Sometime in the not too distant past I read an article by a doctor commenting on homosexual activity. In the article on males, he stated quite emphatically that the human rectum was not as tough as the female vagina, and wasn't designed for use as an orifice for sexual activity. To ignore this advice could lead to possible harm he said. Well I have to disagree with the good doctor, the few times I have engaged in this activity, my late night lovers have entered me easily and deeply. Perhaps there is a difference here or I was just in a really receptive mood. This is the story of one such encounter where I queered out and acted the part of a woman.
It could have been the change in the weather or something else but I was very restless on that evening. Spring had finally started with a warm pleasant evening. The steam bath weather of Wash., was still a couple weeks away, where you are bathed in sweat and can't breath; due to the humidity. Someone once referred to D.C. as a malaria swamp, well the malaria is gone but the swamp part is still accurate. With no particular goal in mind drove from my apartment in Arlington over to Georgetown, to do a little cruising.
At the time a couple blocks from K St. NW were two bar on the east side of Wisconsin Ave. Had never visited them so thought to give them a try. Finding a parking spot on a side street walked back and decided to try the place with the log front first. There were lots of pedestrians out for a stroll enjoying the mild weather of the early evening. The place was jumping inside, not a table empty, juke box blaring, waitresses running back and forth with trays of beer. I found a spot at the bar wedged myself in, when the bartender came rushing over ordered a draft beer. It finally dawned on me that the entire crowd was male, even what I thought were waitresses, were just drag queens. At the time had just enough experience to know the D.C. police and the intelligence community kept a close watch on places like this, and the police would raid them from time to time. Felt sort of trapped now, so I drank the beer and ordered another. If anyone was on the make here they weren't interested in me. Finally got up the nerve to walk out and headed for the door.
Out on the street I breathed in a couple lungs full of air and headed up the block to the bar on the corner. This place had a glass front and had only a dozen or so customers. Got a bar stool and ordered another beer. Everyone here was paired off deeply in conversation, it turned out this was a neighborhood hangout. By this time it was 10:30, in the mid 60's D.C. shut down tight at mid night. Things didn't look very promising so finishing my second beer decided to write the night off and head back to Virginia.
Lighting a cigarette headed up the hill to where my car was parked. A Caddy drove by and slowed, the driver staring at me, he turned left at the next intersection. Decided to wait at the next corner to see if he was circling the block or just headed home. Dawdling by the corner sure enough he came back out a block down driving slowly. I was pretty sure it wasn't a cop; they for the most part don't drive Caddy's to this day.
The passenger window rolled down and driver asked: "Need a ride?"
"Yes." I replied, maybe I was going to get lucky after all. The door unlocked and I got in to the car.
"Where were you headed?" He asked.
I could detect a slight accent, couldn't decide if he was British or if it was a boarding school accent. "No place, was just out wandering around."
"My wife is away for the week and I am sort of lonely, would you care to stop by my place for a drink?" His hand rested gently on my upper thigh.
Reaching down I moved his hand onto my cock and said: "Yes, do you live nearby?"
"Just a couple of blocks from here." And we were off. He went up Wisconsin two blocks hung a left and 1/2 block down pulled up in front of one of the town houses.
So far all of this bespoke bucks, big bucks. Even in the mid 60's the Georgetown area was very expensive. Now it was really looking up, most of my sex at the time consisted of quick front seat blowjobs here and there. The chance to be inside, safe from prying eyes and comfortable was very nice prospect..
He led me up the stairs and into his town house. Decided that the accent was British when he poured us each a Whiskey (Scotch) with no ice. At the time wasn't really into the hard stuff so I sipped this rather slowly. There was an awkward silence as we both tried to think of something to say as an icebreaker so we could get on with the business. Looking down at the coffee table there was a paperback spy novel there, one I had read, but the cover was entirely differently I commented on the really intriguing book cover.
He replied that he had picked it up at the airport in London the previous week. "Different publishers you know."
"I liked the book, have the complete set and have read them all at least once. This one is my favorite though."
This seemed to break the ice. "Would you like to see the rest of the house?" He asked.
"Yes I would, very much." I replied, had worked here in Georgetown for a while, but have never been in one of these townhouses before." Well the other part of the house he wanted to show me was his bedroom, and that was the part I wanted to see.
He led me up the stairs to the rear of the house pointing out the bath, then to the master bedroom, which was located in the rear of the house. Considering what one of these Georgetown Townhouses costs the bedroom was small and cramped. There was an easy chair by the window, a large bed with a rumpled down comforted on top and a chest at the foot of the bed. The windows were open and a gentle breeze was ruffling the red curtains.
"Red curtains?" I asked.
"Yes my wife is a decorator and she chose them."
'Early bordello.' I thought to myself, then for some reason I started acting coy. Sometimes you get the wrong attitude and that is what happened to me, here I was in a nice house, with a willing partner and all of sudden started playing hard to get.
There was a little verbal jabbing back and forth, and I am sure he was thinking he had made a mistake in picking this shit. Well I finally came to my senses and moved over close to him.
We began a bit tentatively feeling each other up, then we kissed, hands still at work on the front of the trousers. When the kiss broke he took his trousers down and I followed suit with my jeans. Kissing again we explored one another. Any doubt I had about his being British disappeared, as he had a long foreskin that completely covered the head of his cock and about three quarters of an inch beyond. The kissing continued as we both hardened.
It seemed like a suitable time so I lowered myself to the floor and took him in my mouth to blow him. Rolling the foreskin back sucked the head of his dick as I played with his balls. He was very gentle with me as I blew him, not forcing himself just allowing me to eat his cock. After a couple minutes, I let go of the cock and asked if we could move to the bed, implying I would like to be sucked too.
"Sorry, I don't like to do that." He replied at the offered cock.
I went back to sucking him. Well if he didn't like to suck that must mean he was a true Brit that liked to fuck. The Brits believe as long as they are the recipients of blow jobs, fuck their lovers in the ass and don't take a cock in their mouths they aren't queer.
When he was totally hard I got up and took my shirt off, and pushed my pants down around my ankles. Then I lay down on the bed face down. I had been right; this is what he wanted. I could hear him removing his trousers and shoes, then his weight on the bed as he straddled me. He was ready to be taken for a ride.
This was the first time I had every invited someone to fuck me. The first person to have me, more or less ordered me around. As previously noted most of my late night romps were furtive blowjobs in the front seat of a car. There is a lot to be said for being inside a house safe from any intrusions, where you can get comfortable, relax and enjoy the sex. This evening I would be his girl.
His hands roamed over my back caressing me, I pushed my ass into the air a bit. With his left hand he spread my cheeks, and with his right hand moved his cock up and down me. The foreskin dragging over me gave me goose bumps and I shivered from his playing with me. Then the head caught on my opening and he pushed forward. He was still very wet and sloppy from my mouth and went in easily. As he slid into me I could feel the foreskin moving back as the head popped by the resistance at my opening. The head moved down the smooth muscles and was in all the way. He pushed in as far as he could go, his pubic hair was against my cheeks and I could feel his balls hanging down against mine. I was very horny and pushed back to get him in to me as deep as possible. There was that full feeling in the pit of my stomach one gets when you have been penetrated and are about to be fucked.
As you are probably aware, there is 'taking it up the ass' and there is being made love to anally. He began to make love to me anally.
He began to move, his slow deep thrusts into me forced me into the bed. He turned out to be a passionate and skilled lover. It was a most relaxing and satisfying. When after ten or so minutes he was about to cum he got completely on top of me, kissed my shoulders and neck. I was quite hard and excited as he held inside me and shot his offering. I squeezed him and bucked a couple of times as he pressed against me. He must have been saving it, since I could feel the warmth of his cum inside me. Once again a man had known me as a woman.
His hand moved underneath me and he finished me off. My load shot out and soiled the covers. The cock was still deep within me as I shot and it was a very intense orgasm..
We both were done at this point. Hopefully he was as satisfied with me as his substitute wife for the night, as I was about the way he had fucked me.
I got up and pulled my trousers up, now somewhat embarrassed to be exposed in front of a stranger. Odd reaction, seeing as how I had just had his cock in me at both ends, but we are funny creatures. Nature called and he went into the bath to relieve himself he returned a few minutes later still naked from the waist down. Apparently he had washed me off his cock also.
Sitting down beside me on the bed he asked: "Do you need a ride back down Wisconsin Ave."
"No." I replied "it is only about four blocks, I can walk it in a couple of minutes. Sorry, about being such a little shit earlier, I really wanted you and didn't know how to get things going."
"Don't worry about it, everything turned out for the best now didn't it." He kind of grinned at me.
Reaching over I fondled his cock and it gave a little jump, a couple more squeezes and it started to get hard. Not being in rush I got onto my knees on the floor between his legs and for the second time in the evening to sucked him. The least I could do by way of an apology for my earlier behavior was to give him a blow job. I held the foreskin back so only the head was between my lips and fellated him until his cock began to quiver. As I sucked him, I unzipped my pants and took my cock out and played with myself as I ate him. Moving my mouth completely down the shaft I took the entire length in my mouth and with my hands grabbed his hips to hold him in. In this position he put his hands on the back of my head holding me close as he ejaculated into my mouth. He was in so deep that with a couple of gulps it ran down my throat easily. I came again at this point and this time soiled his bedroom carpet. Wonder what his wife will say when she sees all this starched spots.
We said our good-bys, no phone numbers, no future dates, these were the days of bump and run, not long term commitments. Too bad, have the feeling I missed something here. It would have been nice to have been able to drop by from time to time, share a couple of whiskeys with him, then act the woman and let him have me. Probably would have done us both some good. However, there was the constant fear of discovery or arrest in that era. Also I have wondered subsequently if he really was married.
Outside I lit a cigarette and walked back down to where my car was parked and drove back to Virginia.
This was sex in the mid 60's. No protection, I wasn't worried about getting pregnant, and the AIDS epidemic was 20 years in the future. This sort of behavior would probably kill you today. Don't know what or how I would behave today were I still active. The thought of sucking someone off through a condom doesn't have much appeal and doesn't sound all that appetizing. As to being fucked with a condom, guess that would be okay. But the times I have been fucked it has always been bareback, so have no basis for comparison.
Hope you enjoyed my tale.