for you to bend her over and shove your cock in her. She’s dying for it.”

“Is that so?”

“Yup. I’ll even prove it to you.”

“Oh yeah? How’s that?” I asked, a mix of annoyed and intrigued.

“I’ll seduce her for you.”

“Oh? You’ll seduce her for me, or for you?” I grinned.

“Both. I want her first. She’s hot. But, after I prove to you that she’s open minded, then I’ll bring you in to play with her too.”

“Sounds like fun. What’s in it for you?”

“Nothing. Like I said, she’s hot. I want to screw her. For you? Let’s just say it’s a present for everything you have done. Also, I love playing wing man. So, sound good to you?” She asked.

“Sounds good to me!”

Watching Cassie execute her plan was a thing of beauty. She continued to join me in the gym for my work out sessions with Lindsay and then simply asked for extra attention when I was done. Cassie instructed me to leave them alone, which I agreed to. In reality, I would run upstairs and watch them together on the cameras. There was no audio on the cameras, something I reminded myself to correct one day, so I had to use my imagination as to what was actually going on. Though, with the action that I could see, that wasn’t hard.

Cassie would position herself in front of Lindsay, ensuring that the blond trainer would have a full and clear view of her tight ass as she did her exercises. Lindsay appeared to keep her composure, giving Cassie direction and pointers on movements and new exercises. At the end of each session, Cassie would pull off her sports bra and walk into the shower, chatting with Lindsay as she did so. I presume that she was continuing to attempt to seduce Lindsay, but had been unable to do so.

This went on for a few weeks and Lindsay seemed to be becoming more comfortable with Cassie, laughing and joking around a bit more.

I just wasn’t picking up any sort of sexual vibe coming from Lindsay so I couldn’t imagine that she would be successful.

Cassie, however, was certain of her goal.

“This is it. This week, it’s gonna happen.” Cassie announced.

“You’re pretty sure of yourself huh?” I asked.

“Yup. This week. Just you watch.” Cassie declared.

“We’ll see.”

The workout day went along like normal. I flirted with Lindsay, she talked shit back, called me names and teased me. I sweated, threatened her, flirted with her some more and then cursed her. Cassie giggled at our interactions but kept mostly to herself. When we were finished, I started to walk towards the exit. Cassie caught me.

“Don’t go far, you’ll miss the show.” Cassie whispered and then winked at me.

I knew that I had at least 30 minutes to kill before anything could happen so I got some food and then walked up to my room to shower. I walked slowly out of the bathroom and over to my desk. I flipped on the computer monitor, which I kept open to the camera in the gym.

Curiously, the girls were no where to be seen. I double checked my watch. It had been about 30 minutes since I’d left Cassie.

I pulled on my clothes and ran downstairs, gloating in my correct assumption about Cassie’s victory over Lindsay. As I approached the gym, however, I heard something.

“Oh yes. Oh yes! Oh yes! That’s the spot! Right there! Right there! Oh gawd, you’re good at that!” Came Cassie’s cries.

Shocked, I slowly poked my head around the corner of the bathroom and my eyes opened wide.

Cassie, fully naked, was leaning against the wall of the shower, gripping the rail bar tightly. Lindsay, still in her yoga shorts but topless, was kneeling on the floor in front of her with her head between Cassie’s legs.

Lindsay’s tits were about what I expected, large but not overly so. They hung below her chest and swayed a little with the pair’s movements. Cassie noticed me standing around the corner and blew me a kiss.

“Oh you’re so good. You’re so good at that! I’ve got to send your girlfriend a thank you card!” Cassie moaned. As I watched, Cassie lifted one of her slender legs up and hooked it over Lindsay’s shoulder, wrapping it around her back. This apparently gave the blonde deeper access to Cassie’s slit because my new house guest’s cries grew louder.

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Chapter One Hello. I'm a rich man. VERY Rich. Last time I checked my worth was close to 3.7 million dollars. But that was yesterday. It's probably grown since then. You might think I'm arrogant and bragging. No, I'm just telling you the facts. You need to understand that much about me before hearing my story. I have been searching for nearly all of my twenty-seven years for someone who will love me, not my money. It should not be a difficult task, but I was married once and almost a...

3 years ago
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Richie Rich Vaults of Mystery

This is an adaptation of an original TG comic story Copywriten 1981 By Harvey Comics. I would like to note the actual creator, but Harvey Comics never did that. I wanted to allow TG Fans to enjoy this forgotten Transgender Tale. Richie Rich Vaults of Mystery By Paul G Jutras It all started one early morning on the Rich Estate. The butler Cadbury was reading the headlines of the paper when young master Rich showed up in a pressed white shirt, black jacket, blue shorts, white...

2 years ago
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Richie Symonds Goes to Hell

Richie Symonds Goes to Hell By Apple Heya! This is a concept I came up with for a role-play character, it just kind of developed and fits in pretty well here. It doesn't really have an ending, it's meant to be a beginning, but, well, you'll see... *** Sometime in the future... Richard Symonds, Richie to his mates, which included most people he met, looked out through the pebble-effect glass of the bathroom. Being a bathroom window, it was designed so that you couldn't...

3 years ago
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Rich Guy 2Chapter 3

I was utterly exhausted when Candace and I finally made it to our room in Austin. We’d flown from California to Vegas to drop off Andrea and Faith and then flown to Texas. The girls were a little skeptical when I outlined my plan, but those fears quickly disappeared when I handed them each an envelope full of cash and a fairly large bag of coke. I helped check the girls in to their room and then set up a series of high end hidden cameras. Regardless of where they ended up tonight, all...

1 year ago
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Rich Guy 1Chapter 7

Unfortunately, summer was coming to an end. The next week, I called Lindsay over for a work out. As with previous visits, Cassie joined to watch Lindsay’s coaching. I did notice that with Cassie’s presence, Lindsay’s shit talking was much more subdued. The two girls were also constantly throwing sideways looks at each other in the mirrors. Lindsay and I completed my part of the workout and as with the last visit, I took my leave. I ran upstairs for a quick shower and then checked the...

2 years ago
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Rich Guy 1Chapter 10 Olivia

“So, what’s over there?” Cassie asked. The three of us had fallen asleep on the huge bed after the girls finished what was left of the bottle of wine. Waking up with a sister on either arm was the best experience of my life thus far. “Over where?” Candace asked, slowly waking up. “That door. In the corner.” Cassie replied. “Maybe THAT is the bat cave.” I commented, sitting up. “Let’s go find out.” Cassie said, sitting up. “Go for it, I’m staying here. Let me know if the Bat Mobile is...

4 years ago
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rich boys love 31

when we was out running it kinda turned into a race and it has to be said harvey won so when we got back to my house we both went upto my bed room to go have a shower. i got changed from my running clothes and got into the shower. harvey did the same thing but i didnt want to share a shower with him because i smelled and just wanted to have a nice hot shower by my self so when harvey got into the shower i said "we dont have a lack of water supply. you can shower on your own every once in a...

3 years ago
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Rich Hot and a Slut

It’s nice to be rich, I thought to myself while lying on the sun bed by the pool. People around me were talking, laughing and drinking from exotic cocktails. The palm trees swayed lazily in the breeze coming in from the ocean just a few yards from where the pool ended.My mega rich husband had surprised me with two tickets to an all-inclusive complex in Costa Rica and I had jumped up and down like a silly school girl. I had immediately gotten into my Ferrari and driven to the most exclusive shop...

Cheating
1 year ago
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Rich old man and my wife

by aceRICH OLD MAN AND MY WIFEThe first time I met him was at a staff party; everyone waspretty shocked when he turned up, he was a billionaire media mogul after all,and we were just a small newspaper he'd obtained when he bought a bigger outfitin Chicago thatowned us.But there he was, in the flesh, right in our grimy littleoffice.He spent most of the evening talking to my wife.Now Joyce was never a woman who stopped traffic, she wasn'tin the same league as the models he was normally associated...

2 years ago
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Rich And Beautiful Indian Wife

Hello folks, I hope you all are doing well, I am Vikram (name changed), I am tall and good looking athletic build guy. Any aunty or indian wife looking for a hook up can mail me on So the story started when I went to Pune for a job search. I was new to the city and was searching a job. I rented a flat there in Kalyani Nagar area. Nearby flat one park is there where people used to go for a morning walk/evening walk. So I was searching a job in Pune and nothing much to do, so in my free time, I...

3 years ago
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Rich Dad Rich Daughter

Authors Message: This story has products and has references of companies which dont really exist and are just made for story purposes. It happenedlast fall. In the dawn of the night Crystal Louise Monroe, normally called Crystal came home. She was 17 years old, she was 6’1 feet tall and always been independent. She Had black hair and shinning indigo eyes which constantly shine with joy and interest. She was very athletic girl , and never was skinny. In her childhood she was a bit over weight...

Incest
2 years ago
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Rich Housewife Of Mumbai

Hello friends…. This is my second story on iss i am kd patel from mumbai. Doing modeling. Hught 6.3 with avrage body. I want to written this story in hindi. Kyuki har koi padh sake….. Ye bat 1 week pehle ki he…. Me modeling karta hu. Ek din mera event tha vahape kafi sare log aaye huve the sabhi bade gar k the… Unmese kafi sari ladkiya or bhabhi ya bhi thi…. Me ramp pe chal raha tha tab ek bhabhi ne muje dekha. After ramp walk vo muje back stage milne aayi… Mene dekha ki usne blue coloure ki t...

3 years ago
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Rich Woman Desire Fulfilled By Me

Hi friends how are you all? Friends I have posted a story before in the desi stories dost ki mom chudai now I am going to tell other story of my life this story is about me and a rich lady who is got in touch with me at a pub. Now something about me I am Ashish 23 years old and I am from indore (M.P) I have normal physique I am 5 feet 7 inch tall and I am doing my Mba from some collage and I am a big fan of ISS and I really like the stories of ISS if you like my story then mail me your feedback...

4 years ago
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Rich Lady

Hai friends I am hemant back again with my new experience. Iam very happy to send my experieces to u all & I thank our favorate site ISS.net for giving us the oppertunity to know the twists of other’s lives & knowing the different ways & styles of fucking. O.K let’s come to the point. This happened to me while it was raining heavily. I was on my way on my bike & in the way I saw a car crashed to a tree & a beautiful lady asking for help. She was beautiful wearing a blue saree & she was all wet...

3 years ago
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Rich Bitch

As soon as I first saw her, I knew she was something special, the clothes she was wearing for a starter, were worth more than my grant cheque. She wasn't the prettiest girl I've ever seen, but her body looked ok, if a bit wide at the hips. I've always enjoyed a challenge, so I nudged my flatmate Tony. "Do you know who that is?" I asked. "Yeah," he mumbled with a mouthful of pie, "she's in my Social Science class, name of Jennifer, a right rich bitch." "What's she doing coming to...

4 years ago
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Richie Dinken Gets Educated Musings of an Old ManChapter 4

I was right on the nose about how long it would take me to paint the house. The dry wood soaked up primer like a sponge but I nailed the last green shutter into place at the end of the fifth day. Beth took my arm and we walked around the house lookin' at how nice it turned out. "Richie, this is just beautiful! I'm going to cook up a really nice dinner for you as a special treat and I want you to bring your mother out here to join us and look at your work. She ought to know what an...

2 years ago
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Rich Guy 2Chapter 5

--------Weeks Later------------- I felt like a million dollars. More than ten million dollars. I’d not dressed up in quite some time, but my favorite teacher was getting married, so I decided to go all out. It’s interesting how much looking good can do for your self-confidence, not that I needed any help in that regard. I parked my convertible and strolled into the wedding hall, which was already full of people. “Hello, and you are?” The receptionist asked. “Carter, I’m one of Ms....

4 years ago
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Rich Guy 1Chapter 16

It was a good vacation in Hawaii but it was time to return home. The girls still had a few weeks of school to go in the semester. We didn’t have any more crazy times in the pool Saturday night but I caught Willow giving me naughty looks more than a few times and Candace did catch me outside for a quick blow job. Lots of hugs and tears were shared as I loaded up the girls in the car to return to the airport. Mason gave me a firm handshake and a knowing grin before we departed. We promised to...

3 years ago
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Rich Guy 1Chapter 17

I was a sex god. Do you know what’s better than waking up to a blowjob? Waking up to a double blowjob. Do you know what’s better than waking up to a double blowjob? Waking up to a double blow job by two sisters. After the initial shock of what we had done wore off, Candace embraced the new situation whole heartedly. She loved pussy as much as she loved dick and Cassie was more than willing to provide it. For the rest of the Christmas break, we barely left the house. Hell, we barely left my...

1 year ago
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Richards Tales More Fun With the Coach

She entered the shower, feeling a little bit of Richard's cum still seeping out of her. She quickly showered up, making sure to get her freshly fucked pussy clean of the cum. After she finished in the shower, she toweled off and walked back into the office. Richard was awake, still naked and sitting on the edge of the desk, when she entered and he grinned at her, "that was the most incredible sex I have ever had." She laughed lightly, "glad I could be of assistance," speaking almost...

2 years ago
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Richie Dinken Gets Educated Musings of an Old ManChapter 3

John said it would be fine with him if I split up my time to work three days for him and three days for Mrs. Webster. Mama was happy I was gonna be makin' extra cash. The first day I showed up at the farm, I worked myself to a frazzle. It ain't 'cause she was a slave-driver 'r nothin'. I was just showin' off tryin' to make her see how much she really needed me. That afternoon, I drove her over to Watonga to the vet's to get some bag balm for the cow. While we were in town, she took...

3 years ago
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Richie Dinken Gets Educated Musings of an Old ManChapter 6

Well, I made up my mind right there and then that I wasn't gonna let stupidity come between me and Beth. All day long as I worked away I kept thinkin' about little things that I might have done that were probably too risky, like stickin' to her side like glue when other folks was around. It's like I never wanted her to be too far away from me and I especially didn't like other guys bein' between us. Lookin' back on it now, I can see I was actin' like a little four-year-old afraid to...

3 years ago
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Rich Guy 3

--Mid November-- “Fuck this is hot.” Rebecca moaned into Jessica’s mouth. My secretary’s brunette ex college roommate was on her knees in front of me. I’d not bothered to undress her. I simply lifted her skirt and shoved my dick in her. We were in an extremely upscale hotel a few blocks from my office for a noon ‘lunch break’. I needed a new fuck toy since Cassie was out of the picture, so I directed Jessica to invite her over for some play time. She was even hotter in person than in the...

3 years ago
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Rich Guy 1Chapter 4 Cassie

Weeks went by. Claudia kept in touch by text message. I was quite impressed by the amount of money she was bringing in, selling off surplus housing fixtures and odd and ends. She informed me that she was going to update some of the lighting and decor around the house, as well as doing some other general maintenance. I trusted her judgement and based on how her bank account was steadily going upwards instead of down, I was inclined to trust her. Candace would occasionally share pictures that...

2 years ago
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Rich Guy 1Chapter 8

The evil sun came through the window, waking me from a peaceful sleep. I rolled over on top of my phone and picked it up. “Thanks for last night. I needed it. Miss you

3 years ago
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Richards Tales Scoring the Coach

He was starting to get the itch to fuck a girl again, but he didn't want it to be the same one again, he wanted a girl with a tighter pussy this time. As the school day ended he went to the gym to watch the girls practice basketball. As he was watching his dick began to rise as he watched their young firm tits jiggle as they ran. When he saw the first girl he had fucked running, he cringed in disgust. He paid particular attention to the coach though. He had never realized how...

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