My (M) GF’s (F) Sister Watched In Rearview Mirror

This encounter took place about 3 1/2 years ago and while it was brief, it was one of the hottest things I’ve ever experienced!

I was dating a woman named Jenny at the time and we were both recently divorced. She was (36) nine years younger than me at the time and a sexual fireball. Her ex was apparently very vanilla sexually and she was looking to expand and explore her sexual horizons! A prolific squirter, I kept a stack of towels next to the bed and stocked up on sheets. She was a smaller girl, 5′ 3″ and maybe 115 pounds with “A” cup breasts. One of my favorite things to do was lay her on the edge of the bed, slide my cock into her tight little pussy, have her wrap her legs and arms around me, and then I’d stand up. With both hands under ass, I could easily support her weight and we’d fuck standing up. This really seemed to hit her spot and in no time, she’d be squirting like a fountain. I loved the feeling of her juices streaming down my legs! But, that’s not what this story is about.

My Oral Obsession (MFF)

This series of events took place several years, when Craigslist still had their Personal Ads section. Going back to earliest days of becoming sexually active in my late teens, I’ve always loved giving oral to women. There’s something so personal, erotic, and powerful about being able to get my partner off using my tongue.

Over the years, my passion grew and it has become my preferred sexual activity. So much so that I had taken to posting on CL offering to provide oral satisfaction while asking nothing in return. “Your pleasure is also my pleasure” became my motto. While I wasn’t overwhelmed with responses, I definitely had some success connecting with women who were interested in just laying back and receiving with no pressure to perform. Many times, I would hear from ladies who were recently divorced or separated and hadn’t experienced good (or any) oral in a very long time. I loved it!

Coworker (F) Shows Me (M) How She Does It On The Ride Home

I’ve always found mutual masturbation highly erotic, and this experience occurred several years ago when I was in my mid-30’s. I worked in radio for a lot of years and hosted many live events. This particularly evening, I was scheduled to do a live Friday Afternoon Club at a bar about an hour away. The events in smaller towns tended to be a pretty big deal to the locals, and were usually pretty wild.

The salesperson for this particular bar was a woman named Tammy. She was in her mid-20’s, about 5′ 10″, athletic, with long sandy hair. From past events, I knew she liked her vodka and could get pretty crazy. She lived with her boyfriend and he would usually accompany her. I never figured there’d be a chance for anything more than fantasizing about her. As I was packing all the equipment I needed for the live broadcast into the station van, I saw Tammy walking across the parking lot. She called out, “Hey Eddie…”

“What’s up?”

Tammy scrunched her face up a bit as she reached me and said, “David (her bf) isn’t going to come with me tonight. I want to be able to drink. Is it cool if I just ride with you?”