I was 20 and still hadn’t gotten laid. Only a couple of my closest friends knew I was still a virgin and I often felt like I was on the outside looking in. It was the mid 80s and I had female friends but was pretty shy around women that I didn’t know. And feeling a bit intimidated, it was hard for me to strike up a conversation with a woman at a bar that I didn’t know. This was back in the day when 19 was the legal drinking age. Ahh, the good old days. I just couldn’t bring myself to ask one of my female friends out on a date. And asking one of them to come back to my place after the bars closed was probably not a good thing to do with a ‘friend’.
Early that spring, my parents had purchased a house about a half hour away and decided to keep the present home and rent it out to me. It was a perfect situation. I didn’t have to move and now I had the whole place to myself. At least for the time, anyway. I had a couple of friends interested in moving in and sharing in on the rent. My parents gave me the go ahead to make some minor changes to the house if I wished but it was a already better than anything my friends had who were living on their own and all I did was a little painting, moving my stereo system from the basement to the living room, and adding a pool table to the basement where I kept my guitars. Today we’d call it a man cave!
My best female friend lived just a couple houses down the street. We both lived there our whole lives and always got along real well. Back when I was in the third grade a couple of the older boys on the school bus had been teasing me for a few days. Finally Kelly stood up for me and told them to pick on someone their own size. From that day on she was a good friend and I often thought of her as a big sister. She was a fourth grader, a year older and all the other kids liked her. Looking back now I can see she was very mature for her age and was always genuinely nice to the younger kids.
She still lived with her parents while going to college and a few days after my parents were finished moving she stopped over. “Jerry? Are you home?” She called out from the open kitchen door. It’s amazing how much louder a house gets when your parents take most of the furniture with them.
“Come on in, Kelly” I yelled from the hallway. I met her in the kitchen and she gave me a big hug and a kiss on the cheek. Nothing unusual as she did that many times before.
“How’ve ya been, little brother? I’ll bet you’re not wasting any time turning this place into your little bachelor pad.”
She started calling me little brother when we were in our teens. She was the youngest in her family and I think she thought of me as the little brother she never had. When I was having trouble with math back in elementary, she came over and helped me with long division. When I was 13, I had my first cigarette with her. And when she turned 19 she was kind enough to buy beer for me before I was legal. She was exactly like a big sister in many ways.
“I’ve been doing great, Kelly. Staying busy at work and helping mom and dad move. Where’ve you been? I haven’t seen you for a few days.”
“Mostly busy at school. But I cut out a couple of classes because I was getting burned out with work and not having enough time to study. I can’t wait until summer so I can relax a little more. “So show me around. What have you done to your new place?”
“Well as you can see, they took all the good furniture with them so I’ve been busy looking for some used furniture and I got a good deal on that matching sofa, chair and ottoman” pointing in the living room. “And I took over the master bedroom. It’ll be great to have my own bathroom when I get a couple of room mates.”
“Well I’d move in here but I don’t think our parents would approve of that.”
We both laughed at that as both our parents were kind of strict. I showed her around and the little changes I had мейд. She even gave me a few good ideas on getting some cheap but good decor that would spruce up the place a bit.
We got back to the kitchen and I grabbed a couple of beers out of the fridge. “Let’s go relax on the couch. I’m just beat from moving mom and dad and then moving my own stuff in here.”
We sat down and clinked our beers together. “Here’s to independence” I sad.
Kelly laughed and said “well for you, maybe. But I’ll be stuck at home until I’m done with college.”
We visited for over an hour, and a couple more beers. She started getting a little more personal with her questions about new friends I’d met since high school or if I was dating or seeing anyone. She was more personal than she had been before. I didn’t think much of it and just attributed it to a few beers.
“I’m not seeing anyone and haven’t been on a date in a long time. I’ve got enough going on to keep me occupied but I am kind of jealous of my friends who have a girlfriend.”
“I know what you mean, Jerry. I miss having a boyfriend. I split with my ex six months ago and have only had a couple of dates since then.”
I was shocked at that because Kelly was a really likable woman who was easy to talk to. I knew her well enough to know she was not a woman who’d get picked up at a bar and go home with a guy she’d just met. And I wouldn’t say she was very outgoing but there was a genuineness about her that people gravitated to. Physically speaking, she was a beautiful and sexy woman who looked real and not artificial. About 5’3″, long brown hair that went down to her lower back. In my early teens I began having such a crush on her and she was often the subject of my fantasies when I would jerk off. She had such a natural beauty. She didn’t wear a lot of makeup, was not high maintenance but she was always put together. Her hair, her clothes always looked great. I even found the sound of her voice and the way she’d giggle very sexy.
We were always good friends with each other but we had different circles of friends that we hung out with. I always felt she was out of my league and was afraid to tell her how I felt.
Looking at her watch she said “well Jerry, I better get going. I should help mom with dinner tonight and do some studying.”
“Well I’m glad you stopped by, Kelly. Don’t be a stranger now.”
“I won’t. For the rest of the week I only have morning classes so I’ll have more time to help you decorate. And bug you!”
“I always like it when you bug me. I’m usually home from work by 4.”
“Great. I’ll see you tomorrow, Jerry.”
I never felt that there was any sexual tension between us, other than me fantasizing about her being naked and kissing those luscious lips of hers. We were pretty open with each other and she knew that I was still a virgin. She even told me, after her break up, that her ex was the only guy she had ever slept with. She never judged me and never teased me about being a virgin. In fact, she was supportive and understanding about it. She assured me that there are more virgins my age out there than I thought and that I shouldn’t think any less of myself because it would be worth the wait. Maybe so, but I was getting tired of waiting and dating that led to nowhere.
Kelly arrived the next day not long after I got home. I had just got out of the shower and was wearing only a pair of shorts when I met her at the door. “Wow! Look at you” she said with a big smile. I wasn’t muscular but kept in shape and I didn’t take her comment all that seriously. It was her way of teasing me like always.
I did take notice of how she looked though. She looked different. And she was dressed in a way that was out of the norm for her. She was wearing a pair of tight cut-off shorts and a tight tank top shirt that really showed off her tits. She usually dressed a little on the conservative side and I had rarely seen her in tight shorts or anything really revealing. She had her hair in a pony tail which wouldn’t normally get my attention but it just gave her a different look. The pony tail gave her an innocent look while her clothes мейд her look very, very sexy.
I laughed at her little teasing remark and might have even blushed a bit. “I don’t ever recall seeing you with a pony tail but I like it” I told her.
“Thanks, Jerry. I just like to be comfortable. Oh I was thinking, how about if we do some shopping? I know of a place that sells all kinds of second хэнд household stuff. They will have some odds and ends to decorate your house.”
“That’d be awesome. Lord knows I could use a woman’s touch here.”
I went back to my bedroom to get a shirt and when I returned I saw her standing in the living room with her back to me. She was looking around and probably running a few ideas through her head about making my place look better. Unknown to her I watched her for a little while and wondered why I had never noticed what a nice ass she had. Maybe it was the way those tight faded shorts were hugging her firm ass. Or the view her muscular and firm legs from behind but being a horny virgin it didn’t take a lot to get my attention anyway!
She turned around when she heard me come in the room. “Are you ready to go? I think we can turn your place into a hot bachelor pad in no time at all.”
Soon we were in my pickup and heading downtown. We were talking and joking on our way and like the night before, I thought she was being a little more personal than usual. Even leaning closer to me when she would talk. There were just some subtle differences in her appearance, behavior and mannerisms than normal. Differences that were making me hornier and more attracted to her.
I tried to brush off those feelings for a while because I was afraid she was just teasing. But when we got to the store and started looking around she was a little more direct. After a couple of her brief brushes against me and touching my arm I could tell she was doing it on purpose. Whether her intent was just teasing or actual flirting, I was enjoying the attention and I did a little of the same and she seemed receptive to my reciprocation.
I ‘accidently’ touched her a couple of times when I was reaching for an item on the shelf. I even took her хэнд when I saw a wall hanging that I liked, a print (not painting of course) of a lake and trees with mountains in the back ground. We walked over to it and I asked “what do you think of this one?”
“That would be great, Jerry. It’s not too masculine or feminine. I think it would look great in your living room or the den.” She placed both of her hands on my arm and said “you have a good eye.”
She touched me for several seconds. It was definitely more than just an innocent touch and it was a wonderful feeling. I was enjoying the teasing that was going on between us but soon we had picked out quite a few items so we checked out and headed back to the house. Kelly found a place for everything which included a couple of wall hangings, a coffee table, and several knick knacks.
“Well thanks, Kelly. Everything looks a lot better. No question my interior decorating skills pretty much suck. Do you want to stay for a while? I was thinking of pizza and a movie…now that my vcr is hooked up.” (Remember, this was the 80s, before the dvd player was popular)
“Oh I’d like that Jerry but how about tomorrow night? I have an early class tomorrow and a bit of homework yet tonight. But it’s a date, OK?”
“Great! I’ll walk you home.”
Being that it was dark by now I thought then, and still do now, that it was gentlemanly to walk a woman to her door at night. Whether she is a friend or a date it’s the right thing to do. And besides, it was an excuse to spend a few more minutes with her.
Only two houses separated each of ours so it wasn’t a long walk by any means. I was right beside her, close enough so we’d touch, and then she slipped her хэнд inside my arm. I don’t recall what our conversation was but clearly there was a mutual attraction between us.
We arrived at her door where we hugged and she gave me a quick peck on the cheek like she’d done many times before but tonight it felt different. It felt like more than just a friendly peck. I wasn’t sure of what to say to her other than “thanks for your help today. I had fun shopping with you.”
“You’re welcome, Jerry. I had a great time too.” Then she got on her tippy toes and gave me a quick kiss on my lips. “Good night Jerry” she said with a smile and went inside.
I didn’t sleep much that night. I laid in bed just thinking about Kelly. Wondering if I should take the chance and make a move. Or was she just teasing me? I didn’t think so. I never saw her teasing a guy just for some entertainment. That kind of behavior was always beneath her. I didn’t have a lot of experience with women but I did know that she was giving me some signals. I also kept thinking about what she had said about tomorrow night. She said “it’s a date.” It’s a date.
It was hard to фокус at work the next day. I kept thinking about Kelly and was getting nervous about the upcoming evening when she would arrive. Throughout the day I was getting butterflies when I thought about her and the kiss she unexpectedly planted on my lips. I didn’t know what to expect that night but I did know I was going to let her know I liked her more than just a friend.
The next evening she arrived at about six and definitely мейд me notice her. She wore a blue sundress that was just above her knees. Spaghetti straps and a front revealing enough cleavage that it was obvious she wasn’t wearing a bra. I had a hard time looking her in the eye with all the ‘eye candy’ she’d brought with her. I could tell she used a little more makeup than normal and she looked just stunning. She spent some time making herself look great which мейд me feel great.
“Hi Kelly, you look great” I said with a big smile. “You should wear a dress more often” I said in a teasing way.
We hugged and I gave her a peck on the cheek. “Well thank you. And…….MMM I like that cologne, Jerry. And you look pretty darn good yourself!”
I didn’t look as good as she did but I did put in some effort. Charcoal casual pants, a blue and white polo shirt and some casual shoes.
“Well let’s go sit down and you can review the decor you helped me with.” I grabbed the bottle of ‘affordable’ wine I had picked up that day and a couple of wine glasses and led her to the living room.
Just before Kelly arrived I had popped in a jazz CD, keeping the volume at a (hopefully) romantic low. While she мейд herself comfortable on the couch I turned the lights down a bit.
She was smiling at me when I walked back to the couch. “I’ll hold the glasses and you poor” she said. “This is nice. I don’t have wine very often. I’m more of a beer drinking college girl, ya know”.
I set the bottle on the coffee table and then down next to her on her right and put my arm around her. She let out a sigh and leaned against me.
I laughed at her beer drinking comment and said “but a beer drinking college girl with class”.
“Well, with what you did tonight in getting the wine, the music, the low lights and the candles I can see you’ve got a lot of class too”.
She held out her glass and asked “what shall we drink to tonight?”
“How about class?…… And romance?”
“I like that” she said as our glasses clinked.
As soon as I said the word romance I wished, for an instant, that I hadn’t. Prior to this night there was no actual dating we had done . I had never asked her out on a date. We had never discussed the issue but I guess there was and unspoken mutual feeling between us. And when she affirmed my ‘class and romance’ comment I knew this was the beginning of something special.
For the next hour or so we talked, reminisced, and laughed. I started playing with her hair and running my fingers through it. I didn’t notice her хэнд on my thigh until she started lightly caressing me with her fingertips. That feeling sent a shock through my body and gave me those wonderful butterflies. In the meantime she had hiked her dress up about halfway up her thigh and I wanted to squeeze and touch it like crazy but being a little too timid I decided to wait on it.
I realized every move I’d мейд (of course none of them real bold) she had accepted and not resisted at all and when I saw her looking up at me with her sexy hazel eyes I couldn’t take it anymore. I leaned toward her and our lips touched. Softly at first for a few seconds but then I felt her tongue pushing against me and soon our tongues were rolling about. I had мейд out a couple of times before but her lips were softer and warmer than I would ever have expected. My hands roamed all over her with the exception of her breasts as I was still trying to be a gentleman and not move too fast. The boldest thing I did was slide my хэнд up her outer thigh, just slightly underneath her dress. It was clear that the flirting and desires for one another the last couple of days had built up into a frenzy.
Our kiss finally broke and after a few seconds of silence and looking into each other’s eyes I asked “do you want to go to my bedroom?”
“Of course” she whispered.
I took her хэнд and led her into the bedroom where we faced each other and started kissing again. I was getting so nervous at this point and my hands were shaking when I caressed her sides.
She broke the kiss and said in a soothing and soft voice “It’s ok to be nervous, Jerry. Just remember we’ve been friends our whole lives for a reason. And who better to be your first than a good friend?”
“I wouldn’t want anyone else to be my first. I just wish I wasn’t so nervous and I’m even a little scared. Were you scared your first time”?
“Oh of course. I was very scared so I understand. But my first time happened so fast that it wasn’t all that enjoyable and not as special as I hoped it would be. I want to make your first time special.”
We kissed again while standing in front of each other. By now we were practically melting into one another. I’d never had such a passionate kiss before. My hands were still shaking when I pulled the straps of her dress over her shoulders. And then I felt her hands under my shirt and on my sides…… WOW! Did that feel awesome.
I fumbled around her back with my хэнд until I found the zipper of her dress. While we were kissing I pulled the zipper down to her waist. She lowered her arms when I pulled the straps of her dress farther down her arms and suddenly, her dress slid off and fell to the floor. Then she pulled my shirt up and I raised my arms as she pulled it over my head. Finally I could look at the first naked woman I had seen in person. She was standing before me wearing only a pair of black panties.
She looked so beautiful. Her breasts were not big but perky. I was, of course, a novice on a woman’s anatomy but I’d seen plenty of breasts in my Penthouse magazines and Kelly’s were certainly centerfold-worthy. In my very inexperienced judgment, they were a B or C size. I was about to reach out and touch them when she loosened my belt and opened my pants. She looked up at me and smiled when she pulled them down my legs and now I was wearing only my boxers. My cock was of course hard and making quite a protrusion.
When she stood back up I pulled her close and kissed her again. First her lips, then her cheek, neck and finally her bare shoulder. She took my хэнд and led me over to my bed where she laid on her back and started to caress her breasts and pull on her nipples. I crawled over next to her and finally I got to touch her lovely tits. They were firm, but soft and I gently cupped them and squeezed them. I looked over her sexy body, admiring and feeling her feminine curves. That feeling of finally getting to touch a woman anywhere I wanted to was awesome. My hands had minds of their own as they explored every inch of her beautiful body. I touched her everywhere and softly caressed her body. The smoothness of her warm skin and the scent of her perfume were so very erotic.
