Category: gonewildstories

It had been a few months since I’d last hooked up with my friend with benefits, Chloe. We lived quite a few hours from each other, and we weren’t compatible enough to date, so we resolved to keep things sexual; convenient and easy. It didn’t always work out that way, but for the most part things had settled into a reliable rhythm. We would dirty text, have phone sex when possible, and generally just treated each other like decent friends.

When I returned to the city, summer had slipped into fall, the evening air turning cooler, warm blankets of dusk coming earlier in the day, so that by the time I hit the city outskirts everything had a pleasing ambience to it, an inviting orange glow. Usually, I would meet up with Chloe for lunch or dinner and spend her free nights out, before retreating back to her apartment. However, a few days of texting had changed the routine.

*And what if you came in and I wasn’t wearing anything at all?*

*Just on your knees, ready?*

*Yes. I’d leave the door unlocked and be there, waiting for you.* Read more »

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I had a dinner date with a couple who lived in a funky little house just off Commercial Dr. They suggested the Boulevard Oyster bar at the Sutton Place . I do love that hotel and enjoy the Gerald Lounge too. Just great rooms to enjoy drinks and dinner. Anyways I met this great couple , she was slim and fit , a Pilates instructor with the body of a 28 year old and he was 6′ tall and fit. We only had that dinner date and two others , but they were amazing. The second date they invited me over to their house. I bought a couple bottles of wine not knowing what their preference. They had a charcuterie board of meats and cheeses set out. Both were unplanned so I knew we were going to be in sync with each other. It was a perfect way to mingle as we all sat on the couch nibbling and drinking and chatting. She had jeans and a white tee on with no bra. She had a slim build with small cute A cup breasts with excited nipples. These are some of the moments I enjoy the most….. when I am waiting to see how the evening unfolds as a couple chooses to share their sexual lives with me for a brief encounter actually. Read more »

Being slutty can make life difficult.. I am constantly being turned on by things I see or hear and getting so wet, sometimes it’s hard to not give in and touch myself… even out in public.

Well school hasn’t been an exception to this issue.. I had one class where both the teacher and teachers aide were so hot, I was struggling to pay attention and retain anything, and every time I tried to do the homework, I’d find myself daydreaming about the teacher and/or his aide!

I’d say dream about sucking them off.. one time I even had a dream I blew both of them in front of the class and I woke up so wet I was almost late to class! I’d dream about them both using me at the same time or spitroasting me.. or maybe even Eiffel towering me! Read more »

Kel is a fitness instructor where I work, she runs all our workout sessions and does all our physical fitness testing. She’s about 5’7, slim athletic build. I have been struggling with my running and Kel, being super helpful, has been helping me out.

It’s hot here at the moment….like freaking hot, so hot our boss told us not to bother starting any classes that day as a heavy thunderstorm was approaching. Despite the heat, Kel and I decided to go for a run along the river near my house but gave up quickly in the heat, chatting and walking instead. Despite slowing our pace, we both were drenched in sweat and the storm broke and gave us a little reprieve from the heat. I didn’t mind the rain as Kel’s drenched clothes stuck to her skin, with her light T-shirt going see through. Kel complained that she didn’t have a towel in her car to dry off with, so I offered to let her use one at my place as her car was there anyway. Read more »

One Friday night I’m in bed. As I had to work in the morning. I’m asleep and around 1am there is loud noise out in the main room. My roommate must have brought a girl back. I roll over and try to get back to sleep. A few minutes later my door opens and in walks Mary. She is drunk and closes the door behind her. She stops and looks at me and I groggily smile. She sat on the end of my bed and we chatted. Her and her friends were out partying and my roommate brought Lisa home. She told me to look in the living room. I peeked out my door and there was Lisa already bouncing on my roommate. I closed the door and turned around. I sat on the edge of my bed close to Mary. She kissed me then slid off the bed to her knees and pulled my boxers down and started sucking my cock. She had an amazing technique. She would cup my balls with one hand and apply pressure behind my balls and massage it while her mouth sucked bobbing her head and flicking her tongue on the underside of the tip. Her other hand would stroke and twist as she went up. It was all such a fluid motion I loved it.
She looked up at me and still stroking and cupping and said, “I need your cum.” me: You think you deserve ti? Mary: Yeah. I need it. me: You gotta work for it. Gotta do more.
She stood up pulled off her jeans exposing her wet pussy. She laid on the bed and started playing with herself. Telling me how she thinks of my big dick every shower when she plays with herself. She puts a few fingers inside herself. I’m talking back pushing her on. Here is a hot milf in my bed begging me to fuck her before she goes home to her husband. I was not strong enough to say no.
She starts begging for my cock. So I move to her and tease her a bit with the tip as she squirms wanting more. Finally, I push inside and just start slamming her and she cums immediately. I put her legs on my shoulders and keep pounding her. She is in an ongoing orgasm. WHen she cums she always pushes me away and I fight it. I keep fucking. Telling her that she is going to get what she came for and I’m not stopping until she does. I just keep hammering and she is yelling and moaning and swearing.
FInally with her exhausted and her legs still bent over her I grab her head and make her lock eyes and I came deep inside her. When I finally finished unloading in her she rolled over and dragged herself to the washroom. She came out soon and I was back in bed. She said she needs an excuse why she won’t be able to walk tomorrow. SHe came over and pulled the sheets back and took me in her mouth. She cleaned up everything.
SHe heads into the living room where Lisa has fallen asleep with my roommate on the couch. I hear them leave and I pass out. I’ll be tired for work, but worth it