[M]42 The one that got away, almost…

When I (M42) was in my early teens, I had this huge crush on this cute girl that showed up to a lot of the same events (local punk shows) as I did. For this story, let’s call her C. C was a very shy girl with light blue eyes that were like looking at pools of water that were iced over, and a great smile.

I was very inexperienced at talking to girls and flirting. Due to being nervous, I didn’t make it clear to C that I was that into her. As time passed her and her friends kind of vanished.

Fast forward to my late 30s.
I received a FB message from C. It was innocent enough, “How have you been etc”. When we started talking about an old friend of her’s, we’ll call her X, C told me that X had told her back in the day, that I didn’t really like C as more than friends. What I actually told X was that I really liked C as much more than friends, and X told me she would tell C. When I told C what I actually told X, C was very angry at X for lying, and the conversation turned to what if we had gotten together back then (as we are both married now). So we decided to meet up and catch up in person.

[MF] I BUSTED ALL OVER A VIRGIN RIGHT IN FRONT OF HER GRANDMA

This all began five years ago when I was 20. I was a young single guy back then and pretty much horny all the time. Like all straight guys, yo I fucking love pussy. Once you experience it, there’s no turning back, son. So anyways, my veiny cock had a habit of leading me towards some highly erotic and/or awkward situations. This retelling below is two of such accounts. Enjoy!

I was living in Oslo at the time, and I used to visit my distant relatives in northern Norway in the summer. It was almost an annual tradition. They lived in an apartment complex (blokk) in a small town where everyone knew each other. In other words, it was a very tightly knit community.

One year while visiting, I got to know this really hot 34 year old Brazilian girl there. (she was adopted and spoke perfect Norwegian). I guess its true what they say about Brazilian women cause her ass was banging. After a few days of small talk, it got really friendly and hot.

She became highly physical with me, squeezing my arm mid conversation, teasing me etc, Yo I loved that playful stuff.

Hersheys syrup – Romantic Erotic

She walks gingerly wearing just a shirt,still feeling blissful from the night of passion. Her bosoms, and ass sore,a faint glowing red. The feel of leather that caressed them still fresh in her mind and body. Into the kitchen, her mind still refusing to leave that blissful state begins to think, scrambled eggs? Or pancakes?
Leaning against the table, she hears his steps behind.Her lips breaking into a smile,her eyes eager as a child’s darting towards him to look at him even though she spent the night curled up in his arms.The mind shutting down almost instantly, as it happens every time he is there,a natural reaction to the deep submission she feels for him.
He watches her,filling up with pride,that warm feeling that always has him wanting her held safe in her arms and that deep urge to kiss those marks she bore for him. His hands touches the bottle or Hershey’s syrup as he looks at it with blankness and yet a smile almost wicked spread across his face. Walking gently behind her, he kisses her neck to hear her purr leaning herself back against his shoulder, that unmistakable scent that unknowing to her makes him weak everytime he senses her near him.
His hands slowly reaching around her waist,holding her. His lips pressed against her neck, no words just the intimacy and the mind speaking a million things between them
describing to each other the beauty that pure unbridled intimacy is. His hands caressing over as he cups those bosoms in his hands, a gasp! The soreness still fresh as her body tenses not in fear or pain but anticipation
His fingers reach to her buttons slowly undoing them as she feels the cold morning air brush against her now exposed nakedness as she feel him slide the shirt over her shoulders, kissing every inch of her naked skin on her shoulder as it gets exposed, as the shirt falls down.
He releases her and yet she unable to move as she stands there her hands against the table even though her mind screams to turn around and and lose herself in the warmth of his arms.
He takes the bottle gently leaning it against the back of her neck, squeezing it as the sauce thick yet fluid caresses against her naked skin. Her eyes wide,curious asking a thousand questions. He squeezes more and steps back to watch that sweet syrup flow ever so slowly almost caressing her skin as he watches it trace down the nakedness of her back, inching ever so slowly lower and lower.
Her mind and body,as always with him stands still. The emotions of complete submission filling her mind again making her body feel the warmth against the cold morning air.. Feeling every inch of her back where it traces down her.
He watches it trace down, the view so perfect. Her naked sensual form the darkness of the sweet nectar flowing down her white naked back, the sight of her ass adorned by the marks of his ownership glistening in pale red. The syrup now reaching the bridge of her crack, her hands tensed unable to comprehend his move.

Published
Categorized as Erotica

Taylor’s First Day

Taylor started working at our school and immediately caught your eye. He seemed interested in you too so we asked him to meet us in my classroom on the next break. He walked in not sure what to expect. As he walked in, I sat you on my desk and started kissing you. He seemed unsure of what was going on but had an idea. So you motioned for him to come over. You reached out for his cock as I was kissing you still. As you felt the bulge begin to grow in his pants, I took off your top and began kissing your chest and sucking your nipples. You took Taylor’s cock out of his pants so you could take all of him in your mouth. You started moaning as he started fucking your throat and I began biting your nipples. I reach up your skirt and feel a little wet spot in your panties so I peel off your skirt and black thong. I lay on my back and tell you to sit on my face. As soon as my tongue touches your clit you grab Taylor by the waist and force his dock back down your throat. Having two guys for the first time makes you so excited you start grinding my face, getting your pussy juice all over my face as I stick my tongue inside. Feeling a hard cock in your mouth and tongue inside your Pusey makes you come hard. I can feel you tense up around my tongue.
After your first orgasm I move my tongue to your ass. I start off flicking my tongue on your ass, then move to more licking. Again I can feel your excitement and you lean back and bury my face in your ass. I’m constantly licking you and get so turned on I stick my tongue inside your cute little asshole making you squirm. You love it so much that you take Taylor’s cock out of your mouth, pull my throbbing cock out of my pants, and take my cock down your throat. We are 69ing with me licking every part of your ass making you come for a second time.
You say you need cock inside you so I undress and sit in my chair. You turn your back to me and sit in my lap, sliding my cock deep inside your little ass. You lean back against me and spread your legs open showing Taylor your tight, wet pussy. He immediately knows what to do and spreads your pussy with his cock. You scream at the feeling of having a cock in your pussy and ass at the same time. So I take your thong and put it in your mouth to keep you quiet as Taylor slams his cock deep inside your pussy. I feel your ass tighten around my cock for a third time right as Taylor pulls his cock out and shoots his cum all over your neck and boobs. I know it’s my turn so I lean you against my desk and bend you over. I start fucking you in the ass as fast and hard as I can making you moan with each thrust. I grab you by the hair and force your head back with one hand. I reach around with my other hand to rub your clit. As I force your head back I lean over to kiss you from behind. As soon as my lips touch yours I shoot my cum deep inside your ass. The feeling of cum filling you up makes you come a fourth and final time. As I pull my clock out I can see my cum start dripping out of your ass and down your leg. Exhausted from fucking we collapse and lay there with your body covered and leaking cum.

Published
Categorized as Erotica

My Best Friend’s Cousin Part 2 [26M and 26F] [Public Nudity]

The sensation of her tongue swirling the tip of my dick while watching her head bob up and down was etched into my memory. I wanted more of her… No I Needed more of her. I still felt her perfect curvy silhouette on my hands. The sweet taste of her juices from her flawless slit still evident on my tongue. I couldn’t believe how badly I wanted her to make me cum… How badly I wanted to make her cum again and again.

We returned to sending each other pictures again not knowing when the next time would be for us to discovery each other’s sexual desires. My dick aching for her touch but temporarily relieved by her ability to make me cum through the phone. Pictures turned into videos, videos turned into face chats. Showers were always the best as I got to see the water shine her body as she intensely watched me stroke my dick to her.

My boyfriend shared me [f] [28] during our recent trip to Aruba

My boyfriend and I recently took a trip down to Aruba – little did I know that it’s a Dutch colony and there’s hot Europeans EVERYWHERE.

The island is incredible and the beach bars are honestly top notch – one night of our trip we met a couple of Dutch guys that were coworkers and on a work trip. Europeans are so much fun to party with, so it quickly got out of hand 😂

After a few hours the younger guy went back to their hotel because he had early meetings, but the older one wanted to keep the night going. He took us to a night club that was more in the downtown area.

This guy was a very handsome, mid-40s, tan and built. As I’ve posted before, I definitely have a thing for older guys so the flirting was on all night (plus dozens of local beers helped).

My boyfriend asked if he wanted to come back to our resort to finish the night off and gave me a bit of a look… the guy agreed but I didn’t think too much of it.

[M] Naked in front of my SIL for the first time

The wife’s sister popped over one day in the summer a few years ago and ended up staying for dinner and then some drinks after. By the time we had polished off all the drink in the house, my wife was passed out on the sofa and her sister was well over the limit to drive home.

Her kids were staying with their dad for the weekend and all my kids were out for the night somewhere or another so I said she could stay in my daughters room. I went up and checked there were covers on the bed a dug out a clean towel in case she wanted a shower in the morning. As I left the room she was at the top of the stairs and we bid each other a good night. She went in and closed the door.

I went to my room and undressed for bed. I sleep naked and after dumping my clothes in the laundry basket walked around the bed to get in on my side. At this point SIL come out of her room and got a full view of my middle-aged manhood.

[MF] The Accidental Dick Pic Pt. 06 [Hand Job] [Anal]

*I really advice you to read the previous parts first.* [*Chapters I to IV are over there*](https://www.reddit.com/r/dirty_boy69/comments/vkqa1k/the_accidental_dick_pic/?utm_source=share&utm_medium=web2x&context=3)*,* [*Chapter V is over there*](https://www.reddit.com/r/dirty_boy69/comments/x7lgix/the_accidental_dick_pic_pt_ii/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

After we arrived at our destination, after we had some nice adult fun on the plane, my girlfriend – yes she is my mistress and my boss too – and I got in a huge car and we were driven to our hotel. Once we arrived at our destination we moved into our suite, refreshed ourselves and then we headed to the first of many boring business meetings on our first business trip together. Well, it was only boring for me, but very important and necessary for my boss.

To be able stay together during them all she turned me into her personal assistant and secured me a place at every meeting. I always was sitting on her right side. She also gave me a few orders, a few tasks I had to take care off: “Take notes of what people saying. Focus on personal information and what they are saying between they lines.”

I confirmed her orders with a nice and short: “Yes, mistress, I’ll do my best.”

her 1st orgasm to pillow princess Part 2 [MF]

Part 2

Over the next couple of days we talked about it. She asked if she really tasted any differently than other women or if I was just saying that. I assured her that she was especially delicious. She told me how much she enjoyed her smooth pussy now and wondered why she had never done it before. She said she had masturbated a few times in the days after, but couldn’t make herself cum. 

A few days later I was invited back. This time the dog was not locked up. Jen was fully dressed. We chatted a bit. This was the awkward part we avoided the first time. Then there was a pause in the conversation and we locked eyes. Started kissing. Laid on the bed and started removing each other’s clothing. Mollie jumped on the bed and tried to get in on the action. Jen finally got frustrated with her and put her in the closet. 

I forgot to mention that on the first time, Mollie barked a lot. It seems Jen was used to it as she came just fine. It took me a little effort to block it out. Jen said she thought maybe leaving Mollie out of the closet would stop her from barking. But it didn’t. So back to the closet for Mollie. 

Tracy’s friend Heather [M20/F38] [tit sex] [caught] [older woman]

This story is a continuation of a previous one which you can find here [Tracey a family friend ](https://www.reddit.com/r/eroticliterature/comments/ox2xrv/tracey_a_family_friend_mf/?utm_medium=android_app&utm_source=share)

It had been a week since the incident with Tracey. She had moved out a few days after, not saying a word to Gareth. He was relieved in a way, though also regretful. Part of him fantasized about doing Tracey, and with her actions he thought she probably was game. But perhaps Tracey had just gone along with the moment and felt embarrassed, he thought.

On a Thursday the doorbell rang. From upstairs Gareth heard his mother greet someone. He could hear his mum and another woman laughing and went downstairs to investigate.

“O Gareth, this is my friend Heather.” She gestured as he entered the living room.

“Hey” Gareth said. He looked at Heather for a moment. A woman he guessed in her mid thirties. Instinctually his eyes darted to her chest area. All of his mums friends seemed to be heavy in the chest department, not that he objected. She wore a blue fitted jumper, but Gareth could tell she had a big set.

“O so this is Gareth”. Heather said beaming at him. ” Tracey mentioned you.”