Best Friends
The whole time I was in school, I had a best friend and we were very close. A lot closer than anyone guessed. She was kind of adventuresome and naughty and she made me so, too! We had frequent sleepovers right until we finished high school and the things we did during those sleepovers, no one will ever know. I well recall her telling me and showing me, how to masturbate. I was shocked when she told me, but then she told me to watch her do it, then told me to and from that first time on, we masturbated a lot together. It’s hard to believe the things we did and my parents never suspected or found out. We’d be finger fucking each other and French kissing all night and they never had a clue.
She got a boyfriend before I did and she loved to tell me all the things they did sexually together, she told me in such explicit detail, I felt like I’d already done the deeds when I finally got a boyfriend of my own and I was able to put all this knowledge to practice when I got a guy. The first time she was gone down on, she loved it and wanted me to know what it was like as well and she wanted to do it to me, and I was a bit unsure. I mean, finger fucking and kissing was one thing, but she wanted to lick my pussy! I agreed and oh my God, I couldn’t believe it, I loved it even more than her fingers caressing me. I laid back nervously and opened my legs for her and she kissed the insides of my thighs and lightly opened my pussy lips with the tip of her tongue and teased my clit. She slid a couple of fingers inside my pussy and worked on my clit and sucked my inner lips. I put my hand on the back of her head and just pushed her face into my cunt and she hit just the right spot and drove me crazy. We had to always be careful and be quiet when we had our sleepovers so my parents didn’t hear any orgasmic screams of ecstasy coming from my bedroom as she licked my teenaged pussy and sucked on my clit until I came and came and came…
I of course returned the favor and had no problem telling a boy how I liked to be eaten out. It was funny, I directed him so much he said he’d think I’d had more experience than I claimed to. I truthfully said a boy had never gone down on me. LOL, I just didn’t let on that my best friend went down on me all the time! He’d likely have been so turned on if I told him that, but I didn’t let on anything. As we saw boys more, we didn’t play as much together, or have sleepovers as often, and after high school, we never did again, but it was fun for many years and we certainly had lots of fun together exploring each other and learning how to do this and that.
Gay Boy Fantasy
You’ve been curious about cock for a while now, haven’t you…You love women and like to fuck them and watch them in naughty movies, but you’ve found yourself concentrating more and more on the males in the movies. The size of their cocks, how yummy their pre cum looks as it oozes out of their swollen cock heads. You have been thinking you’d like to lick that off, haven’t you? Maybe suck their entire cock into your mouth and give your first blow job.
You’ve even ventured into the gay porn sites and been watching all the hot bears and twinks, haven’t you. Wondering what it would be like to take a twink and feed them your cock, or maybe suck off that bear and feel his full, large balls slap against your face as he fucks your mouth and you are delivered a hot, salty load of his cum right out of those hairy balls. You want to bend over and spread your ass cheeks and take that throbbing shaft right up your little man pussy and get fucked like you’ve always imagined.
You know you’re really gay, you think more about men when you jerk off than women, you’re craving cock, not pussy. It’s taken years for you to realize you’re really gay, but when you see all the gay porn you’ve been watching, you know it’s true. That gay bar a few blocks away has been beckoning you to come in and find some real life fun, you know you want to. Giving a blow job is your new go to masturbation fantasy, isn’t it gay boy?
Private Eyes
I got a gift last month from a relative and I thought it was kind of useless. It was a telescope, they are really into astronomy and looking at the stars and that’s fine, but it’s not really an interest of mine, so what am I supposed to do with a telescope? I live on an upper floor of a nice condo building and I did take it out on my little balcony and look skywards, but when I looked away my shoulder bumped it and I looked through and I wasn’t gazing at the stars, but it had landed on the building right across from mine. Now this could prove interesting!
I began to look at all the windows and saw an assortment of everyday activities, then I came upon one with a guy masturbating to porn on his computer, he had a pretty nice sized cock, too. Then I saw a window three floors up from that one with a couple making love, lights on, curtains open, now this was a lot more fun than searching for Mars. I was watching them, the man on top of the woman, her legs wrapped around him, pulling him inwards and I started to feel aroused as I was watching them. I reached down and slid my hand into my panties and started to rub my clit as I watched them fuck with unashamed abandon, not a clue they were being watched.
She placed her leg over his shoulder, allowing him deeper penetration and I could see the headboard banging against the wall as his thrusts grew in intensity, fuck, they were really going at it, I only wished I could hear them as well as see them. I rubbed my clit faster and faster as they went for their climax and I soon came, masturbating on my balcony watching them through the telescope. I think I may have found a good use for this present I hadn’t thought of when I got it.
The MILF Next Door
I am a MILF, and I love young guys. We cougars usually do. There’s a college boy that lives next door and I’ve literally watched him grow up and turn into a young man before my eyes. I never thought when he was a young boy that one day I’d lust after him, but that’s exactly what’s happened. My husband doesn’t have much time for me anymore, he’s too wrapped up in business and his secretary to pay much mind to me, but the college freshman next door pays attention and I have allowed him to see things that let him know his attentions are quite welcome.
When he’s home from school, his bedroom window is opposite of mine, and I’ve casually walked around in the nude and even masturbated with the curtains open and I knew he was watching and jerking off as he spied on me. Yesterday I invited him over under the guise of helping me move some furniture and I took him upstairs and gave him a blow job and fucked him, he seemed surprised I was so bold, but I have been lusting after his young dick for a few years now.
I sat him on the bed and thanked him for moving the heavy bookcase, and knelt before him and rubbed my hands over his young thighs and then caressed his cock through his jeans and it was mere seconds until he was rock hard and I had my lips wrapped around his cock and was sucking and licking and slurping for dear life on that teenaged cock of his. I swallowed every drop of his cum and told him I wanted his cock in my pussy. I stripped down and he admired my hot, MILF body and I got on all fours and he pounded my pussy from behind and shot a load of his jizz in my cunt. I plan on having lots of fun this summer with him!
Boarding School Adventures
I went to a private boarding school for one year when I was in high school. It was an all girls school and there were all sorts of naughty shenanigans that were gotten up to behind the backs of the admin there. There was of course a boys school down the road and lots of intermixing between the two schools, much of it after hours and in secret. The school almost made it easy, there were these vine covered trellises that were all over the outside of the dormitory building and they were used like ladders for boys coming and going after the lights were out.
I saw a couple of the boys from the neighboring school and needless to say they both made several nighttime visits to me via the trellises. The girls were two to a room, but my roommate slept like a rock and I didn’t really worry about her because of it, I’d be fucking a guy in my bed only a few feet away from her and she’d be snoring away, clueless about all of it. One night my favorite boyfriend crept up and I opened the window and he didn’t know there’s be a roommate in there sleeping and I said don’t worry about her, she won’t hear a thing, so we just went on as if alone and no problems.
We started kissing and touching and while he gave a few worried glances across to my sleeping roommate, she never once woke up in all the times I entertained right there under her nose. I got on the floor in front of him and started to suck on his cock, he was facing the window and his form was bathed in moonlight, he really had a fantastic body and I adored his thick, young, hard cock. I thin pushed him on his back in bed and I straddled him and started to ride him, my teenage form also bathed n the moonlight streaming in through the window. I was so flexible then, I could get into all sorts of positions.
His cock stretched me open and I loved grinding on him, it was kind of exciting that there was another person in the room, it added to the element of getting caught and risk, I tried to be quiet, I could be loud when I came if I had the privacy, but I held back so not to risk waking her up. My boyfriend worked his thumbs over my nipples as I rode him and I could feel his cock deep inside me as I moved up and down on top of him inching closer and closer to orgasm as I fucked him . I went over that edge and came, biting my lip to keep from crying out and my orgasm triggered his and he filled me up with that cum in my pussy. We lay there catching out breath for a few moments before he crept back down the trellis unseen. I did have my fun at that boarding school and some fond memories of escapades like that one.
