The Cougar Files: Christmas Blowjob

Brandi Love, our favorite cougar around here.

My parents decided to have a Christmas party at the house. They invited the whole neighborhood. Pretty much everybody came to the party who didn't leave to be with their families for the Holidays. Everybody who could come, came to the party, including my mom's single friend, Ms. Chastity.

Ms. Chastity is one of the most sexiest women I have ever seen and she was single. She owns the beautiful house about two doors down from us. She lives there by herself. I haven't really seen too many people come to visit her, except for a woman that shows up everyday about the same time. I guess the woman was out of town because Christmas Day was the only day I didn‘t see her. But then again it was Christmas, maybe she was with her family.

Anyway, the party was a blast. Mom and Dad even let me have a few drinks of wine, champagne and other alcohol they had at the party. They didn't care just as long as I didn't get drunk and rowdy, which I wasn't planning on doing anyway. I was enjoying the party and I was enjoying looking at Ms. Chastity too.

Cougar Files

She was looking sexy with her red low cut dress. I could tell that she wasn't wearing a bra and I'm not ashamed to say that I was wondering if she had any panties on. She looked damn good and I don't know if she knew my young ass was watching her but I was. She had my dick so hard that I had to excuse myself to go to my room to jack off.

I went up to my room trying to rub one off and I wasn't in my room five minutes before I heard a knock at the door. I jumped up from my bed and buckled my pants. I went to the door and opened it. To my surprise Ms. Chastity was standing there.

I have to say that I was shocked because the woman, who was the reason why I was jacking off in the first place, was standing at my room door. She looked down at my shirt that was out of my pants then looked back up at me with a smile.

"Michael, I noticed that you were missing from the party," she said, "you going to bed early?"

"Um no ma'am," I said struggling to push my shirt back in my pants.

I managed to get my shirt back in my pants. I didn't know at the time that I forgot zip up my pants. My dick, which I already had through the slit of my boxers and still rock hard, managed to find it's way out of my open fly.

Ms. Chastity looked down at it and smiled. I looked down too saw my rock hard dick bulging out of my fly. I turned away from her fighting to try to get my dick back in my pants. It was embarrassing.

"Am I interrupting something," she said as she walked in shutting the door behind her and before I knew it, locking it.

"No Ms. Chastity," I said still fighting to get my dick in my pants, "what can I do for you?"

"I just noticed that you had left the party before I had a chance to talk with you," she said.

"Oh I'm sorry," I replied, "I just had to excuse myself for a little bit."

"No problem," she said, "it was getting kind of noisy for me too."

"Oh no it's not that, I just had something to do that's all," I replied quickly.

I turned around quickly and just looked at her standing there. She was hot as fuck. I was thinking about what it would be like to fuck her. I wanted to fuck her right there. I didn't know much about her, I mean as far as her being a screamer or not but loud as the party was going I was sure that nobody would hear us.

"Well, I hope you don't mind me coming up to your room like this," she said, "but I was just looking for you like I said. You're a good young man and I wanted to ask you something."

Shock came over my face and I'm sure that she could see it because I've never been the one to hide it. The way she was looking at me, I could tell that she was reading me like a book.

I know that she could tell by the bulge from my pants that I was hard but I was trying to hide it because after all she did know my parents. I didn't want her to go telling that I was a horny little pervert. It would be embarrassing to get labeled as that especially to your own parents, so I knew that I had to watch my step with her.

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"Sure Ms. Chastity go right ahead," I said nervously.

"Do you have a girlfriend," she asked as she moved closer to me.

"No ma'am," I said, "I don't really have too much time for that with my studies and all."

"Oh I see," she replied.

Then she came closer to me. I could feel the heat coming off of her body. Ms. Chastity was hot as fuck. Her hair black like a raven. Her tits perky and I could see that her nipples were hard.

She looked down again at my dick that was still pitching a tent in my pants. Then her eyes found their way back to mine. She had that ‘fuck me' look in her eyes. I thought to myself how much I would like to fuck her too.

"You mind if I ask you another question," she said.

I gulped nervously then I said, "sure go ahead Ms. Chastity."

Her hand slid down to my rock hard dick rubbing it. Then she looked into my eyes.

"I noticed how you were looking at me at the party. Was the something important you have to do have something to do with this," she said rubbing my dick, "you can be honest with me. I won't tell anybody."

I nodded my head and blushed. She continued to rub on my dick and I could feel it getting harder inside my pants. Her hand felt good rubbing it.

"If you want I could help you out with you problem. Just sit down on the bed," she said.

I sat down on the bed and leaned back on my elbows. I thought to myself this is the best Christmas gift I could get, a blowjob from a hot mature woman. She pulled out my dick and began to jack me off. She rubbed me hard as she looked into my eyes with a smile.

It was feeling so good to me that I stared at her with my mouth open. Damn if she wasn't good at what she did. Fuck giving her two thumbs up, she got three thumbs up, including the biggest thumb the one that counted.

She smirked as she playfully bit the head of my dick. Then she took my cock inside of her mouth bobbing up and down like she was bobbling for apples. She massaged my balls as she was deep throating me. She has no gag reflex at all, so I could feel the head of my dick in the back of her throat.

She changed speeds on me. Slurping and sucking me like a lollipop. She seemed to be having fun with my dick and I wasn't at all complaining.

I just leaned back on my elbows and enjoyed the whole thing. What else could I do? I had one of the hottest MILFs in the neighborhood sucking me off. This Christmas just kept getting better and better.

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"Oh shit," I whispered breathing hard.

She was tearing my dick up. I could feel myself building up to cum. I didn't worry about cumming in her mouth because she sure as hell didn't seem to worry about it. Her tongue worked the lower part of my shaft while she kept sucking my like crazy. The way she was going I was sure to blow my load and I'm sure that's what she wanted.

My body tensed up and I know that she could feel it. The my cum shot into her mouth with force and to my surprise she swallowed every drop.

"Mmmmm…….tastes good," she said.

My dick was still hard and she liked that. We were ready to go again but we didn't want to run the risk of somebody coming up to find us fucking. So we came up with the idea of going to her house so we wouldn't be disturbed.

We went down stairs and excused ourselves and I told my parents that I was going to walk Ms. Chastity home. We were thick as thieves and if it was a crime we was sure to get away with it because I don't think anybody suspected anything. Everybody was just having a good time, so I know we wouldn't be missed.

I walked her to her house and before we could make it in the door good, she was all over me again. She pushed me against the wall. She started kissing me roughly and undoing my pants, pulling out my cock.

She jacked me off with her hand and she didn't have to do that because I was rock hard already.

"You ready for the second part of your Christmas gift," she said.

I just nodded my head and she seemed to take cue because she lifted up her skirt to reveal that she didn't have any panties on and her trimmed pussy was looking good enough to eat. She took my dick in her hand again and put it between her legs, letting it rub against her pussy lips.

I grabbed her ass pulling her closer to me. Her ass was so voluptuous and juicy. Her pussy lips felt good rubbing against the shaft of my dick.

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I lifted her off the ground, then I managed to slide my dick in her pussy. She let out a moan and smiled at me.

"That's right put your dick in my pussy," she said.

She wrapped her legs around my waist bouncing up and down on my hard dick. I wrapped my arms around her to support her petite body. Her ass were nice and round. Her pussy was tight and wet.

She wrapped her arms around me holding me tight. She was riding my dick good and moaning. I was just loving it too. I grabbed her ass with my hands squeezing both cheeks.

"You love my ass huh," she said.

"Hell yeah," I said.

She slipped down off me, took my hand and led me into her living room. I sat down on her couch and she sat down on my dick. She had already slid her straps down exposing her nice perky tits. She reached back and grabbed my hands putting them on her tits. Then she put her hands on top of my hand pressing them against her tits as she rode me hard.

Her ass slapped my thighs hard as she went up and down on my dick. It was feeling so damn good. And when she started grinding my dick with her pussy, all I could do was sit there and take it. I didn't have any complaints neither because it felt damn good and I didn't think that I would be getting some good pussy for Christmas.

She was riding me like a bucking bronco. I could feel her pussy getting tighter and wetter around my throbbing dick. She was making the blood flow get stronger in my dick and it was feeling good.

I could feel her warm juices run down the shaft of my cock drenching my cock and balls as her whole body quivered. I could tell she had cum while riding me. She slowly got off my hard on. She kneeled between my legs and started sucking her juices off my shaft.

My head tilted back then forward to find her looking me right in the eyes while she bobbed up and down my shaft with her mouth. She licked the head of my dick and suck it making popping sounds. It felt so damn good. She sure knew how to give some good head. And the way she looked at me just made it even better because I could feel the head of my cock get bigger. Then she took my dick out of her mouth and spoke to me.

"I want you to bend me over and fuck me hard," she said.

She got up and bent over the back of the couch. I got up with my dick in hand getting it ready to put back inside her. I slid it inside her pussy slowly. I got only halfway in when she told me to slam it inside her pussy. I did just what she said. I fucked her hard just like she wanted. I grabbed her hips and continued to slam her pussy with my dick. I moaned and she yelled for me to fuck her harder.

I could feel the cum building up in my dick and I think that she could tell too because she said, "I want you to cum on my asshole baby, let it drip down to my pussy lips."

I kept thrusting harder and harder. The cum built up in my dick like a balloon full of air ready to burst. Then when I couldn't hold it any longer, I pulled out and shot my load exactly where she told me to and my big load dripped down to her pussy lips. I fell back on the couch and she looked at me with a smile. I smiled back.

Needless to say that I went home that night with a big smile on my face and I slept really good that night. We did it a few more times before I went home. Ms. Chastity proved to be on hell of a older woman even though she's just in her 30's and I'm just like 18. I can say that I learned a lot from her. I wouldn't mind doing her again sometime.

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