My mom’s divorced friend she was a fun mess.
When I was a young little basted my mom had a friend that lived behind us. She was hot as hell and a complete alcoholic. She worked at some big insurance company corporate office in the city. Most days she would come home and would already smell like alcohol. She would come home and drink until she passed out on her couch or her bed. When she passed out, she couldn’t be awakened to save her life. She was divorced with no kids so it was just her. She did have a dog she would let out some nights and she would pass out before letting it in. My mom or my dad would go over there and let the dog in and turn her lights out or else it would bark all night. As I got older they just had me go do it because they hated doing it, I on the other hand loved it. This woman always dressed in business ware because of her job, this was the early 80’s so she mainly wore blouses with skirts and pantyhose and high heels. I used to love going over there and sniffing her dirty panties or her pantyhose and pull my dick with other dirty ones. This woman had a nice scent and because she drank her panties and pantyhose always wet from sweat which made them stink more which drove my little hormones nuts. At first I would go over and check her out. She would always be passed out, sprawled out still in her clothes with her legs wide open. I would go to her dirty close hamper and find a pair of panties and pantyhose and I would smell her gust of her panties and pull my dick with her pantyhose. Eventually I realized I could go into whatever room she was passed out in and I could sniff her pantyhose feet while I jerked off with one of her panties. Overtime I got more ambitious and started rubbing her feet and legs while I would jerk off with her dirty panties or pantyhose and either a pair of her panties or pantyhose on my face smelling her scent. The feel of the pantyhose on her legs made me come so hard. I would always put the dirty ones into her clean ones take a another pair of her dirty ones and head home.
This became my ritual whenever I would hear that dog bark my dick would get instantly hard because I knew what was coming. I never made it look like I was over excited to go and I always had my mom or dad come tell me hey can you go over there and take care of that? I always act like it was a pain in the butt, but did it anyways to be a good son and neighbor. After a while, my raging teenage hormones got me exploring. I started by rubbing my dick in between her feet and toes while she was passed out, still sniffing a pair of her panties or pantyhose. I also rub my dick up her calf and thighs. Some nights when I would be but her feet together and rub my dick in between her toes, she would start wiggling them in her sleep, which drove me insane I would cum so hard all over her pantyhose feet multiple times. on the nights she would pass out on her bed sideways. I was able to put my face into her ass and sniff away while I would hump legs or feet. One Night she went out with some girlfriends on a Saturday and came home completely an obliterated. Talking with a buddy of mine that was getting ready to head home when her friends motion me to come help her. My parents had been out of town celebrating their anniversary, so it was just me at home. I went over there and help bring her inside. I helped bring her up to her room and set her on the bed. Her friends helped her get in the house, and I carried her over my shoulder up to her room. this wasn’t the first time I helped bring her in after one of these nights so as soon as they dropped her in my hands, they took off. I was excited to do my usual routine when she drunkenly said she knew what I had been doing. I asked her what did she mean? She told me she knew I had been taking her dirty panties and pantyhose and that I would return it all used. At this point, she sat up, looked at me and said that she didn’t like this and that I was being very bad. I knew the jig was up, but I figured she wouldn’t remember in the morning this conversations so I said yeah I did. I was waiting for her to tell me she knew about the other stuff, but she told me that she kept finding pantyhose that were dirty in her clean drawer. She said she had known I’ve been doing it for a while. I said I had and that I like to doing it and I got off knowing she was wearing my cum every time she put them on. She laughed and said it was gross but hot that I thought of her that way. She asked me if I was going to take a pair of ether ones I said I was going to but not now. She said I didn’t have to and drunkenly motion me over. I sat down on the bed and she straddle me And took off her blouse and her bra and told me to sucking on her titties. She had such hard nipples that were nice light color before long. I filled her reach into my pants and pull out my dick. She pulled her crotch as close as she could up to my dick and Put her hand into her pantyhose started jerking me off with the pantyhose she was wearing. At this point, I couldn’t contain myself. I stopped sucking on her nipples and let out the biggest moon I had ever let out and immediately stated to cum on her hand. I never have cum so much in my life, her hand and the front of her pantyhose were absolutely drenched with my cum. Before I could act, she got off me and took off those pantyhose And put them on my dick and started to suck all the cum off them while giving me a blowjob. That’s when I blew my load the second time all in the pantyhose and her mouth. She took the pantyhose off my dick and told me to go to her dresser and pick out any pair I wanted to come back. I went over to that dresser as fast as I could open it up and pulled out a french cut black pair of pantyhose. I went back to th side of bed, where she was sitting up and started putting them on. She slowly put them on one leg at a time, pinching them and role them up her leg. She asked me what I wanted and I didn’t say a word I grasped her and turn her around pushed her down on the bed and started to hump he from behind while squeezing her tits. She started to Wiggle her hips back and forth and started to moan. She stuck her hands down the front of pantyhose and spread her pussy lips, so my dick was gliding in between them. He told me to start going faster because I was rubbing her clit and it felt so good. I did this for about 20 minutes. I was ready to go when she told me no left over and told me to shut my dick as hard as I could into her pantyhose’s cover pussy. I pushed as hard as I could, and managed to get my dick completely in there started to rail her hard. She started screaming and playing with her clit and I started to thrust even harder stretching the pantyhose to there limits. This cost her to scream even more and pull her self closer scream to me she was coming. I must’ve ripped her pantyhose because all I felt was her pussy no pantyhose. I came in her so much that it was dripping out of her pussy. She flopped down on the bed, asked me to pull them off and put them back in her dresser. I did what I was told went to the dresser and put them back. She asked if I wanted to stay over and I said absolutely she smiled and told me to grab her another pair for her to put on and 2 more pairs to play with in the morning. I asked wouldn’t it be uncomfortable to ware one all night and she said yes, but she wanted to already have them on for when I wake up in the morning so I could immediately start using her. We went to sleep and I rest my dick against her pantyhose ass all night. Next morning she woke up all right with pantyhose on her face and my dick getting Shoved into her mouth like the good whore she started sucking. I spent all weekend at her house fucking her playing with pantyhose getting blowjobs. It was one of the best weekends I have ever experienced to this day. We continue these escapades until she got sober and moved away before she left, she did give me all of her pantyhose and some of her dirty panties.
I had a buddy who had chubby sister. She wasn’t too big, but big enough to wear Boys didn’t notice her. We all went to a private Catholic school with dress slacks and a button up shirt girls were skirts, either white pantyhose or white thigh highs or tights. I used to go to his house and jerk off so much with his piggy sisters, pantyhose, and stockings. Eventually, I did get caught by the sister. She was mad but turned on at the same time. She told me to give them back and I did. One afternoon I went over to see if my buddy was home on a Saturday. He was not but his sister was. She told me to come in and if I could come help her with something. When I came up the stairs, she was on all fours in a pair of her pantyhose with the crotch ripped out. She looked back at me. I looked at her and immediately unzipped my pants, walked over and stuck my dick in. God, that big pussy was wet and sloppy. It stunk so bad like fish, but in a good way. I probably fucked her for a good 20-25 minutes. When I had to cum I came all over her mouth and her face. She thanked me for what I did. She then sat on the edge of the bed told me to sit on the ground in front of her. She proceeded to start giving me a footjob me with her pantyhose. That’s what ultimately wanted a pantyhose footjob. she wasn’t that good at it, but she gave it her all. The bonus was her titties were so big and they drooped. I was able to suck on her nipples as she did it. It was one and only time we didn’t talk about it or tell anybody it’s a fun memory.
I fucked my mother's friend judy after seeing her on a night out,I thought never in a million years she would tell my mum! After all I was married! When I went to mums house on a Sunday afternoon very calmly she said who's been a naughty boy then? What do you mean mum I said? You don't have to lie to me Richard Judy told me everything that happened with you and her! Shit I can't believe she told you! Yes and in great detail she said smiling at me! Up her bum you dirty boy! She said that she couldn't walk properly for 3 days after! She also said that she could only fit half of it in her mouth!! I felt rather jealous when she told me Richard! Bloody hell mum I said! So it's ok for Judy to have a bit but not me? Just because I'm your mother it doesn't mean that I'm a nun! Ok mum I get the point! Judy said that you're going to her house next weekend for round two! I might come and watch what all the fuss is about! You wouldn't I said to her? I have needs to you know Richard!