Becoming Heather

I reach into the drawer and grab a pair of lacy red boyshort panties. Sticking each of my painted toes into each one, and pulling the panties up my freshly shaven legs, up and over my ass. The same thing works for the bra as well. When I am just going out and about I will wear a sports bra as tight as I can and then put my 'boobs' in. Which are nothing but a balloon filled with floral gel cap inside of another balloon. However, today, I will be wearing a top where that will show so I have to 'fake' it even more. I have a smaller set of those so that I can put them under my real breasts, pushing them up a bit and I will use makeup to contour some cleavage.....

... It was about a year after my surprise at the glory hole. Still in a loveless relationship. She was having sex with everyone but me, but throwing a blowjob to me every once in a while. No where near as pleasurable as the mystery at the bookstore. So I find myself once again perusing the chat rooms. I go into a few trying to find some hot chat to get off. Nothing really going on in any of them.

One room had quite a few people in it but they all must've found their cyber partner and was in their own Dms. So I keep looking around for something interesting. I find a room 'NE Ohio/Western PA Fun.' Not one I have seen before and head on in. Not much going on at first. Just some

'hey.'

'ASL?'

But not much materialized. Just as I was about to log out and find another chat room, a DM come across from clw310.

Clw310 - "Hey, how are you doing?"

Me -- "Not a whole lot. Bored. Needed to get off."

Clw310 -- "ASL?"

Me -- "21, male, Ne Ohio."

Clw310 -- "We are 28f, 34m."

(Wait, a couple??)

Me -- "Very nice."

Clw310 -- "What do you look like?"

Me -- "Pretty average I guess. Brown hair. Blue eyes. About 175 lbs."

Clw310 -- "How big is your dick? A guy your age certainly has measured it before."

Me -- "7 inches hard."

(A long pause)

Clw310 -- "oooh that's very nice. I would love to taste that cock. Thick?"

Me -- "Umm I guess so. I really don't know. Probably more average."

Clw310 -- "We would like to see it."

Me -- "What do you look like?"

Clw310 -- "Well I, female, have long blond hair, blue eyes, 5'3 about 115 lbs, B size breasts, and a hairless pussy. He is brown hair/brown eyes. 200 lbs. A 7.5 inch cock, and thick."

Me -- "Awesome."

Clw310 -- "Thank you. So what are you looking for?"

Me -- "Just some fun so I can cum."

Clw310 -- "Do you cum a lot? Cyber or RL?"

Me -- "Cyber."

Clw310 -- "Too bad, we are looking for a meeting."

Me -- "Oh, a threesome?"

Clw310 -- "Yes."

Me -- "That's cool. I've always wanted to try that."

Clw310 -- "Are you interested? But first before you answer I have to tell you that he is bisexual and you have to be open for some male on male contact. You don't have to do anything you don't want to but he is going to want to touch you, play with your, maybe suck it. Are you OK with that? Have any experience?"

Me -- "Yes, one time. A guy gave me a blowjob and I gave him a hand job."

Clw310 -- "Ok. That's nice. Well, are you free now? "

Yikes. Now? My stomach went into my throat. I didn't plan on any of this.

Me -- "Umm. Maybe."

Clw310 -- "Don t worry. We can meet somewhere first and if at anytime you don't 'feel it' you can just leave."

Me -- "OK. When?"

Clw310 -- "An hour? 2?"

Me -- "OK 1 hour.:

Any time more than that I may chicken out.

We agree to meet at a restaurant parking lot near their home, which was about 40 minutes from my place. I get up and take a quick shower. I start to think to myself...

"Do you really want to do this?"

Its not like I didn't have some MM contact before, and she said I didn't have to do anything I didn't want to. But it is a threesome. I have always wanted to try that as well. So I get dressed and jump into the car. I hope I can find this restaurant. It was a familiar city I have been to many times before but never paid attention to businesses, other than where I was going. The more I think of it the more I am getting nervous. I find the restaurant without much trouble. I drive around the block a few times to maybe try and get a glimpse of them before actually pulling in. They said they would be parked in the back corner. So I park opposite and walk the parking lot to where I think they are located and spot their car immediately.

The blonde was sitting in the passenger seat, whom all of a sudden was shy. All that kinky talk and now she is shy? A pretty, good looking woman. He was just an averageguy. OK that's better. Just 3 average people playing with each other's private parts. That sets my mind at ease a little. But she seems a little uneasy, nervous. We all agree to proceed and go back to their place.

I follow them to the house, which was only a few miles away. I park out front and follow them inside. I am behind her, watching her nice ass. She turns and glances at me checking her ass out and smiles, looking at the bulge growing in my pants.

"Hi, I'm Alan. This is Cheryl."

"Hi, I'm Dave" -- What? Dave?? Where the fuck did that come from? Oh well, probably better off that way anyway.

"Well, shall we get started? " Alan says.

Damn, OK. lets just do this I guess. I start taking my shirt off. I get my first look at them. They must've been ready for this. Both didn't have any undergarments on. Cheryl was completely naked within seconds. Swas everything she described. Maybe a B cup was pushing it, more like an A, but who cares?She did have big nipples on her tiny tits, that were erect. Her pussy had small lips, glistening.

I think Alan had her shirt off as we walked in the front door. He took off his jeans and his cock flopped out, hanging. It was soft but already bigger than mine. No way that thing is only 7.5 inches. I hate being a grower. Having something like that all the time would be so nice.

They go sit on the couch and gesture me over. Alan, I notice, doesn't seem to ever waste time and he starts sucking on her right nipple. I walk over to them and she reaches and starts rubbing my cock. Despite me being more nervous than my first encounter, my cock responds immediately. She starts rubbing my dick up and down. She motions with her eyes to sit on her left. She lets go my cock and grabs my head and leads me to her left breast. I open my mouth and take her nipple in and start swirling my tongue around it. Sucking and biting it. I look over and Alan is doing the same. She reaches down with both hands and starts fondling both of our cocks at the same time.

"MMM" Alan says "That feels good."

My cock has grown to almost match Alan's. He gets up, grabs her hand, and walks her to the bed. She lays down and he resumes what he was doing before. Still nervous and not really knowing what to she motions me over and pats the space next to her with her hand. I get on the bed and take her left nipple into my fingers, rolling it and squeezing her breast. I reach down with my free hand and trace a finger around the edges of her pussy. I was careful not to touch it. The insides of her thighs were soaked with her own juices. I put my hand over it and rub her wet pussy with my fingers, inserting a finger from time to time, but mainly focusing on her swollen lips.

I feel a hand on my cock, which had lost about half of its hardness. She starts squeezing my cock, rubbing it up and down. I insert a two fingers and start to fuck her pussy with them slowly. She reaches up and hugs me, forcing my mouth down on her tits. I look down and see it wasn't her hand on my cock at all. He is jerking me off slowly at first. I don't stop tugging on her nipple but my focus is on his hand and what he is doing to my cock. He is jerking on both cocks in unison. She continues to hold my head close, smashing my face into her chest. She reaches down and helps my hand in masturbating her, rubbing her clit. She is rubbing faster and faster. Her legs start to shake a little.

"Ohhhhhh Fuccccccccccck. I'm gonna cum!" she says

"Yessssss. Yessss. Yesssssssss." and her whole goes limp. I never stop licking and sucking her breasts.

As Cheryl is reveling in her orgasm, Alan leans up and over her, and puts his tongue on my cock and starts licking it from my balls all the way up the shaft to my head. Getting it all wet. I take Cheryl's nipple back in my mouth and start sucking. He takes my cock with his hand, steadies it, and then puts my cock into his mouth. He takes it in slowly, but deliberate. Inch by inch he puts the whole thing into his mouth until he hit bottom.

I look at his own cock. It didn't get any bigger, but hard as a rock, a little bit of precum at the tip. He bobs up and down on my dick cupping my balls, fondling them, pulling on them. I take her nipple out of my mouth and sit up to watch him as my orgasm is approaching. He rubs on my shaft and balls. He takes my cock out of his mouth and gives one long lick from my testicles to the top of my penis. I reach down to my cock and start stroking it but she pushes my hand away. My cock is wet from my precum and his saliva, rock hard.

Me and Cheryl are still lying next to each other as Alan sits up and straddles Cheryl's chest. His dick poking at her lips. Without hesitation she opens up her mouth and starts licking the head before her. I start kissing and licking her neck as she takes Alan's meat into her mouth. He starts to fuck her mouth. In and out. The thick piece of meat going in and out of her parting lips. His cock "slipped" out of her mouth and hit me in the cheek.

I jump back, shocked. And without thinking I opened my mouth and he put his penis in. Just the head. OMG. My first cock I have ever had in my mouth had just happened. When the shock wore off I had just froze. I didn't know what to do. It really wasn't bad at all. Their was no taste as I had feared. It was almost like sucking a giant thumb. HAHA. His cock hard, but soft as well.

He started to slowly thrust in my mouth, being careful not to go to deep. I started imitating what I had always liked done. Nice light suction, but strong lips and I start giving him head. I cant believe it. I am giving this guy my first blowjob. He had to know it was my first time ever having a cock inside of my mouth. He was taking it slow. Steady slow rhythm in and out of my mouth. I must've been doing something he liked.

"Ooooooooo." He started to moan.

Fucking my mouth a little faster, a little deeper. Actually a little too far. I put my hand around his shaft at the base. Rubbing him up and down while still having him in my mouth. And then bobbing my head up and down. I took his cock out of my mouth and started stroking him for a bit of a break, caressing his balls.

Cheryl sat up and pushed me down on to my back. She turned around and put her pussy above my mouth while at the same time took my cock into her hand. She lowered her pussy a little and my tongue went to her moist lips. My tongue quickly started licking around her lips. Desperately trying to taste more of her. My tongue couldn't reach her. I reach up and put my hands around her hips and pull her down farther. My tongue plunges into her. Darting in and out of her wet snatch.

She took my softened cock into her mouth. Her tongue swirling around my cock head and I felt myself getting hard inside of her mouth. Alan got off the bed and walked into the other room. So it was just me and her to enjoy our 69. This triggered something in her. She took me into her mouth so deep I felt her nose hit my nutsack. My cock entering her throat. She sucked hard. She clamped her pussy down over my mouth and I reached up with my fingers to spread her lips farther apart to get my tongue in as deep as I possibly could. I would occasionally lick and suck her clit, flicking it with my tongue. She slowly pulled her mouth up my shaft.

Alan returned with some lube and she took my cock out of her mouth. I still needed her pussy. I reached around her waist and pulled her back closer to my mouth. I put her clit into my mouth and sucked and bit on her clit. My finger inside of her hot wet pussy. Her moans started to filled the room.

"MMMMMMM. Eat me."

My tongue lapping at her lips. My finger inside of her fucking her. Her legs started to shake really hard this time. I took her clit into my mouth and sucked on it as she started to cum.

"FUUUUUUUUUUCK!!!!" she yells. "OH GOD THIS IS GOOD."

Her hips grinding on my face.

"OHHHHHH. CUUUUUMMMMING."

Her second of the day (at least).

She turned around and planted a kiss on my lips, sucking on neck as her hand guided my cock right into her soaking wet pussy. She slowly ground her hips into mine, milking my cock with her wet pussy. She starts bouncing up and down on me. I start meeting her halfway as I start pumping my cock back to her. I start to moan. She sits up into the cowgirl position, stopping my thrusting beneath her.

I reach up and take her breasts into my hands and massage them, pinching the nipples. Her grinding comes to a halt. I open my eyes to see Alan back on the bed laying next to me, fondling his cock, playing with her clit, and my cock. After my impending orgasm subsided, she started grinding on my dick again. I close my eyes, concentrating on how great it feels.

"Mmmmmm. That feels great." I hear her say. She slowly starts fucking me again, nearly pulling my cock all the way out on each thrust. I open my eyes again and now Alan is straddling the both of us, standing on the bed. She lays down on my chest, her breathing getting heavier. She starts fucking me harder and harder now. I look up and Alan now his cock buried balls deep into her mouth.

She was sucking his cock inches above me. His balls sometimes touching my forehead. I reach around and grab her petite ass and help her with her fucking me, pulling her closer, smacking her ass every once in awhile. I pulled he off just enough so I can fuck her pussy. I really needed to cum and wasn't going to let her stop it this time. I start fucking her wet pussy from the bottom.

I look up and she has one hand jerking off Alan now. Clearly concentrating on my cock in her pussy. I started to tense up a bit as my orgasm was rapidly approaching. I felt my cum start up thru my testicles. I am at the point of no return now and I fuck her as fast as I possibly could until I exploded into her soaked pussy.

"OHHHHHH. MMMMMMMM. AHHHHHH" with each thrust after the initial spurt of my cum.

My body went soft. My cock still inside Cheryl's pussy. She's still milking every drop of cum out of me. She collapses on top of me as she lets go of Alan's cock, dangling right above us.

After a few minutes as we are just catching our breath back my cock falls out of her pussy. She turns herself around again and starts licking my cock of our combined juices, cleaning it as best as she could. Her dripping pussy right above me filled with my cum. I couldn't help but start to eat her again. As I am tasting my cum for the first time mixed in with her own juices.

As I am eating Cheryl out again, Alan slowly sticks his cock into her wet pussy as I am licking her clit. He starts fucking her and some of my licks land on his cock as well. Some times he would take his cock out and let it fall on my lips. I would his cock head clean, and he would stick it back in, fucking her harder. After a few rounds of this part of me wanted to just grab his dick and finish him off myself.

He took his cock out of her pussy, and with her own juices, put his lubricated dick to the entrance of her ass. He opened the bottle of lube and poured a generous amount over her crack and her asshole. Stroked his whole length with the remainder of the lube. I looked up as the tip of his penis started to stretch the opening of her ass. Pushing in slightly harder the head eventually pops inside. He slowly inched his 7.5 inch dick all the way into his girlfriends ass. He starts to fuck her ass slowly at first as I went back to continue licking her. It wasn't long until he was ramming into and out of her asshole. Alan continued to fuck her ass as I licked her pussy.

"Mmmmmmmm." he says.

I look up to see him start to pump load after load of cum into her ass. I get a close of view of his balls pumping each load of it into her. He just stops, buried to the hilt, trying to catch his breath. He slowly takes his hard cock out of her ass and I stop licking her pussy even though I continue to rub it.

When his cock fully leaves her ass we all collapse on the bed, exhausted. Me and Alan on each side of Cheryl as she lazily played with both of our tired cocks.

She clearly wanted more. They both did. But now coming down from the high of finally cumming, guilt, shame, and embarrassment came over me. After a few minutes of laying there I decide it was time to go and respectfully declined for round 2,3 or whatever we were on at that point. Between it getting a little late and the fear of what was 'expected' of me the next go around I really needed to go.

I got up and got dressed as quickly as I could, bypassing my socks and underwear. I grab my shoes and I start to walk out. I look over and Alan was already on his back and Cheryl was between his legs giving him a blowjob, her ass high in the air and pointing at me.

However, I open the door and step out. That was the last image I had of both of them. We never hooked again and barely even talked much after that. In fact it had been so long I had forgotten their online ID until one day it hit me. I got online and just casually sent them an email. Cheryl and Alan had broken up, hence why we never hooked up again I suppose, but he wanted me to join him and his new boyfriend. Yes. Boyfriend. Well that was too much for me what I was willing to do so I just did not respond back..... I still wonder to this day what would have happened....

....... I grab the bronzer and blush and brush between my own breasts around the natural curves at the top to create the appearance of depth. I applied a highlighting powder with the brush to the upper half of my breasts while using my bra as a guide. After a few touch ups to hide a few rough edges I now have the illusion of a fuller chest. I stand up and look into the full length mirror now. My painted toes. Up my smooth legs, smooth thighs to my red boy-shorts. My clean, shaven stomach. The cute red matching bra to my contoured chest. I am almost ready now.