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15
Anonymous
@confessions
28 Jul 2021 8:10PM
• 3,138 views • 0 attachments
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(Okay, fixed the issues, even though it shouldn't have been, hopefully no deletion this time)

So I have decided to finally share some of my exploits here after years of lurking.

This happened about 5 years ago when I was traveling the UK, and it will be a bit long and detailed (SKIP TO GOOD STUFF AT THE THE >>>> MARKS). I was traveling on a work holiday visa to the UK (right after finishing my University degree there) and had been living there about a year already. Worked at an ice cream shop casually for that year to make money so I could travel around the UK and Europe (before brexit fucked up the free shengen visa access). It was a great place to work with good pay. Not really too busy most of the time so I got to chill and relax in the back watching TV shows or playing games most of the time. Boss was totally chill and never around, he had other more important businesses to manage, so I had complete control of the place and he trusted me (nothing to really lose there either).

So this girl used to come around once in a while and we used to talk casually when she came in. She was a shy Indian girl, about 5'5'', nice slender body with thick thighs and at least C cup breasts. She was 19 when I first met her and was 20 by the time of this incident. I was 26 at the time and didn't really notice her sexually for the most part even though she was quite attractive and submissive sounding. I loved her accent obviously, being from the states, I welcome almost all European accents.

So overall we had a fairly good relationship and she would come in to talk more and more. The conversations would be lengthy as well since I had nothing to do. At this point I kind of wanted to have a go at her, but didn't have any opportunity to engage, since she was always shy and at a distance. Well, my break came in a tragic way, which as a sexual degenerate, I took full opportunity of. One day she comes in, kinda down and I ask her what was wrong? She tells me that one of her friends committed suicide, and right there and then my brain goes "jackpot". Before she could even go to the next part of the story I immediately started saying "OMG, I am so sorry that happened" (I didn't really care, I don't really deal with emotions). Got out from behind the counter, and before she had a chance to regroup, went in to give her a hug. I just approached her with a concerned look with arms slightly outstretched, saying, "Are you alright?". She kinda took the hint and reluctantly prepared for the hug which was just enough signal for the go ahead to me. Hugged her fairly tight and had my arms around her shoulders and pushed her head into my chest (in a consoling way). Then immediately pivoted to, "Lets go talk about this". Quickly moved to the door, locked it (no one comes in at this time anyway, and I didn't care). Then turned to her and put my hand around her small back to guide her to the back room.

These action were key to getting her comfortable with me physically because casual contact with chicks is how you break into the game, and shy chicks usually do not give you a chance. Couldn't believe my luck, because this chick had the body I like, cute accent, mannerisms and face, and submissive by what I could tell (JACKPOT). The age difference is what kept her and myself at range but I couldn't care less now.

So now we are in the back room. Sat her down on the couch next to me and turned slightly to her to "talk" about the incident. She had been in here with me before, but didn't sit next to me, just across on a chair. We used to come in there once in a while when we were talking for a while and I wanted to sit (no seating outside). Anyway, I was here to play the long(ish) game and so decided to "listen". Anyway, she said all sorts of stuff I do not remember, but every chance I got, I would go "Awww, that's so sad/tough/whatever" and hug her. Didn't wanna rush anything but still took my chances and crept my hand closer to her ass every time. By the end I just let me hand stay right at the junction of ass and back, while I listened to her. I decided not to do anything at this meeting, but the game was already on and from this point it was going to be easy.

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Anyway, the next few days she would come in, and I would not always greet her with a hug, and unlike before, this time my hands would apparently slide down from her mid back to small back during the hug. She was comfortable with that and being close all the time. We would talk in the back room and she would sit pretty close. Like 3 days after this all started, I decided to take my chances and steered the conversation to boyfriends and sex life. She obviously didn't have one because she was sheltered by parents and what not. She had had one boyfriend and they just made out if even that. She mentioned something about liking making out but hadn't done that in a while and I immediately went with the "Aww (insert some crap here)" routine and playfully said, "Here, I'll help you out". I went for it, and she took it hesitantly (they love confidence). At this point I just went in full french (in a slow romantic-ish way), and she went along (I could feel the discomfort and it just turned me on more). Put my hands down her waist and now on her hips. Made out like this for a couple more minutes and decided to leave her wanting more, so cut it short. She kind of giggled and I contemplated going in again, but decided to bide my time. Made some excuse about work and sent her on her her way.

Next two days, she would just come in and we would go to the back and make out. At this point she would sit, straddling, on top of me and I would fondle her ass and waist and back while we made out. I eventually turned her around on me kissing her from behind, and started feeling up her stomach and thighs (on the outside) and slowly crept up her chest until I was able to lightly caress her breasts in passing. Another day and I was fully fondling her tits over her clothes. The next day she was wearing a slightly low cut top and skirt, and the moment I saw that I knew this was going to be the day I could get it all (or most). The second we were making out I had my hands on her ass under the skirt. Feeling the skin on her ass felt amazing, I was hard as fuck and she probably could notice but didn't show it. I eventually turned her around and started kissing her from behind, feeling up her thighs. Then, slowly creeping up, started feeling up her chest and cleavage. Slowly started creeping into her shirt from the top, had my right hand and creeping down her left breast. As soon as my middle finger brushed her nipple she jumped a bit and put her left hand on my right. This is where I took real control and grabbed her left wrist with my left hand and firmly whispered "Relax" and resumed making out. Took her hand off mine, moving it firmly back to the side and cupped her right breast fully. Now I had one hand on her inner left thigh and the other playing with her tits. Both of her arms were to her side and I maintained a bit of pressure from my arms to hold them there while I felt her up. Made out more forcefully too and she completely submitted. After a while, wrapped it up, got her ready to leave. Before she left, I told her to "wear a skirt and blouse tomorrow" with a serious look, kissed her and sent her home.

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Next day she came in, wearing a skirt and blouse and I didn't waste time getting to work. This time, just lifted her blouse above her tits, pulled the bra down and started playing openly (she was kinda stiff, and so was I). Then, still exposed, turned her around and started making out with her facing me. Put my hands on her ass and almost right away got under her panties. She kinda squirmed but I just pulled her in to assert myself. Squeezed her ass cheeks for a bit and then just brushed my middle finger against her asshole. This made her shudder and I took that to mean "GO TIME". Started rubbing her asshole with my middle finger and moved my other hand to her pussy from behind and started gently rubbing her VERY wet cunt. Then swapped hands to rub her asshole with her pussy juice, so I could be a bit more forceful. Had one finger slowly rubbing and even went in slightly. Pulled her panties down so they were out of the way. She was squirming the whole time which almost made me jizz, so good. At this point, I pull her back a bit, and said "Hey, I need you to do something for me". Still with her tits out and panties down, knelt her down in front of me (she knew what was coming). Pulled my dick out swiftly, turned her head up (she was focused on the dick), looked her in the eyes and said "Suck me", and then forced her head down towards my cock. I could kinda feel the resistance and hesitation, which made me even harder. Slowly moved her mouth to my cock and slid the head into her lips (FRICKIN AMAZING, couldn't believe everything was moving as swiftly as it had). Told her to lick the top and get it wet. Slowly started thrusting deeper in until she started to gag a bit half way down. That was her limit for now and so used that as a marker to move her head up and down to that point, pushing a bit lower occasionally. At this point I could get myself to come using her head so decided to keep her going. Took one of her hands and put them on my balls, told her to "Massage me a bit", which she kinda just moved up back and forth (good enough for now). After a few minutes, decided to stop holding back and picked up the pace. Stood up and started moving more freely. As I approached my climax, I pulled her off my dick, turned her head to me, looked into her eyes and said "I am going to cum in your mouth, it will be cleaner that way". She kind of nodded and so I resumed fucking her mouth. I could now feel the tingling in my balls, had a huge smile on my face as I approached the point. Started getting faster and faster and then started EXPLODING in her mouth. Honestly felt like a good 8 or 9 spurts before I came down. She had her eyes closed tight and was focusing on what was happening in her mouth. Slowly pulled out of her mouth and saw her swallow it (BONUS). Turned her head up to meet my gaze, smiled down warmly at her, said "Thank you, that was great" and kissed her lightly on the forehead. Could tell she was kinda still catching up to what happened, so moved things along. Got her on her feet, told her to go "freshen up" in the bathroom. She came out after a few minutes, and I sat her down, lightly made out (they like to cuddle after or something) and then sent her on her way.

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Next day she came in wearing yoga pants and a t-shirt, which got me hard right away. The fact that she was coming in so often now just signaled to me that all was well and I can now have my way with her. Now, since she was fairly new to all this, I decided to start doing all the weird shit I liked first, to make it seem like it was all normal. She was far less experienced and wouldn't question anything hopefully. Took her to the back, started making out while still standing. Peeled her pants and panties down and started playing with her ass. At this point I decided to go much further just because why not. Told her to take her pants off completely, which she reluctantly did. Then started making out with her and just pulled her top right off. Then took her bra off and she was making out completely naked with me (while I was fully clothed). The disparity was HOT as fuck and I could tell she wasn't comfortable at all with this. So I decided to make things even more uncomfortable. Guided her to the couch, get her on all fours on the couch and then pushed her head all the way down while putting pressure on her back to make her arch. Perfect head down ass up position and then told her "don't move". With the lights on, I had a beautiful view of her pussy and asshole, it was all I could do to hold back from just pulling my dick out and shoving in all the way. Started playing with her ass and pussy. She was visibly dripping down her legs. Kept telling her how went she was, and she would just quietly whimper and moan. At this point, I decided to start fingering her pussy and ass. Slowly slid a middle finger in each and started working them in and out. Slowly pulled the finger out of her ass and took it to the next level. Told her this finger wasn't wet enough and told her to open her mouth. She did just as she was ordered and I swiftly put the finger in her mouth and started rubbing it over her tongue. Making her go ass to mouth here would set me up for all my favorite shenanigans later. She took it like a champ, told her to spit on my finger and make it wet, which she did. Then started working her ass again, occasionally pulling out to "wet" the finger again. A few minutes more of this and I decided to make her cum. Started working her clit and pussy and within seconds she started shuddering and then fully vibrating for a good 10 seconds. Honestly hadn't seen an orgasm that intense, and she sounded like she was using all her power to suppress violently moaning out. After her orgasm subsided, she did her best to maintain her posture but couldn't so I let her collapse. Sat down next to her head and slowly caressed her asking her "How was that?". She didn't really answer but nodded slightly and was just catching her breath.

After a few minutes of rest, it was my turn. Just pulled my pants off, whipped out my dick and moved her into position. Told her to suck me off and she started to slowly do that. BUT NOW, it was time to get to my favorite part. I love me some rimjobs, always have, always will. I have been able to get every girl I have been with to lick my ass whether they wanted to or not. Most do not even say no if you are assertive enough. The best is to do it when in the heat of the act and they just do it cause there isn't any time to think about it. This time though, I basically wanted her to know what I was making her do. It's hotter when I know they are aware of the fact that I am going to make them lick my ass (its not a glamorous place to be). While she was slowly sucking me, I pulled her off my dick and guided her to my balls while looking in her eyes. Told her to "Lick my balls" in a firm manner and she complied. Let her do that for a bit to normalize that. Then slowly started pushing her head lower while raising my legs. Told her "lick me under the balls, lower down" as I slowly guided her head over my taint (this is also THE BEST, very close second to full on rimjob). I let her lick there for a bit while I slowly raised my legs. At this point I had her face firmly against my taint where she was licking as told. This felt amazing but I had to move to the best yet. Slowly started pushing her head down (and she started resisting knowing what she was approaching). Said "OH yea, that feels great, lick my asshole" with some urgency and firmness. At this point, I pushed her head lower and her tongue started licking at my asshole. Started letting her know "OH shit, that feels great, keep going". Now I let go of her head to see what would happen, she licked a bit and started wandering higher. I FIRMLY pushed her head back down and told her "keep licking my asshole, don't stop until I tell you". I started jacking off and edging myself while she kept licking. I could feel how uncomfortable she was, and knowing she was still doing it made it SUPER HOT. Didn't really want that to end but all good things do, so had to start wrapping up. Started jacking off faster and as I approached orgasm, I pushed her back, stood up, told her I was going to come, told her to open her mouth, shoved my cock in and exploded even harder than last time. She was visibly choking on the cum trying to swallow it (it must have shot straight to the back, always gets them by surprise). Finished cumming and pumped her mouth for a bit to enjoy the feeling. Pulled her head off my dick, took this opportunity to degrade her a bit more by wiping my cock clean on her cheeks. Looked into her eyes and told her "That was amazing, you're the best". She smiled shyly and I sent her to get cleaned up. Did the whole "cuddle" routine after and sent her on her way. BEST DAY EVER so far, decided to plan out the next day and how I would approach fucking her.

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Out of time now, will come back to add the rest.

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4
Anonymous
@confessions
02 May 2016 11:45PM
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[ − ] thread [ 2 replies ]

I confess that I fucked my next-door neighbor last night.

My neighbor is a black girl in her mid-twenties. I'm not normally into black chicks (I'm white, FWIW), but she has a very nice body - big, firm tits and a tight ass. Kind of an ugly face but you can't win them all.

For the past couple of weeks, we've had an ongoing dispute that was beginning to get heated. The dispute was more on her part, with her accusing me of things that didn't make sense and me having no idea what she was talking about, thinking she was insane and getting increasingly pissed off. Yesterday, she realized that she was wrong and came over to apologize. We talked for awhile and the conversation drifted on to various other topics, so I invited her to stay over for supper. She actually started being flirty with me and, though I still thought she was kind of bitchy, I decided to go along with it since I hadn't gotten laid in awhile.

Since I didn't really give a crap what she thought of me, I escalated a lot faster than I normally do and within a few hours, I had her face in my lap and her mouth wrapped around my dick. She had good technique, coordinating her hands and mouth in a nice rhythm that had me ready to cum within a few minutes. I kept as quiet as possible until I was just about ready to shoot off, then put my hand on the back of her head and held her in place while I pumped my load down her throat. Normally, I'd warn a girl before cumming in their mouth but, fuck it, she'd been a recurring nuisance in my life and had earned a little surprise sperm. She swallowed it all though.

Before she could say too much, I spun her around, sat her down between my legs and quickly put one hand down her pants and the other up her shirt. I didn't waste any time being gentle, just shoved my fingers inside her pussy and started rubbing and squeezing her nipples. Her pussy was soaking wet and clenched nice and tightly around my fingers as I slid them in and out of her, rubbing her clit and occasionally bumping against her g-spot. She pressed her back against me and squirmed against my hands, moaning and gasping. I pinched her nipples hard and her pussy gripped my fingers even tighter. I was starting to get hard again, so I switched to focus solely on her g-spot and had her writhing against me. She came in a matter of minutes, squirting and soaking her underwear and pants, drenching my hand.

While she was still trembling from her orgasm, I pushed her forward onto her knees and bent her over my coffee table. I put on a condom (safety first!) and shoved my dick into her cunt. Her pussy was amazingly tight and squeezed around my dick from the aftershocks of her orgasm. Her juices dripped down my balls as I pushed into her; so hot. I drew back slowly and then shoved it back into her hard, making her gasp. After enjoying the feel of her pussy for a few seconds again, I picked up the pace and started pounding her as fast as possible. I held her wrists down against the table and banged her with as much force as I could. I'd never hate-fucked a girl like that before, but it was quite an enjoyable sensation - pistoning my cock in and out of her, the table shaking under her, hearing her gasps and moans with each thrust. Between the desensitizing effects of the condom, and having cum once already, I was able to fuck her like that for a good long time. I even slapped her ass a few times and covered her mouth once when she started getting too vocal. Finally, I slammed my dick into her one more time and came again. I pulled out of her, took the condom off and squeezed my jizz onto her back to dry.

She didn't stay the night, fortunately. I got a last bit of amusement watching her quickly dash back to her apartment with the crotch of her pants soaked. Before she left, we exchanged numbers and talked about hooking up again in the near future. Not going to be dating her or anything like that, but she makes a good receptacle for my cock and I wouldn't mind fucking her on occasion.

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Makeusquirt4hrs
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@hookups
07 Feb 2023 4:00AM
• 400 views • 1 attachment
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Absolutely love sex and wanna have it every way possible!! So far only been with women and I can't get enough of pussy. Me eating it till I suck swallow and drain all of the squirt out is a big fetish!! But I've always been turned on by trans. I get so hard when I've been watching a sexy body trans with perky firm tits and a big cock!!! I love watching her taking a big dick in that tight ass making her cock swell rock hard till she cums with no hands from that ass hole being please. Or seen those Breast jiggle and bounce as she pleases and breeds a man's tight ass and throat as he sucks all cum out draining her dry!!! I'd love to experience it with a trans but a cock is still a cock no matter man or trans. And my tight lil virgin ass hole is ready to receive. craving to be please and opened up by big dick giving me that got cum deep inside me. Then draining it empty with it deep down the middle of my throat feeling the warm cum coating inside me as it drips to my stomach!!  I definitely wanna give also.. watching a tight lil ass taking my thick cock deep and hard making their dick get swell to max till finally explodes with no hand nutt. While I'm pumping their ass full of my jizz and then drain my balls empty in the back of their throat!! 

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Anonymous
@confessions
08 May 2023 4:01PM
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This is a coles notes of the, event,  I'll call it, that took place last night and has been on my mind ever since.  Long story short for those who don't want to read the details,  I'm a guy and I let my brother who became single fuck my ass. This is basically going to notes on things I did not like and things I did not mind and things I found out about anal

A bit quick backstory. My brother and his wx boyfriend now broke up a few weeks. He was bummed out and I went to hang out with him.  He brought up how he missed sex and how he has had so much in his plate with his ex moving out that he hasnt even cum and talked about how good it was to receive it too. I was somewhat intrigued at the idea amd jokingly offered my ass. He seemed to be into it which kind of made thing go along. I am proud of my dick size as it is over average but my bro has pornstar size dick, no way that will fit. He assures me it will be fine and makes me use the bathroom before hand.  He makes me lie on my side and lubes me up, uses a blue plastic sryinge to put a bunch of lube in.  Uses fingers to stretch and then he puts it in.  He does it from the side then missionary and finishes. That's the gist of it.

Things I did not like:

-As never having it done before, I didn't like how uncomfortable it was at the beginning.
- While I could feel there was something there, enough to make it feel decent enough, I didn't cum from it 

Things I didn't mind:

-The overall experience, I thought it was going to hurt, especially his size,  it was fine, as I said above.
- Cleanup was easy. His dick only had lube and jizz on it; I only had to push out stuff and wipe up outside. 

Things I found out:

- On the side is good for starting
- Missionary he good for depth as he had almost every inch in me
- Found out later on Google that, as point above,  the as depth is pretty deep 
- Can't feel cum being pumped into you, contrary to what porn tells you ( his depth might of factored into it. No joke my bro has probably over 9" and he probably had 95% or more or it in me during missionary, especially as he was pushing as deep as he could while cumming.

I only let him do it because he is literally the only person I would trust to do it. 

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