Sara - My trans experience (Part 2)

About 90% of the renovations, exterior work and landscaping are completed by mid September and my work travel picks up – little time left to work on the house. It becomes November and with the Thanksgiving weekend coming up, I decide to take the Wednesday off to socialize with friends and family over the long weekend returning to the shore house late Thursday evening for the first time in a month. As normal, I wake up at 5AM and head to the coffee shop – thinking I will relax and watch some football before returning to the city Saturday. As I walk into the coffee shop, lo and behold, Sara is… Read more

Posted by little_stickman 1 year ago 16

Sara - My trans experience (Part 1)

I apologize for this will being slightly long. It is necessary to tell my story as I lived it and still vividly remember it. It is February 2003 and as is normal with me either my sex-life / personal life or professional life is booming but rarely both at the same time. As life has it, my sex-life is non-existent for the last 6 months, but my professional career is booming having been made a partner in my company and given a huge bonus. Normally, I would just invest the money in a mutual fund to avoid any issues with work, as I already owned an apartment in Manhattan. At the urging of my good… Read more

Posted by little_stickman 1 year ago 8

One-Night Stand in Chicago

I was attending a technical conference at the Downtown Marriott in Chicago from Monday to Wednesday. I always like attending these types of conferences in my business development role because you get to interact with lower level personnel of major companies that have diarrhea of mouth telling you things about the market and their company that they should not. On Monday, I attended 3-4 seminars and met a number of people. At an afternoon workshop, I am sitting at the end of one of the tables and a guy with piercing blue eyes asks if the seat next to me was taken and I say No. He introduces him… Read more

Posted by little_stickman 2 years ago 14

The Foyer

This video brought back so many memories. https://xhamster.com/videos/blake-mitchell-angel-rivera-xhZdRFB My first and I did not see each other for two weeks due to family vacations, but before we left we agree we would try not masturbate. On our first day back, Tom came over my house in the morning after my parents left. I was so horny I attacked him in the foyer pulling his pants down and sucking his 9 inches. I barely sucked him 1-2 mins and he explodes in my mouth, on my chin and all over my black t-shirt - a massive load - I kept sucking him until he asked me to stop as his cock head w… Read more

Posted by little_stickman 3 years ago 3

Hank

After my girlfriend returned from her London trip, we broke up saying she wanted to explore her life. As with all my break-ups, I took it hard and just dived into work – becoming a workaholic to keep my mind off everything. I got a promotion and started to report the Bob, the senior partner around the same time. I was given an assignment to do due-diligence on a small chemical manufacturer in Fort Wayne, IN. I would be there for a week arriving Monday mid-day and returning Friday morning. Tuesday, I visited the client and began my work getting oriented with their systems and financials. It is… Read more

Posted by little_stickman 3 years ago 3

Unexpected Orgy - Not My Finest Moment

After finishing high school, I attended a prestigious southern university graduating with a double major in Finance and Chemistry. When I arrived down south, I was a k** in a candy store as I never seen so many blonde blue-eye women. Growing up in northern New Jersey, it was always dark hair, dark eyes Italian / Jewish American princesses. I was truly enjoying myself after the summer of fun with Tom ended fucking everything in sight in my dorm room. After completing my degree, I returned to NJ with my girlfriend and started doing financial analyses for a small specialty investment firm in Man… Read more

Posted by little_stickman 3 years ago 4

Lake Loop

When I was 36 I took a temporary assignment (8-12 weeks) outside of a Midwest city to open a new business development office. The firm put me in an extended stay hotel / condo. It was late July. After the first couple of days, my routine became fairly boring – work, go exercise room and order fast food or go out for fast meal, sleep. Weekends were more boring since I was not into the bar scene. Did some tourist things but I was generally bored. Three weeks into the assignment, I am going crazy and becoming very lazy. Instead of the gym, I decide to try and find some local hiking trails. I fou… Read more

Posted by little_stickman 3 years ago 13

My First Anal Experience

As a continuation of my prior story, Tom and I get into a routine everyday after track practice rushing to his house before his parent’s come home and pop in a video tape from his father’s porn collection. He has over a hundred on all subjects (straight, gay, tranny, lesbian, midgets, BDSM). Each day we choose a different tape never actually finishing one entirely. I still thing about this time because no one ever talked to me about sex growing up except my father telling me “wear a raincoat” with my old girlfriend - I learned a lot from watching those tapes. After we put the tape on, we star… Read more

Posted by little_stickman 3 years ago 30

My first

One of my xHamster’s friends asks me to write about my first time with a guy because he thought it was hot. I am an average guy except I am tall lean. In high school, I ran cross-country track in the fall – competitive but never won – I typically placed in the top 10-20. After my junior season, the track coach asks to run the 1500m for the indoor season thinking I would finish in the top 5 as I had early speed. At the first practice, there are about 15 new faces that I have never met. I introduce myself to the others running the longer races. We chat, we practice and off to the showers. Aft… Read more

Posted by little_stickman 3 years ago 34

Mail Carrier Update

I just have to give an update on my exploits with my mail carrier. It is still going on and the sex is even better. After the New Year, I always travel extensively and had a 17-day Asia trip to Tokyo, Singapore, Kuala Lumpur and India – a few days in each city with too many hours on planes. In my younger days, it would have been a work party trip but today it is all business. I have not seen my mail carrier for a couple of days because of local business travel. I will be leaving Wednesday afternoon for flight to Tokyo. I get up everyday at 5AM to handle European issues and at 6:15AM on that… Read more

Posted by little_stickman 6 years ago 11

Mail Carrier Follow-UP

With respect to my sex life, it has always been feast or famine every since I lost my virginity a day before my 16 birthday having many strange experiences over the years – no planning - shit just happens with me. I am still enjoying the FWB status with my mail carrier Cindi and it has been hot and heavy. I did not want it to get stale so I ordered a Pocket Rocket Vibrator from Amazon. It arrived on Friday and as I meet her at the door as she delivering the mail – she hands me the box and I simply state, “This is for us - we will open it later.” She smiles and goes back on her route… Read more

Posted by little_stickman 6 years ago 9