The Social Student: Firsts
written by:
Ishkabob

Note: Please keep in mind, this story is an origin series to the "The Social Photographer" series. I highly suggest you read that one first. Feed back and your votes are always appreciated. So are pictures from my female readers

Being adopted into a super wealthy home had its many advantages. I had access to whatever I needed or wanted. Sadly all the money in the world couldn't cure my adoptive Mother's cancer. She had been the biggest supporter of my photography hobby, getting me the best camera and lenses I needed.

When I was 11 years old she passed away and after my Dad buried her, he buried himself into his company. He was loving and understanding but most times he was busy growing the business his parents had left him.

I dealt with my Mother's passing by becoming depressed and emotionally closed up. So much so that going into high school my Father encouraged me to take up a sport so I would get out of the mansion and make some friends.

I decided to join the school's water polo team and surprisingly I was actually very good at it. The mix of being in the water and being able to be release my anger and aggression in a focused manner really helped me overcome my depression.

Water polo became my life. I had my Dad hire me a personal trainer to help me get conditioned and improve my strength. When I wasn't in the water playing I was training. During high school I hit a big growth spurt (in many ways) which was only intensified by all the testosterone generated by all my training. In 9th grade I was a five foot ten inches tall and doughy soft. By the end of 11th grade I was six foot four, with a muscular build (some say chiseled) and toned.

While my body had developed my self image never really changed, as I always thought of myself as one of those geeky kids from middle school. All the training and focus on playing water polo did take its toll on my grades and I was forced to take Summer school to make it from 11th to 12th grade. That was the Summer that started it all...

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"John we'll need to pick up from there next week. Our session is over today." said Jessica.

I opened my eyes and stood up and shook Jessica's hand.

"Ok doc, I'll see ya next week." I said walking out the side exit of her office.

Just to give you some background. I started seeing Jessica Martinez, a licensed therapist when my marriage to Courtney ended. Courtney had given me an ultimatum to stop indulging in my sexual addiction by fucking every piece of ass that walked in front of me.

Everything unraveled one night when my wife Courtney stopped by my photography studio to surprise me with dinner. She knew I was going to be working late that night editing photos for a major client.

Jamie, Courtney's 19 year old sister was working for me at the time as an Intern/Assistant when that fateful night happened. Jamie had been working for me for two weeks and of those ten days I had probably fucked her every day except her first.

Her tenth day was a Friday filled with editing and processing photos I had taken that week. Jamie arrived early that morning with her hair in a ponytail dressed in a tight t-shirt and a short denim skirt that rode up revealing her tiny white panties that barely covered her hairless pussy.

Courtney had let herself in with her own key when she caught me with her little sister bent over in the dark room as I was pounding my ten and half inch cock into her sisters tight pussy.

In my defense it was Courtney's idea to have me hire her sister. She knew I struggled to keep my large member in my pants and she basically offered up Jamie (who flirted with me from the first day I met her.)

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The summer between 11th and 12th grade started with my birthday landing the day after the last day of school. My Dad threw a lavish 18th birthday party for me at the family mansion. We had a party with some close family friends but mostly it was attended by my Dad's employees.

Most people would say that getting a tricked out Infiniti G35 (it was a sweet car) would be the highlight of any birthday party but I'm not like most people.

Vanessa Leigh had been working for my Dad as an accountant since I was about 13 years old. I had chatted with her in passing when I would see her around the offices anytime I would visit my pop. She was a stunning five foot nine blonde with sparkling blue eyes, long silky legs and a tight toned body.

She showed up to my birthday party wearing tight white jeans, a navy blue sheer tank top, matching navy blue pumps, and a black bikini top under her sheer top. Vanessa took great care of her body which made her look closer to 21 than her real age of 30.

When she arrived to the party her first point of business was to give me a very snug hug and wished me happy birthday.

Vanessa handed me a meticulously wrapped gift and said in her Australian accent , "I hope you like your gift. Let me know if it fits because if not I can exchange it."

"Oh what is it?" I asked

"Well your Dad mentioned that you're really involved in training for water polo so I figured you could always use another swimsuit or two." Vanessa responded

"Thank you Vanessa, that is very kind of you." I said as I hugged her and gave her an appreciative kiss on the cheek.

Man she smelled so good.

"John, you should try one on when you go swimming in a little bit." my Dad requested of me.

"Sure, ok pop"

The party continued and when the warm summer air hit its peak, people started slipping into our large victorian pool.

Vanessa approached me with my gift and handed it to me, "Why don't we go to the pool house and get changed for a dip. Then you can tell me if they fit."

"Ok sounds like a plan..." I said.

The idea of seeing this stunning blonde in a bathing suit raced through my head and straight to my groin. As we got closer and closer to the pool house blood started flowing to my member.

I held the door open for Vanessa allowing her to enter first. As she walked by me the smell of her (I don't know if it was perfume, pheromones or left over angel dust from when God had created her) wafted by my nose and sent chills through my body.

The pool house was made up of a large main room that had four doors with full length mirrors. Three of the doors opened to changing rooms that each had a toilet and sink. Behind the fourth was a full bathroom that featured a marble tile shower with a glass door and bench in the corner. The rain shower head was mounted in the ceiling with body spray jets up and down the three marble sides.

Vanessa entered a changing room with the small tote bag of extra clothes she brought with her to the party. As she entered she must have not realized that the door hadn't completely close behind her. Even though she was behind the door, the outside mirror caught reflection off the mirror in the changing room which gave me a full unobstructed view of her.

"John I noticed you weren't talking to any of the girls today?" she asked as she peeled off her sheer blouse revealing her black bikini top.

"Yeah, I'm not good with girls." I replied as I watched her unbutton her tight white jeans and shimmy out of them.

"Oh I'm sorry, I didn't mean to assume that you were into girls. So does your father know you're gay?" Vanessa said.

She had her back to the mirror as I watched her bend over at the waist as she slid off her black lace underwear. Vanessa turned around facing the mirror and that was the first time I had ever seen woman's nether regions in person. I continued to stare as she bent down and pulled up a pair of small white and black bikini bottoms.

"Oooooh nooo, I like girls... I like girls a lot" (especially the one giving me a peep show and a hard on from the next room). I said quickly...

Vanessa told me to change into one of the swimsuits. I had hoped to see her walk out in her bikini, but I followed her request instead.

I went into one of the other changing rooms making sure to close the door completely behind me.

I lifted off my t-shirt and then dropped my cargo shorts to the ground (hey don't judge this was like 10 years ago when they were in fashion).

"So are you saying a good looking, nice young man like yourself doesn't have a girlfriend?" Vanessa said to me from the other side of the door.

"Nope, I get too nervous around girls." I answered back

I quickly tore through the birthday wrapping and opened the box to find two dark colored speedos inside very much similar to ones I wear.

I was about to pull off my boxer briefs when I realized my peep show from Vanessa had given me a massive erection.

"Have ever had a girlfriend?" Vanessa asked through the door, breaking my train of thought.

"Nope..." I replied as I put on one of the speedos.

Realizing there was nothing I could do to hide my throbbing member, I tucked it to the left as its tip rested against my hip.

"What about a date?" she asked.

I took a big gulp of air and opened the door and walked out wearing one of the pieces of small fabric she bought me for my birthday.

"Nope, not even a date." I responded as I walked out.

"We'll we're going to have to change that..." her words trailed off as her eyes gravitated down my body and to my crotch.

Myself, I was speechless seeing Vanessa for the first time in a bikini. Her body was toned with a flat that featured a small six pack of abs and a belly piercing. Her aroused B cup breasts fit snuggly in her bikini top and there wasn't an ounce of fat to be found on her body.

She broke her transfixed gaze of my crotch trying to collect herself, "Do they fit ok?" she asked.

"Yeah they are about the same size as what I already have." I responded as my cheeks turned flush.

"Wow John, you've grown into quite a stud. Are you sure they fit alright? They seem tight." she said as she curled her finger into the waistband of my speedo, giving them a slight tug as looked inside of them.

"Yeah... I'm just... ummm..." I stumbled to say... as my member throbbed under the tight fabric.

"It's ok John, you have nothing to be shy about. You should be very proud of yourself." Vanessa said as her hand slipped into my speedo grasping my cock.

Slowly and gently she began to stroke my shaft with her soft hand. It was a sensation I had never felt before and my arousal was unbelievably continuing to grow.

"You know John, you've really put a lot of work into becoming... (her words paused as she felt my shaft swell and elongate further) a fully grown man." she said as she slightly increased the pace of her stroking.

"Oh God... that feels amazing." I said as my eyes closed and my breathing grew erratic. I knew wasn't going to last long.

"Its ok John, enjoy it." she said as she clinched a little tighter.

It was only a few seconds later I felt my balls tighten and suddenly I came hard into Vanessa's hand and my speedo. With each of her strokes I doused her grasping flesh with my cum. Almost instinctively my hips thrusted me more and more in her hand. Her stroking continued for almost minute as I just continued to cum and cum again.

Finally my member went flaccid and she pulled her hand out of my swimsuit. She reached for a towel and wiped off the semen my cock had coated her hand in.

"Why don't you go back in there, get cleaned up and put on your other pair so we can go swimming." Vanessa requested.

Just as I was about to turn away she stopped me and placed a soft gentle kiss on my lips and said, "And John.. Happy birthday..."