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The Babysitter/Dungeon Master 7: Cum Brothers[Fmmm][Ageplay][Dungeons and Dragons]

Hey guys! Chapter 7 here for you! Thanks everyone for being patient and sticking with me, things are moving along in the story. As always, feel free to leave a comment or send me a little orange envelope, always love to chat. :)

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# The Babysitter/Dungeon Master 7: Cum Brothers

(Will)

“Alright… I’m gonna do it.” I said, holding my phone tenderly in my fingers as I sat on the edge of a hammock. It was past midnight on Friday night, and we hadn’t seen Amy for almost a week. She was out of town to visit a friend is what I was told. Her absence was felt by all three of us. Brandon, Michael and I were in the tree house in Brandon’s back yard. My parents were out of town, and Brandon’s mom was going to be working all night. “What should I say?”

The Orbs [straight] [fantasy] [essay] [MF]

I know it’s terrible to reduce another human being down to a set of body parts, let alone a particular body part. You hear and read phrases such as “she was all legs” or “he was hung like a horse”. There’s obviously more to people than the body parts they possess.

This isn’t a story; it’s more a conscious “stream of consciousness” about a certain woman who I find rather attractive, and more accurately, her second most attractive physical feature, next to her face: her breasts.

Believe me when I say she’s the total package … er, maybe somewhat lacking in the ass department, but many beautiful women have asses like hers so I shouldn’t complain.

Back to her breasts, they are simply gorgeous. They aren’t melons like Ava Addams’s but they’re sizable. My mouth would have to be twice as big as it is to fit one of those plump squishables completely inside, and oh, do I fantasize about doing that someday (most likely never, but one can dream). Read more »

Area Codes – 661 [M][F]

This is my second GW Stories posting. I can link to my first one if you missed it, or maybe no one cares, that’s cool too.

The premise here is documenting sexual encounters I’ve had on work trips, as well as those I’ve had at home. This one happened about 4 years ago when I was on a work trip to yet another small California city.

I was dispatched here and quite frankly, had no expectation of meeting or hooking up with anyone. Normally when I’d travel, I would set my online dating profiles to that city ahead of time and come up with some prospective matches. I was sent here without any advance notice so I didn’t have time to do that in this case. Plus it was only a two day trip, so I just planned on relaxing for my one evening there.

But, as often happens, I get a hotel room to myself and I just don’t want to let that opportunity go to waste. I check some online dating sites and scour the area but there just isn’t much going on. Before I called it a night, though, I threw up a Hail Mary and used my site of last resort – Craigslist (RIP). Read more »

[M] Threeway between my bestfriend, his girlfriend and myself.

I was attending my last year of high school in Los Angeles when I first met Derick and his girlfriend, Sandra. Derick was the popular kind, a tall skinny Mexican with short black slicked back hair and a dark brown skin tone. He was the artist type, working on his artwork, whether it was Photoshop or a mural on a wall, you could always find him creating. Derick always cracked jokes in class and spread positivity to everyone he met so it made him one of the most likeable person in our high school. I met him after I met Sandra. Sandra on the other hand was an introvert. Quiet, always minded her business and never fell to the gossip surrounding her. She was short with pale skin, green eyes, curly brown hair and with a body that definitely stood out among the other classmates. She always wore black. No matter what she wore it was always black. She brought a skirt to school? Black. Jeans? Black. Sweaters? Black. Not once throughout high school I saw her wear anything but black. With the exception of her cheerleader outfit. She joined cheerleading early into high school. Even though she was an introvert, through cheerleading she became one of the popular girls and naturally, many of the guys including myself found her extremely beautiful and attractive. At the end of high school, they were marked down as “Cutest Couple” n our yearbook and even became prom queen and king. Read more »

I WANT NEXT [mff] [mother/daughter] [oral] [mast] [squirt] [swallow]

My friend Heather had a party for her daughter, Maggie, who had just graduated from college. I’ve always had a crush on Heather. She was a little older than me, but she was a total knockout. Just beautiful. My plan was simple: Attend the party, stay all night, and then offer to help clean up. Hopefully one thing would lead to another.

The party itself was fine. Her ex-husband was there, which was good for my case. He was a dick. I could use that later to say I would have treated her better if I had the chance to be with her. She would smile, touch my hand, tell me how sweet I was and then, bam. She’d kiss me. One thing would lead to another and we’d fuck. Well … one could dream.

As it happened, my fantasy wasn’t far off from reality. Her husband WAS a dick. I bailed her out of a near fight with him, “rescuing her” from an almost argument with him. We went outside and talked. She vented about him.

“You need to blow off some steam,” I said.

Working it out [MF]

(It’s a long one)

I have been really busy with work lately, so my boss Jen gave me a week off to rest and recuperate. It was a good break during which I decided to increase my exercise as I had been slacking and felt it would give me an outlet to deal with stress. I found a program I liked but it wanted me to take a whole bunch of body measurements and before photos.

I figured as my first day back at work (and the first day of my new program) was a public holiday, I could head into work and use the fancy scales to weigh myself before hitting our company gym which would be closed for the day. I chucked on some shorts and a T-shirt and headed in nice and early. I let myself into the gym area deciding, as no one was around, to strip all the way down before hopping on the scale au natural. The scales were next to a patch of bare wall, so I grabbed some mats and benches and begun setting up a make shift phone stand to take my photos. Happy with the height I spun around to see if I could see something to prop up my phone, only to see Jen standing there in gym clothes and a look of shock on her face. Read more »

Sharing wife with college BBC [MF], [MFM]

Marcus had rented the apartment over my neighbor’s garage. My wife, Cindy, met him as he was moving in then introduced me a few days later. He was 21 and attending a near by college.

Cindy watched him moving his stuff in all that day and couldn’t help but appreciate his physique. Marcus was close to 6 foot tall, very dark skinned with a slim frame and well defined chest, we later learned his grandparents were from Jamaica.

Cindy was 32 at that time – 5’4” tall, 145lb with strawberry blond hair and a 36 B-cup. She watched Marcus work all afternoon and quietly reveled in it when he stripped off his shirt due to the heat. She even txt me at work to warn me a “hot guy” was moving in next door.

I teased her for fawning over the youth, but even as we joked it was apparent she was impressed with him. That night she told me how she offered him some ice tea and took it over. They had talked for a bit and she thought he was real nice. Read more »

I woke up horny out of my mind at midnight.

In a burst of heat, I woke in the middle of the night. Light from the traffic signals outside spilled through my windows, bathing my room in red and green and yellow in turns. And despite the stillness, the bloated quiet of the hour, a thunderstorm surged within me.

My heart was racing, my mind spinning, and I was breathing hard as if I were in the middle of a glorious fuck. As if someone had me pinned down to my bed while he thrust into me, repeatedly with the intent of breaking me. All I could do was moan and pant and beg for him to go harder and harder while I dug my fingernails into the mattress.

But no one was here. So why was I so flushed?

I threw the blanket off and yanked my pants down to my ankles, trapping my legs. Then I started rubbing myself. Furious circles. I was so wet; the sound of my fingers and my lips filled my room. Slick and fast, my fingers strumming my clit, pushing my lips, slapping the juices silly, trying to contain this heat. Read more »

I [m]eet up with an old college [f]wb and embarrass myself [premature cum]

Casey and I met up when we were in college in the early 2000’s in Ireland. We hooked up a few times and was fun but nothing serious.

Fast forward 15 years and we have been Facebook friends for years but nothing more than a like on a post every so often I could see she moved to Australia years previous but to my surprise she was home for St Patrick’s day this year so after some festive beers I drop her a message saying hi and welcome home. She came straight back to me and happened to be out with her friends near by. I suggest us getting a drink for old times sake, 15 mins later we are enjoying a Guinness together.

We end up having a laugh and getting really drunk but nothing romantic happens between us but she isn’t able to contact her friends so I suggest she stay with me and we get in contact with her friends tomorrow. We get back to my place like I said really drunk and fully clothed go to my room. Read more »