This is about a 90% true story with the names and a few other things changed to make it a better story.
I have this group of friends - guys and girls. I met them originally when I tried to date one of the girls, who I met at work. It turned out she was super Christian. Nothing against Christians - I'm a Christian, but she was the kind of Christian that believed not only no sex before marriage, but no kissing before marriage!
After she had invited me to a few group things, I asked her to a basketball game, just the two of us (and the other 17,000 fans but we didn't know them. They don't count.) We had a fun time together but the next day she told me she normally only goes out with a guy if she's dating them so she probably couldn't repeat last night's activities. It was kind of a gut punch that she didn't even consider that a date. Something told me I should not formally ask her on a date. I might be in over my head if I did. She was probably the most Christian, but they were all like that to varying degrees. Unexpectedly, they kept inviting me to get-togethers and since I usually had nothing better going on, I would go to the stuff they invited me to. I crushed on a couple of the other girls but it never went anywhere.
After a couple of years, I realized one of the girls in the group, Heidi, was not as Christian as she was letting on. She was only going to church and bible study group every Thursday because her friends did. She confided in me that she found some of the people in the group insufferable. You couldn't tell an off-color joke. You couldn't wear anything sexy. you couldn't talk about drinking to excess. I had to agree. Sometimes they were fun but sometimes I wish we could loosen up.
Heidi and I started messaging on Facebook. I couldn't believe I had barely noticed her in two years! She loved baseball and trivia like I did and she had a good sense of humor. I invited her to trivia night at a local bar. We had fun so I kept inviting her to dinner, mini golf and then a basketball game. After the basketball game, I realized I hadn't gotten anywhere with her in four dates and I was risking getting trapped in the friend zone. But going in for a kiss was a risk too because I know some girls in the group thought a kiss was a huge deal.
After the game, we both got in the car and we were waiting for the parking lot the clear out. I must have been debating in my head whether to kiss her or not a little too hard because she looked over and said, "What's wrong?" I didn't say anything. I just leaned over and gave her a big kiss right on the mouth. We made out until the parking lot was clear.
Now we were at the stage where we were making out at the end of every date. We didn't go out more than once or twice a week because at the time I was working two jobs, 60 hours a week or more, and taking night classes. But I asked her out whenever I was not too busy.
I cooked her dinner at my place. We went to a concert. We went on a group date to the movies with three other couples and they all walked out because it was too offensive. Heidi and I thought the movie was hilarious! I worked up to the stage where she let me feel her up over her clothes and then under her clothes. Then one day she asked me if I wanted to play strip trivia at her place. Yes, fucking obviously I did!
She started with a sweater and jeans. At this point, I should probably tell you what she looks like. She was about 5' 4", tan and curvy but not fat. Her tummy was flat. She had a nice round butt. Heidi had shoulder length brown hair and a pretty face with one crooked tooth that I found cute. I answered the first question right and she took the sweater off. She had on a tank top. She had thick arms but with nice muscles and with the tan, they looked good. I was sitting behind her and I touched her arms and massaged her sexy biceps. After she answered a question and my button up shirt come off, I got another one right and her tank top came off. I rubbed her shoulders and arms again. I looked at her cleavage without any fear of being 'caught'. She had on a cute purple bra. I knew she had large breasts. I had squeezed them under her shirt but over her bra. I was really eager to see them!
She is really good at trivia so my shirt came off quickly. She put her hands on my chest and grabbed my biceps. I'm not huge but I work out enough to not be self conscious. Then I got one right and I thought it was time to see what was in her bra but she crossed me up by taking off her socks. She had cute little feet with red toenail polish. She finally missed one, so my next right answer got her pants off. She had nice looking calves. Her thighs were very sexy despite her short legs. Smooth, tan, kind of thick but with good muscle tone. I rubbed her sweet thighs and gave her belly a kiss. She had a cute round belly button. Her stomach was not toned but pretty flat. It was the kind of belly that would jiggle a little if you fucked her. She must have been turned on so she threw her head back and I kissed up and down her neck.
"OK, OK, My turn." she finally said. Of course she got another one right to get my socks off. She didn't have anything left that wouldn't reveal something interesting. I had no idea on the next question so she kept her bra for the moment. God damn, the anticipation was driving me crazy. I wanted to see what was in her bra so bad! I was behind her and couldn't see much except when I leaned forward and peeked over her shoulder. Then I could see the tan valley between her big boobs. She managed to get my pants off with the next question. I had a pretty good tent in my boxers but she didn't say anything.
I nailed the next question and it was finally time to see the twins. She turned around and faced me, "You win. Do you want to do the honors?" She asked. I guess we are ignoring the fact that we still both have underwear on. I nodded, reached around with both hands and unhooked it. I slowly pulled it off her shoulders and there they were. They had to be a Double D. They were tan all over, with big pinkish brown nipples. They sagged as much as you would expect Double D's to sag and they kind of curved outward so the nipples were not pointing straight ahead. They were definitely the nicest tits I had ever seen. I put my hands all over them. I squeezed them and lifted them up and squished them. I was trying to drink in the moment. Who knew if I would ever get to play with tits this nice again.
"I see you like your prize." She said. Then she kissed me. We started making out. As we were kissing she got on top of me. Her gorgeous tits were hanging against my chest. I pulled her close to me and now they were mashed against my chest. Then she started rubbing her crotch on my crotch. It felt nice, her cute purple panties rubbing against my boxers. My dick was hard with anticipation of what might come next. We weren't kissing anymore. We were just looking past each other and trying to hit that right spot. What could I say to get her panties off? Luckily I didn't have to think of anything because she said, "This would be better with our underwear off."
"Yeah," I said and we slipped our undies off. She had just a little bit of pubic hair trimmed neatly. Her pussy was dark pink with medium sized lips.
"I just want to rub, is that OK?" Heidi asked.
