This story involves a guy who wants his girlfriend to sleep with another man.
If that's not your thing or you're against it, please skip this story.
(All those involved in this story are over 18 years old.)
When I was younger, I met a girl who was to be my first long-term girlfriend. She was of Italian, Spanish, and Caucasian descent. She was raised catholic, was very shy, extremely conservative, and a virgin when we met. She was tall, had long legs, beautiful face and large 34D breasts, with an athletic build.
We dated for almost a year before she allowed me to take her virginity. Although my cock was just average thickness, the first time that I was able to slide my 5.5" cock into her pussy was difficult, even after going down on her and her young pussy becoming soaking wet with her vaginal secretions.
Once we began having sex, Angel was insatiable. She enjoyed sex and even though she was shy & conservative, she was somewhat open to suggestion, to make me happy. After we had been fucking for about a year, I made her aware of my wanting her to expose her body to other men and for her to fuck another guy, but she refused to indulge. After years of me asking her to let down her guard and lose her inhibitions, we met Gary and Cheryl.
They were an older couple with experience in voyeurism and exhibitionism, plus they were swingers. Cheryl had many conversations with Angel about Gary's skills as a lover and his experience teaching a woman about sex. He had taken Cheryl's virginity when they were our age and had opened their sex life to others.
Throughout this introductory period, we had all seen Gary nude. Angel and I had discussed the possibility of him being the second man to experience her inexperienced pussy. Our discussions led to Angel allowing Gary to ease her into sharing her body with him, but refused to actually fuck him.
Over a 3 month period, she went from absolutely no sexual contact with another man, to allowing Gary to see her naked, fondle her body, finger fuck her, and eventually allowing him to perform oral sex on her. She also fondled his cock, jacked him off til he came, and briefly put his cock in her mouth, but continued to refuse going any further. She was adamant about not allowing another man to fuck her. My name is Tom and this is the story about our continuation of experiences with Gary & Cheryl.
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One evening, Tom had convinced Angel to enter the hot tub (at Gary & Cheryl's home) completely naked. Having already been nude in front of their friends and their friends being naked in front of them, Tom persuaded Angel to relax in the tub nude, with the promise that afterwards, they could quickly put their robes over their nude bodies to head back to their room.
The alcoholic beverages flowed and everyone was feeing good. Periodically throughout the night, Gary would rise out of the water, to cool off on the edge of the tub. During this cooling off period, everyone had an unobstructed view of his enormous manhood. Gary was extremely well endowed and Angel could not help but stare at his cock and imagine how it would feel inside of her.
After about an hour, Tom complained about a migraine. The other 3 were having such a good time, that Tom convinced Angel to hang out for a while with Gary and Cheryl, as the night was still young and this would be their final night there.
Shortly after Tom left the three of them, Cheryl excused herself to the restroom, leaving Gary and Angel alone.
After conversing for a short time, Gary excused himself to check on Cheryl's whereabouts. Upon his return, he informed Angel that Cheryl had ended up back in their room and was out cold on their marital bed. Feeling nervous that things could escalate between her and Gary, since their significant others were no longer around, Angel decided to call it a night.
As she rose, Gary was awarded the view of her amazing nude body and his cock stiffened completely. As he stood next to the tub, he reached out and kept her from leaving the tub completely. His cock was fully erect in anticipation of spending time with this naked young lady and in hopes of finally penetrating her faithful pussy for the first time.
"Hang on. Let me take in your beauty, for just a few moments."
Angel stood still and allowed Gary to take in the sight of her sexy body. Her breasts stood firm and her nipples were engorged. She could feel the moisture in her pussy, because although she was conservative, she was also a woman. A highly sexed woman who earlier this morning, had spent time being orally pleasured by this other man.
"Angel, your body is amazing."
"Thank you Gary." Instinctively, she looked at his crotch.
"Wow Gary. You're extremely hard right now."
"You did that."
"How so?"
"The sight of your sexy body has me extremely excited. Plus, the thought of those instances where you allowed me to touch and taste you, has me excited. Also, I can't help but imagine the moment when you allow me to penetrate your beautiful pussy and allow me to have sexual intercourse with you."
"That's extremely flattering, but I don't think that'll ever happen. I mean your penis is beautiful and I'm sure would feel good in me, but I just can't fuck another guy while I'm with Tom."
"So are you saying that if you weren't with Tom and I wasn't with Cheryl, you'd fuck me?"
"Probably." As she blushed.
"But your penis would probably hurt entering my body. I still can't believe how large your it is."
"Seeing your amazing body is making it harder than normal."
"Thanks." Angel responded bashfully.
Angel had decided to give Gary a treat and took an extra few minutes before covering her nude body with her robe, and heading back into the house. Unbeknownst to them, Tom was watching the couple exiting the hot tub, from the upstairs window and rushed back to bed, once the patio door closed, to await his girlfriend.
Once inside, Angel went to the kitchen to fill her water bottle. As Angel stood near the sink, Gary approached her from behind and wrapped his arms around her. He nuzzled her neck as he moved his crotch to her ass. In doing so, his cock naturally rested between her ass cheeks separated by the thin material of her robe. Angel could feel the full hardness of his cock and it aroused her. Her vaginal fluid was flowing and she wanted to hurry up and get to bed, so that her boyfriend could satisfy the want in her needy pussy.
As she thought about getting fucked by her boyfriend, Gary fondled her large breasts through the thin robe. Instinctively, her head tilted back and she enjoyed this experienced man stimulating her breasts. She could feel every vein and contour of his erect penis pressed between the cheeks of her ass and she felt good, knowing that she was the reason that he was so aroused.
"God, I love your breasts." Gary whispered in her ear.
