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5
Anonymous
@confessions
31 May 2019 10:13AM
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Well hello everyone, I am Sharon and I just turned 40 a few months ago, I am very single and have been for 5 years now, but even before that I have never been able to stay in a relationship for more than a few months. People have said I am very hard to get on with and they maybe right. About 8 years ago I met an older man Frank who is 53 now. On the night I met him we both got very drunk and ended up in bed, we had good sex but after we decided just to be friends, well it was more me, it was the age gap. Over the years we have become very good friends, I have always known he wanted more from me but I always told him that nothing would happen. I knew he loved me, the way no other man had ever done. Now the older I got and about 3 years ago I started to think about him in a sexual way. I was scared that if anything happened our friendship would suffer. About a year ago I was at his house having a drink and a chat, We got very drunk and I decided to stay over in his spare room. I have always slept naked and I woke around 5am needing to pee so very bad. When I came out I noticed he had fallen asleep with his light on and door wide open. I looked in and he was flat on his back also naked on top of the covers. I remembered how nice his cock had felt inside me that first night and as I looked even soft his cock was big. I stood at the door and slid a finger inside me and masturbated a little before I turned off the light and went to bed and finished the job.
A few weeks later I was back at his house again, he told me he had met someone the week before. Now we always told each other about any sexual experience and I got him to tell me in great detail about this one. It all started with us trying to shock each other but we both enjoyed it. This time the girl he had gotten with was quite a bit younger than him and me, she was 29 and even showed me a few pictures he had taken of her. She was a little bit chubby but he told me she was very kinky and did what he loved, she let him fuck her in the ass and even let him piss in her mouth too. As he talked about it I was getting very horny but again was scared to do anything about it. We both got drunk but he got very drunk and fell asleep sitting on the couch. He was out for the count, I tried to wake him up but he was dead to the world. I went to the toilet and got myself ready for bed, before I went to sleep I went down and took him a cover.

Again I went home the next morning feeling very frustrated and my vibrator got a good workout. I called him the next day and invited him to my house the next Saturday. He said he was coming over around 6pm and I decided to be in just a dressing gown when he came over making the excuse that I was running a little late, something that I am often. I also decided to accidently to leave my vibrator next to the chair in the lounge.

He turned up early and as planned I just had my dressing gown on and nothing else, I have nice 34C breasts and my dressing gown is quite loose, I told him to sit down and got him a beer, he sat exactly where I wanted him to sit, right next to my vibrator and when I came in with his beer he was holding it and asked if I had forgotten something with a massive smile on his face. I laughed and joked telling him I had just finished using it, I actually had had it inside me just before he came. He held it up and before I could say anything he licked it. He smiled and said it tasted just the way he remembered it. He turned it on and asked if I had finished or had he interrupted me? I said I had not finished. I said maybe he could help. He didn't need asked twice and grabbed me pulled me down to him and he kissed me, I felt his cock hard though his jeans and his hand went under my gown. the other pulled at the tie and it fell open my boobs fell out and he got a good look at them and my trimmed pussy. I grabbed at his jeans and before long we were both naked. He bent me over the couch and was inside my pussy in seconds. Is cock filled me up, 8 inches long and very thick, as he fucked my pussy I felt a finger at my ass hole, I have never really liked anal but I was so horny I didn't stop him, he pushed it in my ass as he fucked me, first one finger then another. Then he shot his cum and he kept pumping as he did, He pulled it out and I turned round and licked him clean. I stood up and we kissed for ages, his hands finding my ass again. I told him I really needed to pee and as I walked to the toilet he followed me, I have known for a long time he liked pee and I was going to sit on the toilet he pulled me into the shower, he put his face under my pussy and said to pee, I did as he asked and it went over his face and into his mouth. I had never done this before but I found it excited me. As I pissed over him, he fingered my ass again but this time he pushed 3 fingers inside me. I finished pissing and I said he better shower, he stood up and said me first, he grabbed his cock and started to pee over my belly and pussy. At this point I thought what the hell and lowered myself down and let him pee over my face and even a little got in my mouth. When he finished we turned on the shower and got cleaned up. We went to the kitchen still naked and started to drink, he told me he had wanted to do that for years but was worried that our friendship would suffer. I kissed him and told him we would always be friends and after I told him that he bent me over the table parted my ass and I was expecting his cock but he leaned down and gently licked my ass hole. He did it for what felt like an hour and then stood up and pushed his cock in my ass, my god it hurt, he pushed it in as far as it would go, then slowly fucked me. It was sore but a nice sore feeling. He got faster and faster and I am sure it got deeper too and finally he shot his cum in my ass. He pulled it out and turned me around I grabbed his cock it wasn't soft but still semi hard I grabbed a cloth wiped it clean and he put it in my pussy and fucked me again. We got pretty drunk that night and when I woke then next day he was beside me and I decided to wake him by sucking his cock. He woke up and said he didn't think he had anything left. We sat down and I asked him what next? he said we should take things slow and I was happy with that. He left about an hour later. He didn't text me for 4 days and I was very worried I had screwed things up. It turned out he was thinking the same as me. We met up again the following Saturday but nothing happened mainly because it was a bad time of the month. We did talk and decided we could be the kind of friends who fucked when we felt the need.

Our friends with benefits arrangement worked for around 6 months and we managed to keep it secret from everyone. It worked too, I was getting fucked on a regular basis with none of the bother that a relationship brings. I was even getting used to anal sex and would even fuck my ass when home alone. Then one night he popped over after work for a quick fuck, I told him we had to be very quick because one of my best friends was coming to visit, We were both so horny I was waiting on him naked and he was getting undressed as he came through the door, we never even made it to the bed and he had me on the floor in the hall. I was on my knees with him behind me his cock deep in my pussy. What we had forgotten to do was lock the door. My friend Karen is used to just walking in when she visits and this day was no exception, she opened the door and walked right in. He was fucking me hard and fast. We heard her gasp in shock, but he was just about to cum and as he pulled out shot it all over my ass and back. Now Karen is no prude and laughed and said sorry and not to mind her with a big smile on her face. Frank stood up his cock still semi hard, I told her we were sorry and I wasn't expecting her for about half an hour. She couldn't stop looking at his cock I laughed and said take a picture it will last longer as a joke, but she pulled her phone out and snapped a few off, both of him and me. I said we will go dress but she laughed and said why bother as she had seen everything now but we put something on and asked her not to tell anyone, explained that it was a friends with benefits thing and we didn't want everyone to know. Now Karen is very pretty and also very married and what she said next shocked me, because she said she would keep our secret only if she could join us from time to time. One thing I had never done was a threesome and like most women I had thought about sex with another woman but never actually thought I would do it. Frank on the other hand had a smile so big I thought his head would fall off. I suggested she come over to Franks house the following Saturday if she was serious, Frank left and Karen and I talked it over. She told me she and her husband were in a real rut and she had not had sex in ages. I asked her if she had ever had a threesome before and she told me never. I was still in only my dressing gown and she said I should take it off so she could look at me, I said she had seen me naked lots of times but she said she wanted to see. So I took it off. Franks cum was running out my pussy and down my leg, she reached out and took some on her finger and put it right in her mouth. I got so horny seeing her do that and opened my legs and again she took some on her finger and then she put her finger on my pussy. I was so horny from when Frank fucked me and excited at getting caught and just said lick it. She looked at me and got in front of me and started to lick my pussy, pushing her tongue in me licking his cum from my pussy. She stood up and so did I, I pulled her T shirt over her head and undid her skirt, she took off her bra and I pulled her panties down. She had a thick red bush and I put my hand on her pussy, she was very wet and I slid a finger inside her, I pulled it out and licked it. I kissed her and said we should wait till Saturday. We stayed naked and had a few drinks touching each other and kissing. She told me that she had always wanted to try it with another woman and I was always her first choice. Her nipples were sticking out almost as much as her boobs did, she doesn't have much up top but they look very pretty. When she left I got my vibrator out and fucked myself silly.


I got to Franks house about an hour before Karen was due to arrive. We both got naked and I told him what had happened once he had left, he got a little pissed off about that but told him not to worry as he would see much more tonight as long as she didn't chicken out. She didn't and got there about an hour later, I opened the door for her, I was still naked and after I closed the door I took her to the lounge and said she should get naked too. She didn't waste any time and stripped off very quick, as she took her panties off, I saw she had shaved totally, just as she finished Frank came in, his cock was rock hard and Karen smiled when she saw him. He sat between us and she didn't waste any time she had his cock in her hand right away. I poured her a glass of wine and when I turned round she had him in her mouth. I got behind her and moved her so I could see her sexy ass better. I pulled her ass cheeks apart and lowered my mouth down, my tongue gently teased her ass hole as she licked and sucked Frank. I moved my mouth away and gently pushed a finger in her ass, she moaned with pleasure and with my other hand I teased her pussy and clit, she was so very wet as was I. When I decided she was ready I got her to sit on his cock facing away from him, he leaned back pulling her with him and it gave me the chance to lick both his cock going in and out and her clit. Frank had his hand on her boobs and was slowly fucking her as I licked as best I could. Frank must have been so ready to cum because he didn't last long and shot it deep inside her, she got up and I licked his cock clean, she got behind me and fingered my pussy. We got on the floor together as he stood over us and we got into a 69. We licked and fingered as he watched and she made me cum hard, it is just as well he has wooden floors because as I came, I let quite a bit of pee out too. We took a break and had a few drinks, before he fucked us both again cumming inside us both. Poor Franks was pretty much spent but Karen and I were both still horny and played with each other more as he watched. He took us both to the bathroom and got us both to kneel in the shower and he pissed over us both before we stood over him and pissed over him. We showered and dried off, Karen called her husband and said she was just going to stay the night and we all slept in the same bed that night. I woke the next morning to the sound of Frank and Karen fucking I lay and watched thinking just how lucky my life had got. We worked it out that that night or one very close to it was when I fell pregnant. The trouble is Karen fell pregnant too she had to fuck her husband lots to make him think her child is his, but we know its Franks. We still fuck together and last week I moved in with Frank and we are getting married next year. Karen doesn't want to give up our sex sessions and if we are honest neither do Frank nor I

We have discussed adding more people to our sex life and I would love another man to join us. Both Karen and I are working on him and we will get our way.

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4
Anonymous
@confessions
01 Nov 2020 4:21PM
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I confess I got really horny yesterday and fucked manhole.

For years I've been fantasizing about meeting up with a trans/cd. Spent countless days on clist/doubllist, but never actually went through with it.

I'm on vacation now and have been browsing, with the actual intent of following through. Something about being away from home makes me less nervous about it for some reason. After a day of edging and looking/posting ads, I didn't get anywhere with any promising trannies or cds. I was extremely horny though, and suddenly the males responding to my ads started to seem more appealing.

I talked to a guy who was also on vacation and wanted to do something discreet and anon. Said he would be waiting in his hotel room, ass up. Said he had condoms and poppers if I wanted to use them. All I had to do was show up, fuck him, and could leave without seeing his face. He was older (52, I'm 29) and beefy, but something about it all really made me horny. I told him I would come and he said to email when I was close and he'd crack the door and be waiting for me.

His hotel was relatively close, so I walked about 20 min there and emailed him when I was outside. My heart was pounding the entire time. He gave me the room number and told me to come up. I nervously walked in the lobby hoping no-one would see me. Thankfully the covid masks provided a little more anonymity. An older couple came up behind me while I was waiting for the elevator and came on when I did. I never worked so hard to avoid the eyes of other people. Never felt so nervous in my life. I could feel my cock shrinking from the nerves and I wasn't sure if I would be able to actually do this.

I got off on the floor and got to his door. Stepped in and closed it behind me and saw this bear of a man waiting ass up on his bed. The room smelled of lube. I quietly walked over and felt up his hairy ass and dipped a finger in his wet hole. I took my shorts off and started jerking my cock up. Grabbed on of the condoms next to him and slid it on. I entered his bubbly hairy ass slowly and his hole slowly relaxed and felt incredibly velvety. More so than any pussy I've fucked. He sniffed his poppers and put them near me. He started moaning and bouncing off my did and it felt amazing. I tried sniffing poppers for the first time but don't think I got a good sniff. His hairy booty bouncing off of me felt so hot though.

I tried the poppers a second time and took a longer sniff this time. I felt the rush seconds later and started grunting from the pleasure. I had to pull out because I didnt want to cum. I could feel my dick trembling to my heart beat and could feel my balls swollen with cum. I was intoxicated with horniness. He whispered, asking if I came, and I said not yet. He told me to take the condom off and breed him. In the heat of the moment I agreed. He took another sniff of poppers. I took off all my clothes except my shoes and flipped him over. I want to cum in him missionary. He laid there blindfolded. His smallish cock popping out of his hairy pubes. I took another long sniff of the poppers, held it in, and mounted his chubby bear body.

I exhaled as I entered him raw and felt the rush. I started moaning and fucking him hard. His velvety manhole pulsing on my cock put me in a state of lust I've never felt. He whispered, "knock me up full of your cum. breed me." I held him tight and he held me.

I came intensely and what felt for like 20 thrusts. It was loud and wet. Unlike any orgasm I've ever had before.

Almost immediately after cumming I started to feel regret and gross as I lay weak on this man's body, and slowly pulled my cummed up dick out of his ass. I quickly got off him, got dressed, and got the fuck out of there feeling disgusting the entire walk home until I showered.

It's now the next day and I can't help feeling horny remembering my wet balls slap against his lubed up ass. I'm planning to fuck as much man ass as I can for the rest of my vacation. Knowing the post-cum disgust I felt, I'm not sure I'll actually pull the trigger again, but will keep you all posted.

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7
Soft_Kittie
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@random
17 Oct 2016 10:58PM
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Movie Fantasy Expanded -

Well I think you knew I was in the mood for some fun when I picked an afternoon movie that had horrible reviews, and wore a tiny skirt, a cute little sweater that buttoned down the front, with a couple of xtra buttons undone, the creamy tops of my breasts and lace of my bra peeking out, the high heels, On the way from the car to the ticket window, Your hand had already skimmed its way up the back of my skirt to realize that my cheeks were bare, that all I had on was a thong.

we were a few minutes early, the theater was dim but not dark, so our play at first was coy and teasing. Light kissing and touches that left us yearning for more. Your hand kept creeping up my thigh under my hem but I would stop you before you got to far. Two reasons - One - I wanted to stay sane enough to complete my task - I was a girl on a mission after all. Two - when you touch me, I can’t help but moan and sigh and the last thing I am is quiet.

I was having a hard enough time not crawling into your lap - straddling you and taking this so much further than I should at the moment. Screw being in public the little devil on my shoulder said.

We teased and played, I was watching out of the corner of my eye to see who came in and where they sat. I was so glad that the few who came, stayed towards the front and far away from us.

My plan was working so far. You were getting pretty worked up, but frustrated too - since I kept stopping your roaming hands, you tried ghosting your fingers up the back of my sweater, then a frontal assault, going up the bottom and when I stopped you from that, you got tricky, kissing my neck and ear, knowing that I blank out when you do that, moving your kisses down my neck, to my cleavage, to first one button, using your mouth to open it, I realized then your intention and straightened up, pulling your mouth back to mine. “Be good”, I whispered.

Finally, the lights went down and the previews began. I pulled the arm rests up, and stretched out, resting my head on your shoulder, pretending to settle in and watch the movie. I was pretending to be a good girl well at least until the main feature began. I had let my hand rest on your thigh and innocently trace the inner seam of your pants from mid thigh to knee. You began to shift - I could feel the heat and frustration coming off of you. It was definitely becoming harder to be a gentleman. I took this as my clue to start skimming my fingers higher, up to your cock, yep. Hard is the right word. I was wondering if I would even be able to get it out of your pants, the space was so well filled with your cock.

I guess turn about this fair play, because now you whispered to me, “be good”. I had every intention of being good, a good cocksucker that is. It was time to implement the true plan. You see, one of my favorite bucket list / fantasies is giving a blow job in the movie theater. The thrill of doing something I love, sucking your cock, in a public place. Well the idea of it makes me wet, it makes my head spin and my mouth water. I started planning this adventure last week when we caught the first showing of that action flick, but the theater was too crowded then. After days of planning I knew how I wanted this to go and so far it was following my plan perfectly.

Now it was time to distract you, I bring one of my hands up under your shirt to play with your chest. God I love the feeling of your skin, the warmth of it, I start with fingering your ribs, move up to your nipple, I skate over it, it’s already puckered and sensitive, my other hand is unbuttoning your pants, pulling down your zipper, I know part of your brain is registering this, but I am purposefully playing with your chest - just the way you like it - making you bite back the moans. You are so much more controlled and disciplined than I am, you can be quiet when you need to be. I envy this, and it is a challenge. What can I do to make you abandon your control?

I am pulling your cock and balls out of your underwear. My hand wrapping around your base, and just as my mouth is about to close on the head, the music signals a heightened excitement to the scene in the movie - I could hear it building and when it hit a crescendo and the audience gasped, I tugged at your nipple and took your cock into my wet and hot mouth. Perfect timing.

Your hand which had been running up and down my back under my sweater - moved to my head, your reflex was to pull me off, a “what the fuck” moment. Before you could, your brain came back on and you looked down at me and smiled, our eyes met and your hand began to run thru my hair instead. Your head lifted up and you looked around, recognizing it was risky but not inherently dangerous - you fully relaxed, opened your legs wider and slouched down a bit. This let me lean up a bit, flip all the way over to my belly and rest on my elbows, I was comfortable enough to do what I wanted, I could reach below and cradle and play with your balls, rolling them and tugging just enough that it didn’t hurt but felt good. My mouth went up and down, I alternated strong suction with light, twirling around the head, with long deep licks, flicking my tongue around the head with easing just the tip of mine into the hole at top, drinking in your old cum, I kept you wet and hard, never letting you go over to orgasm. I knew I would pay for it later, but I didn’t want it to be a quick blow job, I wanted to savor the experience. To take my time, tease and make you so ready to blow your load that when I was ready that a few good hard sucks and a tug at your balls would have your cum filling my mouth.

You were trying to make me go faster, going the direct route - pushing my head, trying to fuck my mouth, but when you did I stopped, my hands fell away. Not that I mind a hard face fuck, but I wanted something different, I wanted this to be something you always remembered. Next, you tried to make me so horny, I would let you do whatever you wanted or needed. Your hand had pulled my skirt up and had been playing with the area under my thong. First, fingering my wet pussy, swirling the clit, fucking me with one, then two, then three fingers. When I didn’t give in, you started to play with my asshole, bringing up the juices from my pussy, lubing my entrance, then adding your finger. You know this makes me ready for anything. I knew I was in trouble the second you started playing there, if you kept it up - it would be seconds before I sat up, pushed my panties off my body and crawled on top of your cock.

Thank God - the movie was hitting another climatic high point and your balls were showing all the signs of your impending release - I bobbed all the way down, taking your cock into my throat and felt the salty hot spray spurt onto the walls of my throat. I kept making the slightest bobbing I could while sucking till you were done. Your hand was rubbing my back, and I pulled off your cock, giving it a quick tongue bath, before I placed my head on your thigh. Catching my breath and resting till the end of the movie. As the credits began to roll, you smoothed down my skirt, buttoned my sweater and put yourself back together. Taking my hand you walked me out of the theater. - I hope ya’ll liked - it was written spur of the moment on my ipad and has tons of grammar issues - pretty please no mean reviews - feel free to send love my way though - Happy Monday! - Soft-Kittie - Let me know what you liked.

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