Young woman seeks older lover

Hi, I am Kelli. I am a 26-year-old college graduate that works in the finance industry in a very large southern city. I am not a small girl but, although I don’t consider myself fat, I am by no means petite or small. Most everyone says that I am cute but I know that I need to lose 10 to 12 pounds.

I am 5’8’ tall, measure 36(firm and perky D cups with deep red silver dollar size nipples)-32-36 and have long dark hair. I work out regularly and I am toned and in good shape. I am fortunate enough to come from a family with financial means, my father is an attorney, and I am afforded the opportunity to live in a house beyond my current means. Where I live is only important since the man I met, Drew, is a wealthy middle-aged physician that also lives in my private neighborhood.

Drew is a 45-year old widower with dark hair, stands 5’11’ tall he is and very athletic. I thought he was around 30 when I first met him a year ago so he looks very young. I met Drew at a community social event and we hit it off as friends right away. Over time I would see him come and go and he was always so nice to me and smiled but never once did I see him with a woman.

After work one Friday I went to grab a bite to eat at a seafood place down the street and saw him sitting at a table by himself so I just went over to say hello. After a short conversation, and finding out he was for sure alone, he asked me to join him for dinner and we had the first of many great dinners and wonderful conversations.

He was so genuine and always was so respectful and nice to me as well as he always paid although we went as friends. During one of these dinner conversations I joked that one day he would have to take me on a proper date since he paid for my dinner already and if he asked me out maybe he would get a proper hug and maybe a kiss. I guess over the past few months I had started to think of him, or maybe want him, as more than just a friend but I could tell that, although he seemed friendly to me, that was it for now.

The very next week I received a vase of roses at work with an invitation asking if I would like to go to dinner and a very high profile concert with him and some friends. I must say that I was excited and it created quite the buzz at the office. I never dated much, always the chubby girl with braces, so I was excited to shop for a dress and do the girl thing to primp.

At dinner I found Drew and his friends to be great and really enjoyed the evening. I was the youngest by 18 years but really never felt out of place thanks to Drew and his wonderful friends. One of the other women in the group told me that Drew was a great find and I was a lucky girl so I guess they though that I was his steady which made me feel great. Drew’s British sports car was also wonderful and I felt for the first time that people looked at me with a little jealousy and it felt good for a change.

I continued to meet him for dinners and movies but his schedule between the hospital and his office was absolutely crazy. Over time he would occasionally hold my hand or place it on my back that made me tingle all over and often his touch caused my woman desires to stir. Over time, I also noticed he was just really happy to see me and his eyes lit up as I am told by many that mine did too. Additionally, I began to notice him checking me out and saw and felt his eyes scan my body and I was sure that more than once he noticed my large firm and full breasts but mainly he looked in my eyes which was really great although I did like catching him checking out my breasts and ass.

One evening after a dinner with friends Drew asked me if I wanted to go for a walk. We held hands and I felt like a teenager in love for the first time as we walked through the private park at our complex. I had though about our age before but I was still surprised when he asked me what I thought about our age. 19 years seemed like a lot of difference on paper but when I was with him it didn’t seem like anything.

After a long walk and the first serious conversation about my thoughts on a relationship he asked me if I was interested in going to his place for dinner and a movie the following Saturday and I quickly said yes. Then we had our first kiss, wow! Knees began shaking and panties got instantly wet. The feeling of his body against mine was incredible and I was sure I felt his penis get hard as we continued to kiss. I was so turned on.

Later that week I met him at the hospital for dinner and we made our way back to my place where we continued our kissing and I invited him in. My relationship and sexual experiences were limited and I had only had intercourse once, yes a one night stand in college, so I was nervous considering where my head was going and my body was more than willing to lead me. Although I was sure I wanted him to stay I didn’t know what to do next so I kept kissing him.

When he finally said he better go before he gets into trouble, our kissing had really heated us up by that point and his bulge in his trousers was very evident and hard against me, I took his hand and led him down the hall to my bed room. Well I guess that was more than just a hint or slight signal, I might as well have put a sign around my neck that said I want you to fuck me. Either way, the message was clear. Although I was nervous, I was at total ease with him.

We fell on the bed and after kicking off our shoes we started some heavy petting and I was soon humping his leg with my skirt bunched around my waist. He was passionate in kissing and his hand was gently caressing my leg from my knee to my hip and soon included my ass. As his hand moved to the back of my leg and started including a gentle massage of my ass my humping his leg actually produced my first orgasm. He was kissing my neck and shoulder and I humped his leg and he caressed my thighs and my orgasm caused me to pull him tight and clamp my legs around his leg and pull him tight to my breast.

Soon our lips found each other’s and out tongues explored freely. I began unbuttoning his shirt and pulling it off with out him giving up on his kissing assault of my neck but he was soon removing my shirt and feasting on my red lace bra encased breasts that clearly didn’t hide my full round and hard nipples that he soon found with his free hand and began tweaking them through the thin lace. Soon his lips traced my cleavage and they to joined what was a full assault on my sensitive breasts and nipples.

As I undid his belt buckle he removed a strap from my shoulder and he soon had my bra off one tit as his lips and tongue quickly went to work ensuring that my nipples remained hard enough to cut steel. I playfully pushed him away to unzipped and remove his pants when we both became aware to two major sights. First, the large wet spot on his leg was proof that I was producing a large amount of lubricant and the second, was that I was going to need a lot of lubrication since his penis was sticking over 4 inches out of the top of his underwear and strong enough to push the band or his underwear out enough to expose a large amount of thick dark pubic hair.

Additionally, his penis was really thick. He helped with his pants and I removed my shirt and bra leaving me in just a red lace g-string that in no way covered the hairy bark bush that covers my mound. We both enjoyed the gaze at the other almost nude for the first time before our lips met and I reached for his penis for the first time. I immediately started removing his underwear, that was not really helping anyway, and he soon assisted me in getting then to the floor. I reached down and traced its 8 to 9 inch length and was amazed at the girth. I was starting to question whether in would even fit in my pussy much less the thought of it actually fucking me.

The head of his penis was large and its mushroom shape was 1.5 inches long and very thick and it was covered and dripping in his precum. I slid my hand down the shaft easily with the aid of his self produced lubrication to its base before holding and massaging his large hairy balls, which soon generated even more precum that was now dripping on my stomach. At some later time I would come to realize just how out of proportion his genitals are and I must say I am very pleased that they fully focus on filling and pleasing me.

As I was investigating his manhood, he continued to tease my breasts and was soon sucking and licking one and gently rolling the nipple between his fingers on the other. Our lips once again met and I was soon straddling his leg again grinding my crotch against his thigh as his hands began to once again massage my ass. His hand traced my ass to my crotch and from behind he traced my vagina through my drenched panties and began massaging my clit through my panties. He slid a finger into my panties and was soon massaging the puffy swollen lips of my pussy and hard clit.

He began to whisper how beautiful, sexy and wet I was as he kissed and nibbled on my ears, neck and lips. Once again he worked his lips down to my breasts and I soon clamped my thighs around his hand as I began cumming uncontrollable. As he kissed my lips again I placed my thumbs in the waist band of my soaking wet red lace g-string and, bringing my knees up to my chest, I removed them and he took them from me. He then took my panties and gently rubbed the wet sticky crotch of my panties over the head of his penis. I took them from him and threw them on the floor, ironically-they landed on his underwear sticky side down.

I rolled onto my back and pulled him over on me. I looked at him and said that he could feel the real thing as I pulled my knees up to my chest. He then ran his fingers through my thick hairy wet bush only to remove his hand and roll fully onto me.

He kissed me deeply and said that he didn’t have any condoms and hadn’t expected this. I quickly assured him that, although I had not expected it, my period had just ended the day before and I really wanted him and this for us. He assured me that he also wanted me and this time together but he was willing to wait rather than spoil anything. This made me feel even more committed to him and had me wanting him to be pleased and pleasured by me in a way only someone that that totally is committed to him could do.

As a doctor, I am sure he understood the risks of unprotected sex with a fertile 26 year old woman but he must have also realized that I was relatively a safe fuck. He asked again if I was sure, and stated that he trusted me. He trusted me, I was overwhelmed with emotion and passion and with one hand I pulled his head down and kissed him as passionately as I could and with the other hand I answered him by reaching for his penis and guiding it to the swollen lips of my very wet and wanting pussy. I broke the kiss and whispered for him to go slow since I was not experienced and he was so large .. he responded with a gentle kiss.

He replaced my hand on his penis with his hand and soon the large swollen head of his penis was gently tracing the lips and folds of my pussy and his precum was adding to the massive amounts of lubricant that I was already producing. As he gently pushed forward, the large head of his penis stretched the swollen lips of my pussy wide that caused me to tense up. With one hand now on each side of my head he leaned forward and said “relax, I would never hurt you” followed by another gentle kiss.

His words were soothing and for obvious reasons I totally trusted him as he obviously totally trusted me by just having unprotected sex in the first place. As a well-established physician he had a lot to lose as compared to me. He made the focus totally on me as I would eventually realize he always would. Even during this sexual driven emotional, mental and physical moment I knew and totally felt that I was the total center of his effort, focus, trust and attention.

As I relaxed and we kissed, his penis worked its way deeper into my pussy. He moved slow and gentle considering he penis was so hard. I soon began to move my hips in a rhythm that matched his. my tight pussy gripped his penis as he moved slowly in and out. He continued to move in me and still managed to find my large hard nipples with his mouth before once again finding my lips.

The look on his face was of pure pleasure as he continued to get closer to his climax. Once again he found my breast and nipples with his lips and tongue and I began to hump as I too was nearing another climax. I began to moan as he was beginning to go deeper and he was moaning as he neared the climax we both now wanted. I wanted him to feel the pleasure and I wanted his release in me. I wanted to be the reason he felt satisfied and wanted to feel him release his cum deep inside of me.

I lost control and my body started to spasm as I began to orgasm. The muscles in my vagina clamped down on his penis, my head fell back, I hear myself release a long “oooooohhhhhhh gooooooooooooooooood” as it hit and my arms and legs clamped around him. His body soon tensed and he thrust his penis deep in me two or three times before he too gave a deep moan and following a few intense twitches I felt one more deep push and then I felt his penis began to pulse as he began to release his sperm filled cum deep into my womb.

A sudden douche like warmth flooded my womb and I had more intense spasm as I knew that he was cumming deep inside of me. This experience was so physical and emotional. My vagina continued to spasm as I unconsciously continued to milk his penis with my cunt. We lay there is pure bliss and soon our lips found each other’s. We had the most beautiful kiss a woman could ever ask for.

He eventually pulled his half limp penis out of me and, after I made sure he was spending the remainder of the night, I slept in his arms like a baby. The next morning, after answering nature’s early morning call and seeing his nude body and giant penis in the daylight for the first time, I straddled him and soon found the best of many worlds.

By being on top, I could control the pace and depth and it gave him free access to my lips, neck, breasts with his mouth and tits and ass with his gentle touch. I once again had an orgasm that rocked and squeezed his cock and he filled me with all that a woman could desire.

We actually decided to abstain from intercourse after that until I was safely on the pill but that made our next sleep over even better! We have already had a discussion to how we are one day going to go off the pill and see what life produces but not yet. We still haven’t managed to fit his whole cock into my pussy but we continue to work in it and I look forward to having the lips of my pussy around the base of his cock and his ball against my ass when we orgasm together. I now spend most nights at his place and we are determining next steps for us.

My parents were not totally understanding of the age difference at first but are very happy for Drew and me. My friends thank he is great and they all love his car collection. More specifically, my mom was very pleased with my selection of a mate especially after she saw him