Coming of Age

My wife Karen works as an economics instructor at a local community college. She enjoys her work for many reasons, one of which being that the environment gives her plenty of eye candy.

A few years into our marriage Karen and I started exploring the swinger lifestyle. We've both always been very open minded and enjoy being able to indulge our fantasies together. We've had some incredible sex and made some great friends in the process.

While Karen has several different "types" of men depending on her mood, she has always had a thing for younger guys. She likes their fit bodies and sexual stamina. As we've aged, Karen has also enjoyed becoming the "older" woman young guys are always attracted to.

At thirty nine years old Karen has made it a point to take care of herself and stay in shape, which of course leads to plenty of male attention. She is 5'9" with long brown hair, amazingly sexy eyes, and a wonderfully toned body. Her breasts and ass are perfectly proportioned and she loves taking her male students by surprise on their first day of classes.

Last night she and I went out for dinner and spent the evening talking about life and reminiscing about some of our greatest sexual experiences. We had a great meal and took the opportunity to get ourselves worked up and horny for an awesome night of sex.

We've played with many people over the years-men and women-but some of our hottest encounters have been with a guy named Mark. Mark was one of Karen's students and it all started when he enrolled in her class. Karen has done her best to not get involved with students or coworkers to avoid any conflicts, but there have indeed been a few instances where it was basically unavoidable. Once Karen finds someone she's really interested in, she gets what she wants...and Mark never stood a chance.

Mark enrolled in community college after high school to get his basic classes knocked out before transferring to a four year university. He of course took an immediate liking to Karen as soon as he began her class.

Mark's parents were apparently very absent from his life and he wasn't used to getting much attention. He was shy and a bit nerdy, but easy to talk to once he got comfortable. He responded to the personal attention Karen gave to his success and began opening up to her more and more. He soon began coming by her office to talk, even when he didn't really need anything.

Eventually it became clear that he had a thing for her. Karen and I talked about it from time to time and initially her interest in Mark was strictly limited to being a positive presence in his life, but as time went on her interests grew past an academic relationship.

I specifically remember an afternoon when Karen and I had taken a week day off to run a bunch of errands together and had to swing by the school to grab something from her office. We ran into Mark on the way out of the building and I noticed what an interest they seemed to take in each other. I also noticed Karen consistently looking down at the bulge in Mark's jeans as they talked. I think she was trying to hide it but to be fair, that bulge was hard to miss. Albeit nerdy, Mark is very well built.

The big problem Mark had in those days was that he had no idea how to interact with women. He was desperately shy (aside from talking with Karen), had never gotten any meaningful female attention, and of course had zero sexual experience.

Mark began confiding in Karen about his shyness and she did the best she could to listen and give him ideas on how to approach/interact with women. His confidence greatly improved with Karen's help, but it never got him very far. During the entire year he attended community college he only went on a few dates, and certainly never had any sexual contact. I remember Karen telling me about it and the fact that she seemed genuinely disappointed.

Mark finished his first year of classes and was set to go to university in the fall. He had plans to simply enjoy his summer off before returning to school. By that point even though classes had ended he still kept in touch with Karen. Phone calls led to lunches, which led to him visiting our house.

A few weeks after classes ended he was at our house complaining about another failed attempt at getting laid. His buddies had set him up with a girl that was known to be a bit of a slut. They went on a date the prior evening, which actually went well given Mark's shyness, and eventually got to the point where the girl was ready to get physical.

Mark said he completely froze up at that point. He explained that not only did he have no clue how to navigate a woman's body, he had never even tried to put on a condom.

He left that afternoon with Karen and I a bit shocked at how completely clueless Mark was when it came to anything remotely sexual-even for a guy his age.

A few nights later he was back at our house freaking out because he had managed to get another date with this girl. He was complaining that he didn't know how to make out and probably wouldn't make it past trying to put on a condom.

Karen and I sat there listening to this and she would periodically glance over at me with this look...and I knew what that look meant. I had known for a while that she was fighting herself on this one, but it looked like she was ready to give in.

Finally Karen said "Why don't I help you with a little practice." She went over and sat next to him on the couch, putting her hand on his leg. Mark looked at me like he was about to die and I said "Go for it. She'll get you ready for that date."

Karen leaned in and touched her lips to his and I could see his dick starting to grow immediately. They started kissing and I watched as Karen gave him pointers. A few minutes into it she started telling him how to move his tongue inside her mouth, at which point my cock started getting hard too.

After kissing for a few minutes Mark's cock looked like it was going to rip through the gym shorts he had on. Karen kept looking down at it and I knew she was dying to get those shorts off.

"Do you feel better about kissing?" she asked. "Yes" Mark whispered.

"Good. Now we need to make sure you know how to put that condom on" she said.

"Pull your shorts down." Mark did so, revealing his massive cock.

"Wow" Karen muttered, her eyes locked on his huge dick, desperately trying not to get ahead of herself.

"You definitely won't get any complaints about that thing" she said with a smile.

Mark pulled out a condom and Karen began giving him pointers on how to put it on comfortably.

Once the condom was on Karen grabbed his shaft and squeezed a little bit. "Does it feel comfortable?" she asked. "You want to make sure it doesn't come off while you're fucking her" she explained. Mark just nodded that he understood. He looked like he was about to cum on himself and I couldn't help but laugh.

I could see the lust in Karen's eyes. Her gaze was fixed on his cock and I knew she was dying for it, but she controlled herself and said "Ok, I think you'll be ready to get started!" I think all three of us were disappointed that it didn't go any further that day, but Mark thanked Karen for the help and left.

That night Karen and I had amazing sex after talking about her brief encounter. She said she was seconds away from showing Mark how to take a blowjob but she stopped herself because she was hesitant about crossing that line with him. We knew that Mark had no perspective in terms of sexual encounters and she didn't want to confuse him. She also knew that going any further would lead to sex, and while the idea was hot, she didn't want to be the woman who took Mark's virginity.

Mark called her up the next day and was excited to report that he had finally had sex. He said it was very awkward, didn't last long at all, and his date didn't seem to be very impressed. But he had sex...finally.

Mark went off to college the following fall, about nine hours away from home, and his communication with Karen considerably diminished. He was busy with school and beginning the next chapter of his life.

During Christmas break he came over to visit with us and catch up. Mark said that everything was going well at school and he was happy. Karen couldn't help but ask him about his dating life, at which point he explained that his classes were his priority and he hadn't had much time. He said there was one girl he dated for a short time, but that didn't go very far. And of course, sexual prowess still wasn't something that came easily for him.

Karen and I tried to engineer another opportunity to have some fun with him, but it never worked out. Christmas passed and Mark went back to school for spring semester.

Summer eventually came and at twenty years old Mark still hadn't found a girl to steadily date, and he still hadn't had any great sexual experiences. He took a part time job at a local gym as a personal trainer to make some extra money while enjoying his summer off.

Karen finally told me that she was ready to take what she wanted. Ever since that day she watched him roll on that condom she couldn't get the idea of riding Mark's cock out of her head. At that point it had been quite a while since we had brought in another partner and Karen was ready.

One morning she asked Mark to come by our house before he went to work. She waited for him in our living room wearing shorts, a T-shirt, and flip flops. As soon as he walked in Karen said "Come here."

She sat on the edge of the couch and pulled down Mark's shorts as he stood in front of her, finally releasing that fat cock she had waited so long for. Mark stared down at her in amazement as she pulled his already semi-hard dick into her mouth and started sucking.

He closed his eyes and moaned as my gorgeous wife licked his big balls and sucked him off. Mark was no match for Karen's cock sucking skill. It only took about five minutes for him to cum. She grabbed his thighs and workd him as fast as she could until he blew a huge load into her mouth. She swallowed every drop of it, looking up at him with a smile as she stroked his erection down.

"You're going to need to last longer" she said. "But right now you have to go to work. What time do you get off?"

"Six" Mark answered.

"Good. Come back here when you get off" she directed.

Mark left for work and of course Karen and I fucked like crazy as soon as he was gone.

"I can't wait to get that big dick inside of me" she whispered as I drilled into her. I couldn't wait either.

She got showered, trimmed herself up, and we killed the afternoon waiting for what we hoped would be an amazing night. She sent him a text asking what he wanted her to be wearing when he arrived. He responded with heels.

Mark showed up right after work. He was nervous but ready. "So, you're ok with this?" he asked me as I walked him into our house. I assured him I was and let him know that by the time Karen was done with him, he'd feel the confidence to fuck any woman he wanted to.

Karen was waiting upstairs in our bed wearing nothing but a thong and white open-toed heels. She smiled as we walked in and told Mark to get on the bed as she spread open her beautiful legs.

"First I'm going to teach you how to eat pussy" she said. Mark settled in before her on his stomach, off came the thong, and he began taking her instructions. My cock was instantly hard watching my wife tell him what she wanted.

"Push your tongue in deeper" she told him. He did so and Karen started moaning louder with pleasure.

"You can't forget a girl's asshole" she said. She grabbed Mark's head and he took instruction on rimming her. "Oh yeah...push your tongue in as deep as you can baby." Mark was very good at following directions. He got into a rhythm and worked her pussy and asshole back and forth until she was ready to suck cock.

Karen stayed on her back, holding her mouth open and licking her lips while Mark stripped naked. "Now come push your cock down my throat" she said. Mark pushed into her mouth and I had a perfect view.

Another amazing blowjob went on for several minutes as both of them moaned and sighed with satisfaction. Karen has always loved getting her face sloppy while giving head, and made sure there was plenty of spit to keep Mark's cock gliding through her beautiful lips.

"Ok, time for you to fuck me" she finally said at which point Mark paused to grab a condom. Karen hates condoms but went along with it so he'd feel comfortable.

He slipped the condom on and layed down, Karen getting on top of him. She reached between her legs, grabbed his cock and said "Just relax, let me guide it in."

Mark closed his eyes and Karen sighed deeply as she slowly eased herself down, adjusting to his wide girth. After a few seconds of slowly getting stretched she started riding him faster.

"Pinch my nipples" she said. Mark did so and that really got her bouncing.

Karen started bucking as hard as she could..."Slap my ass baby!" Mark slapped lightly a few times then really got into it. He slapped her ass cheeks harder as she pounded up and down.

"I think I'm going to cum" Mark soon said. "No, not yet" Karen replied. She slowed down her pace and told him to settle out. She leaned down and started making out with him..."I need you to last as long as you can" I heard her whisper.

After a few more minutes Karen got up and layed on her back. "Take control of me...grip my thighs as hard as you can and punish my pussy" she said.

Mark didn't waste any time. He started drilling into her at a furious pace, his balls slapping against her wet asshole with every violent thrust. "Fuck yeah baby!...pound my pussy!...push it deeper!...push it fucking deeper!" she cried out.

Mark couldn't handle my sex machine wife any longer. "I'm going to cum!" he yelled. Karen instantly threw him backwards off of her, yanked off the condom, and got his cock into her mouth just in time to catch his load. He was shaking as he deposited his semen into her wanting mouth...her lips firmly locked around his shaft as she swallowed. His cock didn't leave her mouth until every bit was cleaned up.

"You're fucking amazing" she said. "But there's still so much more to do."

After taking a break for all of us to eat something we returned to the bedroom for another round. The taste of Karen's wet pussy got him hard again and she got on her knees after taking the heels off. She looked over at me and winked.

"Spread my ass cheeks apart and put that cock in me" she told him. Mark at that point went to grab another condom but Karen stopped him and said "No, don't put that on. Trust me."

I could tell he was hesitant but Karen gave him a reassuring smile and spread her legs a little wider, waiting for him to give in to her. Of course he did and pushed in. "Oohhh yeah baby" she whimpered as his bareback shaft filled her up.

He clenched her hips and drilled into her balls deep, both of them working up a sweat in the process. "Now stick your thumb into my ass while you fuck me" she continued. My motivated wife gave me another coy smile as Mark slowly started finger fucking her ass.

They got over ten minutes in that position before Karen told him to pull out and lay on his back. She then straddled him reverse-cowgirl style and gave me a great show as she rode him, her breasts bouncing and her hair swinging across his face. "Don't forget my nipples baby!" Mark quickly reached up and took care of her.

Karen rode him like a champ, squirting three times as she took his cock as deep as she could. Finally Mark said he was going to cum..."Cum inside of me!...fill that pussy with cum baby!" she yelled as her thrusts got even harder. A few seconds later he blasted another hot load inside of her, cum immediately starting to run out and down his shaft.

She grinded on him for a few more moments until hopping off and sucking the remaining cum off of his cock. She was on her knees cleaning him up with semen still dripping out of her onto our sheets, an incredibly hot sight for me to enjoy.

After that we called it a night. "You did very well tonight, I'm happy" Karen said. "Your cock is great and you know how to use it. We just need to get your stamina up to where you last longer before you cum. But that's partly my fault for being so hot" she said with a sexy smile. "Go home and get some rest. Tomorrow night you're going to fuck my ass...and we'll work on some other stuff too."

She again asked Mark what he wanted her to be wearing the next night, and he said jeans and a pair of boots. Excellent choice I thought. We walked him out and of course never made it back to the bedroom. I finally had my turn for sloppy seconds and gave Karen two more loads of cum in our living room before going to bed.

The following night Karen was ready to go, dressed in tight jeans and black knee-high "fuck me boots". Mark came straight over after work and we were back in the bedroom.

They laid in the bed for a long time kissing, Karen stroking his cock through his pants but never pulling it out. "Learn to control yourself" she told him.

Finally the jeans came off but the boots remained on. "We're going to work on your control" she said. She told him to lay down, with his pants still on, and she got on top of him in a 69 position. "Suck my pussy" she instructed. Mark did so while she continued to rub on his cock with his pants still zipped. He was completely hard and I'm sure it was killing him.

"Now push a finger into my ass...and keep licking me." A few minutes later..."now put two fingers in." Mark worked slowly and began getting her ass loosened up.

"Yeah baby keep working those fingers...and keep your tongue inside of me" she moaned as she enjoyed the moment.

Finally she unzipped his pants and pulled his dick out, lightly licking the tip. Mark was shaking at this point..."Just keep doing what you're doing. Keep working me and enjoy my lips wrapped around you" she said.

From there she cupped his balls and delivered a slow and sensual blowjob. She wanted to go slowly and force Mark to steady himself. He did very well.

She then rolled off of him and said "Excellent work! Ok...you ready to fuck my ass?" Mark of course said please.

"If a girl wants it in the ass you're going to have to get her wet and loosened up, especially with that huge dick of yours" Karen explained. "You probably won't get a girl that's had a butt plug in so you've got to use your fingers and your tongue to get her ready."

She then got on her knees, spread her cheeks apart and said "Put your tongue into my ass." Mark went to work and started rimming her..."Use your fingers too baby...push your tongue in deep."

Finally she was ready and rolled over onto her back. She handed Mark a tube of lubricant to use. She spread wide and told him to start pushing his tip into her ass. "Go slow" she said as she winced a little, trying to accomodate the biggest cock she had taken in several years.

Mark slowly but steadily inched his shaft deeper into her, until it hurt to take any more. "Ok that's it...I can't take it any deeper" she said. "That's as much as you can give me...start fucking me but please don't push any deeper."

Mark understood and started giving it to her. "Go slow" she said. About every three to five minutes..."ok, faster" Karen ordered. Mark understood the rhythm and slowly increased his pace as her ass got more relaxed. "Faster...faster!" the cries came more quickly as she gripped his arms as tight as she could, looking up at him.

Soon he was pounding into her with forceful thrusts and sweat was running off of her forehead. "Holy shit baby yeah...pound my ass!...fuck that ass like you own it!" she yelled.

They stayed in this position for almost twenty minutes. Mark was doing very well with not cumming too soon. She then had him pull out so she could get on her knees. He settled in behind her and pulled up on her boots a bit as he re-occupied her asshole. He gave it to her as hard and as deep as he could, Karen finally starting to squirt with orgasms as he fucked her.