Losing (m)y virginity to the Maid o(f) Honor (long/first post) | 2016

(This story is true, but some names have been changed.)
Anyone who has ever met me can attest to two things; I'm a shy guy, especially around women, and I'm heavy. These two things probably feed each other, and until recently I'd never had what I would call a serious date. I'm not unattractive, for a bigger guy, and at the time of this story I had lost quite a bit of weight, but was still heavy. I was a little over 260 pounds, but I wore it fairly well. Now on to the story.

My cousin was getting married in North Carolina a few months ago. I had always been pretty close to her, so I had to go, even though it meant driving 10 hours to get there. After a few days of vacation and taking in all the beautiful beaches and sights, the day of the wedding arrived. I was commissioned to help set things up at the location, a scenic mansion that the groom's parents were renting out for the night. That's when I saw her. Danielle was the maid of honor, and it had been a few years since I had seen her. She was a few years older than me (26 to my 22), with long brown hair pulled back into a pony tail. She was exquisitely tan, and her blue-gray eyes were a spectacle. At the time she was wearing blue jeans that sowed off her beautiful ass perfectly, and a tight fitting t shirt which made her breasts the main attraction. Just looking at her was enough to make my dick swell a little bit. She was standing alone putting up a few banners and signs, and as I walked by she noticed me and stopped what she was doing and came over to say hi. We talked for a little bit, and she was complementing me left and right, saying how good I looked, that I've lost weight, etc. So, in a rare moment of confidence, I asked her if she wanted to go and get high with me (I knew she smoked, and I'm a long time smoker who always has some). She said she was tempted, but that we should wait until the reception. I agreed, realizing it was a bad time, and we parted ways.

Fast-forward a few hours to the reception. The ceremony went off without a hitch, the dinner was fantastic, and the party was finally starting. I was sitting alone drinking some cheap wine when Danielle came up to me, grabbed me by the hand and dragged me to the dance floor, giggling the entire way. We danced for a little bit, and I could tell she was horny as hell. Her dancing was more of an excuse to grind her ass into my crotch for a few songs, and I couldn't help but get the most vicious hard-on of my life. She definitely noticed, looking back at me several times with a smile on her face. I knew if I played my cards right I would get lucky that night.

Finally I had enough of the teasing and whispered "Do you wanna go somewhere more private?" in her ear. She nodded enthusiastically, and I went off to say my goodbyes to family and friends. We met at my car, got in, and started driving back to my hotel. On the way she started rubbing my dick through my pants, as if it were completely normal behavior. I have to admit, it was hard to stay focused on driving. Then she asked the question I had been dreading.

"How many girls have you had sex with, red?"

I wasn't sure how to answer, so I just told the truth, that I was a complete virgin, except fur a few kisses. At this point she smiled wildly, put up my center console, moved closer and laid her head on my shoulder in a very tender and loving way. She then said "Don't worry, I'll take good care of you" and unzipped my pants. Once my boxers had been moved appropriately, my cock was free. I don't have the most impressive cock, maybe 6 inches hard and average girth, but she seemed more than satisfied as she began to stroke it very slowly, pausing at the top each time to collect the generous amount of pre-cum that would gather there on each stroke. After about 10 minutes of this, we were only about 10 minutes away from the hotel. At this point she knelt down in the seat and took my cock into her mouth. It was pure bliss. I had both hands on the wheel, white knuckle tight to keep from crashing. Every suck, every tongue movement and every moan she did was heaven, and not 2 miles from my hotel I feel the pleasure getting to be too much. I tell her that I'm about to cum, and she did the sexiest thing a woman has ever done around me.

She moaned "mhmm".

That was enough to send me over the edge. I sent jet after jet of cum into her mouth and down her throat. She sucked eagerly and made sure I was cleaned up before she spotted my pants back up and we parked outside my hotel room. We went inside and stripped down, her to her bra and panties, me to my boxers and a t shirt, and started smoking weed. After getting properly stoned (which I needed to recover from my first blowjob) she stood up and took her underwear off and told me to stand. Her body was incredible to me. Her tits were about a large B and she had her pubic hair trimmed into a landing strip of sweet brown fuzz.

When I stood she took my shirt off and rubbed my chest tenderly, then removed my boxers, my already hard dick standing at attention. She took it in her mouth again for a few seconds to make sure I was ready, made me put on a condom (practice safe sex kids), then climbed onto the bed on all fours and motioned me to get behind her. I did so, and after a few failed attempts she guided me inside of her. It was extraordinary. I have never been so nervous, yet so completely at ease. I started off fucking her slowly and gently, savoring the wetness and tightness, even through the condom. After building some speed and listening to her moans grow louder with each thrust, I felt her tighten up and begin to shudder in orgasm. Shortly after that I felt my own orgasm building. I pulled out from inside of her, pulled off the condom, and sprayed more cum on her ass than I knew was possible for me to produce. After letting loose the dogs of war, she cleaned up in the shower and then we laid down together and fell asleep cuddled up (I know, I know, dopey and romantic). We went out for coffee the next morning. Afterwards she gave me a long kiss and said she was glad she could show me a good time. I haven't spoken to her since I dropped her off at her car. I'll never forget that night. Or that girl.