Guilty Pleasures pt. 2 – Confronting my roommate and making her fuck herself in front of me. [M20/F20, Dub-Con, Oral, Cheating]

*Part 1 [Here](https://old.reddit.com/r/eroticliterature/comments/11zaggb/guilty_pleasures_i_brought_back_a_girl_to_my/):*

“Eric-” Jamie said weakly, “Eric, please. I don’t think this is a good idea.”

She was sitting among the tangled sheets of her bed, looking back up at me as I stalked closer. I stopped at the edge of the bed, barely an inch between me and her. I loomed over her, glaring down. Something burned inside me, a mix of lust, jealousy, pent-up anger, and the toxic desire to make this girl mine.

My dick was straining against my shorts, and I stepped even closer. I caught her eyes flicking down, as I casually bumped her chest with my clothed boner. She backed away, crawling a little farther into her blankets.

I scoffed. “What were you thinking when you were listening to us? Did you like the way she begged me to keep fucking her?”

She stayed stony silent. For a second, she looked a little pathetic sitting there in the dim purple light, but her eyes met mine with that defiant, teasing stare, and in that moment my mind was made up.

[M]y first dick

[M]y First Dick

When I was 20, I got my first dick. I had been wondering for years what it would be like to hold someone else’s cock and suck.

I decided one night to go to a prostitute because I was craving sex and I knew there were some right next to my vacation spot. I found a very sexy one who took me to her apartment.

We started to play a little, I was caressing her breasts and her well rounded buttocks! She sat on the edge of her bed and started to suck me. She then laid me down on the bed to continue sucking me.

Then she put herself on her back and took off her panties, I saw a cock… I said to myself “go ahead man, it’s the moment or never to test”.

I put my mouth to her dick and started to perform oral sex, it was exciting, weird and I was nervous. Then as she saw that I seemed to like cock, she put me on my back and penetrated me with her hard cock in my still virgin ass while she jerked me off.

A typical swinging date with my girlfriend and our close friend couple. [Group]

I (M31) have not written about my sexual experiences in a while. So I figured I’d write a brief (compared to my other stories) rundown of a typical swinging session that my girlfriend Laura (30) and I had a few Sunday nights with our amazing friends and consistent swinging partners Julia and Chris (husband and wife). We have been swinging regularly, maybe 1-2 times a month, with this couple for quite a long time (I’d say almost three years now). My girlfriend and I first met them and swapped with them at a swingers house party, and we really really enjoyed each other. We’ve become incredibly close and basically have decided we are comfortable enough with them and trust them enough to play with them unprotected (no condoms, but still use birth control of course). They don’t really play bareback with anyone besides us, and we are similar in that respect, and only play raw in a very small and controlled bubble. We really enjoy the extra level of closeness and sexiness of condom-less sex with Chris and Julia, and have a deeper emotional connection with them because of it.

Our First Night [M40] [F35] [Friends to Lovers] [Biting] [Marking] [Oral] [Creampie] [Orgasm] [Deep Throat] [Hair Pulling]

We were really good at making each other laugh. We had spent much time together on my trip and it made me sad I was leaving in two days. But I was determined to have as much fun with Daniel as possible. He was the type of friend I felt like I had known for years, although it had only been less than one.
I stood up to clear the table of the empty pizza box when he stopped me, “Stay.”
I giggled at him as I picked up the box, “I’m just throwing the pizza box away, I don’t like leaving trash lying around.”
His eyes caught mine and my heart melted I understood that’s not what he meant and my heart began to flutter. Daniel grabbed my hand causing me to blush, “I meant stay here at least for a few more days. We’re having so much fun together and I’m not sure when I’ll see you again.”
I sat back down staring at him, I was at a loss for words. As much as I wanted him to say something like that to me I knew with Daniel, it was more likely that he wanted me to stay to pal around town with him than any other reason. I gently placed my other hand on top of his and began rubbing it. “You know I have to go home, I have responsibilities there that I can’t just put off to stay here for another day or two.”
He lowered his head in disappointment and my heart turned from fluttering to sinking. I didn’t want to offend him or seem like I didn’t appreciate his company. The truth was I felt more comfortable with him than I had with any other man in years and that had caused me to develop feelings for him.
He looked up at me with sad eyes, “It’s just another day or two, I’m sure whatever it is you have waiting for you at home can wait that long.”
I wanted to hug him, I wanted to tell him yes I’d stay, but I was scared and confused. He always seemed to run hot and cold with me, at times he would flirt with me and other times he acted like we were nothing more than mere acquaintances. I couldn’t tell if he wanted me to stay for the same reason I wanted to stay, or if he wanted me to stay to just hang out for a little bit longer.
I moved my chair closer to his and squeezed his hand, “If I stay a few more days there’s a good possibility you’ll want me to stay a few more, and that’s going to make it all the harder on me when I do have to go. So let’s just enjoy these last two days together and not prolong the inevitable. We’ll still talk, we’ll still hang out in a way, it’s not like I’m exiting your life completely.”
He lowered his head once again, and in a hushed tone he said something I had always longed to hear, “I need you here with me.”
I slightly shook my head, my heart began to flutter once again. In my mind, I reminded myself that he meant this only in a friendly manner, Daniel was not interested in me that way. I smiled sweetly at him, there were so many things I wanted to ask him, things I wanted to tell him but my mind would not allow it. I had been hurt too many times before and Daniel was a very good friend, I didn’t want to risk losing him.
“I bet that’s what you say to all the ladies,” I said jokingly.
He moved his head up and glared at me, “Why do you always think that? Every time I try to tell you something you always joke that it’s what I said to all the ladies! Do you know how that makes me feel?”
I sat back in my chair and stared at him, I had heard him talk to other people in that tone, but never me. “Daniel it’s just a joke, we always joke around.”
He crossed his arms still glaring at me, usually, this was the moment he would laugh and tell me he was just kidding, but his expression did not change. Nervously I looked down at my hands and started rubbing my right pinky finger.
“Maybe I’m tired of joking around about certain things. Anytime I give you a compliment or I say something nice you make it out to be a joke! I wouldn’t say these things if I didn’t mean them!”
My heart began to race and I shifted in my seat. I felt like a schoolgirl being scolded and his tone of voice was turning me on. I felt my body beginning to blush and quietly reminded myself that he didn’t mean the things he was saying the way I was taking them.
“I know you mean them, I just don’t think you mean them the way I want you to.” I felt tears forming in my eyes, this was the moment I was going to lose him as a friend and my heart was breaking. I prepared myself for the worst possible outcome when I looked up and saw his face had softened.
“What do you mean by that Dakota?”
My mouth went dry, my heart felt as if I was going to pass out from anxiety. I closed my eyes hoping it was all a bad dream and I was about to wake up. However, when I opened them I was met with Daniel’s eyes staring at me, his expression had changed to slightly annoyed. I took a deep breath and tried to hold back my tears.
“I mean that I have feelings for you and I have for quite some time, but I didn’t want to tell you because I didn’t want to lose you as a friend. The way you say things to me, I hope in my heart that it’s because you have feelings for me too, but I know you don’t mean them in that way. You just see me as a friend and that’s okay. I just hope for things that I know won’t happen.”
I saw a little smirk creep across Daniel’s face I couldn’t tell if he was being smug or if he was genuinely amused by my confession. He reached over and grabbed my hand looking into my eyes, “Dakota, of course, I know you have feelings for me. You don’t hide them as well as you think you do. I have feelings for you two, I guess I’m just better at hiding that fact than you are.”
My jaw dropped, this was not how I was expecting this conversation to go. Daniel laughed at my expression, which caused me to quickly close my mouth. “Surely you had some inclination of how I felt. I thought it was pretty obvious”
He leaned in closer to me taking my cheek in his hand, he stared into my eyes and for the first time, I saw what he was talking about. Daniel pulled me into him and kissed me hard, his tongue parting my lips as I softly moaned. I slowly slipped my tongue around his playing with it as our lips continued their own passionate dance.
Daniel pulled me closer placing one of his hands on the nape of my neck while the other continued to hold my cheek. I moved my hands to his face feeling his beard in my hands. He pulled back for a minute and looked into my eyes, “You have no idea how long I’ve wanted to do that.”
I giggled as I stood up and took his hand. I led him to the bedroom where I undressed and laid on the bed, “I want you, Daniel.”
His devious smile was complemented by the light in his eyes. He quickly undressed and laid down next to me in bed. For a moment he looked at me taking in every part of my body, then he leaned down and kissed me this time more forcefully. His hands found their way to my breasts, he massaged them causing me to moan in his mouth. I felt my nipples getting hard and a tugging deep inside of me that wanted him to fuck me as hard as possible.
He kissed his way down my neck and chest stopping at my breasts. He bit one leaving a mark, “That’s to remember this night,” he chuckled. Then kissed my nipple taking it into his mouth to suck and bite it, I moaned louder moving my hands to his head and gently pressing it into my breast. With each bite, I felt myself growing needier, and my whimpers grew louder.
Daniel moved one of his hands slowly down my body, caressing the curves of my hips down to my thigh. Slowly he moved it from my outer thigh to my inner thigh resting it on the outer lips of my pussy. “Daniel Please, I need to feel you inside me.”
He chuckled as he moved from one breast to the other leaving his mark on that one as well. I felt his tongue flick my nipple followed by a good bite. It distracted me from his hand moving up and down my outer lips then sticking his fingers in my slit, running them up and down. I felt his fingers lingering on my clit, rubbing it in a rhythmic fashion.
Breathlessly I encouraged him, “Oh my god! That feels amazing, I think I’m going to cum!”
Without saying a word he removed his fingers from my clit and kissed his way down my torso, settling between my legs. He sat back and admired my pussy commenting on how beautiful it looked soaking with my arousal. He spread my lips and used his tongue to lap up what juices he could before circling it around my clit. I arched my back and clung to the bedsheets, I had never had any man touch me like that before.
Daniel gently sucked on my clit while plunging his fingers into my pussy. He stopped for only a second to say “You are so fucking wet!” Then continued his sensual devouring of me. I had always imagined what it would feel like to have Daniel between my legs, and not even my wildest dreams did it justice.
He moved his mouth from my clit down to my hole, where he circled his tongue around the entrance causing me to squirm with joy. He moved his hands to my hips pulling me closer to him to make sure he could get his tongue as deep into me as possible. I felt it darting in and out of me as I tried to resist the urge to cum. I wanted him to see the look in my eyes the first time he made me cum. The harder I tried to resist, the more aggressive he became.
“Daniel please, I don’t want to cum just yet.”
He looked up at me his lips glistening with my juices, he smiled, “I don’t think you have a choice.”
Daniel moved his mouth back to my clit sucking it hard while he plunged his fingers back into me. I closed my eyes and held my breath, getting lost in all the pleasure he was giving me. I felt a surging run throughout my body as I came on his fingers. I moaned loudly with immense pleasure as he worked his fingers faster to give me another orgasm.
I felt myself squirt and heard him moan with approval, then he leaned up and kissed me. I had never tasted myself off of anyone before, and it was incredibly delicious. He laid on the bed next to me and I kissed my way down his chest to his hard cock. It was already glistening with precum which made me drool. I took his shaft in one hand and started to stroke it allowing the precum to lubricate it.
He tilted his head back letting out a huge sigh. I moved my head down between his thighs kissing my way up one side and back down the other before licking his shaft from base to tip, stopping at the head and pressing my tongue against the spot where the head meets the shaft. I heard him grunt with approval, then I took his shaft in my mouth forcing it down my throat and allowing myself to gag on it. I felt his hands run through my hair grabbing a good portion of it at my scalp.
Daniel lifted my head up to see tears running down my face as I took a few deep breaths. I smiled at him before I took him back in my throat and began using it to fuck my throat. Finding a good rhythm I bobbed my head up and down then held my face down on his cock allowing it to gag me more and more.
His grip on my scalp tightened as I moved my hands to his balls to massage them. He let out a massive growl before I felt him release into my throat. When he was finished I looked up at him and he smiled, “You look so beautiful right now, you don’t know how much I’ve longed to see you looking just like that.”
I got up from the bed and made my way to the bathroom to grab a towel. When I returned to the bed Daniel pulled me in spooning me from behind. Our naked bodies pressed together, I felt myself getting aroused again. He ran his hands up and down my body, gently caressing the parts I knew turned him on the most.
Soon I felt the hardness of his cock in my back and I giggled, “Ready for another go?”
He chuckled reaching between my legs, “It appears you are ready too.”
Daniel pushed me forward slightly while spreading my legs. I looked back at him biting my lip, silently letting him know I wanted this more than anything. He positioned himself behind me and I felt his shaft slide between my lips hitting my clit before he moved it back down to enter my pussy.
I gasped as I felt it go in, he was much bigger than I had imagined and I felt him stretch my pussy as she pushed himself further into me.
“You are so fucking tight! You feel amazing!” He slowly moved in and out of me giving me indescribable pleasure with every thrust.
“Daniel, you feel so good. I love having your cock inside me.”
He picked up the pace and I felt his hands pressing into my back to steady himself. I buried my face into the pillow letting out moans and screams that no one else could hear. Daniel moved faster and deeper into me making me feel the pleasure I had never felt with any other man. I believed he was going to be the first man to make me cum through penetration. I lifted my head out of the pillow and looked back at him.
Daniel’s eyes were closed but I saw a look of pure ecstasy on his face. I felt myself tighten around his cock as I came. My legs began to shake and I whimpered as another orgasm hit me. Daniel grunted as he fucked me harder building up to his own orgasm. I moaned loudly, cumming again on his cock before I felt him cum inside me.
Daniel collapsed on my back, but I felt his cock still throbbing inside me. I took deep breaths trying to get my heart rate back to normal when I felt him slide out of me and roll onto the bed next to me. He pulled me back into the spooning position with him and held me tight.
“Now you see why I need you here with me?” he kissed my neck and sighed in my ear.
“Yes Daniel, I understand. But I still have to leave at some point.”
He shushed me and whispered in my ear, “Let’s not talk about that now, I want to enjoy holding you.”

Published
Categorized as Erotica Tagged

Working in Real Estate part 9 [M35/F34/F32/F30] [fiction] [long] [oral] [fingering] [anal]

The third day of our St. George trip once again started out with our little group having breakfast together. The girls were talking about their day and what they had planned, what talks they wanted to go to, etc. I was enjoying my breakfast when Kayli said, “by the way, Danny, we’ve agreed that today will be your day off. We know we’ve worked you hard the last couple of days, and think you deserve a day to rest.”

I laughed and said, “if the last couple of days have been hard work, sign me up for more. Keep them coming.”

Tara said, “trust us, we will. But, you still should take the day off. As great as it is, we don’t want to wear you out or kill you this week.”

“So, no sex today?” I asked, just to clarify, to which Kayli said I was correct. I spent the rest of the day wandering around St. George, actually wishing I was with the girls. That night, we enjoyed a dinner together, and as it ended, I asked, “so, who am I spending the night with tonight?” Kayli looked at me and said, “you’ll be sleeping in my room, and I’ll be with Tara. We thought about it, and none of us thought we could resist you if we were alone in the same room.”

I got more than I bargained for when visiting home with my new girlfriend… [M21/F19] [sex] [oral] [cheating] [morningwood]

I run my fingers down the stitched black leather, nervously admiring the elegant curves and plush contours. “You’ve got a very nice car, Mrs Glassner.”

“Thank you, Adam,” she says, “That’s kind of you to say.” Her eyes flash on mine in the rear-view mirror before returning to the road, navigating us out of the chaos of the airport’s arrivals terminal.

Monica, her daughter, riding shotgun, turns in her seat to face me, giving me a warning glare. I shrug.

“Remind me again,” Mrs Glassner continues, “How did you two meet? In class?”

“No,” Monica shakes her head, “It was through a friend of a friend. Erica Garcia, you remember her? Mary’s friend? Well, anyway, Adam’s her cousin.”

“Oh!” her mom says, “Well, that’s very brave of you, Adam, spending the holidays with your girlfriend’s family. Won’t your own family be missing you, though?”

“Not really,” I say, “My mom and all her sisters are nurses, and they’re always working Christmas and the other holidays. Holiday pay, you know? We’ll have our family dinner the week after.”

My [M] experience helping couple [MF] explore after leaving religion

While many of my encounters tend to be one time or occasional, this couple has been on a journey which has been amazing to be a part of.

Mark and Gretchen were at a hotel where I had a convention last year. I met them after a day of networking while I sat at the hotel bar winding down before heading to my room to catch up on work. They both sat next to me, each ordering non-alcoholic drinks and we struck up a conversation. It turned out, they had come on vacation after a very rough year leaving their church and all the issues that brought with there families and community. There plan was to move and they were taking the time away to regroup, relax and make a plan. They both had a very wholesome air to them, and were extremely nice and open about what they had been through. After some quiet whispers between them, they asked me for recommendations for a drink. They had never drank regularly outside of a couple of rebellious streaks in their youth. Each ordered a tequila and soda and as they sipped they opened up more.

Train fun [M36, F41] [milf,oral, cum swallowing]

We have been on the train for a couple hours and I am starting to get restless. You have been working away on your laptop and I have been taking sneaky peaks at you for slightly too long and I think you have started to notice. You are wearing a shirt that is open just low enough to show a bit of what seems to be ample cleavage. You look up and definitely catch me looking at your chest. You give me a naughty smile and a small wink. You reach up and slowly undo one more button on your top while keeping eye contact with me. Even more of a bright red bra is revealed. Your foot brushes my leg under the table and I know something is on.
Your foot continues to get bolder and bolder and you lean forward onto the table in front of you. This does 2 things, one pushes up your breasts revealing them even more and 2 bringing you within hand distance. I put down my coffee and “accidentally” brush your fingers on my way back up. You smile even wider and beacon me forward with a crooked finger. “Meet me in the toilet in 2 minutes” you whisper into my ear. You kiss my cheek and then stand and head to the toilet. My heart is racing and my dick is getting hard.
The 2 minutes seems like a year but finally I get up and head the same direction as you. I knock gently and you open to let me in. We close and lock the door and pause for a second standing almost completely pressed together as the toilet stall i so small. I step forward and wrap an arm around your waist and pull you into a kiss. Our mouths mash together and we kiss aggressively letting out all the pent up horniness. Our hands roam all over each other squeezing and exploring.
You push me back and sit down on the toilet. You pull up your skirt and lift your legs with your knees bent revealing your beautiful wet pussy with just the slightest hint of wispy hair. You must have taken off your panties before I arrived an I notice them sitting on the sink with an obvious wet patch. I kneel down and dive right into your wet pussy I can’t hold back and stick my tongue deep into you lapping up all your juices you taste amazing and your breathing gets fast and deep. I spread your lips with my tongue and find your clit and start to suck and lick it. Your pussy is running with juices and I press my middle finger into you. I curl it up and stroke the top of your pussy hitting your g spot. My finger is soon drenched and I put in another finger stretching you out more. I am soon fucking you hard and fast with 2 fingers while sucking hard on your clit.
It doesn’t take long for you to start cumming and your orgasm hits you hard and your whole body shakes and quivers and your pussy clenches on my fingers. After what seems like ages you stop cumming and I slowly pull my fingers out while giving you gentle licks.
You smile at me and sit up. You push me against the wall and pull my jeans and underwear down in one stroke. You grab my cock by the shaft and in one swift stroke take my whole length into your throat. My body convulses and your mouth is so hot and wet I know it won’t be long until I cum. You reach down and play with my balls while taking me in stroke after stroke my cock head hitting the back of yo ur throat and you slurping up all my pre cum. Your mouth feels amazing and it’s not long until I feel my balls starting to contract and my orgasm coming. Im gonna cum I say and you press your face down onto my pubic hair batch as I start to cum deeep in your throat. The first 2 pumps go straight down your throat and then you back off a little and just jerk my cock with my head in your mouth getting every last drop and savoring it. Soon my balls are empty and you lick the last cum off my cock and look up at me with a smile. We get dressed and head back out to our seats as if nothing happened

Betrayal By Best Friend [M40s/F20/F20] [Free Use] [Casual Sex] [Oral, Creampie, Anal, & Watersports]

Betrayal by Best Friend

The tears in Katie’s eyes clouded her vision. She had just gotten home when she had gotten the message from a friend. Her best friend Karlie was betraying her. Despite the upbeat look of her university cheerleading uniform, her emotions flooded her brain and she simply wanted to be with her family. Specifically, she wanted to be with her stepdad, Mark. Mark was always supportive and understanding. Katie calmed down enough to stop crying and brushed the light brown hair from her green eyes. She tucked it behind her ear and entered her house.

Katie moved towards the house’s interior where she could hear Mark grunting. She figured he was working out and that was usually a good time to talk with him. She rounded the corner to where the sounds were coming from and saw her best friend Karlie with her head buried in Mark’s crotch. He had his entire cock down her throat. Mark was standing over Karlie’s blonde hair and bucking his hips into Katie’s best friend’s face. Karlie’s cheer top was lying on the floor, but she was still wearing the same skirt as Katie although she had it flipped up so she could rub her bald pussy with the spit that slid down from her tits to her cunt. The pair hadn’t noticed Katie even come in the room. Katie was frozen for a moment as well, not expecting the sight of her best friend being face fucked by her stepdad to greet her.

The Dad and The Sitter: Taking Her Peach

(For parts 1-3 check my profile)

“We have to use protection” she said with a little frown on her face. It was more of an “i’m sorry” and not a demand. I frowned back. “I haven’t worn a condom since I was your age.” I said back, jokingly but it wasn’t too far from the truth.

My 18 year old sitter was currently informing me of her situation. She had been prescribed antibiotics for 10 days after a dental procedure and her pharmacist had warned her that they may interfere with her birth control. It was a low risk, and the thought of cumming in her tight little pussy with the chance she could get pregnant did give me a little bit of a thrill, i can’t lie, but I understood her concern and promised we would be safe until she was finished with her medication. She thanked me for understanding and promised she’d make it up to me. “How are you planning to do that?” I asked and she said it was a surprise.