I was so deliriously happy. My college sweetheart had become my wife six months prior. We had been together long enough to feel comfortable with each other and our sexuality. Gwen was easy to love: tall, slim, long limbed and with piercing blue-eyes and a fabulous white smile. She was of Scandinavian descent and had almost albino skin and white blonde hair. She would stand out in any room.
It had not been love at first sight. It had been a slow dance from shared college classes to a budding friendship to enjoying each other in the high points of their lives and helping each other with the low points. She had helped me endure breakups and I had done the same for her. After one low moment she had sworn off men and dated only women for over a year. She commented to me that she found women the same as men; the same controlling, argumentative, rollercoaster ride of drama and emotion. One such moment became the catalyst for the next step in our relationship: love. She had moaned and groaned, cried and cursed as she vented the feelings she had from her last low point, another relationship that had gone sideways. She looked at me and said "I realized I didn't feel loved, not the way I wanted anyway. I want someone to love me like you do. I want a friendship, a foundation, not just lust and hot, sweaty sex. Mind you, there's nothing wrong with hot sweaty sex, just that I want more."
After that, our get togethers gradually evolved more and more into a loving relationship which led to sex, love and, eventually, marriage. After a series of high and lows in relationships, this deepening of emotion between two friends was a welcome change. Gwen's brother flew in for a weeklong celebration before flying back to Boston. We took a leisurely trip down the California coast, just enjoying ourselves immensely. It was all based on honesty. We had known each other long enough to know most of the quirks and foibles. Both of us had had healthy sexual experiences over the years and we brought those experiences to our shared love. Still, compared to Gwen, I felt like a priest. Gwen had told me about being in threesomes, foursomes and moresomes, in addition to her times with other women.
One night, after some steamy sex, we lay side by side, holding hands. I turned his head and said, "What are your fantasies? After your experiences, what fantasies remain?" Gwen rolled her head toward me, smiled and pondered the question, then said in a sultry voice, "I want to watch you suck a cock." She paused, then continued, "Actually, I want you to suck a lot of cock. I want you to become a cumslut like me, to be my little faggot boy, who comes home and tells me his exploits, what's it's like for you to be used like I have been."
"Well, that's a bit more than I was expecting. I thought there might be some position that you haven't tried, or wanted to try with me," I said with a smile.
She looked at me, "Would you do that for me? Would you suck a cock? Would you swallow his cum?"
"I don't know", I replied.
"If we did it together, would you share a cock with me?"
"Maybe"
Gwen flashed her million-watt smile. "You might like it more than sex with me", she said. "I'll lose you like I lost Gerald." That had been a sore point, a devastating turn of events. She and Gerald had a MMF threesome after which Gerald came to her and said he had been meeting Ron after the threesome and sucking his cock. He told her he liked sucking cock more than fucking her. That was when she had sworn off men for over a year.
After this exchange, we got ready for bed and cuddled together. Time passed, without further conversation on that topic. I forgot about it. After even more time, Gwen came home to say that Jeff, her brother, was moving back to the Bay Area. He had a new job, a promotion and a big raise.
"He'll need a really big raise to be able to live here," I told her.
"Thank goodness we both have good jobs, otherwise we couldn't afford to live here, either", she replied.
His new company had paid his relocation costs. We went over to help him settle in, after which he took us to dinner. We came back to his house high in the Berkeley hills. We stood in front of the big glass window and looked out at the view in front of them. Looking west, they could see Berkeley below us, with San Francisco and the Bay Bridge further to the west. It was breathtaking.
"I officially have house envy," Gwen playfully said with a smile. Jeff brought in three glasses and a bottle of wine, removed the cork and poured our drinks.
"To good times forever," Michael toasted. Gwen had to work on Saturday, so the we two guys got together and I took Jeff to our gym. I got him a 10-day pass, Jeff looked around and said "I could get used to this very quickly." It was definitely upscale, the women were in great shape and the guys were buff. Guys being guys, we pushed each other to see who could outlast the other. Finally, a truce was declared and we drove to our house. Inside, they lost their sweat soaked shirts and Michael brought in two lagers for them to enjoy. Jeff leaned back on one couch as Michael sat opposite him on the other.
"That was fun," Jeff said. "I so like your house."
"Thank goodness Gwen has fashion sense, otherwise I would shudder to think what it would look like," I replied.
They talked sports and jobs. I asked why he had returned to the Bay Area after being gone for college and living in Boston.
"I missed it. Boston is okay but I could never get into the whole Red Sox, Patriots thing. They are obsessed. It's different here. There are so many things to see and do, there's a lot of life balance. Imagine, there's more to life than sports and talk radio."
We bantered back and forth.
"So," Jeff began, "how is it with my sister? Is there anything you two haven't done at this point? Did you get to watch her lez out with a chick?"
"No, but that's on the bucket list."
"What else is on the list? A MMF threesome? How about her watching you suck on a cock?"
"No, that's not come up yet," I tensed as he replied.
"That's not what I've heard."
My face flushed. I had been caught in the lie. "She asked if I would do it for her. I told her I might" I stopped for a moment, still red-faced. "Does she tell you everything?"
"Pretty much everything, I guess. Did she tell you I swing both ways?"
"No, that's news to me."
Jeff stood up, untied the drawstring of his shorts, and let them fall to the floor. "Did she tell you I had a big cock?"
I looked over at Jeff. My gaze went from his bright blue eyes, like his sister, down to his cock. Without thinking, I used my tongue to moisten my lips, a gesture that Jeff watched carefully. He stepped out of his shorts and walked the the three steps to where he stood directly in front of me . His right hand moved down to his flaccid cock and slowly started to stroke it.
"Yeah, she tells me pretty much everything, even about her wanting you to suck a lot of cock and become her faggot boy, her bottom."
The air felt sucked out of the room. I found it difficult to breathe. I looked up at Jeff without saying a word.
Jeff brought his left hand to my right hand and slowly moved it until it touched his cock. "Hold it."
I moved my hand to hold Jeff's cock as it expanded. I slowly stroked it.Jeff removed his hand and I continued the slow stroking motion. I was frozen in place, mesmerized by his big cock.
"Do you like that? You like my cock? I think you are going to love it. Now, slip to your knees."
I slowly slid to my knees as my mind raced a million miles a second. What was I doing? Why was I on my knees in front of Jeff's now erect cock?
Jeff took a thumb and pushed between my lips. I automatically opened my mouth and the thumb slipped into my mouth. I found himself sucking on it like a lollipop. Jeff's other hand brought his cock to my lips. He slipped his thumb out and slid his cock into my open mouth. I used his hand to remove it from my mouth, kissed the tip and slid it back in. I sucked my first cock. I had been curious what it was like and now I found it both familiar and totally unlike anything I could have imagined. I slid the crown into my mouth and licked it with my tongue, then swirled it around his cock like so many women had done to me. It was hard, yet it was velvety in my mouth. As each inch slowly entered my mouth, I slowly started to suck it further in, bobbing my head. As I had read in gay porn, just do what you would like someone to do to you.
Jeff looked at down to him. "You like my cock, don't you? You want more. Well, you're going to get it all, today, tomorrow and forever."
The sucking continued as Jeff thrust his cock further and further into my mouth. "Your mouth was made for cocksucking. Gwen's gonna love watching you suck my cock, then watching you swallowing my cum."
My head jerked upward. "No!"
"Oh yes, cocksucker, she and I share everything. Total honesty is the only way, right? Isn't that what you two tell each other? Well, you have to tell her about sucking my cock."
Jeff stepped back and I thought my nightmare was over. But Jeff held out his hands and helped me to my feet. He reached down and jerked my shorts and underwear to the floor. I stepped out of them, numbly, as Jeff went to his shorts and pulled out a packet from his pocket. He guided me to the couch, told me to get on my stomach, he then put two pillows under my stomach, opened the packet and rubbed the lube inside on my ass and his cock. He placed his cock just outside my rosebud, and slowly slipped the tip into my ass.
"Relax. Just relax. Just let it happen and you'll soon be thanking me for taking your anal cherry. You see, one of my favorite things to do is to turn strong, straight men like yourself into simpering faggots, cumsluts who crave cock." He held me by the hips and pushed his cock further into my ass. There was a sharp, sudden pain from my rectum. Jeff stopped to let me adjust to his size then slowly eased further and further until he bottomed out balls deep.
"Oh, you are tight," Jeff said .