Henry’s Big Tit Sluts Ch. 01

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Ever since I was in 6th grade, I was attracted to my best friend’s mom. I had always thought that Kerry would come to me if she wanted anything sexually out of me. I was her son’s only really good friend and she kicked her husband out of the house who was a drunk and a drug addict that clearly didn’t satisfy her in bed. After 5 years with no hint of her wanting me, I decided to better myself.

Up until my senior year I was always a little bit fat and I didn’t give a fuck about my appearance. I thought the fact that I rocked an 8 inch cock that I couldn’t even fit my hand around would be enough for me to get Kerry into bed. But going into my senior year I started hitting to gym and by the time I graduated high school and my 18th birthday rolled around, I nearly had a 6-pack and put up 180 on the bench, which was impressive considering I’m only 5 ft. 8 and couldn’t even bench 100 lbs. when I started. I also noticed my cock was now around 9 inches, which probably resulted from me losing fat on my lower body.

Kerry was the epitome of a Milf. Despite being into her mid 50’s, she was as still as hot as when she was in her 40’s. She had brown hair, green eyes, and was relatively tan. Her best features, however, were her 40 DD tits, which always seemed bigger than her bra size indicated, and her tight ass, which resulted from her hard work at the gym.

I had thought that after graduating high school and being 18, Kerry may finally want me. I had told myself this in the beginning of June. I had gone to Italy and Cancun in June with my family and friends, so I didn’t see Kerry all of June, which didn’t give me a chance to put my plan of seducing her into action. Time come July, things changed.

My mom and Kerry, who were great friends, began hanging out at my house everyday. Kerry’s firm moved to Connecticut, which resulted in her only having to go into the office once a week. So the rest of her week was spent drinking and tanning in my backyard with my mom. If there was one thing I noticed on my vacations with my best friend, Kerry, my mom, and myself, it was that Kerry looked insane in a bathing suit. She was clearly comfortable in her own skin because she would wear bathing suits that girls 30 years younger than her wouldn’t even wear. The top barely covered her nipples, which I realized were quite large, as they always bulged out of her top and the bottoms were normal but she sometimes wore the occasional thong that barely covered any of her ass.

One day I had been on an intense run. Drenched in sweat and fatigued, I ran immediately into the backyard, stripped down to my briefs, and jumped into my pool. I had been completely oblivious to the fact that my mom and Kerry were outside tanning. I quickly noticed Kerry had just sprayed tanning oil onto her mammoth tits, which gave me an instant hard on. Problem was I had no towel, I was wet, I had a boner and. I was in my briefs. I knew that the second I got out of my pool that the outline of my cock would be highlighted by my wet briefs. At first I thought this would be embarrassing, but then I realized this was the perfect opportunity to show my manhood off to Kerry. I waited until Kerry’s eyes were fixated on me and for my mom to be occupied with my dog to get out of the pool. Once she was looking, I just climbed the ladder, walked across the patio, and strolled on into the house and prayed she was looking towards my lower body.

Also being the pervert that I was, I noticed Kerry never came to my house in her bikini. Instead, she utilized my bathroom to change. This allowed me to do 2 things. Kerry almost always wore a thong or g-string to my house. So while her and my mom were outside tanning, I would snatch her underwear and use it to stroke my 9-inch cock until I exploded. I even found it funny as shit because one time I accidently came on them. The 2nd thing I didn’t realize until the same day as the pool incident. As I was sitting in my bedroom, I thought to myself, if she changes back into her bra and underwear after tanning, she has to get naked in my bathroom. This gave me an idea. Just having gotten the new iPhone and knowing it had great video quality, I decided to take one of my old shampoo bottles, empty it out, and cut a small hole into it so the camera could capture Kerry in the nude. I waited until I heard her and my mom coming in to start the video. As she was 5 ft. away from the bathroom I opened the door. I noticed she gave me just a weird look. As she made her way into the bathroom and I into my bedroom, I got an instant hard-on. I locked the door behind me and began stroking my cock.

Just as I was about to cum, there was a knock on my door. I threw on my briefs and shorts, tucking my cock underneath the waistband so it wasn’t visible. It was Kerry.

“Can my son’s best friend give me a hug!”

I responded hesitantly “Yeah of course!”

I never passed up an opportunity to feels Kerry’s massive Bahçeköy Escort tits pushing up against my chest. She embraced me more than usual thought. There’s no better feeling then her tits crushing up against my chest. However, my hard cock was pushing right up against her waist. If it wasn’t obvious to her before that she aroused me it was now. She shot me the same look as she walked out the door that she did when I was walking out of my bathroom.

I immediately went into my bathroom. I locked the door behind me and grabbed my phone. I started the video and began stroking my cock. I fast-forwarded to when Kerry got into the bathroom. She played with her tits in the mirror a little bit. Then she began stripping down. Her tits were beautiful. They weren’t saggy at all. Her nipples stuck out about an inch and her areolas were about 2 inches in circumference. In my opinion, the perfect combination. When the took the thong off, I almost cried. She was completely shaved, and she had a great looking pussy. The next part of the video almost gave me a heart attack. She sat down on my toilet and began fingering herself. She started out with two fingers and made her way up to three. I could her from the sound she was moaning. It was inaudible but then I turned up the volume.

“Yeah Henry, stick your fat cock in my pussy you fucking stud! Fuck me harder! Harder! Harder! Holy shit I’m gunna fucking cum!”

Right after those words a stream came out of her pussy and she squirted all over my bathroom. Just as she squirted on video, I came more than I ever had in my life. I must’ve shot a rope of cum about a half a foot in the air I was so aroused.

The next day I got a text message. It was from Kerry. She texted me asking if I could go to her house and attempt to fix the pump for her pool since her son was on tour with his band for the summer and didn’t know who else to ask. I didn’t know if this was sincere or if she wanted an opportunity to get me alone. Either way I still went over to help her. When I got there and rang the doorbell she answered the door.

“Oh hey Henry!”

She wasn’t wearing anything special. Just jeans and a t-shirt. We made small talk and spoke about her son, my best friend, and his band for a little bit, but she didn’t hint at anything, so I proceeded into her backyard to work on her pool pump.

I was about 30 minutes into working on the pool pump when I heard a voice behind me.

“So how big is your cock anyhow Henry?”

I nearly had a seizure. I turn around to see Kerry had changed. She was wearing a light blue sports bra that mad her tits seem like they were 40 HH’s, and she was wearing a white g-string. I couldn’t even think straight so I just stood up and simply replied “What?”

“Don’t play stupid, I saw the bulge in your briefs when you got out of the pool at your house yesterday. How big is it. 7 inches? 8 inches?”

Seeing this as the perfect moment to show off and show Kerry that I wasn’t a bitch and that I would actually fuck her I replied “9 inches actually. And it’s probably too big for you to handle anyhow.”

After saying that her jaw dropped and she started walking towards me. On her way over she grabbed a bottle of oil, which she probably used for tanning in her backyard. I knew exactly where this was going.

“Drop your pants hot shot. I guarantee you don’t make it 6 minutes with me jerking and sucking your cock. If you do, I’ll take you up to my bedroom and let you fuck me.”

Immediately after she said that, my cock felt like rock. She dropped down to her knees, ready to take my dick in her hands. Once my briefs let my cock free, it smacked her in the cheek. I could tell by her eyes she had never dealt with anything of this size. She oiled her hands up and started the timer on her phone. Kerry wrapped her hands around my cock and started stroking it.

“I can’t even fit my hands around this thing holy shit!”

“I guess your ex wasn’t as hung as I am?”

“I don’t even think that prick’s cock was half the size of yours.”

I felt a rush once she started jerking me off. She started off using one hand. She would grip right below the head of my cock, stroke up until her middle finger made it past the tip of the head, then drop her hand back down to the position she started at. She had to keep spitting all over the head of my cock to keep it lubed up. I had to use every force within my body not to cum then and there. I looked down at her phone and realized I was only a minute and a half in.

“I’m a quarter of the way there!”

“Shut up Henry! I’ve never dealt with a cock this big! I know what will shut you up.”

After that she started using both two hands mainly stroking the shaft. I could tell she was trying to make me cum because she was gripping my dick as if it was a baseball bat. I had my eyes closed from the pure bliss of the experience Bahçeköy Escort Bayan when I felt a change in what was going on. I first looked down at the phone to see I made it 3 minutes so far.

I then looked down at my cock to see Kerry’s mouth bobbing up and down the first couple inches of my dick with both her hands still gliding up and down the rest of it. The feeling of the head of my penis inside her warm mouth was pure ecstasy. I felt weak in my legs when she started blowing me and it was noticeable as my legs started shaking.

“Not so composed now are you my bid dick stud?”

“We’ll see who’s really about to lose their composure in a minute.”

By Kerry calling me her bid dick stud made I became even hornier and my cock even harder. Immediately after Kerry questioned my composure, I grabbed her hair and forced her head further down my cock. I was almost trying to force it all the way down her throat. She starting struggling when I had about 6 inches at the most in her mouth. She starting gagging so I let her go. I huge rope of her saliva and my pre-cum hung from my cock to her mouth.

“Oh so it’s going to be like that Henry!”

I looked at her phone and I was at 5 minutes in. I told her “You got one more minute to make me cum or else you’re going to have to fit my cock in your tight little pussy!”

I saw a look of fear in her face after I said that. She was now sucking my cock as if she was possessed. I knew I was close to cumming but then felt a rush go down my spine. I screamed “Fuck Kerry I’m gunna cum!”

As I screamed that I shot a rope of cum into the back of her throat. I then moved her head off of my cock and shot about 3 ropes that covered her face, getting it into her eyes and some on her hair. Then I aimed down and shot 2 onto her rack, getting cum all over her light blue sports bra. I then looked down at the timer on her phone: 6 minutes 15 seconds. I started laughing. I got giddy with the thought of how tight her pussy would be if her ex-husband was only half my size. Kerry started walking towards me with my cum still all over her. She didn’t say a word. She just grabbed me by my cock, which was still rock solid, and led me towards her house.

She took me inside and then up the staircase, which led to her bedroom. She took off her g-string and then her cum-soaked sports bra, which let her massive tits out. Despite being in her mid- 50’s, Kerry’s tits were surprisingly firm and didn’t sag too much. I walked up behind her and grabbed her tits with my rock hard shaft pressed right up against her ass.

“Hold on a minute my big dick stud. I’m going to grab some baby oil for you to rub over me before we fuck. I have a good feeling that you’re a sucker for an oiled up big tit milf.”

She called it like she saw it. I had no clue how long I was going to last fucking Kerry yet alone with her all oiled up. She walked into her bathroom and returned with a water bottle filled with baby oil in her one hand and some lube in the other. She handed me the oil.

I started with her back and ass. I had to resist the urge to slip my fingers into her pussy or ass as I made my way down her body. Then I flipped her over, revealing her beautiful tits and cleanly shaven pussy. My dick had gone soft while she was in the bathroom, but after flipping her over and looking at her tits it sprung back to life.

“Are you feeling ok over there Henry?”

After rubbing the oil over her tits, I started sucking her nipples. I got a few moans but nothing much. So then I started rubbing the oil over her inner thighs. I knew that this was a weak spot for women so I continued until I thought I had her worked up a little bit. Then I slid two fingers into her pussy and started fingering her. I started out slow. I went at this pace for about a minute, but I couldn’t resist the urge to make her cum. So I sped up and even put my third finger in. After a minute or two I also started licking her clit while I was fingering her. I could tell that all the events leading up to this had her worked up because her pussy was soaking wet. She started to moan intensely after two or three minutes.

“Fuck yeah my big dick stud! You’re fucking my pussy so well with your 3 fingers! I can’t wait to take that massive cock of yours and slide it into my tight little pussy! Keep licking my clit like that! Holy fuck I’m gunna cum all over your fingers!”

Kerry then collapsed and I could feel the warm cum of her pussy all over my fingers. I pulled my fingers out and when Kerry made eye contact with me, I put them into my mouth and sucked her cum off of them.

“Holy shit Henry you really know how to get me going!”

As fun as the foreplay was, I couldn’t take it anymore. I picked Kerry up and forced her onto her knees on the ground. My cock was rock solid so I forced it into her mouth. I then grabbed her hair and started Escort Bahçeköy fucking her mouth. After she started gagging, I pulled my dick out and there was a huge rope of pre-cum.

“Oh my god! I can feel your dick all the way down in my throat when I’m taking your dick in my mouth!”

Kerry took the bottle of baby oil and rubbed some onto my cock and a ton onto her chest.

“Come titty fuck me my big dick stud!”

She then pushed her tits together. I straddled my knees across her stomach and slid my cock into the gap between her giant tits. Despite her gigantic tits, my cock still managed to get through her cleavage and near her mouth. So I took Kerry’s head and moved it into a position so that when I thrust through her tits, the head of my cock made its way into her mouth.

“I can’t believe that your huge di– can make its way through my cleav– and into my mouth! I can’t wait to stick that thing into my warm pussy!”

For some reason, while I was titty-fucking Kerry she started to fake moan, which pissed me off.

“You want a real reason to moan!”

I forced her up off of the floor and bent her over onto her bed.

“What are you doing Henry!”

“Shut the fuck up you big tit slut! You were fake moaning so now I’m going to have to give you a real reason to moan!”

“I’m sorry my big dick stud! I’m sor-“

She got cut off with the second sorry because at that moment I stuffed as much of my 9 inch cock as I could into her pussy. I then began to ram her from behind. The sound of my balls slapping up against her ass was pure bliss to me because I knew that because I heard the sound every half a second that I was fucking her really well.

“Holy shit Henry keep pounding me! Your cock feels amazing in my pussy! Keep fucking me like I’m one of your little high school sluts! From now on I want to be your big tit slut! Holy shit keep going I’m gunna cum all over your fat cock!”

Once I felt her cum all over my dick, I forced her onto her knees again and made her suck her own cum off of my dick.

Then I jumped onto her bed and screamed “Come ride me cowgirl style my big tit fucking slut!”

I laid down so that I would be able to pound the shit out of her. The second she led my cock into her tight warm pussy, I began fucking her relentlessly. I heard the same sound that I heard when I had her bent over her bed of my balls slapping up again her ass.

In a deep, struggling tone Kerry spoke into my ear “Fuck Henry. You’re fucking me better than that limp dick ex-husband of mine could’ve dreamed of. I love the feeling of your huge dick inside me. From now on I want to be the only girl that handles your cock. No high schools whores. Just your best friend’s big tit slut mom from now on.”

I sucked on Kerry’s tits while I had her in cowgirl. They were just slapping around in front of my face so I figured why not. After sucking on her nipples for a while, Kerry was moaning louder then when I first started fucking her. I was actually concerned that the neighbors would become curious because she was moaning so loudly.

Kerry interrupted me just as I was about to slow down the rate at which I was fucking her.

“Henry! Don’t slow down! I’m going to squirt all over this fucking bed!”

Right after that she pushed herself off my cock and squirted all over the bed and me. She had grey colored sheets on bed and you could tell after she squirted that they were soaked.

“Let’s go on the floor Kerry. I want to try doggy-style and hopefully I’ll finally cum.”

I hadn’t realized it, but I had actually been getting blown by and fucking Kerry for a little over 20 minutes. After I set Kerry up so that we could fuck doggy-style, I grabbed the tube of lube she had brought out and got my cock ready for her ass without her noticing.

The second I went to put my cock into her ass Kerry screamed.

“Henry! Your cock in too big for that! It was tight in my pussy yet alone my ass! I’ve never had anybody fuck me anal before!”

I really didn’t care at this point though. Kerry had indicated that from now on she wanted to be my fuck buddy and I was going to fuck her however I wanted. I continued to force it in. It took me a good 30-seconds to just get the head of my cock into her ass. I could tell Kerry was struggling. It sounded like she was almost crying. I lubed it up so more and I was able to get about half of my cock in. I started out at a snails pace and Kerry still screamed. Even louder now then she did before.

“Oh my God Henry I can’t believe your fat cock is in my ass right now! Give it to your big tit slut nice as slow. “

With time her ass opened up a little bit so I started going a little faster. Immediately, I felt the urge to cum because her ass was so tight.

“Get ready for this load my little slut! It’s going to be bigger than the last one!”

I was stroking my cock ferociously. The first rope shot out so long that I shot it into her hair, all over her back, and even onto the carpet behind her. Then I adjusted it so that I shot the rest of the load all over her face and tits. I completely soaked her.

I then said to Kerry “How was that for my first time you little cum slut?”

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