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Anonymous
@random
01 May 2017 8:44AM
• 1,540 views • 1 attachment
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I am Stephanie, PA to the Head of Department in Social Sciences at the university. He calls me into his office. I am wearing a translucent white blouse and short burgundy skirt over my favourite red satin with black lace bra and pantie set. My smooth legs are bare and on my feet are my beige three inch heel pumps. I love how this outfit makes me feel.
He is sat behind his broad dark oak desk, his chair turned to the side. He beckons me over and invites me on to his lap. I sit down my left arm across the back of the chair and my long legs dangling on his left. His right arm captured my waist and his hand presses gently on my flat stomach, his fingers stroking small circles and toying with the bottom button of my blouse and the waist of my skirt. His left hand rises up and takes my right breast, squeezing and caressing through my blouse and bra. My nipples harden and press against the soft satin. He moves his hand to my left breast and continues his caresses there. Back and forth he touches and fondles each in turn, all the while his fingers keeping up their movement against my stomach.
I become aware of a slight movement beneath me, a presence making itself known. His hands move from my breasts and stomach and I slide off his lap. I place my hands between his knees and ease them apart. I kneel down between them and unzip his fly licking my freshly glossed lips. I ease his erection out and lick around the head before taking it in my mouth. Slowly I rock my head back and forth, sliding his cock almost out of my mouth then back to take a little more in each time. My tongue writhes around his shat enjoying the mix of his salt with traces of my lip gloss. As the head starts to enter my throat I increase my pace and the urgency of my movement, matching his moans as my lips meet the base. Soon I feel that tell-tale twitch and he erupts in my mouth spilling the bitter-chlorine-saltiness on my tongue. I swallow until he is spent. I slide back and catch hold of his cock as at slides from my lips. I take some tissues from the box on his desk and remove all traces of my lip gloss from his cock then tuck it back in his trousers then reclose his fly.
I stand and pour us each a glass of water from the carafe on his desk. As I drink I feel his eyes on my lips as I sip and then moving to my throat watching it pulse with each swallow. I put down my glass and see him smile as I retrieve my lip gloss from its usual hiding place between my breasts. With practiced ease, I apply a fresh coat of gloss and his tongue mimics my motions across his own lips. He slowly stands as I return my lip gloss to its home. He slowly stands and steps behind me. As he moves my hair aside I can feel his breath as he begins to nuzzle my neck. His hands slide down my back and briefly caress my derriere before moving back up around my sides to stroke my stomach on their way to my breasts where they linger before roaming to my waist, sides, stomach, breasts, décolletage and around again. Keeping up his attention to my neck, he leans into to my guiding me onto his desk, my hips lifting to accommodate, my feet firmly planted on the floor as his hands move to my hips and my cheek comes to rest on his desk. He slides my skirt up then hooks his thumbs into the waist of my red satin knickers, squeezing and caressing my cheeks as he slides the scarlet satin and black lace to my knees. I hear his zip go down and a second later an insistent pressure that slides into my vagina, stretching my well lubricated walls, with drawing then advancing a little further, over and over and over until he has gone as far as he can and has me delightedly crushed against his desk before he retreats to make another advance. At my quivering climax, I feel a hot liquid surge and hit a higher peak. As our breathing returns to a staider pace I hear another tissue leave the box as his cock leaves me. His zip closes as the tissue hits the bin. I stand up and pull up my knickers then straighten down my skirt and return to the outer office.

THE END

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Anonymous
@confessions
04 Apr 2023 12:22PM
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It was back in the days of CL, where horny guys like me could post ads and find a side chick with ease. I found it was easy to do if you worded things right. I’d always get a few nibbles from real women looking to fuck. My insatiable hunger to fuck was barely satisfied from my home life, and my marriage was deteriorating because my wife lost interest in sex (hormonal issues). Wife eventually got the medical attention she needed, but she’s the one who opened up the marriage so that I could “go have fun.”
I’d post multiple ads, honest with my intent, “Married man looking to creampie you.” Turns out there is a lot of women out there who absolutely love getting seeded. I’ve been with all kinds of women, black, latina, and white. Usually, if the woman was overweight, they had a lot of issues and were very self-conscious so it was very easy to get in their pants. Not that I was a chubby chaser, but it was pretty much a guaranteed lay if she was fat.
This story is about Linda. Linda was (and probably still is) a nurse. I posted on CL just to see what was out there and I caught Linda’s eye. She sent me a photo of her standing in front of a bathroom mirror, showing some cleavage. I responded back that she was very beautiful, and I thanked her for sending me the picture. We emailed back and forth, I sent her my picture and she thought I was attractive so we decided to meet at a public place just to see if we were a match.
I met her in a park the next day after work. She was a very hefty woman, probably well over 350lbs. Linda was wearing sunglasses, and a long dress, and she had red lipstick on. Even with all of that, she wasn’t pretty to me at all. She took off her glasses, and I understood why she had them on, she was trying to hide that her eyes were misaligned, she had lazy eye. My mind was fighting itself, pussy is pussy, but she was definitely someone I could easily pass up sexually.
“Let’s get a hotel tomorrow, ok?” She told me, and leaned in for a kiss. I froze for a second, and then decided to go for it. Now I don’t know if she was playing a game, but when my lips met hers, it was just a standard kiss, she didn’t even open her mouth for my tongue. My tongue pushed through her lips and her mouth opened and she seemed shocked, like she’s never French kissed. Her tongue wasn’t moving, she seemed like she absolutely didn’t know how to kiss. I pulled away.
“You ok?” I asked.
“Yeah, I’ve just never been kissed like that,” she said blushing. I had my doubts, and didn’t believe her.
“Your husband never French kissed you? You never had a boyfriend kiss you like that?”
“Not like that, no.”
We parted ways and she said she’d pay for the hotel room. The fucked up part is that she lived pretty close to my house, literally 4 blocks away in the same neighborhood. She said she responded to the ad because it was near her and it peeked her interest.
The next day I left work early and headed to the designated hotel, I texted her telling her I was there. She texted me back with the room number, and that she was nervous. I didn’t respond back, just headed to the room, knocked and she opened the door.
She was wearing a red teddy, of which I could see her tits through it, her girth prevented me from seeing her pussy. I had second thoughts, of which she might have picked up on. Linda clenched my arm and ushered me to the bed.
“You can fuck me anywhere you want,” she said trying to be erotic. We started kissing, I removed her teddy and started fingering her. She had a nice soft bald pussy. I went down on her, but had to push some of the layers of fat up as she spread her legs. She moaned my name as I licked her and then told me, “I want you in me!”
She bent over doggy style, spreading her legs. Her ass wasn’t really anything to speak of, a bit flat. I seen her asshole puckering up at me and thought of giving it a try, but slid my cock inside her pussy. It was nice and warm. I started thrusting in and out, letting the tip barely escape before jamming it roughly back in her. She was wet, so wet my balls were soaked in her fluids and it was dripping down my leg. I pulled out and circled her anus with the tip of my cock, and she backed into it. We didn’t have lube and she wasn’t relaxing her anal muscles, so it was a losing battle. I got rough, and pushed as hard as I could trying to get inside her ass, she clenched the bed sheets moaning. The tip popped inside, and I began pushing deeper in her shithole.
“Oh, go slow, slow…” she moaned, gripping the sheets of the bed.
I don’t know what got into me, but I started thrusting my cock balls deep into her ripe ass. My hard cock was pulsating as I increased speed, slamming into her ass cheeks, watching her fat move in waves to each of my thrusts.
“FUCK!” she screamed, “Hold on!” I pulled out and she ran to the washroom. What followed was hearing her taking a massive shit, gaseous noises and all. Even with the door closed and the bathroom fan on, the odor was unbearable. It was nauseating and atrocious, I was thinking of getting my clothes on and leaving, but my cock was doing the thinking for me.
“But you didn’t cum in her yet,” my cock said.
“Dude, have some god damned standards bro, she’s ugly,” I told my cock.
“Pussy is pussy, when she comes back out, cum in her and then we can go.” My cock throbbed.
“Asshole,” I told him, “Such an asshole.”
She came out of the washroom apologizing, “I’m so sorry, it’s been a while, next time I’ll make sure I’m prepared.”
Linda laid down on the bed, spreading her legs, “Your ad said something about a creampie? Momma needs her cream filling!”
My dick, “See?”
I mounted her, stuffing my cock inside her pussy and started pumping. I closed my eyes, but then decided to look down at my cock going in and out of her. Her arms pulled me down for a kiss, her hefty tits wobbling as my pelvis met hers. Honestly it took me a while to cum. I hammered at her cunt for a good 20 minutes and finally my seed burst into her. Her fat hands gripped my ass pulling me deeper, and I released all I could inside of her. I rolled off of her, and laid there for a bit, she cuddled into me, thanking me.
I got dressed and she started making plans for our next encounter. I met her about three more times and then broke it off. It wasn’t that she was fat, it’s that she just wasn’t my type at all. I’ve banged fat chicks that were totally hot as hell, but she was just not attractive to me at all.
She was disappointed, telling me that she thinks she’s in love with me, but I told her that I didn’t have the same feelings and just wanted to go my separate way.
I’ve fucked at least 5 different women from CL, fell in love with one – but those stories are for another time. I wrote this story just to get it off my chest and get it out of the way. I have to confess she was one of the worst fucks I’ve ever had.

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scruffy87
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@random
10 Sep 2019 9:48PM
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A thing happened yesterday that I have to post about, so I dug up the old account I created forever ago to put this up. Sorry it's kinda long. My heart is racing bc I want to share it so badly. Sorry, I can't attach a photo for the sake of keeping on the dl.

I have a twin brother, and I've always wanted to trade places with him to hook up with someone in his place. He's not really into it, but he knows I've always wanted to. Over the last few years one or both of us has always been dating someone exclusively, so the option has never arisen since we talked about it when we were teens. Recently, however, I split up with my girlfriend of two years and he's been single for a while and dating around. With the ease of meeting women via dating apps, I figured there's a much better chance of this actually happening, and told him to let me know if there's a chance for us to swap places. The opportunity FINALLY arose.

There's a younger girl he met through Bumble named Rachel. We're in our early thirties, and she's 24. She was a good candidate for a couple reasons.

First, my brother has seen her twice already, and he's not into her for anything serious. They had sex after their first date, and he saw her again the weekend after that and she gave him head. Apparently the blowjob was pretty great.

Second, my brother is talking to another girl that he's actually interested in. It may not go anywhere, but he wants to focus more on the other girl and less on Rachel. So he would be fine with totally cutting her loose entirely.

Third, Rachel apparently seemed to like him right from the start of the first date, but she made it clear that she wants more than just a fuck buddy. The important thing to note here is that my brother TOLD her he's not sure it'd work, but he didn't want to say it's because he's not interested in her personality, or that he's talking to someone else he likes more, but instead because she lives 90 minutes away and he's not interested in a long distance relationship (which is also true). He told her this after their first date after driving out to meet her, but he said he still enjoyed spending time with her (untrue) and would like seeing her again. That's when they met the second time when she drove over to his apartment and gave him head. He's pretty convinced she's trying to use sex to convince him to be her boyfriend.

So yesterday is when the opportunity arose. My brother had plans with the girl he's actually interested in, but Rachel hit him up that morning saying she wanted to see him. He lied and said he couldn't because his car broke down and was getting worked on, but she offered to come over (which is what we hoped). He reiterated that he knows she doesn't want a fuck buddy, and that he enjoys seeing her but that he still isn't sure it'll work this far away. He was really trying to go for the nice guy approach, but he threw in something about "even though we had so much fun last time you came over." She seemed to appreciate his "honesty" about the relationship, and seemed to take the bait that he was genuinely on the fence about it. She said she wanted to see him anyway, "even if it means having to suck your dick again -wink- -wink-."

So it was on. He told her to come by his apartment about 30 mins before he was meeting with his girl, and to text him when she was close by so that he could open the parking garage gate. In reality, he was just going to text me when he got the text from her, and I'd open the gate. It worked in our favor that he said his car was in the shop, in case she asked why it wasn't parked in the garage.

When I got the text from him my heart started racing like crazy. I was about to have my dick inside the mouth of a cute, young girl who THOUGHT she was doing it to work toward getting a guy to fall for her. She was unknowingly going to allow a complete stranger to take absolutely advantage of her. It was actually going to happen.

I opened the gate, and saw her car pull in. My bro had told me what it looked like. He also, of course, showed me what SHE looked like. She's hispanic (we're white), and about the same height as us. She has a somewhat small chest, decent butt, a really cute face and long straight black hair down a bit past her shoulders. Of particular interest to me were her lips. She has really nice lips. They're probably her best feature aside from her baby face. I actually had requested my brother hint at another blowjob because of her nice lips.

She parked the car, and I waited to see her coming up the stairs from the parking lot. When I saw her my heart started racing even harder. Would she be able to tell us apart? We're identical, so obviously we look alike to people who don't know us, but people who DO know us can easily tell us apart. They had only spent a total of like 8 hours together though, but was that enough for her to be able to recognize a difference? My brother had apparently told her that he has a brother, but not that we're identical or twins. He kept it vague when talking about siblings, so I hoped she wouldn't suspect anything.

Either way, I had a plan to hopefully avoid her noticing any differences, at least right away. She got to the front door and I let her in. We both said "hi." She has a very bubbly, smiley face, clearly happy to be back again, but we didn't really make eye contact when she came in. I closed the screen and wood door behind her, and she put her purse down on a chair. I said "I missed you." She turned around and said "You said that last time I came over," which I knew because my brother told me that's what he said, so I'm glad she noticed. As she was saying it, I was walking toward her and immediately embraced her once she was facing me, diving right in with french kissing. Not only did I not want her spending too much time seeing my face or making eye contact, and therefore possibly noticing some differences between me and my brother, but I didn't want to delay getting things started.

In retrospect, she seemed the tiniest bit startled with an "Mm!" as I embraced her, but I put one hand on the back of her head to keep her from stopping me and the other on her lower back so she'd be pressed up against me. Looking back I think she might've hoped she could've spent some time talking to me (well, my brother) before getting physical, but after that brief moment she relaxed and began to reciprocate, which instantly made my dick throb. I had successfully tricked a desperate, lovesick young woman into making out with me. I was glad that her lips felt as nice as I had hoped they would.

I walked her backward and pressed her against a wall so I could free my hands and feel the rest of her body. She was wearing an orange sun dress with red and yellow flowers on it, and it was soft to the touch. As she unknowingly let a stranger feel her up, she reached down and began to rub my penis. I could feel her grinning that I was so hard. I told her "Careful, I don't want to get too excited too fast," to which I was happy she replied "I don't intend to." We kept kissing. She ran her hands through my hair like she knew me as I felt her chest and ass.

She then started confidently moving me backward toward my brother's couch, sat me down and straddled me. We kissed for a minute or two longer, and then she started scooting back off my lap. "Here we go" I thought.

As she moved down to the floor we finally made a decent amount of eye contact for the first time since she arrived. She didn't seem to have any idea what she was about to do, or the depth of the perversion she was about to satisfy in an attempt to win the affections of someone else. She unzipped my pants and pulled them off with my briefs, and started massaging up and down while looking back and forth from my dick to my facial reactions. Still no sign that I was a stranger. Then she said "If you feel like you're going to cum, tell me so I can stop." I nodded and then pushed her head down onto my dick to begin the devious act.

She went slow at times, fast at other times. She'd take it out to look at me while licking it up and down, and then would put it back in her mouth and rub her tongue in circles around the tip. I was doing it. I was taking advantage of her, and she wasn't hesitating in letting me.

I told her to stop on three separate occasions, and she happily did. She bit her lip as she waited for me to slow down my excitement each time before continuing. After the third time I had finally found a good rhythm and didn't need for her to stop again for a while, and got to really enjoy the ride. At that point I had fully embraced that she was fooled, and had my hand on the back of her head pushing it down and holding it there whenever I wanted her to keep my dick inside so she could snake her tongue around it for a bit.

I could see why my brother thought she wanted to convince him to be her boyfriend-- she was giving a very energetic, dedicated performance. I can't imagine someone giving this kind of head to someone more regularly than once a week. She was putting a lot of effort into rubbing her lips up and down the shaft and around my tip, and consistently used a lot more suction than I'd felt in the past. If this was a common occurrence for her she'd have a raw mouth all the time, so she was definitely trying to give me (well, my brother) a special experience.

It felt like I used her mouth for an hour, but it was probably more like 15 minutes. I could feel the rhythm of her bobbing up and down starting to increase. I moved my fingers into her hair and started to grip a little. I didn't know how my brother finished when she blew him the weekend before, but I figured if she really wanted him to be her boyfriend should wouldn't stop me from cumming where I wanted. I put my other hand on the back of her head, and took control of the motions. She relaxed and let me push and pull my dick in and out as I pleased, so I was basically face fucking my unwillingly willing partner.

Finally I got to a point where I felt the cum rising up, and slowed down the rhythm to begin matching it with my natural convulsions that were about to begin. I specifically remember the first rope of sperm shoot into her mouth because it was kind of a long squirt-- The kind of first squirt when you're really horny and pent up, you know? I held her head still as I pumped several more shots into her mouth as I got goosebumps. "If she only knew what was happening to her right now" I thought, but instead she simply swayed her head back and forth a little bit as my balls emptied into her skull and I loosened my grip.

She slowly pulled back and swallowed the load without taking my dick out, then kept slowly massaging my dick with her lips and tongue. After a minute or two she got up and wiped away a few beads of sweat from her face, looking thoroughly pleased, still completely unaware of truth behind the act she had just performed.

After that it was pretty boring. We talked for a bit. It was the first time I had actually conversed with her, but I had to make it seem like we were "catching up." I began to quickly see why my brother wasn't interested. Her laugh was a bit of a cackle, as if she was dumb, but she wasn't actually dumb. She also didn't seem to fully understand a couple jokes I made, but laughed as if she did, and sometimes at awkward times. I don't want to bore you with more of these details, but the takeaway was that she had no idea she had allowed herself to be completely used by a total stranger.

When she left I told my brother everything went as hoped. He's going to text her tonight or tomorrow to say hi if she doesn't text him first. While I wouldn't want to date her either, I wouldn't mind another hookup, so either this weekend or next my brother says we can do it again. He's recommending we wait 2 weeks since until now he's seen her each weekend since they met, so making it 2 weeks might make her worried that he's losing interest and hopefully cause her to offer herself up again without him having to ask. That way it's her idea, not his.

I don't know if I should go for another blowjob since she was so impressive, or if I should feel what it's like to deceive my way into bed with her. I'm leaning toward sex, though, because I would really like her to be handcuffed while we fuck. The idea of taking advantage of someone without the worry of her protesting is pretty appealing, so I've asked my brother to drop in a hint about handcuffs or light bondage or something after a few days to gauge her response. I'll post an update once I have one.

On that note, I have a request. Does anybody know of any videos of two male twins swapping places like we did yesterday? I've never found any that seem real, and I'd really enjoy adding it to my spank bank.

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