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I was a senior in High School and Just turned 18. I worked at one of the local grocery stores and was able to buy my own truck. My friend Jen & I would drive to school as she was on the way so I would pick her up. She was still a sophomore, and she lived with her Single Mom Abby. Abby was a cool mom. She would let Jen, and some of us friends hang out at the house. She was so nice, she was 42, blond, chubby with huge full tits. She wore glasses and had straight hair. She was naturally good looking and did does not need a lot of makeup. We would goof around and I always engaged her to make h… Read more

So back while I was exploring my sexuality after having bi threesomes, gay group sex and fun with two trans girls, I was up for what ever. I was in Ptown, MA again time for work. I was meeting client at his summer home to demonstrate AV equipment. it was s beautiful home up high looking over Ptown. I knocked on the door, and This chubby bearish man in his mid to late 30's opened the door and said hello," Hi, I'm James from the AV place to show you how all the av stuff works." He said "hey I'm Jeff, Tom is up stairs hes the owner". He showed me up stairs Introduced me to Tom, now Jeff. Had some… Read more

Meeting up with Frank & Gale the third visit. mmf I'm James, in my early 20's I used to meet up with an older married couple from New Jersey, Frank & Gale. I have written a few stories about the first couple of meeting with them. Gale was 49 chubby blond housewife. which i loved, she had big tits that she loved to make known to those around by wearing things that made them pop. She had the longest hardest nipples that if sucked and twisted just right would make her orgasm, And she was a squirter. Frank was 54 a short man to my 6'2" real tan, balding chubby guy. Both were caring and re… Read more

When I was in my 20’s I had been meeting with this couple Gale & Frank from New Jersey. They were Bi and helped me explore My Bisexual side. See my blog for more stories. They would visit Cape Cod where I live and We would meet up with them at a summer house they rented sometimes. They also brought another couple a few times. But this was an unexpected afternoon. I was working at a local retail store that only had like 5 of us working and only 2 or 1 at a time. When It was close to closing time and I see a Car pull in. I was hoping it would be a quick thing and not have to stay late. I saw… Read more

This is the part two to meeting Alexis and Sky in Provincetown. I awoke in a strange bed, my mouth was thirsty. After a night of drinking and sex I was dehydrated and needed liquid. I felt a warm body next to me and then I started to remember the hot night we just had. I wriggled out of her bed. And stumbled in the dark. I heard her stir. “Sneaking out” alexis said. I laughed and said “ no, Just need water” I was feeling around the floor for my pants or underwear and finally felt what was my boxers . My eyes were adjusting to seeing in the dark. And I saw Alexis get out of bed and move towar… Read more

James here writing about more sexual adventures. See my blog for past stories. Meeting Alexis & Sky (Transexual) Part 1 I live on Cape cod Massachusetts. There is a gay/ bisexual community called Provincetown that is about an hour from where I live. My last adventure was my first all male sexual experience. See past blog. Now a few weeks had gone by since having my first anal experience via taking and giving. I was a bit confused about my sexuality. I was in my 20’s and back in early 90’s it was a different time then things today. I loved woman but my lust for all things sexual was growi… Read more

James Here writing about my continued sexual experiences. See my blog for first stories. My First time with only men. So back story in my early 20’s I had started fooling around with a bisexual mature couple from NJ (Gale & Frank) up until then I had never fooled around with a man before. After a few meeting with them my horizons had started to change. I love sexy milfs but found myself thinking about hard cocks now after had sucked on Franks dick and Gale and Franks friends Greg. I was living on Cape Cod, MA. Which at the tip of the Cape is Provincetown a know hot spot for gay and bisex… Read more

Continuation of meeting an older Bi couple named Gale & Frank. I left off last time with meeting them along with their friends Greg & Liz. That night had come to an end. (can find a copy on my blog) I had left and my head was in a fog of excitement from what had transpired. I had now sucked and swallowed two different men along with fucking both their wives. I got home and passed out from all the activities. The next day I woke up with thoughts of the night before. I started to get hard thinking of what transpired but also with doubt about fooling around with men as well. Around noon m… Read more

Meeting Gale & Frank PART 2 of second visit: For those who asked. This is second part to our second visit. I was 24 years old then they were in their 40's. I had just shot a huge load on franks face and hands. It was amazing as I had never cum so hard that i could remember. My legs had been shaking and my body was shuddering for a few min after. Frank started licking up the cum off his hand. " wow what a big load baby, that was so hot" Gale said. I knew right there that this was something better than just sex with a woman. I think it was also that Frank & Gale were so nice and comforti… Read more

Meeting Gale & Frank again.... so this is a follow up to a story I had posted about meeting with and older couple. I was in my 20's and they in their late 40's. I had not heard from them after our first meeting other than Gale sending me a note to say thanks and that is was so great to finally meet me. she had said they had hoped to be down n Cape again in October (it was August now) this was before texting was a thing. I had gotten a VM from Gale saying that they were coming to the Cape on Columbus Day weekend and would not have anyone staying with them this time and wanted to know if I w… Read more

So when i was in my 20's I had started talking with this couple on AOL. they were looking to have a mmf. I was a bit shy then and much younger as the were in there 40's. I was mainly communicating with the wife. She was a plump woman with ample tits with great hard nipples. they would vistit where i lived (cape cod) a few times a year and wanted to meet. finally after a night out drinking I got home to see a massage from them saying they were on cape. I IM them and they had frinds staying with them that did not know about there threesome ideas but suggested i come over to their condo and we ca… Read more