30-year old virgin girlfriend/fiancee

In 2012 I signed up to a dating website for Catholics. I am not a practicing Catholic but I wanted a more meaningful relationship. Soon after I met someone wonderful. Her name was R. She was a gorgeous 30 years old doctor. She had short blonde hair, blue eyes, long legs and a fit body. Her breasts were all natural 36 DD. She never wore anything revealing. She was saving herself for marriage. This was not a problem to me, I was just glad that she was into me as much as I was into her. After the initial infatuation stage, things got pretty serious and after six months we got engaged.

As time went on we began to share our deepest secrets. I learned that she had not dated seriously in almost a decade. I was the first guy she was opening to. She had developed PTSD from a terrible incident involving the brother of her best friend taking his life. He shot himself while R being on an adjacent room. That made it impossible for R to sleep normally again, so she was prescribed Ambien to sleep. Ten years later, she was over her PTSD but had developed a dependency to Ambien. She just couldn't sleep without it. This is a very strong medication. It can really uninhibit you, and then you cannot remember anything you did during the night. R's girlfriends who had stayed over with her would tell her of all the crazy things she had said and done while on the medication. As you can imagine, she had a very strict rule to never allow any boyfriends to stay over, to avoid and situations that would lead her into giving up her virginity.

But R and I were engaged, and we were getting married in another 6 to 9 months anyway, so she allowed me to stay the night after our engagement. I quickly realized that all her stories about Ambien making you crazy were true. She became loopy and horny as hell, and she did things that turned me on every night. But I respected her wishes and never took advantage of the situation. We would cuddle and fall asleep together. Sometimes we would make out and fondle each other, but I always respected her only 2 rules: no sex of any kind, no getting her undressed. She wanted to reveal her natural 36 DDs on the wedding night. She was so proud of having big boobs, and loved having them squeezed and sucked on. But we only did this with the lights completely off; so I never actually saw them and I was dying to!

Then one night she had a very stressful day at work. She came home and jumped in the shower. I made dinner for her us and while she was eating I began to give her a shoulder massage. Still wearing her bath robe she said "I could use a back massage" so I offered to giver her one. After dinner she laid out on her bed face down completely naked. I had fondled her body before, but because of her rules I had never seen it. Bur there she was now, her perfect white skin, long toned legs, her perfect ass, all exposed. I was shocked and didn't know what to say. "It's only my butt! You're not gonna see anything else! I took my medication, so as soon as I fall asleep, you're gonna leave the room. I'll get dressed in the morning." So I began to massage her back, her legs, and even her butt cheeks. Her body was soft. I was so hard. I wanted to fuck her right there and then. But even more than that, I really wanted to see her huge breasts, but she wouldn't let me turn her over. "Wait until the wedding!", she said. I gave up and continued my massage until she fell asleep on the same position I've found her.

As I was leaving the room, R spread her legs, her ass still facing up, and whispered "come back". I did. Then she said: "We should have anal sex. You've been so good to me. And I know you want it." (I've asked for it many times before). "Is that the Ambien speaking?"--I asked. "No", she said as she opened her eyes and look straight into mine. "I want you to fuck me in the ass". I couldn't say no. I enjoyed the only anal sex I've ever had. "I want to see your tits!"--I begged. "I bet you do! They're HUGE!", she responded. "Okay, just turn off the lights. You know the rules". I leaped out of bed and turned them off. I waited a second, then turned them on again. R did not notice this. "Are the lights off?"--she asked. "Yes", I lied. She then turned around and I feasted on her gigantic boobs! I sucked on them, squeezed them, I fucked them many times over. I did not sleep that night, all I did was fuck her tits and her ass again and again.

R and I split after a year. She had cold feet and called off the engagement. She met somebody else and eventually got married. I never had intercourse with her, so she remained a virgin to her now husband. What they don't know is that he was not the first one to see those perfect 36 DDs first, the first one to feast on them and the first one to fuck them. R gave me the best tittyfuck and the best anal sex I will ever have. Now all I can think of is dating a woman with natural DDs again. They are so worth the wait.

By Anonymous

Sex CONFESSION

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