Losing My Virginity in the Game Room [MF]

I grew up in a family of five brothers, and our lives were focused on high school sports and finding ways to earn a few extra bucks to help the family budget out. I was the youngest of the group and struggled with my confidence at times due to being the brunt of practical jokes, brotherly insults, and getting whooped once in awhile by a big brother.

In high school I was a pretty big guy due to spending countless hours in manual labor jobs, but I was a little soft because Mama always saved an extra piece of fried chicken or apple pie for her baby. I did pretty well in school and had some success on the baseball field, but I was a novice with the ladies and never got as far as second base.

When I got to college for my freshman year I realized my goal to walk on to the baseball team was not realistic, and so I dedicated myself to the gym, and spent hours and hours lifting, running, and cycling. I basically transformed my body, and the newfound attention from college girls was a big boost for my confidence. However, I wasn’t a hook-up guy, didn’t have any serious girlfriends, and ended my freshman year still a virgin.

I lured my man in our first time having sex while he was at work! [MF]

The first time I ever banged my mans brains out was caught on security camera.

It’s funny how out of control this story is because I liked him a lot so I wanted to make him wait to get between my legs. I guess part of me also wanted to really give it to him when it was the right time too.

We where spending our first thanksgiving together, so we both had the day off and spent the day with family and friends making jokes and it was the first time we were ever in that type of environment before. His boss had called in and needed something at the store done which he agreed to because it wouldn’t take long and asked me to tag along. When we met, it was much simpler times. We were younger and both had franchise jobs he worked as a GM at sub shop and I believe he needed to flip the bread or do something of that nature? I can’t remember specifically my brain was obviously in another place.

My First Date [FF] with Another Girl. And WOW!

I told you about the new girl at work, Julie, and how I went down on her, in her car, on the way to lunch. Her hands on my head, my lips on her delicious clit, it didn’t take her long to cum! Well, we went out that night. A date. And wow, it was amazing. [See for yourself.](https://sexualcompass.com/2019/10/27/my-first-date-with-a-girl-julie-the-new-office-hottie/).

[MF] Dipping our toes into sharing.

My [30M] fiance [26F] have been together for roughly 4 years. Our sex life is excellent; we typically have sex 2-3 times per week, and are very connected to each other. Because of this, we try to explore new ways to increase and enhance our sex life, so it doesn’t become routine or boring. We have always been open in communicating and making sure that the other person is getting what they want. This has led to some really fun sessions, including role play, light bondage, and anal (on both of us. Guys, if you haven’t ever had your girl get you off with a plug up your ass, you’re missing out). Thanks to subreddits like /r/hotwife and /r/hotpast, I have started asking her to tell me stories of her previous partners while we have sex. I always find it so hot to think about her with someone else, and I’ve learned so much about her. Like that she was given an award in her dorm for loudest orgasm after her work boss fucked her. Her list isn’t extensive though, so we’ve already run out of stories. I half-joke with her that she needs to make some new ones to tell me. I’m not into the cuckold fantasy, but sharing is something that we have started talking about, but I never really thought would come to fruition. Until last weekend.

The night when I [M] mutually masturbated with my friend [F] from university when we were both drunk.

Hey guys, just a story for you that’s been in my mind today, it’s a bit hastily written but you’ll get the idea.

(This happened around a year or so ago and we were both of age)

I was at university at the time (In England) and one of my good friends (female) had just gotten out of a long-term relationship with her boyfriend.

She was renting out a two-person apartment with her boyfriend turned ex at the time and I was staying over one night. (I suppose they chose a two-person apartment incase they fought? Or for privacy, I’m not too sure)

To give a little backstory, me and her were very good friends and often went out to drink/party etc. and this night wasn’t any different. That night was a fairly flirty one which wasn’t odd for us. She was definitely attractive and everything but we never got to ‘that point’ where we went the whole way. But that night was light groping, dirty talk and puns you name it.

I offered to take her home just out of courtesy and she said I could take the now spare room now that her boyfriend had split up with her and moved out.

My First Date [FF] with Another Girl, And WOW!!

I told you about the new girl at work, Julie, and how I went down on her, in her car, on the way to lunch. It didn’t take her long to cum and she certainly didn’t stop me. And wow, she tasted like…mmmm! It was my second time with a girl ever, also my second time that week. Turns out, it was her first! We made plans to have drinks later that evening. A date, with a girl! The details are [here](https://sexualcompass.com/2019/10/27/my-first-date-with-a-girl-julie-the-new-office-hottie/). Beyond amazing!

Published
Categorized as Erotica

[M]eeting a sexy cougar leads to a [F]irst date: anal and office sex

I had been in a bit of a dry spell for a month or so and couldn’t seem to break through the slump. All of my go-to apps and sites just weren’t happening. Scrolling through one site I saw a new profile; nothing that stood out, just a close up picture of her eye and a mention of her age – late 40s. Her bio stated she was bored and married – her libido was through the roof and her husband didn’t have the kink or drive to satisfy her. I figured I’d shoot my shot and hope for the best. I took a few minutes to write out a thoughtful response and sent it off. A helpful hint to any men reading: putting even half a bit of effort into replying to posts or messages on dating sites results in an exponential increase in positive responses. You don’t have to be Mr. Sauve, but introducing yourself, responding directly to specific things in their bios, and writing out 3-4 sentences goes a long way towards starting things off on the right foot.

I [M] sucked off two of my friends [MM]

Yesterday I and 3 of my friends went swimming. Afterwards we played some Magic the Gathering together at a friends house.

Two of my friends as well as I are bi. The 4th one isnt and doesnt really know about our late night activities. He went home around 2 am. We 3 then went to bed. I started groping around. Then I sucked one off one guy. And afterwards I did the same to the other.

It was so much fun. And tasty too. :P

Wearing a Sex Toy on a Dinner Date

The title says it all. The build up, the teasing, the excitement, the tension, it was all too much. A tiny little remote control toy, shoved inside me, for my husband to control whenever he wanted. I nearly came at the restaurant! Well, [see for yourself](https://sexualcompass.com/2019/10/10/date-night-toys/)!