The Pregnant Student and The Professor [Pt. 1]

[This was originally a roleplay in r/DirtyPenPals that got expanded]

The minute I saw you, I thought Is this it?

I had been around the bend before; I had been a professor for a while and always liked teaching English lit. I had just cracked 50; went through a wife and two kids before an amicable separation. I had taken good care of myself in the aftermath; diligent about doing pushups and sit ups and swimming in the university pool. I had earned a reputation as a bit of a gray fox, tall and muscular, with my salt and pepper bear and hair earning compliments all over.

I was always a little embarassed by this, but the horniest I had ever been in my life was when my wife was pregnant. It was amazing to watch her grow from her usual skinny self to a full blown fertility goddess with huge boobs, huge ass and her a big belly that drove me crazy, and she had the energy to match. I remember fucking her on all fours at all hours, shooting hot cum into her pussy, me waking up to her jerking me off in the middle of the night, and groping her breasts while we spooned in the bed. Our sheets were soaked from the huge orgasms she had every night!

Caught fucking my (23f) brother’s best friend at a party

I was 13 when I first met Drew. My brother, Will, had brought him home from university for Thanksgiving. His family lived 8 hours away and he didn’t want to catch the flight. I remember helping my mom when he walked in and dropping the spatula on the floor in awe of him.

He’s tall with broad shoulders, with tan skin and piercing amber eyes. His dirty blond hair covered his head in waves, which he would occasionally shake away from his eyes. I regained my composure and introduced myself, unable to stop staring for the rest of that night… and every time I saw him after that.

The last time I’d seen him was when I was 18. I’d been busy with school, and life in general, that I hadn’t even seen my family in at least a year.

Last summer, my mom invited me to Will’s pool party for his birthday. I’d saved up enough PTO so I took time off and drove the three hours home. I’d chosen a blue and green strapless sundress to wear there, and a purple bikini to wear underneath. I looked different than the last time they’d saw me thanks to Pilates, and I wanted to show off… plus, I knew Drew would be there.

How I [F19] realised I’m Bi in summer camp [FF] Part 2

[Part 1](https://www.reddit.com/r/gonewildstories/comments/jyjs42/how_i_f19_ff_realised_i_might_be_bi_in_summer_camp/?utm_medium=android_app&utm_source=share)

…Lena and I paused for a second. We sat infront of each other, still both our hands on the others pussy and tits and just realised what we’re doing here. I saw a slight moment of confusion in her eyes which went to her asking me: “Does this felt as great for you as it did for me?”

I responded fast with a very direct “YES!”
She smiled so i pulled her in for another kiss. This kiss was different. While the previous ones were just lust, those who followed had a passion within. It seemed like a big tension released, which tbh was kinda true after nearly two weeks without masturbation.

The whole camp lacked of privacy anyways and so we were happy to finally enjoy ourselves in our tent in the moonlight.

We both pulled each other together, making our breasts slightly touch for the first time. When our nipples met it felt like a small electrostatic shock for me. Amazing!
Lena grabbed my left breast, squeezing it so slightly and playing with my nipple just how a girl could do it. She was so gentle and ecstatic at the same time. Our tongues were wrestling with each other, it just felt so hot!

[F/m] Cougar. Isn’t he a sweet boy? [19yrs]

Hey Community :)
First post here.
Not sure how it goes around here… so let me just introduce myself.
~30 yrs old, male from germany.
Writing this story for a friend of mine.
I have a very … unique … way of writing and to make it short I am just very, very curious on what you think about it!
Please excuse mistakes since ENG is not my first language, but I tried hard :X

Feedback & PM’s are very, very welcome!

**Chapter 01**
What a fine young boy he is, isn’t he?
It’s technically wrong to call him a boy … with his 19 years he has grown into a handsome young man who left most of his childish features behind. The fact that he is considerable younger than you does no justify the term boy either … the real reason we will call him like that is quite a simple one: you enjoy it.
There is no reason to deny it.
You like to see him that way because it underlines the feelings that you have towards him.
He is so soft and sweet. It makes you want to protect him.
He is so shy and timid. It makes you want to take control.
He is so inexperienced and insecure. It makes you want to teach him.
He is so adorable and full of potential. It makes you want to surrender to him.

Oral pleasure for her – true story

Some women enjoy gentle and passionate intimate moments, while others prefer it more wild and rough. However, is there anything that can beat good oral sex?
I do not think so. Neither does my girlfriend Ela.

It was her birthday. We are simple and non materialistic couple, so romantic dinner paired with red roses will do the job. Of course, if followed with few orgasms that will bring her to heaven.

She got home earlier than usual, but everything was already prepared. And here is a truth. I live for those moments. Just as she does.

“Happy birthday, my lovely girl! Here is a cake!”

“Oh thank you, I love you so much. You make me happy daily.”

“Is there something I can do for you to make this day more special?” I asked.

“Actually, there is.” She smiled.

“So, go ahead, what do you want? How can I make you more happy?” I played with words.

This is when she got closer to me. I was sitting in my pants, shirtless. When moments like this come, I am happy that I am fit and in shape. Ela was in her formal outfit. Latex jeans, high heels and long sleeve black tight shirt.

The College Reunion, Part Six; The Final Chapter

After dinner that night Jenna retired to bed early. The multitude of drinks had finally caught up to her. Emma and Teresa both had early flights to catch in the morning and also went down for the evening.

Maggie and I had just finished cleaning the kitchen and it was still only 9 p.m. She was on the same flight as Jenna and I the following afternoon so the two of us decided on a glass of wine and a dip in the hot tub since we didn’t need to be up early. It seemed like the perfect way to end this girls weekend.

“So that was kind of a crazy afternoon,” I said to Maggie, sipping from my glass of wine immersed in bubbles with the steam of the hot tub rising over us.

“To say the least,” replied Maggie. “I was a little surprised at how everyone opened up. It was fun. I thought maybe you’d have a different story to tell, though,” she said with a wink.

I knew what she was talking about. Remember earlier when I commented about Maggie not being afraid to experiment with her sexuality? Well, she wasn’t. And back in college when we were roommates our sophomore and junior years I actually experimented with her.

Baby, lift your hips up so I can shot my load deep inside

Lets face it. Since lockdown has started, many people have spent way too much time doing things they shouldn’t. So did I. However, I made my own rule. No orgasming. I decided I am not going to waste a single drop of my load alone.

As days went by, I went crazy. I started thinking and fantasizing about things and people I never should. Friends are friends, partners are partners. Or at least this is what I thought, until the night that changed everything.

I was casually spending my evening time on social media when a message poped up.

“Hey, do you have a bit of time? I need a little help.” It was Mary, my best friend. I have known her for years.

Fuck, I though. She had to text me just as I was about to have some fun with myself.

“Sure, go ahead” – I replied shortly, with purpose to get this done and be free as soon as possible.

“Look. I am bored these days. Clubs are closed, bars are closed, so I am spending some time preparing myself for the time when we would be able to enjoy our night life again.” she explained.

Gangbanged on molly and getting revenge on my ex-husband [F][28]

Oh my god. What a night. What a fucking amazing night!

Hey guys! Nina here with another update. If you’ve been following my posts, you would know that after my separation, I recently moved into an apartment building in a rough neighbourhood in Toronto and made some interesting friends – guys that I’ve been told have had run-ins with the law and are known to cause trouble. Of course, this didn’t stop me from finding myself naked in their apartment as they took turns using my body while taking pictures and videos of me. I later found out that they had shared these pictures and videos amongst their group of friends, nearly 20 guys, most of whom I had never met.

The second time they had their way with me was with a different group of guys from one of the nearby buildings. Again, they used my body with reckless abandon and I lay there and took it, enjoying every moment of the pain laced pleasure. Before we got down to it though, one of the guys had offered me what I assumed to be molly, which I had refused to take. I had never done hard drugs before so this was a big no for me at the time.

Not ready pt. 2

“Please tell me you’re gonna go over there and say something to him.” But before he could even answer there was a knock at our door and I already knew who it was. Danny looked at me and my eyes widened.

There was another knock at the door and we heard him speak. “I know you’re in there. Open the fucking door, Danny.” I pleaded with Danny not to open the door but he just shrugs his shoulders. I watched as he pulled the door open and I saw Cal walk in.

As if my eyes could widen anymore, it felt like they did, I saw cal walk closer to me. “Hi-“ my head snaps to Danny and I cut him off yelling “why did you let him in!??” I run my hand over my face and I turn around, my back facing them.

A few seconds pass before I feel someone’s hand on my shoulder. I try to shrug it off but they put their other hand on me. “Get off of-“

Lunchtime Stroll Pt.1 [ffm] [Massage] [Timid]

During my lunch hour I like to go for a walk round the small town where I work to stretch my legs, get some fresh air and this story is about an encounter I had a few weeks ago.

It was a lovely warm sunny day and everyone was out enjoying the sun. Whilst walking through the park my attention was drawn to two young women near to the exit where I was headed. They were in their early twenties, and wore tight athletic wear which showed off their slim figures. One had a cropped top and 3/4 length leggings, whilst the other also had a cropped top but with a pair of shorts instead.

It was mesmerising to watch them stretch/warm-up, so much so I almost stumbled into an old lady walking her dog and the commotion caused the girls looked over. I recovered, quickly walked past them and out the park.