Afternoon with GF's parents' friend while dog sitting [MF] | 2016

For the past week I've been living at my girlfriend's house watching her parents' dog while they're on vacation in the Bahamas. I'm leaving tomorrow so the parent's friend was scheduled to come grab the dog to bring it to her house for the weekend. I'd met the friend before a few times so it wasn't going to be a big deal. Just a quick handoff of the pup and his food. Or so I thought...

Its about 1:00 PM this afternoon. She was supposed to come around 2, so I had time to shower. Poor planning on my part because right as I jumped in the shower, she texted me, "On my way to grab Max now :)" She had texted me a few times making some harmless jokes and using smiley faces. As a 22 year old, it seemed like she was flirting with me, but there's about 30 years of age gap between us so I figured that had something to do with her maybe not understanding that texts can be taken as flirty.

Anyway, I finish showering and dry off. I had just done a load of laundry, so I went to grab my clean clothes and change. What I didn't know is that she'd already arrived.

I walked out of the bathroom, through the living room and into the laundry room completely naked. I grabbed my clothes and headed back. As I'm walking back, I notice that she's just sitting on the couch. I jumped back, a bit scared and completely embarrassed. Holding my clothes over my dick I tell her I'm so sorry and that I had no idea she was there. I asked her how long she's been there and she says, "Long enough to have the chance to see that cute butt walk by."

Confused, I let out a laugh and turned red in the face out of embarrassment. She's probably mid 50's and a friend of my GF's family, so I didn't take that as her flirting either. Stupid me. I tell her I'm gonna go change but that the dog is somewhere in the house for her to find and then walk back to the room. As I leave, I see her smiling, looking at my body. Although I didn't think much of it, it turned me on a lot. It was kind of exciting.

I get back to the room, drop the clothes on the bed to change. As I'm picking through them to decide the outfit, I hear her tell me I dropped something. As I turn around, I see her in the doorway holding a pair of my boxer briefs. Still completely naked I thank her, grab them, and put them on. She watches the whole thing and says, "I haven't seen a body like yours in a long time."

Getting the idea now that she's actually flirting with me, I tell her, "You know I'm dating the daughter right?"

She laughs and says, "Oh you think I'm coming on to you?" I'm immediately apologetic and regretting saying that. "Don't be so upset! I was complimenting you! I'm sorry if it seemed like I was. I know a young, handsome man like yourself wouldn't be interested in me."

(All of this is paraphrased by the way. There was a lot more awkwardness in my end and confidence on hers.)

"Why do you say that?" I asked.

"Well, younger guys prefer the young, slutty, bimbo-y type girls. I'm just an old woman!" She may be mid-50's but she was far from unattractive. She's about 5'2 (being 6'2", I love that), long blonde hair, a great smile, in-shape with enormous tits and a fat ass. "Guys like you prefer skinny girls. I have curves. Just look at Julie (fake name of girlfriend). She's small, skinny, beautiful."

I've since put on a shirt and athletic shorts and sat on the bed. "That's not true. I prefer curvy girls! Julie isn't that but I fell in love with her personality." Side note, I've never cheated on Julie. She's a great girl, but we also hadn't had sex in a month because she's been gone, so I've been unusually horny.

As I told her that, she smiled. "Good, at least I know someone appreciates these 36E's!" she said as she laughed, grabbed her tits and bounced them.

I gasped, getting more comfortable with the conversation. She was wearing a slim fitting t-shirt with a shallow v cut neck. Not showing off much, but some cleavage. Her tits are actually amazing. She's slim, so its incredible that her tits are as big as they are and are completely natural. Found that out next when I stupidly asked, "Are they real?"

"Of course! I'd be an idiot to get a pair of fake tits this big! Would you want to have these heavy things weighing you down all day? I considered a reduction recently."

"Don't do that." I laughed. Then realized I was flirting back with her.

"Oh why? Do you like them?" She said smugly?

I didn't know what to say. "Well, if you weren't a friend of Julie's family, you'd already know that."

She laughed devlishly. Things got real all of a sudden as she walked in the room finally. Right up to me in the bed. I was at the same height as her as I sat in the bed. "If I wasn't their friend and you weren't dating their daughter, I wouldn't have told you you had a cute but when I first saw you. I would've told you how sexy you were with those washboard abs, muscular arms, and big cock."

I was in disbelief when she said that. Probably giving a stupid look on my face, she broke my awkward silence by saying, "Speaking of.." as she looked down and made me realize that my dick was hard and bulging in my shorts. "I have an idea, lets pretend we're two strangers. You want to see my tits and I want to see that cock. So lets show each other?" Something about a 50 something, gorgeous woman in front of me talking about my "cock" made me incredibly horny.

I looked at her and said, "You first."

She was noticeably excited by that. I was more confident now as I realized I was turning her on. I didn't just want to see them though. So I decided to say fuck it and try to see how far she'd go. She stepped back to give herself room. As she pulled off her shirt she revealed her incredibly fit stomach which was overshadowed by her huge tits hanging in a black, round shaped bra. The view was amazing. "Well, I took my shirt off. If you want more, take your shorts off."

I did so immediately. "I guess I'm not the only one packing," she said as she saw the bulge of my dick clearer now. "My turn." She turned around, backed up so that her ass pressed softly against my dick, and said, "Could you help me?"

I unhooked her bra excitedly. She turned around slowly took it off. When she did, I was in aw. They are now the most incredible tits I have ever seen. Huge, somewhat bell-shaped, yet surprisingly perky for a 50 year old woman, with pinkish nipples that were a little bigger than a quarter. "You like?" she asked as she grabbed them, pressed them together, massaged them a little, and giggled?

My jaw dropped as I said, "Oh my god, yes."

"I showed you mine, its your turn." she said. Somewhat embarrassed, yet incredibly aroused, I slowly pulled down my boxers. I was completely hard, so I kept pulling until my dick bounced up and I slid them off.

Her eyes widened. "That's the most gorgeous cock I think I've ever seen." she said. I didn't know how to take "gorgeous" until she said smugly, "I hope Julie treats it like I would."

"Ehh, sex is kind of painful to her." I replied. Not bragging. My dicks not a monster by any means but Julies a super small girl with an incredibly tight pussy. It doesn't go well with an above average size dick.

"She'll get used to it in time. I didn't date someone with a big cock until I was about 30 and it took some time. Although, yours is thick as hell - the kind of cock I'd get turned on just wrapping my hand around."

"If I let you you do that, you'd have to let me feel those tits." I replied jokingly.

Without missing a beat, she came closer, grabbed my hands and put them on her tits. So, I grabbed them. As I squeezed them, pinched her nipples, and massaged them, she continued to hold my hands and let out small moans. As if she had forgotten she was now free to grab my dick, the moment I pulled her closer to me to suck on her tits - a bit more than the original agreement - my cock grazed her leg and she suddenly reached for it. I felt her feeling it up, squeezing it, touching my balls, and sizing it up with both hands.

As she moaned, she manage to say, "If you let me have my way with your incredible cock, this will forever stay between us."

Way ahead of her, I answered verbatim, "As long as you make sure I'll never forget this." - Lame, but it sounded like the right thing to say at the time.

She started making out with me. Oddly, that was the sexiest thing yet. She took off my shirt. Then I slid off her pants. The woman lifted. Noticeable muscles, a light six pack. Body of a 30 year old.

She got on her knees and continued to jerk me off. As she did, her hands hit her huge tits as they shook. She stared and admired it for probably 5 minutes. Slapping it against her face and tits, laying it across her face, comparing it to her arm. It was pretty hot. Girls have commented on the size of my dick before but an older woman adoring it was insanely hot. She mentioned that she loved how hard and heavy it was, how it was thicker than her wrist, how my balls were equally as big. Most notably, she said, "Its funny. I've been with guys my age with decent bodies and decent cocks. You're half my age and your built like my ideal man. The body of Hercules with a horse cock." I was loving it. A total ego boost. If this is what all older women are like, I think I'm right in being attracted to older women. The few older women I've been with have been wild, but not this wild.

Grabbing my dick with both hands she looked up at me and asked if she could taste it. I smiled and said, "Right now, there's nothing I want more." She smiled and wrapped her big lips around the tip. Slowly she took in more until she took one hand off to take as much of it as she could. "I literally have to unhinge my jaw to do this," she said as she laughed.

Feeling bad I said, "You don't have to suck it."

Giggling, she replied, "That's cute." She looked at it, spit on it, and started stroking it. She was like porn star nasty. She even had those sexy, long manicured nails that porn stars have! She watched my eyes roll back as she stroked it and rubbed her pussy. "You haven't even touched my pussy yet and I'm dripping wet." she said as she let go of my dick and grabbed both legs to shove my dick deep in her throat. Almost instinctively, I held her head and started slowly fucking her mouth until I was fucking it harder until she finally started gagging on it.

I pulled her up and bent her over the bed. I got on my knees behind her and grabbed her ass with both hands to spread it apart as I shoved my face in between to lick her clit and massage her pussy deep with my tongue. She began moaning louder as I got sloppy and fast with it. As I moved my focus up to her ass she gasped and stood up. I stopped because I thought she that was too far. To my surprise, she looked back, grabbed the back of my head and shoved it back between her ass. She moaned louder.

"God I want that cock," she yelled as she looked down and saw my cock hanging between her legs. Letting me go, she then jumped on the bed and told me to get on and lie on my back, so I did. As she made out with me, she grabbed my dick and rubbed it against her pussy. She grazed her huge, soft tits against my body as she worked her way down kissing me. Once her face was at my dick, she licked it from my balls to the tip. "This is going to sound weird, but would you let me take a picture of myself sucking your cock?"

Kind of weirded out, I said, "Okay." She told me not to worry it was just for her safekeeping to remember this. So she grabbed her phone, reached out with one hand while grabbing my dick with the other and took a selfie with her mouth wrapped around the tip of my dick (will retrieve and post later). She looked at it after and said, "Fuck, it looks even bigger on camera." She put the phone back and then spit on my dick and said, "Some women cant do this because their tits are too small. I'd imagine most women can't with your cock, but this is why I love my tits." She then grabbed her tits and wrapped them around my dick as they engulfed it. She then began to slam them up and down. She looked at me as I couldn't contain the expression of how amazing they felt around my dick.

"You know, most older women like younger guys because they have great stamina and can go again after cumming once. Can you?" she asked.

Eyes still rolling back in my head from pleasure, I tried to say, "Thankfully."

"Good," she said as she let go of her tits and grabbed my cock, "because I want to see how many times I can make you cum." Instantly she began sucking my dick. Ferociously. Wet and nasty. Spit all over her hand and mouth as she sucked my dick on all fours with her tits bouncing against my leg. As I was soon to cum, she grabbed my balls and I had me cumming instantly. To my surprise, she kept sucking. I felt my cum shooting hard into her mouth. She was a little unprepared for the amount of cum I saw as I saw her flinch every time more came out. When I was done. She grabbed my dick from the base and squeezed it all the way up to the tip as she took her mouth off of it, gulped a few times and said, "That felt like someone just put a super soaker to my mouth and fired."

I laughed but I was enjoying the euphoria. I hadn't cum that hard in a while. For the next couple of minutes while I was recovering, she told me a story about the last younger guy she fucked. She mentioned that he was about my age. They met online and went back to her place after drinks. She sucked his dick, came almost immediately and then left. Apparently the last few younger guys she fucked couldn't last too long so, disappointed, she stopped looking at younger men the same way. I asked her why she went back on her word and she told me that I, "Am hot and looked like the type of guy who could fuck a woman." I told her she really knew how to boost a guys ego and laughed and told me that she was surprised my ego wasn't bigger.

As we talked, she started touching me again. I was still only semi hard and she laughed playfully as she whipped it around, wrapped it around her wrist like a watch, and stroked it.

It started getting me going again. I began to play with her tits. She loved how much I loved them. "Most guys are ass guys, I love that you're a boob guy." she said.

"Honestly, I'm a curves guy. I love tits, but I also love ass. Thats why you're so sexy. Fit with huge tits and a round ass I'd eat for days." I told her.

"Does eating pussy and ass turn you on?" she asked. When I told her it does, she responded, "God you're perfect." She got up on all fours over me. "Good thing youre here alone for another day, I might have to come back tomorrow." We laughed - since then we've planned a little date tomorrow. On all fours she turned around and asked if her ass turned me on.

When she asked that, she spanked her ass and it was incredibly hot. Her ass is big but firm. Big plus... very clean - so clean I questioned if she bleached her ass. When she asked that, I grabbed her ass and pulled it over me so that we were in a 69 position but her ass was over my stomach rather than my face. It was glorious. Her waxed pussy and ass over me. She looked back at me as she twerked and her ass bounced as I slapped it. Sitting up a little, I surprised her and shoved my face between. Licking from her clit to her asshole, she moaned loudly.

Continuing to lick, harder and harder, she was surprised to see my cock growing again. I'm 5 inches long and 4.5 in girth when soft and 8.5 long with a 6 in girth when hard, so seeing it grow in front of her excited her. "You're cock is a thing of beauty. Getting turned on just from eating me out is so sexy on a man, not to mention on a man whose cock grows from the size of a highlighter to the size of my forearm."

She continued to watch it grow until it was standing on end, throbbing against her tits while they hung over it. As I got really into eating her out, she started moving her ass with me. Pressing it against my face as I shoved my tongue in her ass. Harder and harder until I pulled her ass down against me as I laid back against the bed. She put her arms on my chest and started riding my tongue, fucking it, gyrating so her pussy slid over my tongue all the way to her asshole and back. She started moaning loud. I reached up and started grabbing her tits. As I got aggressive with them, she screamed, "Harder!" So I grabbed and pulled at them harder. As I grabbed her nipples and pulled hard, her legs began to shake. 15 seconds later her legs were squeezing my face and she was cumming. For about a minute she was shaking.

She rested. Breathed some deep breaths and then got off me and lied next to me.

I got up to grab some water in the kitchen for the two of us.

When I came back in, I walked to her side of the bed and drank my water as she drank hers. As I finished, I felt her now-cold lips wrap around my dick. As she was on her back she was pulling my dick into her mouth. I reached over and began rubbing her pussy. As she got worked up, she began breathing heavy and moaning.

"I'm your cougar slut today. I hope you'll fuck me like so." she said in a sexy, soft voice as she grabbed my dick.

Knowing she wanted me to be dominant, I got excited and finally let go of my inhibitions. I shoved my dick back in her mouth, "I hope you don't mind if I get rough with you." I said.

She sat up, got out of the bed, pushed me against the wall, grabbed my cock and said, "I want you to use me, talk dirty to me, tell me what to do, throw me around, fuck me unconscious." I was dead. I couldn't take it anymore. I grabbed her, pinned her to the wall. Slid my finger in her pussy. I teased her with my dick. Slapping it against her ass. "Harder," she said. So i slapped her so hard my dick left marks on her ass. Grabbing her head and making her look at me, I got ready to shove my cock in her. As I rubbed it against her pussy, I couldn't forget what she said as she looked at me in the eyes and said, "I can't believe a 22 year old stud is about to fuck me with his horse cock."

I was so turned on as I said, "I can't believe I'm about to fuck a 50 year old fox."

"You're gonna fuck her until she can't walk." she whispered back and then moaned as I slipped my cock in her cum soaked pussy.

She began screaming as loud as she had all day as I continued to slowly shove more and more in. "Fuck, its huge!" she said, following that up with, "More!"

I kept shoving until I felt it hit the inside of her pussy. She told me to stop for a second. While her pussy tightly squeezed my cock and I enjoyed, she looked back and said, "Just needed to adjust to that thing, please fuck me know." So I started fucking her. Slowly at first. Then harder. I pounded her into the wall while she screamed. Her fat ass took the shock of me pounding her from behind, while her tits took the shock against the wall. About 5 minutes in she started yelling harder, so I fucked her harder. As she spread her legs a little, my balls started clapping against her clit. Immediately she started screaming in pleasure. "Keep filling my pussy with that young fat cock!" she yelled.

"You like it hard like that?" I asked, knowing the answer.

"Its so hard I can feel those bowling balls smashing against my clit." she moaned.

I felt her pussy get tighter, she started breathing heavier, and all of a sudden she started yelling, "Dont stop!" I knew she was cumming so I fucked her harder, grabbing her hair and pulling her head back for leverage.

"Oh shit!" she yelled. Her legs began shaking out of control until she yelled one last "Fuck" and pushed me off her as she stood against the wall and started squirting cum all over the floor.

"Shit, I'm the one with no stamina!" she laughed as she looked at the floor. She walked up to me, kissed me and said, "I got you soaked. I'm sorry I didn't warn you. I'll clean it off for you." Getting on her knees she then licked off all of her cum. "Let me reward you. Get on the bed and lie down" So I did. She got on top of me and rubbed her pussy against my cock until she guided in and gasped once again, "I dont think I'll get used to that." She then leaned over and started making out with me as she slowly moved her ass up and down my dick.

I couldn't get enough. "I can't believe how tight your pussy is. Its amazing."

"Any pussy would feel tight to someone with a cock as thick as yours. I can feel it throbbing in me."

"Its not every day that you fuck a sexy woman who can fuck your brains out." I said back.

"I'd fuck your brains out every day if I could." she said as she sat up on my dick and began to move up and down it. "Its literally like a third arm. I feel like I'm fucking a telephone pole attached to a stud." (She actually said that)

She started bouncing on it faster. "I wanna see those tits bounce." I said.

"Like this?" She said as she started jumping harder and faster on my cock.

Her tits were bouncing and I couldn't get enough of the view. She started talking dirtier to me. "You like these huge tits? Theyre all yours whenever you want as long as this huge cock is mine."

She came back closer to me. She started pounding me. "Shove your tits in my face." I told her. Leaning down to do so, she said, "I won't be happy unless there are bruises."

As I grabbed her tits and bit them she moaned. Continuing to bite them I grabbed her as and started throwing her up and down on my cock until I held her ass in one place and started fucking her from underneath. She cried in pleasure as I grabbed her by the neck and pulled her to me while I fucked her. Staring into her gorgeous eyes I fucked her harder. To my delight, she told me to grab her neck harder, so I did. She began screaming. As I held her neck, I stopped fucking her and told her to make me cum.

She got on her feed and started bouncing on my cock. Watching her fit, sexy, body bounce on my cock was incredible. Her finely aged, light-tan skin, long blonde hair, manicured hands, fat ass, enormous yet perky tits all complemented her cougar-esque sex drive. She got off knowing I loved how sexy of an older woman she was and I got off knowing she loved the passion an attractive, hung younger guy was giving her. Watching her fuck me to make me cum was incredible.

Knowing I was about to cum, she said, "I want to feel you shoot that load into my pussy this time." I started coming. She kept fucking me. "Fuck, I can feel you filling me up." I started to slow her down until she was sitting on too of me with my cock still in her, making out with me.

"Goddamn. You rode it like a bull." I said.

Sorry this is so long! I'm a strange, kinky being and usually journal about my sexual escapades. This venture was so incredibly amazing that I had to share it. I will finish it soon and post the rest if anyone's interested. I'm no author, so I'm sorry if my grammar or syntax offends anyone. Hope you enjoy it enough to care about the next half of the encounter.

Update: Here is the picture. Sorry for the late response. I just left her place. Will update once settled back at home! https://i.imgur.com/sFMA56I.jpg