Bob Long

Not much to tell, one day while rehabbing from an accident which made it difficult to have sex my wife and I were reminiscing about some of our sexcapades so she suggested I start journal of sorts and if I felt so inclined share them online. All of my stories are 100% true, I am in no way shape or form a writer I actually hated HS english class except for the hot hippie teacher who always wore mini skirts and for the most part went braless

Bob Long Stories

Below you can find the complete collection of stories by Bob Long.

My wife watched as I got fucked by a big cock (ch. 2)

16 Feb 2021 comments

Sorry this took so long to post but with everything thats been going on in the world I hadn't had time. This is the follow up to on my encounter with Dave my wife's friend who helped her get revenge on my for having some rough sex. As always this is 100% true and factual with the exceptions of the names of the parties involved

8.6 (18) 6706 Reads 24 Min

My wife watched as I got fucked by a big cock

25 Sep 2020 comments

This is the true story how my wife thought it was time I learned a lesson and this was her payback for the things I made her do and took for granted

9.0 (31) 21001 Reads 18 Min

The end of a perfect night out as a sexy woman

1 Mar 2020 comments

This was the last but ultimately the best part of evening when my girlfriend took me out to a gay club, dressed as a woman just to test the water and to assure me that I not only very passable but also pretty damn hot. I got way much more than I imagined

8.4 (12) 3344 Reads 11 Min

Before she turned me out

10 Feb 2020 comments

My girlfriend who fostered my obsession with crossdressing and living as a woman, trained and made me into one hell of a beautiful woman who eventually sucked a mans cock and loved it

7.8 (30) 7959 Reads 51 Min

How I got started (ch. 3)

5 Feb 2020 comments

Our continuing story of the greatest time of my life exploring and fulfilling my deep seated desire to be a woman through crossdressing and learning about my sexuality with the best teacher in the world my mom

8.2 (16) 1179 Reads 19 Min

How I got started (ch. 2)

4 Feb 2020 comments

This is a continuation of my glorious introduction to crossdressing and sex

8.2 (5) 2018 Reads 23 Min

My First time with a man

2 Feb 2020 comments

An encounter that just happened after years of repression

8.4 (81) 6742 Reads 14 Min

Parking lot blowjob

1 Feb 2020 comments

This is the story of how my ex girlfriend, made it her mission to get me to suck a guys cock

7.3 (40) 9320 Reads 25 Min

How I got started

30 Jan 2020 comments

This is how I began my life as a crossdresser, encouraged by my mother who lovingly guided me and embraced my desires to dress as a women

8.0 (131) 10518 Reads 12 Min

She turned me out

13 Mar 2019 comments

My girlfriend not only encouraged my crossdressing but how she turned me into the cock sucking whore I am

8.2 (50) 9374 Reads 27 Min