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Underwear Parties

A favorite guy of mine regulary has what he calls underwear parties. He’s the only one I’ve ever talked to that masturbates using his hands. He pumps his cock up and down between his thighs without ever using his hands. He has a crazy collection of dozens of pairs of expensive designer European underwear he jerks off with. Puts them on and then works his legs. It sounds more like a workout routine than a masturbation session the way he describes it! Must have great abs!

He loves the silky microfiber ones that are all satiny feeling and how they feel like they are “melting all over his dick.” He even puts underwear over his head and face he loves it so much. He used to be embarrassed to do his laundry in the apartment laundry room since more than half was always underwear! But now he has his own condo and his own machines in his living area, so no one sees all the underwear he has to wash that he regularly covers in cum!

He’s obsessed with Megan Fox as well and would love to suck on her worn panties more than anything. He just adores underwear and all girlfriends have been told any and all gifts are to be underwear, his very favorite thing to get as a present. I’ve actually watched this caller on cam and watching one of his underwear changing fashion shows is a thing of wonder. He will change into over a half a dozen pair, in all these years I’ve never even seen him naked. He wears a ski mask to protect his face, apparently he is concerned I might be recording him, which of course I would never do, but people have a right to do what they want. So he changes and pops up out of bed, changes again, pumps the legs up and down and then cums in the underwear. It’s quite odd, but hey, we all have our kinks.

Encounter With The MILF


I am a hot and horny MILF, and I am very lucky that I live not far from a couple of the universities in my city, that are teeming with young men. I’ve gone many times to the college bars and found some handsome young men that needed no persuading to come back to my house with me. I’ve also on several occasions hired young men to do odd jobs for me and well, once you have them in your home, it’s not difficult to actually get one thing to lead to another.

There was a young man last month I had fun with several times. I’d gone on the university website where they have a classifieds section of ones offering jobs and ones seeking jobs, and this young lad was seeking some work and I had a coupe of small things I wanted done. One was I’d recently redecorated my bedroom and I wanted to rearrange the furniture, but it was too big and heavy for me to do it myself, so I thought this was a fast, less than twenty minute job for a strong, young guy, so I emailed him and he said he could come by later that night and do it. It wasn’t going to cost much, and I’d get to see if he was to my liking by watching him up close.

He came over a few hours later and I led him up to my bedroom and he moved the pieces around where I wanted them and he sat down for a moment to catch his breath and I started to rub his shoulders and tell him it would feel better if I worked on his muscles a little bit. He didn’t stop me. I got us some lemonade and we chatted for a bit and he seemed like a nice guy. I asked him casually if he had a girlfriend and he said no, not at the moment, and then I asked him if he happened to like older women. He blushed and sheepishly answered yes, he always had a thing for a friend of his mom’s and he’d fantasized about being with an older woman many times, but the opportunity had just never come up to do anything about it, but maybe one day it would.

I grinned and said maybe this was his lucky day! I replied I liked the company of much younger men, I was in my mid forties, and enjoyed the boys half my age, right about his age. I could see the rising bulge in his pants, and I made no bones about the fact I found him attractive. His boyish looks, his youthful manner. I wanted him and I knew I could get him. I stood up and led him to the bed and sat him down on the edge of it. I knelt down on my knees before him and reached up and unbuckled his pants and unzipped him and reached in and got out his manhood. He didn’t stop me. I took it in my hands and caressed it gently and then licked the head of it as I looked him right in the eyes. He was still blushing a bit, but he certainly was in no hurry to get up and go.

I sucked and I licked him until I was rewarded with a mouthful of his young cum. He was breathing heavily, and was still quite aroused. At that age of course, they spring back to life in a few seconds at times and I pushed him on his back and stripped off the rest of his clothes and then my own and was totally nude before him, the slutty cougar that had lured him here to have her way with a young, willing man. I straddled him and eased down on his shaft and was soon slowly and rhythmically rocking back and forth on top of him, my wetness coating him and giving us much more pleasure.

I brought his hands to my breasts and he rubbed his thumbs over my nipples and they were soon erect and standing at attention as I rotated my hips in tiny circles as I ground down upon him seeking my own release. I picked up my pace and was riding him harder and faster and soon came all over his cock and my contractions milked him within me and in seconds I triggered his own orgasm and I was flooded with his young seed inside of me. We both lay there, him still inside of me, catching our breath, and then I rolled off of him and lay beside him, my hands running over his smooth, young chest. I asked him if he’d enjoyed his first time with a cougar and he grinned and nodded and said yes. I asked if he’d like to see me again and he said any time I wanted, to just text him and he’d try and get over here as soon as he could. I am so glad I have a way with the young men.

Hey There Lonely Boy

I’m a loving girl, what can I say. I have more love to give than there’s anyone in my life to take, sadly. So I thought there’s a lot of lonely guys that call up phone sex lines and maybe I could find some guys on there that are like me, they like to talk and masturbate with another person, but just may not have anyone to do that with. I’ve been talking to some of the same guys for several years, and I know they genuinely like me and some of them I enjoy talking to as well. You get so you have a kinship with some of them.

I like hearing about their day and then the talk turns naughty and you help them out and turn them on and they start stroking their cocks as you tell them to and get them all turned on. Telling them to glide their hand up and down their shaft, add a bit of lube and get it hard for you. Some of them like to put the phone down to their cock and you can hear the wet, squishy noise it makes as they pump it up and down and they start to breathe heavier and get more and more aroused as you instruct them how to jerk off. Some certainly enjoy the guided masturbation that you give to them as you talk.

Some girlfriend experience callers like to hear you say I love you, many don’t have anyone in real life to tell them that, so it’s nice to give them that something the are lacking. Some will latch on a bit too much and really start to fall in love with you, but most of the time they will cool it when you explain it’s not going any further than phone sex between the two of you. I like being there for my callers, and they know they can count on me to be there for them, too.

Watching The Neighbors

Last night I was working the phone lines as usual, and this guy calls up and I thought it was just going to be a regular suck and fuck call. He was quite worked up when he called and I asked what was going on and he said right then as he was talking to me, he was watching the neighbors fuck through the window. He was standing in his living room in the dark, he’d been walking through the room to go tot he kitchen and he say their light on across the way and glanced over and he said they were going at it right in their living room with the curtains open.

He immediately got horny, he said he’d watched her suck him off and he got hard watching it, their window was only around 10 feet across the small yard and he stood there in the dark and they were all hot and heavy and he got so worked up he decided to call me and give me a play by play of their action as he stroked his cock and watched them fuck right there. She’d stood up after she sucked him and bent over a chair and the guy was fucking her from behind as he grabbed her tits. My caller of course was masturbating as he watched, stroking his cock in time with the guy’s thrusts into the woman.

They of course had no clue they were being watched as my caller was talking to me and masturbating watching them. I could hear the arousal in his voice as he was rubbing his cock and telling me he saw the woman getting her pussy pounded and the guy came and it was dripping down her thigh. She then had the guy on the floor in front of her and she sat on his face as he licked his own cum out of her as she rode his tongue. He then came as I spoke to him. He was asking when they might do it again, and I replied if he’d been living next to them all this time and never seen it happen before, it could very well just be a one time incident he caught them in where they forgot to draw the curtains. He had a good orgasm though, that’s for sure!

Listening To The Roommate

A couple of years ago, I had a male roommate. My regular roommate had moved out and across the state due to getting a job promotion, so I really needed someone to become my roommate to share the expenses. The landlord had actually come to me since he knew I was looking for a new roommate and said a young professional man was waiting for one of the units to open up and it was going to be a couple of months until one of the leases was up, would I be interested in taking this man as a roomie until I found someone permanent. I said sure, it would give me time to look for someone in the meantime.

This guy was nice looking, and neat. He cleaned up after himself and was quiet, didn’t cause any fusses. One night I was trying to get to sleep and I could hear faint talking through the walls. I knew he hadn’t let anyone in, so I assumed it was a phone call. I didn’t think anything of it until I was catching a word here and a word there. He was having phone sex. He was trying to be discreet and quiet, but there’s no doubt what kind of a conversation it was. I found myself pressing my ear to the wall to hear what was going on and I could immediately hear better upon doing so. He was telling the girl he was talking to on the phone how he was touching his cock.

How he was gliding his hand up and down his lubed up shaft, caressing his freshly shaved, smooth balls, and how he wanted her to put the phone down to her pussy so he could hear her wetness as she rubbed her juicy cunt. I could hear him moan, and I was starting to get turned on. He was such a quiet, unassuming sort, but then, aren’t they all? I reached down and started rubbing my clit. I was already dripping wet as I listened to him and he had no idea he was getting off two women at the same time. I moved my middle finger back and forth over my clit and bucked my hips as I fucked my hand. It wasn’t long til I came explosively all over my hand and had to bite my lip to keep from crying out before cleaning up. It was a very sexy night indeed.

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