I'm obsessed with my co-worker.

I get it. I'm tall, lanky, awkward as fuck, and just not very attractive. I've been told that my entire life, and even when it isn't said to my face, it's said to me indirectly when I ask a girl out for something as harmless as coffee and I get rejected before I even get the words out.

So I see this girl at my work one day, and I'm FLOORED. The prettiest girl I had ever seen. We work in different departments so I rarely see her, but when I do, I'm just awestruck. When we talk, we're with a few of our other co-workers so it isn't as awkward. She seems so incredibly warm, sweet, humble, and quiet.

After months of waiting for the off chance of a brief interaction in passing, I say fuck it, and ask her out on a date after I get her number through a mutual friend in the company. I wait minutes...hours...days...no response. It makes sense, she seems like the quiet non-confrontational type. It's still a rejection, but it still fucking hurts, you know?

A few weeks later, I hear a rumor that she's sucking some dude's dick in the parking lot at work. And for whatever reason, this hurt way more than her rejection...now that I know that she's just a slut like everyone else, I've pretty much lost all hope as far as dating goes.

So now, I'm back to my usual routine of jerking off every day to thoughts of her. Right after lunch? I open up that Instagram and blow a nice load all over her face. When I get home? Open up Facebook and pound my dick and pretending like I'm railing that pink pussy of hers from behind.

Can anyone sympathize with my struggle here? What the fuck am I supposed to do here? I'm NEVER going to get a girl as pretty as Kaye. Am I just supposed to settle for some fucking whale of a woman with acne and shit?

Please, just brighten my day a little and tell me what you would do to this whore. Make a picture or video even. That'd be great. :/

There was this “lonely house wife” posting on CL, so – me being a “lonely husband” replied because I was curious. I didn’t think I had a chance in hell because as we all know responding to an ad on CL is either spam, fake or just never pans out. I emailed her, told her I was in the same boat as her and that my wife was okay with me playing around as long as I was safe about it. I really didn’t expect a reply back but I got one the next day.
The thing about hooking up with women from CL is, usually they use their real names. I’ve been with 4 women from CL, all of them used their real names. I looked her up on face book and got better images of her then what she sent me, easily done. Sure, she looked attractive, face was maybe a 5 but she was – thin, smallish boobs, likes fast cars. Obviously the husband can’t handle her needs.
We emailed back and forth, she wanted to exchange numbers for texting but I told her that was the best way to get caught. Obviously she was very new to fucking around behind her hubby’s back. She agreed and we decided to meet for coffee. We met at a small diner, nothing special. She was wearing high heels and was just a few inches shorter than me with them on (I am 6ft 2inches). We connected, she didn’t want to hear me complain about my wife and she said she wasn’t going to complain about her husband either. She just wanted “dick.” I laughed, I was fine with that. She said she had 3 kids, two in collage. With a body like hers, it didn’t even look like she ever had kids to be honest.
We went to the parking lot and started making out. She told me she wasn’t “a car type gal” and she wanted to get a room. Fuck yeah, I’m in.
“I don’t have any condoms,” I told her.
She shrugged, “I’m clean, and you’re clean too right? We went over this in emails.”
She was kind of snippy about it. So I snapped back, “good, because I hate pulling out.”
She smirked.
We ended up at a Motel 6, it was the closest motel to the diner. As soon as we were both in the room we disrobed and started oral. I’m not huge, I’m only 6.5 inches but I am thick. She took my cock like a pro in her mouth. I licked her pussy, sucked on her tits (they were fake). I saw little cut marks in the sides of them – she must have been pretty fucking flat chested I thought. She only has a small B cub, nothing big but they were perky as fuck.
“I need you in me,” she moaned. So I stuck it in her. Now, I know tight pussy and loose pussy, I’ve had both. This pussy was fucking TIGHT. It gripped my dick like a fucking vacuum chamber.
“Holy shit, you’re tight.” I said sliding in and out of her.
“Fuck me, FUCK ME HARDER.”
I was on top of her, railing her hard – I felt my nuts starting to tighten and it wouldn’t be long before I was dropping my seed in her. I wasn’t even going to ask. I was just going to do it.
Her nails dug into my back and I slammed into her harder and harder as she screamed in orgasm.
“HOLY FUCK I’M CUMMING,” I yelled as I erupted inside her. She wrapped her legs around me, embraced me with her arms and pulled me tightly against her. I could feel her milking every inch of my cock for cum. I collapsed on top of her.
“Kim, holy fuck…” I said.
I moved off of her. She wasn’t the cuddling type. She just looked at me and smiled.
“Do you want more of me?” she asked.
“Hell yeah I do! You felt perfect! You’re pussy is… holy shit, it’s the tightest pussy I’ve ever had.”
“Good, then the surgery worked!” she exclaimed.
Surgery? Huh? I just came deep inside her, my mind was not even thinking about anything rational… “surgery….”
I played with her pussy and tits a bit before leaving. We had a great time. I kissed her, she groped my cock through my pants and we left.
I emailed her later thanking her about the wonderful time and wondered when we would be able to hook up again. Then, in the back of my mind – “surgery” popped up. Holy fuck, what surgery? Did she have her pussy tightened? Good for her! But something bugged me… so, I asked what surgery she had.
“Hi,
I guess this isn’t easy to hear and I am not proud as only my husband and my family knows. I am post op trans. I had vaginoplasty surgery. I am still able to cum because they saved my dorsal nerves because of the technique they used called penile inversion. I hope you are not pissed off at me. I like you a lot.
Kim”

What do you say to that? She was totally passible as a woman! COMPLETELY. There wasn’t one moment where I was like, “hey this might be a dude!” I’m not homophobic, and I had a great time but I do wish she would have been honest up front. If she’s not honest about this shit, what else isn’t she telling me? Plus, she isn’t even being honest with her husband… If I told my wife about this, she’d laugh at me. What would you guys do? Would you still fuck her?? I haven’t written her back yet because I’m still like WTF.

My cousin pushed me in the bathroom, “I’ll show you mine if you show me yours,” she said grinning.
In that “what the fuck” moment she shut the door behind her, and exposed a perky B cup which made my mouth water and instantly gave me wood.
I’ve always been kind of flirty with my cousin, but never thought anything of it because she’s family. Perhaps the last instance of truth or dare we played put us over the edge?
“I dare you to kiss Sandra,” my sister suggested. No, not cool sis, what is this high school? We were drinking and started acting like idiots.
“What are we living in a trailer park in the south?” I asked.
“You forfeit?” my sister slurred in her drunken stupor.
I leaned in to kiss my cousin Sandra who was flush with either alcohol or embarrassment, perhaps both. I moved in for the cheek but she turned at the last second and kissed my lips.
Maybe it was that kiss that did it, but Sandra was off the hook.
She stood there, looking at me with her tit exposed and smiling. I didn’t know what to say or do so I tried my damnedest to undermine the conversation.
“It isn’t that big, nothing special,” I said.
“Let me see it,” Sandra pleaded her breast still exposed.
I pulled my shorts down so she could see the tip of my erect cock.
“The whole thing!”
My penis was so fucking hard, pulsating, anticipating Sandra’s touch. I slid my underwear down to reveal myself to her and blushed.
“It’s bigger than what I’m getting,” she said as she looked at it.
Sandra is an Italian beauty, dark black hair, golden brown eyes, B sized tits with a slim waist and her lips are soft and pucker perfectly. She’s engaged to a cop and I’m married to a teacher, I had to put a stop to this or we both risked a shit ton of drama that neither of us could afford.
I pulled my pants back up, “listen cuz, you’re hot as hell but we can’t do this.”
“Do what? I just wanted to see your dick!” she said seemingly offended that I would think that we were going to actually fuck.
She put her perfect tit away blushing.
“Sorry, I didn’t mean to offend you Sandy,” I said looking into her eyes. She moved towards me, and hugged me tightly. Surely she felt the bulge between my legs throbbing against her stomach with anticipation. She looked up at me, and her lips touched mine. Her tongue passed between my lips and intertwined with mine.
“Bill is working tomorrow if you want to come over and help me move some furniture,” she whispered.
“You’re going to cheat on him with me?” I asked.
“He’s fucking every prostitute and woman he can. He’s always coming home smelling like a French whore house. Like I wouldn’t notice.”
“If our family finds out, your mom and my father… holy shit, you know the consequences.”
“They won’t. I’ve always wanted you. I need this. I’m on the pill, so we can do whatever,” She said.
Now SERIOUSLY. My cousin, holy fuck. My mind is still blown away. I’m married and so is she but I don’t know how to even approach this shit. I mean, yeah – I’m a guy and my cousin is a perfect 10 in my book. If I wasn’t related to her I would have railed her right then and there in the bathroom and bragged to my wife about it. I work at a job where I can easily take off and do whatever I want. I don’t think I’ll ever have the chance at being with a prettier woman in my life – unless I pay for it by using a high priced escort lol. What should I do? I know many are going to be like “bang her!” but seriously – put yourself in my situation for real. This is my first cousin.

Probably a bit naive, but am in college and my girlfriend of 2 years and I just broke up. She initiated it last weekend. She sounded sad and all, but was she really?

Needless to say I heard she was out with friends tonight and was particularly chummy with one guy. Drove by her place a bit ago and happened to see a random car in her extra driveway spot that I use to park in. Coincidence? Probably not. Pretty sure she's getting railed right now. Just wonder if she had been talking to him before or if this is random.

I confess my girlfriend cheated on me and I watched it happen�

Sara and I fell in love in the summer before our final year of college started. It was perfect and I thought we�d last. I was wrong.

A few weeks after school started Sara broke up with me due to her �complicated thoughts.� Well, she left me and moved on. Sara moved onto date, or more accurately, fuck another guy. Nick was a tall, chiseled, tan, athletic football player at school, so much for complicated thoughts. He was a hound, and she knew, and loved it. She loved that he slept with a lot of women, and she, like many girls, wanted to tame him.

After a solid month of sex, things happened and they broke their relationship off. She came back to me shortly after and I got to hear all about the details. �He wasn�t very good.� �He never got me off,� she would say when he came up. I guessed that she had moved on from him and was ready to settle down again.

Months passed and things became perfect again. We were both so happy and very sexually active, it was like things hadn�t ever changed. I love Sara�s body and have always been attracted to her. Her 5�7 frame holds her long legs, 36D tits, and heart-shaped ass perfectly. Her boobs are the epitome of perfection: perky, round, and always hanging out. Her ass was toned, tanned, and so smooth. Needless to say, I felt so lucky to have fallen in love with such a fantastic and ultra attractive girl.

Well spring break came around and we both decided to go home to our separate hometowns. The plan was to come back and meet up the day before classes. As break neared its end, a friend called me about hanging out two days before classes resumed. So, I packed up and headed back to campus a day early. I let Sara know what my plans were and she said she�d see me the next day.

My route back to campus takes me directly past Sara�s off-campus house. I�m not sure if she didn�t realize that, but as I drove by her house, I saw her car parked in the lot out back. I texted her to ask and she assured me she was at home and that I was being silly. So I shrugged it off.

I began drinking and the night wore on. As it winded down, a few friends came over from the bar. They claimed that they had spotted Sara at the same bar! So, ignorantly, I decided to go check her house to catch her in the act.

As I walked to her house, the fourth on the street, everything seemed to be in order. Her car was not in the lot and her light was off. However, her window was slightly cracked, so I decided to walk over.

�Ohhh god Nick�� I heard her say as I reached the edge of the house. I was paralyzed. The hair on the back of my neck stood up, my legs began to shake, and I felt like I could puke on the spot.

�Fuck me so hard Nick.�

I don�t remember how I made my way the rest of the distance to her slightly open window, but I was standing outside my girlfriend�s room listening to her getting railed.

�Ah oh, my god, fuck.� I could hear her moan. Her window shades had all but covered the window, except for the last inch. No lights were on inside the room, but nearby street lights provided just enough light through shades to see some shadowed figures. I peered in.

What I saw was my gorgeous, brunette girlfriend, giving up her wonderful body in the doggie position to this stud. He was penetrating her wet pussy with his massive cock. I had never felt small, but he was larger than anything I could ever have hoped to be. His sweaty hands gripped her hips as his thrust his manhood into her, giving her pleasure with every pump.

�You�re so sexy..babe..damn.� �Oh yes Nick, so big. It feels so good.�

She had never talked like that to me� I watched as he pulled her hair and used his statuesque body to push his huge dick even deeper into her wet opening. �Ahh ugh.. shit, I�m going to cum..� She was gasping for air as she exclaimed her pleasure.

I was astounded when I looked down and saw the stain in my shorts, I had cum. Yet, my dick was hard again already. I turned back to the scene to see Sara in the midst of a very hard orgasm. Her toes curled up, back arched, and she threw her head back and moaned. �OH MY GOD!�

Her body began to shake. He flipped her over at the same moment. Seamlessly, she wrapped his legs around his waist and grabbed his long erection. I got to see her face for the first time. Her eyes were glazed over, fully immersed in her pleasures. She guided his incredible cock back into her open pussy. Her legs squeezed him tightly immediately as he entered her.

From this position I could see my favorite thing about her body, her tits bouncing every time he entered her. It was wonderful to see that, but this time it wasn�t my dick making them bounce. Nick was really working her pussy hard. His dick was railing her at a pace I�m not sure I could ever maintain. She squeezed his perfect muscles and began to orgasm yet again. I could tell she was lost in his sex and drunk off his dick.

Surprisingly, my own erection let me know that I was also enjoying the show. Even though I was heart broken, my dick had betrayed me. Almost without a thought, I had pulled my dick out and was jacking off right outside her window! I could feel my balls tighten again.

�So big Nick, so fucking big. Feels so good.� �I love your tits Sara.� They talked back and forth as he kept railing her relentlessly.

They switched positions again, he rolled her on top without even letting his big cock leave her pussy. She moaned louder still and went even crazier as she mounted him. She bucked back and forth, bobbing up and down. Holding her hair with one hand and cupping his balls with the other. This sent him over the edge.

�Fuck Sara, holy fuck.� His large muscles became more defined as his whole body tense. He pushed up and lifted her off the bed, grunting out. Cum from Nick�s huge cock was filling up my girlfriend�s sweet pussy as I shot my second load out all over the house. She screamed, �Fuck oh my god your cum feels so good, keep cumming, ahh baby, fuck.�

She collapsed onto him, both exhausted from their escapades. She passionately kissed him, then hopped off and engulfed his huge member in her mouth. She sucked all the way down as she slurped up her own pussy juices off his shaft.

After she cleaned him up, she laid down next to him and they covered up with the blankets. He was staying the night? I still had my dick out and was still spying on my perfect girlfriend. She continued to stroke his slightly hard cock. I came yet again, and decided it was time to head back. I sat around for a little while until I heard her moaning again, I walked back in shame with a cum stain still fresh on my shorts.

The next day Sara came over as planned. As much as I wanted to question her and get pissed, I couldn�t. I acted normal. We kissed and snuggled and fucked. I tried my hardest to make her orgasm, but she wasn�t nearly as loud as she was with Nick. I wasn�t nearly as big.

I never confronted her. I found some pictures that she sent him from her phone, but I never brought it up. She doesn�t know I saw her and she might not ever know. I constantly think what she�s doing when she�s not with me, but I love her too much to let go. So I live with the fact that I don�t satisfy her, but that she still loves me enough to be with her.

I�m going to include pictures of both of them. Thanks for letting me get this off my chest.

I confess I have turned at least 6 girls into sluts. The first one was in high school. Senior year my Girlfriend cheated on me. I wanted to try something different so I went after this really sweet and very shy girl. She was a Sophomore but we had a few classes together. It only took me a week to get a date and by the 3rd I was nailing her. I picked her up for school in the morning and we would park to fuck. We had a shared lunch period and would sneak of to what ever we could get away with. After school we would go to her house and fuck. We fucked at least once a day for two months. One day she mentions the a gang bang sounds fun. Two weeks later I take we go to visit my cousins and she found out. Me, my two cousins, and each of their best friends. For the record this wasn't the first time we had done it. After that she just went crazy, and broke up. But stayed fuck buddies.
Freshmen year at college I did it with 2 more girls. The details were different but the results the same. Sophomore year I turn a girl into a lesbian, she was a virgin we fucked a half a dozen times, we brake up and she only dates girl from then on. Junior year I just fucked a lot, any and every girl I could get alone. Senior year I turn another one a month into school her building catches fire. All her stuff is fine but the build was no longer habitable. I had a one bedroom, offered her my couch until she was able to find another place. We were sharing the bed by the second night. I had her giving me head while I played World of Warcraft. My best friend stops over unannounced just walks in and I'm railing her on the couch. I just waved him over and told him to join in. We spent night passing her around like a joint. She became the party favor when ever I had friends over.
After college I've done it to at least one girl, book store clerk around 19. Last I heard from her she moved to California to pursue a career in porn.

I confess that while on a walk late the other night, I passed by some college apartment buildings to see if anything interesting was happening. Since school is not in session, the neighborhood was quiet except for one brightly lit balcony. I saw two very sexy blonde college girls and one guy on this second floor balcony, drinking and arguing about something.

After walking around the block and coming back, I noticed that the guy and one girl had gone inside, leaving one very hot blonde alone outside. This girl was wearing denim, bib overalls with no shirt or bra underneath. She looked around to see if anyone was watching, not noticing me approaching through the back alley parking lot, before she began to unbutton her overalls. It took me a second, but I soon realized that she was drunk and needed to urinate. She dropped her bib top, revealing her beautiful, perky tits and pulled the overalls down to her ankles. With her round, bare ass presses up against the metal rails, she squatted on the cement balcony and released a deluge of piss onto the surface.

I quickly jogged over underneath the balcony to where the stream of pee was running off the balcony and stood beneath her. I opened my mouth, stepped under the fountain of urine, and drank from her sweet, young piss hole. It was a great walk and I will be going back there again next weekend to see if I can taste her again.