Cumming in step sisters heels

[anides123]

I had to go away for about a week and a half for work and my step sister had asked if she could borrow my car while I was gone as hers was having some issues. I said it was no problem and left her my keys before I left, which also had my house keys and the keys to her house. I figured I'd just stop there and get everything once I returned. The day I was coming back I got delayed and wasn't going to make it home until much later than expected. I messaged her and asked if she could just leave the keys in the garage at her place so I could pick up my car. She said she was going out drinking that night so it was the best idea anyways. By the time I got in it was after 2 in the morning so I caught a cab to her place to get my keys. I arrived an no lights were on so I figured she must have come home and gone to bed already.. this is where it go interesting. I went around the back and in to the yard where the garage is in the back corner. It was still very dark but I could see that there was a light on inside the house. I continued to the garage and opened the door without paying much attention to inside. When I turned to go in the garage I all of the sudden noticed she was inside the room facing the backyard... although she wasn't alone! She must have picked up a guy at the bar that night because she was currently on her knees sucking him off in the living room! I couldn't believe what I was seeing. There are no houses directly behind her so it's fairly discreet but there she was going to town on this guys cock in plain sight! I knew it would be too dark to see that far back in the yard so I decided I'd stop and watch a bit. She was still fully dressed at this point wearing a black low cut top and a tight fitting green skirt and her newer Steve Madden wedges. She kept taking him in her mouth for a few more minutes before he switched and started going down on her. By this point she was bent over the arm of the couch and I knew it was just a matter of time before he had his way with her. Sure enough he got behind her and started fucking her hard. She was still in her skirt and wedges, although her skirt was wrapped around her waist now. He continued fucking her good and I could hear the moans slightly from where I was.. it must have been loud inside! After a little position changing they stopped briefly and he got behind her again.. I figured they were going back to doggy style. I'm not 100% sure because I was a bit further away, but it appeared that he was now inside her ass! I've always known she has a thing for this as I've come across her buttplug, but this confirmed it! It didn't take long before he had too much. She quickly spun around and dropped to her knees again to suck him off once more. He blew directly in her mouth and I watched as he jerked the last bit of cum out. To add to the slut factor, she even has a tongue ring!! Once he was done you could see her giggle a little bit before getting up. She didn't rush off to spit it out either, so I'm guessing we all know where that ended up! This wasn't the first time I caught her being fucked (once several years ago I also mistakenly saw her getting pumped, in pantyhose no less!!!) but I still couldn't believe what I had just saw. Normally I find condoms kicking around in her waste bin but this lucky guy got to bareback that night!

I waited until they had moved out of the room and grabbed my keys to leave. I messaged her the next morning to let her know I had gotten my keys late last night. She said she was still feeling it from last night (the drinks or the ass pounding she took) and didn't even notice I came by. I stopped by her place now to snoop around a bit. I'm going to fuck and sniff her wedges so hard today! too bad she didnt let her fuck toy cum in them that night

too bad you didn't take any photos of her getting fucked!

[Hollyinhose2013]

Sorry for the lack of updates recently. I've been away and haven't had the chance to cum any of her shoes or post pictures. I'm hoping the next couple updates will make up for that... as something great happened as a result of all this

I had to go away for about a week and a half for work and my step sister had asked if she could borrow my car while I was gone as hers was having some issues. I said it was no problem and left her my keys before I left, which also had my house keys and the keys to her house. I figured I'd just stop there and get everything once I returned. The day I was coming back I got delayed and wasn't going to make it home until much later than expected. I messaged her and asked if she could just leave the keys in the garage at her place so I could pick up my car. She said she was going out drinking that night so it was the best idea anyways. By the time I got in it was after 2 in the morning so I caught a cab to her place to get my keys. I arrived an no lights were on so I figured she must have come home and gone to bed already.. this is where it go interesting. I went around the back and in to the yard where the garage is in the back corner. It was still very dark but I could see that there was a light on inside the house. I continued to the garage and opened the door without paying much attention to inside. When I turned to go in the garage I all of the sudden noticed she was inside the room facing the backyard... although she wasn't alone! She must have picked up a guy at the bar that night because she was currently on her knees sucking him off in the living room! I couldn't believe what I was seeing. There are no houses directly behind her so it's fairly discreet but there she was going to town on this guys cock in plain sight! I knew it would be too dark to see that far back in the yard so I decided I'd stop and watch a bit. She was still fully dressed at this point wearing a black low cut top and a tight fitting green skirt and her newer Steve Madden wedges. She kept taking him in her mouth for a few more minutes before he switched and started going down on her. By this point she was bent over the arm of the couch and I knew it was just a matter of time before he had his way with her. Sure enough he got behind her and started fucking her hard. She was still in her skirt and wedges, although her skirt was wrapped around her waist now. He continued fucking her good and I could hear the moans slightly from where I was.. it must have been loud inside! After a little position changing they stopped briefly and he got behind her again.. I figured they were going back to doggy style. I'm not 100% sure because I was a bit further away, but it appeared that he was now inside her ass! I've always known she has a thing for this as I've come across her buttplug, but this confirmed it! It didn't take long before he had too much. She quickly spun around and dropped to her knees again to suck him off once more. He blew directly in her mouth and I watched as he jerked the last bit of cum out. To add to the slut factor, she even has a tongue ring!! Once he was done you could see her giggle a little bit before getting up. She didn't rush off to spit it out either, so I'm guessing we all know where that ended up! This wasn't the first time I caught her being fucked (once several years ago I also mistakenly saw her getting pumped, in pantyhose no less!!!) but I still couldn't believe what I had just saw. Normally I find condoms kicking around in her waste bin but this lucky guy got to bareback that night!

I waited until they had moved out of the room and grabbed my keys to leave. I messaged her the next morning to let her know I had gotten my keys late last night. She said she was still feeling it from last night (the drinks or the ass pounding she took) and didn't even notice I came by. I stopped by her place now to snoop around a bit. I'm going to fuck and sniff her wedges so hard today! too bad she didnt let her fuck toy cum in them that night

Do you want to hear about the other time I caught her? There were some pantyhose and hooker boots involved.. if that's something everyone wants to hear??

Pic below is a blast I gave a few weeks ago to a pair of pantyhose straight out of the drawer. I let them dry out and put them back... wonder what she's gonna think next time she pulls these out?!

I love your story and I love that big delicious cum blast on the pantyhose. That gets me stiff!

[hardnreddy2]

BEST FORUM POST EVER

[Jaydude69]

JayDude, you always blow my mind with your stepsister collection, and do you have any video of your stepsister wearing her shoes/heels after you flood them with your cum.?

and leave the cum wet. she would love it.

I actually do have some video of her wearing heels after I've cummed in them! Last year we were going out to a function for a mutual friend and I cummed her heels before she was getting ready and eventually wearing them. I posted some pics in this topic about it I will have to post the video soon too.

Fucking love those pink wedges dude, just thinking in how many times you've already cummed on those just makes me so fucking horny, i fucking love the black and white wedges too, would like to see some cum in the wedge

The pink wedges are my favorite pair too. They're really high and slutty. I've cum in them more than any other pair. Below are some pics of when i blasted them last week.


I still have 4 pairs of heels that I managed to swipe when she was donating some clothes a few months ago (I previously posted about this). I don't really have a purpose for them since I have all the rest available, so I'm thinking about trying to ship them out to someone that would tribute them and post some pics. PM me if you're serious about it!

[nsagaa]

I actually do have some video of her wearing heels after I've cummed in them! Last year we were going out to a function for a mutual friend and I cummed her heels before she was getting ready and eventually wearing them. I posted some pics in this topic about it I will have to post the video soon too.

Yes Jaydude, post the video. Can't wait to see it

[floplove]

Nice load!
Great cum abuse on her dirty insoles!

[Jaydude69]

OMG i came twice reading the story and shure i want to read the other story especialy pantyhose are involved

So years ago I had gone out with a group of friends drinking and we ended up going to a house party later in the night. I showed up and Jenn was there with her boyfriend at the time (who was a few years older) and she was super drunk. She was wearing a blue dress with pantyhose and her slutty hooker boots which were pretty new at the time. I said hi and made my way back to my group of friends. A little while later I had to step outside to make a call. I went to the back of the house which had a garage in the far corner. I went around the side and made my call and started heading back when I was finished. When I came around the back again I could her some noise coming from the garage. You could tell the light was on so I figured people were in there. I walked up closer to the side of the garage and could hear that someone was banging in there. I decided to stay in the shadows and take a peak what was going on. When I looked in the window I could see Jenn bent over a table getting it from behind from her boyfriend. She was still wearing her boots and had her skirt pulled up to her stomach and her pantyhose around her thighs. Her gave her a good pounding from behind before getting her to lay on the table. Her boots were just sticking up in the air! He ended up finishing with her that way and I quickly slid back to the house. I saw them come in about 5 minutes later both acting pretty awkward. I've never told her I saw it obviously and I don't know if she knows but I certainly remember it lol...

[Hollyinhose2013]

OMG i came twice reading the story and shure i want to read the other story especialy pantyhose are involved

So years ago I had gone out with a group of friends drinking and we ended up going to a house party later in the night. I showed up and Jenn was there with her boyfriend at the time (who was a few years older) and she was super drunk. She was wearing a blue dress with pantyhose and her slutty hooker boots which were pretty new at the time. I said hi and made my way back to my group of friends. A little while later I had to step outside to make a call. I went to the back of the house which had a garage in the far corner. I went around the side and made my call and started heading back when I was finished. When I came around the back again I could her some noise coming from the garage. You could tell the light was on so I figured people were in there. I walked up closer to the side of the garage and could hear that someone was banging in there. I decided to stay in the shadows and take a peak what was going on. When I looked in the window I could see Jenn bent over a table getting it from behind from her boyfriend. She was still wearing her boots and had her skirt pulled up to her stomach and her pantyhose around her thighs. Her gave her a good pounding from behind before getting her to lay on the table. Her boots were just sticking up in the air! He ended up finishing with her that way and I quickly slid back to the house. I saw them come in about 5 minutes later both acting pretty awkward. I've never told her I saw it obviously and I don't know if she knows but I certainly remember it lol...

I love your stories!

[Jaydude69]

I love your stories!

thanks man! I'm glad you liked that. As soon as that happened I always thought about how slutty those boots actually were. Any chick wearing those is asking to be fucked and that's probably always been true with her lol. I always love hearing other people talk about what they would do with her. I've always wondered if anyone else has cummed on her heels at the office or any of the guys she gets with. I wonder if they also noticed they weren't the first ones..

[Tiafain789]

OMG i came twice reading the story and shure i want to read the other story especialy pantyhose are involved

So years ago I had gone out with a group of friends drinking and we ended up going to a house party later in the night. I showed up and Jenn was there with her boyfriend at the time (who was a few years older) and she was super drunk. She was wearing a blue dress with pantyhose and her slutty hooker boots which were pretty new at the time. I said hi and made my way back to my group of friends. A little while later I had to step outside to make a call. I went to the back of the house which had a garage in the far corner. I went around the side and made my call and started heading back when I was finished. When I came around the back again I could her some noise coming from the garage. You could tell the light was on so I figured people were in there. I walked up closer to the side of the garage and could hear that someone was banging in there. I decided to stay in the shadows and take a peak what was going on. When I looked in the window I could see Jenn bent over a table getting it from behind from her boyfriend. She was still wearing her boots and had her skirt pulled up to her stomach and her pantyhose around her thighs. Her gave her a good pounding from behind before getting her to lay on the table. Her boots were just sticking up in the air! He ended up finishing with her that way and I quickly slid back to the house. I saw them come in about 5 minutes later both acting pretty awkward. I've never told her I saw it obviously and I don't know if she knows but I certainly remember it lol...

Thanks for sharing dude. Ah yeah, that's the proper way of wearing those shoes. The shoes stay on when the owner is getting fucked silly