My name is Paul, I am 40, tall, athletic, handsome and masculine. My girlfriend Michelle, is a cute 21 year old college senior with long black hair, a slightly curvy body and big boobs with sand dollar like nipples. We have an amazing sex life and often fantasize about threesomes and foursomes. Usually, I am very dominant sexually with her and the other women I get with (our relationship is open). But, I have long fantasized about getting with other guys. In these fantasies I both give and receive hard anal sex. Michelle and I are so open with each other that I share my homo-erotic fantasies with her. We even bought her a strap-on and every few weeks, we reverse roles and she gives me a good, hard ass fucking. But still, I had yet to get with a guy and really wanted to try it.
One day, I was by myself having a drink at a local wine bar and I met Garry. He too was tall, athletic, very handsome and masculine. We were having a great conversation and I told him about my girlfriend, mentioning that we are into threesomes. He perked up and I just went for it and directly asked him if he would be into a threesome with us. He said very enthusiastically yes. So I got his number, had him send me a picture and showed his picture to Michelle. She was into the idea. So we arranged to have Gary over to my place for a drink.
The day before our meet, I sent Gary a text saying be ready for AAAnything, hoping he would get the hint to prep his ass for anal.
He got the hint saying, "I hope you like a tight asshole, I know I do."
For me and Michelle's part, we both prepped our asses for anal. Michelle usually doesn't like anal but for this occasion she thought it could be hot to get double penetrated. So, I spent about an hour, licking, fingering and anal plugging her ass to get it ready for penetration. After, I cleaned myself out, I left my ass alone. I wanted it to be tight if Gary took my anal virginity.
I put fresh candles around my apartment and little dishes of coconut oil in key places. When Gary arrived around 7:00, my place had a very, relaxing sexual atmosphere. I got us three glasses of wine and we all sat on my couch, Garry in the middle. I went right into talking about sex and asked Gary if he had ever been with a guy before. He responded that he was straight but really liked sex with the right guy and had previously had two long term male fuck buddies. I joked that maybe, I could be his third fuck buddy. To this he just gave me an intense look, grabbed the back of my head to pull me in and kissed me hard.
I was engaged in my first make out with a guy and it was fucking intense. Our mouths were both very wet and our tongues explored each other freely, our hands wandered from each other's chests down to our dicks and asses. We were instantly both hard. From what I could feel outside his jeans, Gary's dick was quite large. I soon found out just how large because Michelle took off both our pants and boxers and began going back and forth sucking our dicks.
Gary's cock was cut and beautiful. It was thick enough so that Michelle hardly had to tighten her lips around it. It was about 8 inches long. When Michelle sucks my cock she struggles to get all 6.5 inches in her throat. With Garry's cock, she wasn't able to get about two inches down.
So Garry roughly commanded her, "Put my whole fucking cock in your throat".
Being naturally submissive, Michelle took Gary's huge dick all the way down her throat but after a few seconds came up gagging.
I couldn't resist any longer and took Michelle's place sucking Gary's cock. It was smooth, hot and tasted so fucking manly.
After licking and sucking for a few minutes, I got on my knees, looked up into Garry's eyes and said, "What do you want to do stud?"
Gary replied, "I want you to take my whole cock down your fucking throat."
I was determined to outdo Michelle and proceeded to push my head down until Gary's whole cock was in my throat, I too was gagging and came up drooling all over Garry's massive cock. But I went right back to work, sucking and licking my way down to his balls. Garry propped his legs up which allowed me access to his sexy asshole. I eagerly licked it, slobbered on it, sucked it and tongue fucked it. I fucking loved Gary's butthole. It tasted sweet yet manly, like a mix of coconut oil and sweat. In the meantime, Michelle licked and sucked my asshole.
I heard her say, "I'm not going to stretch you out with my fingers Paul. I want you to be really tight for your first real cock."
I pleaded with her, "Please just put one finger in so I am a little stretched out."
She replied, "No baby, take Gary's big dick like a man. His cock will stretch you out. And if you act like a sissy, I'm gonna tell him not to use any lube."
Secretly, I was happy that Michelle was forcing me to take my first real cock like a man and I also knew that if it hurt too much, I could get her back later by ass fucking her without lube.