I was always told things happen when you least expect it and sometimes it is best if it is unexpected. He is a story of the unexpected. I went out clubbing with some friends. I was 22 at the time and although I had dated a lot I was a virgin and by choice. None of my buddies knew that because it wasn?t macho. I didn?t care, I just didn?t like how most of the girls I dated were so needy and I didn?t want to give them a reason to be even needier. How did I resist? Another not so macho thing, I learned early on how much fun it can be to masturbate so I never really got so frustrated and horny that I did something just to ?blow a nut.?
My pals and I were at the local place to be and we were having a great time. Two of my buddies had brought their current girlfriends along and my other buddy and I were stag. Since we were alone we hung out and talked while drinking. We danced with the occasional girl and one of them, lady a little bit older than me even propositioned me. I politely declined but after our dance she gave me a sensuous kiss and placed a card in my hand. We went our separate ways and I slipped the card in my pocket since it was too dark to look at in the club. As I walked off the dance floor I saw a couple of guys looking at me with a strange look on their faces and as they talked they shared a laugh from a joke I didn?t hear. I walked back to my buddy and he gave me a hard time about the kiss that was essentially forced on me. I told him he was just jealous and he admitted he was. She was a gorgeous woman but she was pretty enough and as I replayed the kiss in my mind I realized she was a pretty good kisser. I started to think about her proposition as I watched her across the dance floor. She would occasionally glance in my direction and hold eye contact with me.
Curiosity got the better of me so I went to the bathroom where I could read what was on the card. It was a normal looking business card from a local restaurant with a phone number and the name Riley written on the back of it. I had an unusual tingling on my neck and began to be aroused thinking about this woman. I tucked the card in my wallet and went back to my friend. I looked for Riley but she was no longer at her table. I looked around the club and even kept an eye on the ladies room. I didn?t see her the rest of the night.
The next day I decided to go to the restaurant that was on the card Riley handed me. I took a shower and made myself presentable and nervously headed to my destiny. When I entered the restaurant I noticed it had a nice big bar so I made my way there. I thought I would just have a few drinks and wait around to see if Riley would appear. As I approached the bar I was thinking ?what am I doing? Why am I here? I should go.? But I finally just decided it wouldn?t hurt to have a beer or two so I went ahead and bellied up to the bar. The bartender turned around and there stood Riley. She immediately recognized me and smiled.
?Hi!? she said, ?I didn?t know if I would see you again!?
I just smile sheepishly. As I looked at her I realized she was pretty but not overly so. She had a great build and enjoyed showing cleavage. I thought to myself that cleavage must be good for tips and I probably blushed at the thought because Riley just kind of giggled at me.
?What can I get you??
I am sure I blushed more as I said I would take whatever she served me. She paused for just a minute before smiling and making a mixed drink. I normally don?t drink the hard stuff but I wasn?t about to object.
The time was around 5 PM and as we chit chatted while she served her other customers she told me she got off work at 7. She also told me if I hung around she would take care of me and then we could go out when she got off. I readily agreed. I was really caught up in our conversation and lost track of how many drinks she had served. As 7 o?clock approached I realized I was in no shape to go anywhere or to drive myself. Now I was embarrassed about my situation so I called her over and explained my situation. She was reassuring and told me to just sit still and she would take care of me. As she finished up I was unsure of what to do until she finally approached me and told me she would drive me back to her place and attempt to sober me up. I wasn?t real comfortable with that plan of action but wasn?t thinking clearly enough to develop my own options. So with her help I managed to place myself in the passenger side of her car and then we were off.
I tried to keep up with where we were going and in spite of my condition I recognized that she didn?t live very far from the restaurant. In fact it would only have been a short walk if she so chose. She helped me out of the car and into her house. As she guided me to her couch she asked if I drank coffee, I told her no but if she had it I would like a soda. As I tried to sober up she told me she wanted to go change and excused herself. She was gone only a few minutes and when she returned she was dressed in a sexy teddy. My eyes I am sure nearly popped out of my head. Her cleavage was still evident and ample, her legs were long and slim, and I was losing control.
She sat back down next to me and took my drink. She placed in on the table and then turned her attention to me as she crawled onto my lap. She gently kissed me and we started to slowly make out. I was starting to sober up and my cock grew harder with each passing second. I wasn?t sure what was going to happen but I knew I was nearing the point of no return. She slid from my embrace, stood and took my hand. I didn?t say a word as she led me to her bedroom. I was so nervous and excited as I began to slowly sober. We stood at her bedside and she began to remove my clothes. Being totally without experience in this area I basically just stood there as she slowly stripped away my clothes. Finally I was down to my underwear. As she inserted her fingers in the waistband I began to have butterflies. I couldn?t believe my level of excitement and was sure I would soon embarrass myself with my inexperience. As my underwear fell away my erection stood straight up begging for her touch. She smiled at me as she motioned for me to the bed.
I sat on the bed and she gently pushed me back onto the bed and placed her body above me. We embraced and again began kissing. I could feel her hip bone digging into my groin as we grinded against each other. The silk and lace of her teddy were rubbing against my erection and I was so close to orgasm. She sensed this and stopped moving against me. Her kisses were wet, sensuous, and aggressive. By far the best kisser of any woman I ever made out with.
She pulled herself up into a sitting position and I could feel my erection settle between her butt cheeks. She slowly removed her teddy and I got my first view of her absolutely perfect breasts. I reached for them and at first just held them to feel the fullness in my palms. Riley?s nipples were erect and as I began to give them the attention they deserved she began to moan and grind on my erection. She still had her panties on but that didn?t diminish the sensation of my building orgasm. I ran my hands down her side until they reached her hips. I ran my hands over her panty covered ass and loved the feel. She stopped moving and looked down at me, briefly giving me the impression she would stop. Seeing this I pulled her to me and kissed her with as much passion as I could.
?Please don?t stop.? I whispered.
?Are you sure sugey? I don?t want to do anything you don?t want to do.?
?I have never wanted anything more.? I pleaded.
?If you change your mind, just let me know. I will understand.? She responded.
She slowly kissed me and her kisses migrated to my neck. I moaned. She played with my nipples, rolling them between her fingers. My response surprised me. I loved her touch and I moaned again. I was being overwhelmed with new feelings and sensations. She finally made her way to my erection and for the first time ever, I felt the wet warmth of a mouth on my cock. Riley knew I was close to orgasm so she took me ever so slowly. It felt so good I knew I was losing control and would soon share my first ever orgasm with another person. The feelings were so strong, the sensations so intense, an emotional bond was forming that I didn?t think possible simply from a physical act. I started a soft low moan and told Riley I was going to cum. She took my cock out of her mouth and continued to stroke me. We both watched as my orgasm shot across my bare chest. As my orgasm subsided she continued to slowly stroke my fading erection. Finally she released my soft cock and ran her fingers through the cum on my body. She leaned down and kissed me again, passionately, lovingly. As we kissed she placed her cum covered fingers between our kissing lips. She didn?t stop kissing me as she did this and I couldn?t stop kissing this wonderful lover. She eventually stopped kissing me but kept her fingers on my lips. I continued kissing her fingers and as I did she pushed them past my lips. I hesitated only a second before I began to slowly suck on her fingers as we locked eyes.
She again embraced me, telling me how wonderful I was and how much she enjoyed being with me. The dread of the clingy girlfriend didn?t even enter my mind as I lay with her in my arms.
?Your turn? I whispered.
?You don?t have to do anything sugey. I am just glad you enjoyed it.?
I told her it wouldn?t be fair if I didn?t return the favor for her. After a brief discussion and her assurance I didn?t have to do anything the conversation ended with Riley saying ?Okay, but you don?t have to and you can stop whenever you want. I really like you; I want you to know that, no matter what.?
I thought it a strange statement as I began kissing her. I quickly began forget our conversation as my excitement at kissing and touching my first naked woman again became overwhelming. My erection was back as I kissed and fondled her breasts. Riley began moans of her own and as I started to trace my kisses down her hips she moaned and rolled over on her stomach. I looked at her panty covered rear and slowly rubbed, squeezed, and massaged her beautiful ass. I then reached for the waistband of her satin and lace panties. She ever so slightly raised her hips to allow me to remove them and I finally had Riley completely naked. I sat up and just took in the sight with my eyes. She was beautiful, I was falling for her. It wasn?t just that she was naked and had given me the most amazing orgasm. She was sweet, gentle, and caring. She appeared to be everything I ever wanted in a woman.
I ran my hands over her back and bottom. I loved her curves. I straddled her legs and actually began to think. I had a decision to make, would I lose my virginity tonight or would I just do what she did to me. Oral sex was one of my fantasies and I was more than willing. Would she expect more? She seemed experienced so I was afraid I might not be good enough and wasn?t real sure how to make a woman cum. Finally I decided that I would start with the oral and see where it progressed. I started by kissing her butt and massaging her legs and inner thighs. I reached for her hips to encourage her to turn over so I could go down on a woman for the first time but she resisted. She wouldn?t turn over which started my mind racing.
I thought I must be doing something wrong or maybe she had changed her mind. Was it her time? I didn?t know what to do so I lay down beside her. That is when I noticed she was crying. Now I felt really bad.
?I?m sorry? I began.
?It?s not you, I just ?I don?t?maybe you should go??
I could tell she didn?t really mean it so I asked her what was wrong. I told her how wonderful she made me feel and that I didn?t want to go. She didn?t say much until she finally said she was sorry for taking advantage of me after I had too much to drink. She begged me to forgive her. I assured her I didn?t do anything I didn?t want to do. She turned to look at me and it was like we were looking into each other?s soul. She smiled sadly and said she had a secret and please don?t hate her. I couldn?t imagine ever hating her and told her as much. I thought maybe she had a venereal disease or maybe she was married. As I continued to look into her eyes she rolled over on her back and pulled me down on top of her. We began kissing again and as we did she guided my hand between her legs and I grasped her enormous erection. I immediately tensed up and for a second was very afraid. Then thoughts of her raced through my head. I thought of her eyes and the kindness and sincerity I had seen in them. I thought about how sad she was as I began to touch her and kiss her body. I heard the words she spoke ?I really like you; I want you to know that, no matter what.?
I removed my hand from her cock and I felt her heaving sobs begin. I never stopped kissing her and I put my arms around her (him?) in a loving embrace. My kisses became more sensuous and soft. Not hard and passionate. I felt the tension melt out of her body as she returned my kisses. The tears never stopped but they were now tears of joy. Our kisses slowed and Riley looked into my eyes.
?You don?t hate me??
?No, in fact I think I am falling in love with you.?
?Don?t lie to me. You don?t have to say that.?
I just looked at her and smiled. I reached down and easily found her erection and slowly began to stroke her.
?Let me show you.? I stated simply.
I scooted myself between her legs and looked at her cock for the first time. It was significantly larger than my own six inches. I never thought about cocks being beautiful until that moment. I looked up and she was watching me. Our eyes locked on each other again as I guided the head of her cock into my mouth. She watched as half of her 9 inches disappeared between my lips. After watching me take her in she fell back on the bed and moaned encouragement. Not that I needed any because I quickly realized that I liked the feel of a cock, in my hands and in my mouth. She reached down and ran her fingers through my hair, finally coaching my movements by moving my head with her hands. I don?t know how long I was sucking her when she began moving her hips and guiding my head up and down faster and faster. I finally quit trying to move myself and just relaxed as she essentially fucked my mouth. She began to squeal and I braced myself as she began cumming. She never stopped her movement nor let go of my head until her orgasm completely ceased. I don?t know how much she came but I know it was all over my face, neck and chest. I am also quite sure a swallowed a considerable amount as well.
When she was done Riley pulled me up next to her and hugged me and kissed me. She looked at me with those beautiful sad eyes. I settled into her arms and whispered ?I love you.?
I looked up into her eyes and fresh tears were falling. ?You do don?t you??
?Very much in fact.?
?I love you too, very much.?