Author: 1johhnyboy

Skipped 36[M] out on my cousin’s wedding to fuck my best friend 39[F]

I was in my hometown for my cousin’s wedding. I had a lot going on at the office so it was a quick trip- flew in Friday and hung out w my brother and his girlfriend, brunch w my parents on Saturday and then the rehearsal dinner, and the wedding was to be Sunday afternoon at the botanical garden.

One of my best childhood friends, Zoe, still lived in my hometown. Zoe is 3 years older than me and in that sense was always my older, cooler friend. We had a lot of very good mutual friends and hung out a lot in the summers. We became especially close while I was in college; she lived close to the university that I attended at the time and we took road trips, drank beers, went camping etc. Over the years that we spent hanging out, both of us had a number of a significant others and so we were never really romantically involved (save for a drunk make out session one night in NYC). Read more »

Hot blonde 26[F] with a very wet pussy

Erica was in New York City to visit some college friends for the Christmas holidays. She went to college with one of my best childhood friends, Jane, and although I’d only meet her a handful of times, we’d spent a weekend hanging out together in DC a year or so before and I felt like I knew her well.

She texted me earlier in the day to let me know she’d be in the city and to see if I wanted to hang out. She was staying downtown with her friend Gabe who was dating the girl she lived with in Boston. I told her I’d love to see her and I hopped a cab from my midtown office to head downtown when 5pm rolled around.

We met at a dive bar and drank some beers and shot some pool. Erica looked so hot – like she always did – dressed in a tight, stylish pair of jeans and low cut, relatively loose fitting top that nicely showed off her cleavage. She had long, dirty blonde hair that was so fine and soft to the touch. Her beautiful big, green eyes completed the package. I usually was attracted to brunettes but something about Erica screamed sex to me and I was extremely attracted to her. Read more »

Warm pussy, cold day [MF]

I took the Amtrak train from NYC to Boston for the weekend to visit my friends – two brother. We spent the weekend hanging out and running around town drinking and eating. Before my train was to depart on Sunday to take me back to NYC, I arranged to meet with Erica at an Irish pub. Erica went to college with my friend Jane. I had met her several times before.

It was a crisp, Boston late-fall day. I ordered a Guinness and beef stew and waited for Erica. When she finally arrived she looked as good as ever. She wasn’t particularly tall – maybe 5’5 – but had beautiful, long blonde hair and big green eyes. Her body was petite but womanly in that she had nice, round breasts and soft curves. I recalled her telling me that her grandmother was Latvian and I always dreamed that her beauty was derived straight from this exotic (to me) Eastern European country. Read more »

Unexpectedly fucking an older woman 47[f]

Fucking an older woman

As a long-time New Yorker, having to flee NYC to a rural area in upstate NY because of the pandemic has been a change to say the least. I’ve gone from place of literally living on top of people to living in a place where I can see no people for a week.

In that context it has been a relief to find a place up here where I can see some people from afar, talk a bit, and not feel so isolated. The place is an old hotel that recently reopened into a sort of Brooklyn hipster annex. The cedar buildings have been transformed into beautiful, welcoming structures. But the best part about the hotel is that offers a huge outdoor lawn where one can have a picnic of food ordered from the kitchen and feel very safe by keeping plenty of distance from others.

I frequent this hotel usually on Saturday afternoons/evenings. And yesterday was no different. I arrived around 4:45 and spread my blanket out on a shady part of the lawn. There were a few couples and families scattered about but no one within a hundred yards of my blanket. I sipped some rose, enjoyed some scenery, and took in a book. Read more »

PART 2-> Craigslist casual encounters yields me [m] panties from Carrie [F]

For days after Carrie had handed me her panties over coffee and subsequently sent me photos of her playing with her wet pussy, I could think of nothing else but meeting up with her again. I wanted to know what motived such a beautiful girl to hand a complete stranger her wet, fragrant panties knowing that they would soon be held against my face while my cock was in my hand. So I emailed her again- “Carrie, Shall we plan another exchange? Perhaps this time over a drink.” I knew after our first exchange both of us were more comfortable knowing that we were both who we represented. And I was pretty sure was just as interested in learning more about my motivations as I was learning about hers.

Carrie responded to me that evening. She told me to name the day and the time and she’d meet up with me. As the calendar would have it, the next Monday was MLK day and we both had the day off from work. I proposed meeting at a bar I knew in Union Square- it was dark, quiet and had large booths. And to ensure there were few people around I proposed meeting at 2pm. She agreed. The downside of waiting until Monday to meet was that the next two days of anticipation were absolute torture. Many times I had to revisit her email with all the delicious pictures of her playing with her pussy she had shared with me. I bring her sweet smelling panties to my nose and stroke my drooling cock. It was beautiful torture. Read more »

Craigslist causal encounter yields me [m] a hot woman’s panties [f] and later more

About 10 years or so years ago I posted an ad on a popular site in a section called “Casual Encounters.” I really did not expect anyone to reply to my ad and I had no expectations of anything. My ad, of course, was the product of my high sex drive and perhaps the hopes of thrill. It read: “I want your panties. Young, white, professional male has a thing for beautiful, natural women. Let me buy your used panties from you.” I submitted the ad and thought little more of it. But about an hour later I received an email with the title “I think you want my panties.” The email included a photo of, yes, you guessed it, a hairy pussy and a short description: “27 year old woman growing her hair out for the winter is willing to sell you her panties.” The email was signed “xxxo, Carrie.” Yup- triple x o. I was floored but at the same time highly skeptical. I thought for sure that ‘Carrie’ must be a creepy old guy. But, what the heck, I responded that I was interested and once again, much to my surprise, I received a response from Carrie. We agreed to meet at a public place the following Monday that was relatively close to my office. I was to bring some money and Carrie was to bring her panties. I asked her to be very discreet and to make sure the panties were in a bag and not visible to the general public. Read more »

Rendezvous [M]36 with a work colleague [F]43. Part 3

Kelly stayed in town the next few days. I could tell she was a bit embarrassed by what happened. I suppose it’s understandable. She called me to apologize for how drunk she had been. To be frank, that she called to do so made me a bit sad because it implied her voracious sexual appetite and her want of me was a result of drink rather than her own inner desires. I assured her it was all good and I apologized for any misgivings on my part as well. But that did not stop me from stroking my cock twice a day that week thinking about smacking Kelly’s dripping wet pussy and hearing her utter the words “cum on my face.”

We texted a lot that week. She wanted to meet up again but I was feeling a bit guilty about the entire situation so I avoided meeting up with her for drinks. She was leaving on Friday. I had a conference at a hotel just around the corner from the hotel at which Kelly was staying. We agreed to meet Friday morning for a coffee in her hotel before I had to go to my conference and Kelly had to hop on an airplane back to Australia. I didn’t know where this meeting would take us but I decided that it was probably best to keep things above the belt, so to speak. Read more »

My [M]36 rendezvous with a work colleague [F]43. Part 2

Kelly was planning a work return to my city in two weeks. She asked me if I’d be available to grab dinner and, if so, what night(s) I’d be available. My cock stiffened at the thought of a dinner across the table from this mysterious and clearly-oversexed, foreign woman. I offered up Wednesday. Kelly had other ideas. She suggested that we aim for Saturday evening. We could meet for a drink and go from there. The next two weeks were filled with anticipation as my head filled with thoughts of what might potentially happen with Kelly. Despite her overt sexual comments, I still worried that I might be misreading her or that perhaps her husband only allowed her to play with other women. I passed the days lubing up my cock and daydreaming of Kelly partaking in NSP and whatever events were about to come my way. Read more »

My [M]36 rendezvous with a work colleague [F]43 from abroad. Part 1

I work in an industry where I have to speak with people from all over the world everyday. I am the client in these interactions and therefore there is an incentive for my ‘sales coverage’ to reach out to me everyday, share views on local conditions, ideas about business propositions, and build up a rapport for mutual benefit. Oftentimes I get to know my coverage quite well and when I travel abroad or when coverage comes to me, we will meet in person to get drinks and/dinner. The industry in which I work is male dominated but there is the occasional female sales coverage.

Kelly was one such coverage. She worked out of Sydney, Australia. I had just switched firms and I was a new client for her. We had never met but she was very friendly from the get go. Some of the sales people that cover me are very business focused. Others tend to use more personal interactions to drive sales. Kelly was certainly in the latter category. Nearly immediately the conversation with her was friendly banter about our personal lives with some work sprinkled in. At 43 years of age, she was older than me (36). She had two kids to my one and had been married for number of years. Read more »