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Anonymous
@confessions
02 Jun 2018 3:53PM
• 6,733 views • 0 attachments
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So I meet this girl through some friends and she’s pretty hot and she seems like she’s into me. But she also has a huskier voice and I’m wondering if she’s trans. But I have a couple of drinks and it’s been 20 months since I got divorced and I haven’t had sex in a long, long time. And she’s looking good. So, we end up hooking up but she seems nervous and I ask her what’s wrong and she asks if I know she’s not a “real girl.” I say yes, and because I’m so horny, I really don’t care and I figure I can get a blowjob or handjob out of it because I really don’t want to deal with her dick.

We fool around and she gives me the best blowjob I’ve ever had. She kept her panties on so I just focus on her giving me head and forget about what’s between her legs. It was awesome and I think that’s that. We exchange numbers but I figure I won’t call her because of the whole trans thing. A couple of days later she texts me. And I’ve had a couple of days to fantasize about her blowing me and I’ve tugged a few out thinking how awesome it would be to do that again. So in a weak moment I decide to meet her for a drink. She looks good. Super good.

We end up in bed later and I get her shirt and bra off and I’m sucking her natural little titties and I can feel her dick getting hard. She rolls me on my back and takes her panties off and there’s her semi-hard dick, but I think she could tell it made me uncomfortable. She proceeds to give me another amazing blowjob and I blow my load. We snuggle and spoon after which makes me a little uncomfortable since I still haven’t touched her dick. A little later my dick starts getting hard because it’s pressed up against her tight little ass. She giggles and wiggles against me when she feels me getting hard and asks if I want something. I’m tempted to push for some ass, but instead rub her tits and kiss her and then get her to blow me again and this time she takes my load and kisses me back with her mouthful of cum. I’m a little flipped out but kind of turned on. We go to sleep.

Next morning, I wake up with my dick hard and try to figure out if I want to try something else with her. But she doesn’t seem like she’s into it so we fool and around and she tugs my dick a little but doesn’t make me cum. I fondle her dick a little and then go back to kissing and sucking her tits because I’m a little shy about it and I think she can tell. She then lies there and starts to jerk herself off in front of me. I’m mesmerized and after she comes on her stomach, I want to go down and lick it up and then kiss her with her own cum, but I’m also flipped out because her semi-hard dick I lying there. I decide to go down and lick the length of her dick, but don’t put it in my mouth, and lick up some of the cum and kiss her. I’m slightly revolted at licking her cock and also super turned on. She seems a little relieved but splits a little bit after without saying much.

I don’t hear from her for about four days and I decide to text her telling her I’d like to see her. She asks if it’s a real date and I say yes, so I take her to dinner and she’s talkative and really fun to be with and it’s like the first time I met her. We hold hands when we’re walking and she seems super into it. We go back to her place and I start to kiss her the minute we get through the door and she pauses me and says we need to talk, but I’m thinking no, I really need you to suck my dick because she looks so hot.

She tells me she really likes me but she’s afraid I’m embarrassed and uncomfortable about her being trans. I admit I am a little shy about it because I don’t think of myself as gay and think in more traditional gender roles but tell her I really like her and think she’s fun and sexy. She tells me she likes sex with me but we need to make sure the pleasure is mutual. I say OK but am a bit afraid of what that means, and start to kiss her again and she kisses me back. She takes me to the bedroom and tells me wait there and she goes to the bathroom. She comes back in superhot lingerie and stockings and my dick starts throbbing looking at her sexy, skinny body. Her little tits look awesome and I can see the faint bulge in her panties. We get into bed and it’s superhot and I’m so turned on by her. I finally pull her panties down and her cock pops out. I stroke it some and then put it in my mouth and bob up and down. She’s moaning and telling me how good it feels. I can only do I for like a minute before I’m overwhelmed that I’m sucking a cock like I’m gay. But it’s also superhot because she’s so sexy. I start sucking her cock again and I really start to get into it and she starts telling me how good it is and how she likes it. She pulls me up before she comes and we kiss more and then she sucks me some. I’m on my knees on the bed and she’s down below me sucking my dick and I’m watching her sexy body. I have to stop her because I’m so close to coming. She lies on her back and spreads her legs. She’s only got on a garter belt and stockings and it’s all I can do to keep myself from coming because she’s so fucking hot. She asks if I’ll fuck her and I mumble yes. She gets lube and a condom and puts the condom on me. I put her legs up over my shoulders and push my dick against her ass. It doesn’t give so I push more and then I feel her sphincter open and my dicks slides into her ass. I start fucking her and am mesmerized by her cock as it jerks each time I push my dick in her. We fuck for a few minutes and I roll her over so I can do her doggy style. It’s so hot and I alternate between grabbing her tits and her dick. She says she wants to cum and wants to be on her back again, so we switch back. She wraps her legs around me as I push down on her body so her cock rubs against my stomach as we fuck. We build up and I can feel her dick twitching like she’s close to coming. I wonder if I should pull out so I can go down and suck her dick when she comes but it feels so good in her ass that I decide to stay where I am. Then I feel the cum shooting out as she starts to moan. I cum in her ass and collapse. I roll off her and lie there realizing I just sucked a dick and fucked a tranny in the ass. She’s so hot but I also feel some revulsion about it because I realize I just fucked someone who was born as a man. She seems to sense it and tells me how much she likes me and how much she likes sex with me. The endorphins kick in and I fall asleep thinking about her sexy body.

Things progress and I start to feel more at ease having sex with her. We start spending 3-5 nights a week with each other and she’s always on my mind. I get more comfortable fondling her dick and giving her head and eventually get to the point of letting her come in my mouth. I still get feeling of guilt but I push them back into the corner because honestly the sex is so good and I really enjoy hanging out with her. She’s low maintenance, fun, likes sex (and even initiates it).

A couple of weeks later we go to the beach for a long weekend. The weather isn’t great but we still walk along the beach and then fuck like mad back at the condo. At night we light the fireplace and have sex for hours in front of the fire. I’m happy like I’ve never been. I get relaxed walking in public with her. I start to get comfortable sucking her dick and swallowing her cum. Sometimes when I’m alone I start thinking that I’ve become comfortable sucking cocks and that I must be gay, but then I make the realization that I don’t like sucking cock – I like sucking her cock. I realize that I’m fine with sucking her dick because I love her as a person. Maybe I’m justifying it. I’m not sure, but now I look forward to pleasuring her and I don’t feel guilty. I have a superhot, sexy girlfriend who loves me and we have amazing sex. She was born a man. So what. I don’t care. I love who she is, and how she makes me feel. And I’m fine sucking her cock so she knows how much I love her. At this point, I can’t believe I was once so shy about touching or sucking her cock.

People on here will likely post that I’m a faggot. Which is fine. Several months ago, I might have agreed. But I’m so happy with her that I really don’t care what those people think. It’s the most satisfying relationship, sexually and emotionally, that I’ve ever been in. I come home to the sexiest woman every day, so who cares what a bunch of homophobes think.

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Anonymous
@confessions
02 Jan 2016 1:24AM
• 0 views • 0 attachments
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Sometimes i wanna ride the public bus and hoping for the person seating next to me would give me a handjob... Milf, shemale, older ladies etc.

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Anonymous
@motherless
22 Jun 2011 10:22PM
• 386 views • 0 attachments
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Moral-Free does NOT equal Law-Free,

Get it straight because this is the most absolute retarded complaint I have see on this site from people.

"Durrr, They say 'moral-free' but they delete anything that they don't agree with, durrrrr"

Look, morals are a separate group of behavior guidelines that laws.

Morals say that images of a headless woman are wrong and that to protect the honor and dignity of a human being certain pictures should be taken down, however, the law says that crime scene pictures are a matter of public record. Therfore, since the site abeys LAWS and completely ignores morals, the picture stays up, as true to the site motto.

A 12 year old getting cummed on after a handjob, while not against some peoples morals, is indeed against the law, therfore, it is removed.

While many laws were created due to morals, the letter of the law does not equal morality, so stop your bitchin. At least know what your saying before you open your mouth.

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Anonymous
@confessions
18 Jun 2011 2:46PM
• 255 views • 0 attachments
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I enjoy masturbation in public places but best is round my step sisters i came in her shampoo. I used to give her a lift home from discos and that and she would give me a nice handjob for the favour i was such a lucky boy.

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Anonymous
@confessions
08 Feb 2011 3:13AM
• 923 views • 0 attachments
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I'm not sure how to put this. My coworker and his wife both work in the same office. He's cool, we don't hang out or anything, more of a "coworker friend" that you say hello/goodbye to. A couple months back his wife and I started chatting. She's cute, short brunette with an amazing rack. I always tried not to notice, and every time she seemed to lean in a little more. So today our lunches line up. I figured I'd eat in the office, she invited me out. I asked about her husband and she mumbled something about not bothering. She jumps in her side, then leans over to unlock mine. Nice view of her rack, no bra today, lucky husband I guess. I get in and I notice the car has power locks. She starts the car and off we go to a local taco joint. We grab it to go and head to a park. In the parking lot I finally say something. I'm wondering why she flashed me when she had power locks. She laughs and finally comes clean. She'd been teasing me ever since she caught me looking. I joke about wanting to look now and she smiles a sly smile and lifts up her shirt showing off a massive set of D's. No shit my pants are getting tighter, so she leans in for the kill. Middle of the day on my lunch break in a parking lot with a coworker's wife. It started as a rub that led to a playful unzip. Pretty soon she's gently giving me a handjob while kissing my boxers an asking how badly I want it. One button... one single button separates me from a hungry, begging mouth. She teased and tortured with her tongue for a few more seconds, then unbuttoned my boxers and kissed my cock.

She said something about being more then she expected, and starts to gently work her hands and her tongue. As I slide over slightly she lifts her shirt back up, pressing my cock between her massive tits. She smiles as she starts working me, my cock lost between those beautiful tits. As if that wasn't teasing enough she lowers her head and starts to tease my tip, holy shit... The hotter I get the more excited she gets so I decide to slip my hand down to tease her. As badly as I wanted to tease her back, she was already dripping. She even whispered that being in public gets her off, so I kept fingering her until she started moaning.

And then her cell rang. FUCK. Husband asking when she's due back from lunch. Talk about bad timing. She smiles as she continues to stroke my cock. I gotta admit it's hot having a woman stroking while she's talking to her husband. She asks about his day and as he starts talking she starts sucking. At one point I have to choke back a chuckle because he asked something and she said her mouth was full. When she finally hung up I grabbed the phone and put it on video. She flips off the camera and says I better not share this, then kisses my cock and starts sucking. I hear something about dirty boy as she starts sucking harder and harder. As I get closer she puts it back between her tits and gently begs me to cum on them. As tempting as it is I'm holding out. With one hand holding the cell I tease her until I get her moaning again. Her mouth is begging for a load. I let her suck it a few more times then pull it out and blow it all over her face.

Talk about perfect money shot. She's shocked, it's dripping down her face. Something about not even letting her husband do that. Ok... I didn't marry her... she laughs and starts cleaning up. Wow... what a lunch... made working the rest of the day suck. That hardest part was coming home to my wife and hearing "How was your day?"... it sucked...

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Anonymous
@confessions
20 Jan 2010 6:46PM
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[ − ] thread [ 24 replies ]

This is 100% true.

For over 3 years now I've got the Tube to work, Blackhorse rd>>>King's Cross>>>Monument, and for the past 3 years there has always been the same woman who takes the exact same journey as me but we go seperate ways once we get to Monument. We usually strike up a conversation along the way, she wears a wedding ring and has said a few times to me that her husband is in the RAF, but she's very flirty with me and I've caught her staring at my bulge a few times and she sometimes wears a knee length skirt and sits opposite me uncrossing her legs and swapping over just long enough for me to get a look.

She's 24 and I'm 21 and just been made single, I have to admit, she's way out of my league which has been a barrier for me that I have been affraid to cross through fear of humiliation and having to see her nearly every day on the Tube. But for the past month or so I've been covering for a guy in another branch of work which means I've only had to get a train to Liverpool st station so we haven't seen each other for that amount of time.

So I've been back on my usual rota as of th 14th and I'm thinking to myself as I get on the escallator if she'll be there and how I should react to seeing her, whether it's to late to wish her happy new year and do I act surprised or casual to seeing her. As I turn the corner she's stood there and she sees me, she actually ran towards me and flung her arms around me and gave me a huge kiss on the mouth. My internal reaction was HOLY FUCKING SHIT BONER! but I kept my cool and we got chatting.

She first asked where I had been all this time and how she missed her "personal escort across London" and we were genuinely happy to see each other again, but that kiss she gave me was more than just a "hello". We got chatting as usual and I knew that if a stood even a remote chance with her I'd have to drop into the conversation that I'd split up with my girlfriend and I'm young free and single and on the prowl. So I see an opening and went for it, and she didn't even blink, took one of her gloves off and showed me a ringless finger and said she's getting a divorce.

We stared at eachother for a while in awkward silence, but I thought fuck it and was about to ask her out when she then said to me "you know, I haven't had sex in over 2 years?" My jaw hit the floor. According to her, her husband is sexually repressed and is repulsed by anything of a sexual nature, espescially intercourse. So I sat there and listened to her basicly tell me that she's horny as hell and wants a good shagging. By the time we got to Kings Cross she didn't want to talk about it anymore because it was starting to get busy and people were listening. But we got to Monument and arranged to meet eachother at the station at 1pm for a bite to eat and to continue our talk. I went straight to boots (it's a toiletries/chemist shop in the UK) and bought a pack of condoms in excitement.

Luch time came around and she didn't show, I was really disappointed but not surprised as she really is out of my league looks wise. I just went through my day as normal and went home.

The next morning I was dreading seeing her, my ex had also been trying to patch things up between us and that was on my mind too. But I was feeling confident, maybe a bit to confident and I left the flat and went to the station. Sure enough she was there and she explained that she had been held up at work and couldn't make it and she was sorry, I basicly said it's ok I understand fully, I mean we are two completely different people and we can remain friends if she wants. She laughed it off and said "no I'm not kidding I really was held up at work" and sat next to me and started stroking my inner thigh and smiling at me biting her bottom lip.

The Tube showed up a few seconds later and we got on it, the whole place was empty - it was just me her and the driver. We sat next to eachother and started kissing, she was giving me a handjob by the time the tube started moving, I unzipped and she started to give me a blowjob, this is the kinkiest thing I had ever done, I felt so alive and I could hardly stop myself from cumming. We arrived at Tottenham Hale and I kept a look out for people as she kept sucking the tip of my cock, no one got on our section of the tube and we were on our way again. She didn't even stop for air, sucking me off without a care in the world, not even the slightest bit worried about being caught. I couldn't hold on anymore and told her I needed to cum, she smiled and started wanking me off whilst she was massaging my balls, I came in her mouth and she swallowed it all.

People started to get on the tube at Seven Sisters station and we just sat there in silence until we got to King's Cross where I just said to her that I think we might get interrupted here and she laughed. We walked to the Northern Line platform where it was surprisingly quiet for that time in the morning and she started talking dirty and she wants me to eat her out later and fuck her in the ass like a naughty girl. I had to pinch myself to make sure I wasn't dreaming. It seems she likes running the risk of getting caught in a public place, I mean this platform wasn't busy but there were enough people around to hear her dirty talk and I got a few smiles and gentlemanly nods from a coulpe of guys that walked by.

The tube arrived and we got on, I've still got a bit of cum residue on the end of my cock and there was a metro newspaper on the seat next to me. So I looked at her and she knew what to do, I opened the paper upwards on my lap and she started to give me another handjob. There were 2 guys and a woman sat across from us who must have known what was going on but were too nervous or perhaps proud to say anything or look at us, Monument is only a short way from Kings Cross but she managed to get me to cum again - my heart was pounding and my breathing was so deep and loud I'm surprised no one at all said anything or even looked at us twice.

This is all true, and started on 14/01/10.
I've got more stories to share, and we are both getting more adventurous. If you use the Tube and want to come and watch us, we usually get to King's Cross at about 08.35

Try and find us, we're not that hard to spot out.

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