Afternoon with GF’s parents’ friend while dog sitting [MF]

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.”

——

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 – well, that was the first 30-45 minutes of a 3 hour romp, so I’ll try to keep it shorter!

Source: reddit.com/r/gonewildstories/comments/5cbqf2/afternoon_with_gfs_parents_friend_while_dog

29 comments

  1. Ohh that’s one hot fantasy you wrote. I’m older and I have large tits. I could be your neighbor ;)

  2. Learn how bra sizes work, and that the only people who refer to breasts by their sizes are dudes with big tit fetishes.

  3. I want to believe stories like this are real, but it always seems as I’m reading that these women always match a perfect body type. For example some men like petite blondes, so a lot of stories are like 5’2″ tight ass blonde hair, and perky little tits, or 5’5″ brunette with huge tits, a big firm ass, and perfect flat little tummy.

    Like really, it seems more realistic she would have a couple c-section scars, or a bit of a belly, maybe some stretch marks, but no, they’re always perfect.

    Then I think we’ll maybe all the stories on here are meant to be fiction, and I’m just overreacting.

    Either way, just for future reference it’s more believable if she’s not completely perfect.

  4. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  5. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  6. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  7. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  8. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  9. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  10. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  11. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  12. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  13. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  14. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  15. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  16. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  17. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  18. Hey guys, thanks for the love! Saw most of the non-supportive comments were the same, so I’ll respond here! Most of this is very true. Obviously some is paraphrased – I made sure to let you know the parts that weren’t. As for her looks, I mean, you have to understand… She’s in her 50’s so doesn’t have a tight body like a 20 something girl, but definitely an incredible body for a 50 year old. And no – no c-section scars. Never had a child! I hope you enjoyed the story! Ill finish it soon enough. Understand that its like a “Based on a True Story” movie. Most of it really happened while some was added to make it more readable and, thus, entertaining. I appreciate the love, though and will continue to write my escapades on here if you truely like this!

  19. Hot story! But I call bullshit. No straight man takes that long to decide an outfit.

  20. > we also hadn’t had sex in a month because she’s been gone

    um, you don’t know she hasnt been fucking rando’s on vacation… in fact I’d lay money she’s been getting plenty of the local dishes.

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