How I Lost My Cherry - Sex Stories

How I Lost My Cherry

... too stupid to see what a great thing I had going. Today, she's the kind of image I keep in my mind; then, I was disappointed that she wasn't more like Marilyn Monroe. Often I wish I had borrowed my b*****rs Polaroid camera and gotten a few keepsakes. OK, now some other details. Gary's house was a very old brick and stone house, probably built before the turn of the century. The main part of the house was one very large open room with a sun room attached to the end. The upstairs covered about half of the area with a balcony overlooking the livingroom, the dining area under the balcony and two bedrooms above the sun room. The kitchen had been a separate building but a hallway with a master bedroom suite off to the side now connected it to the house. There was also a large smoke house about 30 feet from the door into the kitchen and this had been converted into another small house—a bedroom and a bath—this was Gary's room. The basement had been converted into a f****y room, a one car garage (the house was on the side of a steep hill overlooking a creek) and a room where Gary's father had built a huge model railroad. Needless to say, having a separate house was great for sneaking girls in or having parties after the parents had gone to bed—and Gary and Margret (her house was only a hundred yards away through the woods) spent a lot of time in there that the parents didn't know about. As for me and Bridgett, I had my own nice circumstance. At the time, my mother was a teacher at ...

... the same school I went to. This meant that, most days, I'd drive her to work, getting to school really early, and then take the car after school with instructions to return to pick her up. School was out at 3:15 and rarely did mom want to be picked up before 5:30—usually at six. Both of my b*****rs had graduated and were in college and my dad usually didn't get home until 6 or 6:30. I reliably had the house to myself for a couple of hours every day. Well, one Friday night the four of us decided to go to the local drive in. This time we were in my parents Country Squire wagon (remember those big Fords with the fake wood on the sides?). As the show started (Play it Again Sam, I've always been a Woody Allen fan) Bridgett and I were cuddled up on the right side of the front seat and Gary and Margret were on the left side of the back seat. It wasn't long before I had my hand up Bridgett's shirt (she had left the training bra at home) while Gary was working Margret's pants down around her hips. Bridgett was wearing a skirt and pretty soon her panties were around one of her ankles and my finger was inside her pussy. I looked over the seat, Margret was giving Gary a blow job. I unzipped and Bridgett stroked me (she just shook her head when I nodded down at my cock). We were all brought back to reality when Margret started to laugh. The windows were completely fogged except where Gary's spunk had hit the left side backseat window and my goo was running over Bridgett's hands. At that ...