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January 2017

Skype Session

I hadn’t seen Erin in many years.  We kept in touch the usual way, and our Skype calls were always flirty and sexy.  Many times we’d have cam sex, but when she got a boyfriend that dropped off.  One time we were talking and I mentioned that I missed our Skype sessions.

“I know”, she said, “Me too, but I have a boyfriend now.”

Really wanting to see her huge tits as much as possible I responded, “He can watch.”  We both laughed, but there was a flash of seriousness.  "What about if you were with him and just let me watch?“

"What?”, she sounded unsure.  "What would that be?“

"You just turn your Skype on, point it at the bed, and I can watch.  He doesn’t even have to know.”  Erin agreed to the idea and with a wicked smile said she’d set it up.  I knew she liked being watched and the playful idea turned us both on.

A few days later she contacted me and said she was ready.  I could see her leave the room and I got myself ready, stripping naked with lube, a towel, my sex toy, and jerking my cock to get it hard in anticipation.  Minutes later she came back into the room with her boyfriend.

Erin was wearing a skirt, white stockings, and small white shirt which barely contained her huge tits; the outfit looked like a school uniform.  Her boyfriend was wearing only jeans and they were kissing, making their way to the bed.  She pushed him onto the bed and told him, “Take your pants off.  I want to watch you get hard.”

He smiled and obliged.  From my perspective I could barely see that his dick was only partly erect.  Erin started dancing, doing a little strip tease, positioned between the camera and the bed.  I’m sure her boyfriend thought it was for him, but the way she was focused toward the camera I knew it was for me.

Slowly she undid one button at a time on her shirt before flinging it open wide and flashing her tits at me.  Smiling, she juggled her breasts with her hands and did a twirl toward her boyfriend giving him just a peak.  Then she tossed the shirt aside leaving her standing there topless and facing me.

Holding her breasts she turned back toward her boyfriend and bent over.  As her large breasts hung low she reached back and flipped her skirt up over her ass.  I could clearly see that she wasn’t wearing panties, her bare pussy directed clearly toward me.  Erin ran her hands up her stocking covered legs until one of them grabbed her ass and spread it, the other slipped to her pussy and she pushed a finger inside herself.

She stood up, the skirt fell back into place, and she took the finger that was covered in her cunt juice and sucked it into her mouth.  Turning away from her boyfriend she bent over again, this time giving me a clear view of her hanging breasts.  When she pinched her nipples and pushed her tits together she moaned teasingly.

Finally she unclipped her skirt and let is fall away.  Still facing me she reached a hand down and parted her pussy lips with one hand and slipped fingers from the other inside herself.  The position caused her arms to squeeze her tits together.  It was something she did frequently during our sessions.

“Ooo, I want to feel you inside me”, she moaned.  Again it was something for me, but I’m sure her boyfriend thought it was for him.  Turning toward the bed she looked at her boyfriend and moaned, “Oh your cock is so hard for me.”

Erin pushed her boyfriend onto his back and bent over him, lowering her mouth around his cock.  The position was perfect for my view.  I could see her pussy and ass clearly, long stocking covered legs standing tall, her tits hanging low, and the cock slipping in and out of her mouth.  That was when I lubed myself up and pushed into my sex toy.

For about five minutes she sucked her boyfriend’s dick, her head bobbing up and down as her tits swayed.  Then she said, “My pussy needs some attention.”  She directed him to slide up further on the bed and then she laid down.

Erin was pointed away from me, but her torso was only partially on the bed.  It caused her to be splayed out, the boyfriend’s head eagerly lapping at her spread cunt, her tits falling in my direction, and her head back so her moans came directly at me.  And she moaned, loud and long as he worked at her snatch.

For a moment she opened her eyes and looked right at the camera, right at me.  Her boyfriend was distracted eating her pussy, so she took the moment to say, “Oh yes.  That feels so good.  I want you to watch me cum.”

“What?”, her boyfriend paused and lifted his head up to ask the question.

Angrily she looked at him, “Don’t stop!  Make me cum!”  His tongue returned to her clit and her head relaxed back off the edge of the bed to look at me.  Erin pinched her nipples, pushed her tits together, I knew she had really sensitive breasts and she knew I liked watching her play with them.

“Oh yes.  I’m cumming!  I’m cumming!”  Her body tensed up, she really squeezed her tits hard, she shut her eyes, and then a long moan accompanied a violent shaking of her hips.  When her orgasm subsided she laughed a little and blushed.

Next she directed her boyfriend to kneel, she turned around and got on all fours.  Both of them were facing the camera now, but only she knew it.  I had a perfect view, there she was on the bed on all fours with her huge tits hanging beneath her.  They were so large that as they hung beneath her body her nipples bushed against the bed.

She stared right into the camera as he pushed his dick inside her.  Her eyes twitched, she bit her lip, and she moaned softly.  It took a minute, moving slowly, for him to push into her completely.  When he finally did she moaned, “Oh that cock feels good deep inside me.”

He started fucking her, slowly increasing the pace and force.  After ten minutes they were fucking so hard and fast the bed was shaking.  Erin’s moans of pleasure were constant and loud.  I didn’t know if she was putting on an extra show for me or just really enjoying the hard fucking.  Regardless I was enjoying watching her huge tits flail about beneath her.

When an orgasm caused her to collapse face first into the bed, breathing heavily, her boyfriend grabbed her arms and pulled her back.  His cock never slipped from her pussy, but he was able to pull her almost completely upright.  The position caused her body to be in full view.

Huge tits bouncing with each thrust from her boyfriend, her pink pussy getting spread by his dick, white stocking covered legs beneath her for support, his balls slapping forward against her, and her head thrown back.  "Fuck!“, she yelled as he fucked his cock into her with even more force.  The position caused her weight to fall backward, and she couldn’t escape forward because he was holding her arms, so had nowhere to go but deep onto his dick.

Immediately she broke into another orgasm.  Erin ground her cunt down onto her boyfriend’s cock and she yelled out, "Yes!  I’m cumming again!  Fuck me!”  That was enough to send me over the edge and I came into my toy.

I watched her body spasm, her hips bucked, and the orgasm took control of her.  Visibly her boyfriend’s balls contracted and the small bit of his dick that was visible twitched.  "That’s it", she breathed, “Cum inside me.”

They stayed like that for a minute before he fell back and she fell forward.  Cum leaked from her pussy onto the bed.  Erin lay on her side so her tits and well fucked cunt were facing the camera.  Her boyfriend crawled up behind her to spoon and she winked at me.  It was a good thing I recorded the session, so I could enjoy it multiple times, but I had a feeling we’d skype again.

Jan 11, 2017 29 notes
#erin #skype
Convincing Evelyn

Evenly was a tanned, petite blonde with a nice body but only average tits.  She shaved her pussy regularly, worked hard to keep herself in shape.  Though she had a boyfriend that didn’t stop me from fucking her any time I could.  When we were together she’d complain about her breasts, but I was mostly interested in getting her mouth or pussy on my cock.

Finally after almost two years of fucking her I got tired of her complaining about her tits.  "Why don’t you just get a boob job?“, I asked her.

"Don’t have the money”, Evelyn answered.  It was true.  Her boring office job as a secretary didn’t pay much and her boyfriend took care of most expenses.

“You could strip”, I suggested seriously.  There were a half dozen strip clubs in our beach town and I’m sure with her body she’d have no trouble getting a job.  For a couple months that was it, she’d complain about her tits and I’d tell her to strip for cash.

Finally one night she was over at my place and after a rigorous fuck she said, “So if I wanted to actually strip would you come see me?”

“Of course I would.  I’d love to see you get naked and tease a room full of men.”  We both let the thought sit for a moment.  "Your boyfriend would probably hate it though.“

"I went by one of the clubs”, she said.  "They are willing to let me start tomorrow night.“  I agreed to be there to watch her and support her.  So the following night I showed up, paid my way inside, and was just another customer.

When Evelyn came out wearing a bikini and heels I moved up closer to the stage so she could see me and know I was there.  She danced about a bit wiggling her body at people.  Eventually she undid the strings of her bikini top.  It was obvious she’d intended to grab the top and cover herself for a minute, but it fell away faster than expected.

So there she was standing topless on a stage in the middle of a strip club not sure what to do.  Evelyn looked down at me unsure.  I smiled, she moved closer and sat on the stage directly in front of me.  She spread her legs wide and I had a complete view of the bikini bottoms barely hiding her shaved pussy.

For a minute she stayed there, grinding her hips in circles and occasionally thrusting toward me, using her hands to feel up her legs teasingly.  Then she spun around onto all fours and stuck her ass toward me, the string of the thong not concealing anything.  Evelyn crawled across the stage to another guy and gave him the same show.

However he tipped her, and after shoving a couple wads of money toward her, he said something to her that I couldn’t hear over the music.  She nodded, then while still spread eagle in front of him, untied the strings of her thong and tossed it aside.  That bare pussy I’d fucked so many times was on display to a complete stranger sitting right in front of her.

I briefly wondered what her boyfriend would think and chuckled to myself.  She danced about the stage going from guy to guy collecting tips and wiggling her pussy at them.  Eventually she left the stage with her tips and another dancer came out.  Evelyn came out a few more times that night to dance.

We left the club that night and went to my place.  She was so worked up that we fucked right inside the front door by the windows.  I turned her around, yanked her panties aside, and plunged my cock into her tight pussy from behind.  Evelyn grabbed onto the door and window frame to steady herself while moaning.

Later she was counting her tips and seemed disappointed.  I explained that she hadn’t performed any lap dances and that would mean bigger tips.  A couple nights later she was over again and wanted to practice lap dancing before going to the club again.  So she sat me down and rubbed against me for a while.

Satisfied we went over to the strip club.  This time she’d brought lingerie with her so she’d have a garter and stockings to tuck money into.  Somehow it was even sexier to watch her strut about wearing just that.  That was the night she decided to try lap dances.

There was one guy, a bit older, that had clearly asked for one earlier and waved a wad of money at her.  After a dance she came off stage and led him to a corner of the club where she gave her first lap dance.  Evelyn rubbed her naked pussy back and forth on the guy’s lap while he continued to hand money to her.

She gave another four lap dances that night and stage danced a few more times as well.  The whole time she smiled and seemed really into it.  Again though, we left the club and went straight to my place to fuck.  While we were fucking Evelyn described giving the lap dances and how she could feel the stranger’s cocks get hard in their pants as she rubbed against them.

It took less than a month for her to get comfortable enough to go without me.  She went going three times a week, never told her boyfriend, and came to my place afterward every time.  After only six months she’d saved enough money for her tit job.  I asked her how she was going to explain it to her boyfriend.  "He doesn’t really see them anymore”, she answered.

“You going to keep dancing?”

“Yeah, the money’s really good and the other women think I’ll get bigger tips once I get my enhancement done.”  I got to see her new tits and so did a lot of other men, but I’m not sure if her boyfriend ever did.

Jan 3, 2017 16 notes
#evelyn #stripping
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