This story is true (although some of the names have been changed). It is about a sexual encounter between to consenting adults. One male and one transgender. The story contains graphic sexual content. If you are under the age of 18, or are offended by such material, please leave now. I do not wish to offend anyone. This is simply a fond memory I wish to relate.
The story takes place back in the late 1970's. I was 25y/o and married at the time. I met Becky through my best friend, Mac. She was about my age. Tall for a woman, about 5'9" or 5' 10". With shoulder length, dark brown, hair and deep brown eyes. She probably weighed about 135# (I didn't ask).
Though I couldn't see much of her through her loose fitting blue jeans and flannel shirt, there was no question in my mind that she was female. And, appeared to be a damn good looking one too. So, I was a little surprised when she told me, right up front, that she was a pre-op transsexual. I consider myself a liberal thinker, so I just accepted the fact and let it go at that.
I introduced her to my wife,Barb, and they hit it off right away. We all soon became very good friends. In fact, a short while later, Becky ended up staying with us for a while. It was a convenient arrangement. Because I was working 2nd shift and, Becky, was working days. My wife wasn't working at the time.
I should mention that the sex life between my wife and me was virtually nonexistent (she's now my ex, by the way). However, I never had sexual thoughts about Becky. I liked her, and enjoyed her company, but I guess I just could never get past the fact that she had male parts.
All of that changed dramatically one Saturday afternoon. I had gone out to run some errands. My wife had gone to visit her parents in another town for the weekend. When I arrived home the house seemed empty. As I passed by the patio doors I saw Becky lying on a blanket, on her back, sunning herself. She was wearing bikini bottoms and no top.
I guess I'd never really looked at her before. Not like I was seeing her now. She was stunningly beautiful. With long smooth shapely legs, a very sexy curvaceous body, and her breasts were not too big and not too small. I guess the word would be perky. I couldn't believe the vision of loveliness I was looking at. If I didn't already know it, I never would've guessed that there was a penis under those bikini bottoms.
I was in the kitchen when Becky came into the house (she had her top on now). She walked by me casually and said, "Hi, Chuck, I didn't know you were home." I said nothing, but tried to hide my hardon as I watched that, definitely female, ass walk by. She went into the bathroom and I heard the shower turn on. All through dinner, I could not get the vision of Becky on the patio out of my mind.
Later we sat around watching TV, chatting and having a few drinks. Becky was dressed in a short miniskirt and light blouse that showed off her luscious long legs and curvaceous body. If I didn't know better I'd have sworn she was trying to tease me.
During the conversation she said, "You know, Chuck, I've always found you to be a very attractive man. After I have my surgery, I'd like to come back & bed you down." I don't know if it was the drinks, the fact that I hadn't had sex in months (other than Rosy Palm and her four sisters), or the combination of both.
But, I was getting some pretty strange thoughts regarding Becky. I guess she must've read my mind, because she then said, "actually, if you'd like, we don't have to wait." As she was speaking she kind of strolled over to where I was sitting, knelt down between my spread legs and began to unzip my pants. I made no move to resist as she reached in and extracted my rapidly stiffening cock. I've never actually measured myself, and don't consider myself all that big. Becky, however, was mumbling something about how big it was just before she wrapped her luscious lips around the head and sucked the shaft completely into her hot wet mouth... I was in heaven feeling her warm wet, definitely female, mouth moving up and down on my throbbing boner.
I was thinking that I wasn't going to be able to hold out very long if she kept that up. She stopped her mouth action (which greatly disappointed me) and stood up. She took me by the hand and led me to her bedroom. Watching her sexy ass lead the way, I had lost all resistance at this point. As she sat me on the bed and began removing my clothing, I nervously commented that I'd never done it with anyone with a dick before. To which she replied, "don't think of it as a dick. Think of it as an oversized clitoris."
After she'd removed my clothes, she stood and began undressing, with her back to me. I laid there with a raging boner as I stared at her gorgeous body and luscious ass. When she turned around I got my first look at her penis. It actually was, not much more than an oversized clit. It was about 1 or 2 inches long, hard. It actually resemble the penis of a very young child. But, I didn't think about that at the time.
Becky laid on the bed beside me and began to suck my steel hard rod again, as I rubbed her tits and that smooth firm, perfectly shaped, bubble butt.
After a few minutes of sucking, she reached into her night stand and brought out a tube of lubricant. As she was rubbing my fat cock with the slippery substance and saying, "I want you inside me," it suddenly dawned on me that, that beautiful ass I'd been admiring so much was where I was about to stick my hard cock! I'd never experienced anal sex before.
Becky laid on her stomach and offered her ass to me saying, "I like it from behind. Lay on my back and fuck my male pussy." I needed no more encouragement. I rolled over onto her back and felt her reach between us, take hold of my throbbing member and place the head at her opening. I pushed steadily and firmly. Feeling her butthole open up and accept the head of my male offering. It was the tightest, hottest sensation I've ever felt, as her male pussy engulfed my hard throbbing meat.
As we fell into a steady rhythm, I could feel her asshole tighten as I withdrew and loosen as I impaled her, It was the most wonderful sensation I've ever felt. As I was steadily fucking Becky's ass, she was saying things like, "God yes! Fuck my ass! Oh God, this feels so good! It's been so long since I've been fucked by a real man! Fuck me! Fuck me hard!" These words only served to drive me on, and fuck her as hard as I could. By now I had my hands underneath her, mauling her luscious tits. Pinching her nipples, and slamming my cock into her ass at a furious pace.
Suddenly she began to scream, "Oh my God! I'm gonna cum. You're gonna make cum this way! Fuck me! Fuck me! Make me cum! Please don't stop! Make me cum!" Then I felt her ass contract around my cock several times in rapid succession. This pushed me over the edge. I grunted something like, "I'm gonna cum in your ass!" To which she replied, "Yes! Cum deep in my ass! I want your cum in me!"
That did it! I slammed all the way into her. My whole body stiffened as I shot several volleys of my hot juice deep into her bowels.
After we had both come down from our orgasmic high, we cuddled and talked awhile. She told me that no-one had ever, actually, made her cum while fucking her before. We slept together the rest of the weekend.
I learned that my wife and Becky had conspired to arrange this so that Becky and I could both have an avenue for our sexual needs, and my wife wouldn't be bothered by me unless she wanted to be. Which was almost never. Don't get me wrong. I knew that my wife loved me. She just didn't like sex.
Becky moved away about a year after that. To take a job where she could make enough money to complete her transition. We eventually lost contact with each other. My wife and I also eventually drifted apart, but it had nothing to do with Becky.
I don't know if she ever completed the change or not. However, my relationship with Becky forever changed my life and the way I look at things.
It awakened the latent bisexuality in me, and taught me to enjoy the pleasures of both sexes. I will always love her for it.
Positive feed back is welcome. Email me at Lckr069@aol.com.