So where to begin….when I was 18 (now in my 30s) internet porn and the ease of access was still a relatively new thing. I remember back then I had this huge crush a friend’s mom too and I would jerk it to her literally every day. Well this fetish grew into more and more interest into older women with natural bodies. I already loved big boobs, so whenever I found porn of older women with big tits, I’d beat my dick like it owed me money. Eventually this led to me wanting to actually live the fantasy. I posted an ad on Craigslist casual encounters.
Back then I was a skinny kid, 150lbs (half hawaiin and half chinese/ think skinny teen Keanu Reeves), but with short black hair. I posted some pics explicitly stating what I was looking for. After a couple weeks I got an email from Mrs. Kathy. I never learned her real name, but she would call me Jay, and I would call her Mrs. Kathy. I wasn’t allowed to call her Kathy. Now Mrs. Kathy was in her late 50s (56 I think) at this point. If you’re wondering what she looked like, google ‘huge titty karola’. Mrs. Kathy had hair that was a little bit longer and her nipples were bigger. Other than that….pretty much a carbon copy. She had the biggest tits I had ever seen or experienced. After an exchange of extremely raunchy emails about what we wanted to do (we talked about rim jobs, anal, swallowing my cum, etc.), she invited me over to a house that she was house-sitting for. I had 3 days or so until we met, and it took everything I had not to jerk it for those 3 days. I wanted to be ready.
To cut to the chase, here’s a summary of what went down.
-When I got to her house, she had me go fill a bathtub. I was so horny I immediately got down to my boxers and kept groping her tits and trying to kiss her. She would gently hold my cock and balls and tell me to be patient.
-We took a bath together and she let me wash her body, then she washed me. While she washed me she kept giving me playful little sucks on my cock. At one point she bent over so I could wash her ass and pussy. I asked if I could just put it in for a little bit and she said “you can do anything you want J”. Without a condom, she left me slip it inside her and get a few deep pumps in.
-She said I didn’t have to use a condom the rest of the night.
-She ate my ass big time (closer to a tongue fuck/ first time I ever felt that and it was awesome). I was on all fours and she got behind me and was literally massaging the inside of my asshole with her tongue. I can’t even begin to describe how good it felt.
-We started fucking with her riding me. I remember she was telling me to bite her nipples harder and harder. Her tits were fucking enormous (again, google huge titty Karola and you’ll see what I’m talking about). When I told her I was about to cum she didn’t stop, she just put her hand on the side of my face gently and told me ‘not yet sweety’. She was so sweet and motherly.
-My first O. After she came she let me go nuts. Round 1 wasn’t anything too nuts. I got on top of her and drilled in as deep as I could. I creampied her hard while sucking her tits.
-My second O. We played around a bit with oral. She would suck me and eat my ass and I’d return the favor. I’d fuck her for a few minutes, then I’d eat her. She’d ride me for a bit, then suck me. Finally I was fucking her doggy, came around to the front when I was ready, and she swallowed all of it. I was young too. My second O I think I gave her a solid 3 heavy ropes plus some and she got it all.
-My third O. Oh boy..so her son called while we fucking. At this point I was finally able to hold back some since I had already nutted twice. So she was bent over doggy still, so after I went in her mouth, I went back behind her, ate her ass for a bit, and then went back to fucking. While we’re doing this, her son called and she decides to pick the phone up while I’m inside her. As she’s talking to her son, I think since we haven’t done anal yet, I’d go for it. I got some lube and coated my cock in it. She’s still bent over talking, and I used both hands to spread her ass cheeks. Both hands are pushing her cheeks apart and my cock is pointing straight out. I literally just pushed it in. She didn’t flinch at all. She didn’t pull away or break from the conversation she was having. I pushed in, and she leaned back into me. It felt fucking wild. I pushed until I was balls deep. She stayed doggy the entire time. I asked her if it was ok for me to cum inside of her butt. She very sweetly reminded me ‘you can do whatever you want J’. My last thrust I pushed in as far as I could and just throbbed inside her.
After this, my 3rd O I (we) were pretty spent. Keep in mind I’m 18 and she’s 56. We took a shower together and washed each other off. The house she was house-sitting for had a pool and hot tub. We went outside and skinny dipped for a bit and she just held me very motherly and we talked for a while about everything from groceries to politics. She would playfully suck my cock and balls while we were outside, I was having fun playing with her tits in the water.
I’ll never forget whenever I asked her if I could do something (cum in her mouth, put it in her ass) she would always respond the same way, a light touch on my face and go “You can do whatever you want, J”. She said it in such a sweet motherly way. God I loved it. I have never felt so comfortable or turned on with a partner since then. It was literally every aspect of a fantasy come true. Unfortunately that was our 1 and only meet. To this day I still think back fondly to Mrs. Kathy and hope she’s doing well. I know it’s close to 15 years later, but if we ever reconnected, I would still love another night with her. Since then I’ve had a great sex life with plenty of attractive women. But no one will ever, EVER, come close to that old, big, beautiful, insatiable natural bodied, woman who only gave a fuck about feeling good. This was hands down the most intense, most satisfying, most mind blowingly raunchy experience I’ve ever had, with an old stranger no less. To this day, I am still wildly attracted to older bbws, especially with bigger tits.
For those wondering, I did find her on FB from her old yahoo email address, but she only has 2 friends and the account looks like it hasn’t been used in years. I hope she remembers me as fondly as I remember her. and Mrs. Kathy, if you ever read this, know you were hands down my best ever and if you ever decide you want me again, I’m there.
TLDR: When I was 18 I fucked a 56 year old bbw. Best I ever had. I now have a fetish for older bbws.
Source: reddit.com/r/gonewildstories/comments/bvargv/i_m_slept_with_a_bbw_granny
Not hating but i wish I didn’t Google that… I had a diffrent image in mind !
Nice story, unlucky you didnt get a second time with her but at least you got one
First time and you get a rim job and got to fuck her in the ass! You go boy! Lucky bastard
Honestly you should still send a friend request, you never know!
You got mommy issues bro but great story