The following is the first in a trio of stories (Summers Time, The Winston Man, and The Two Steves) which are accounts of my year of living dangerously. With the help of a journal I keep of all my sexual encounters I recollect the events in the year after turning 18. I'm not exactly new to sex but neither am I much experienced.
Summers Time
Ok, this wasn't my finest moment but I was young. I graduated high school and immediately got hired at GEICO. I was an entry level admin assigned to help out my cousin who got me the job. Soon after I turned 18 started a period of rather vigorous sexual experimentation. I was learning to use my sexuality but I didn't know really to what end.
The lead sales guy took an interest in me. It wasn't my work ethic he was admiring. He was a handsome late twenty-, early thirty-something who had a nice house, nice car, nice wife and nice kid. He'd also been married previously to a celebrity who was the mother of the son. She was a rising film star at the time I met him but she was soon to be huge on TV. We'll call him Bruce.
I am not cozy-ing up to Bruce for workplace favors. I am just interested in trying him out to see what adventures and pleasures can be had.
Prior to our meetup at his house we chatted about his current marriage and past marriage. He had little to do with his ex-wife's stardom but that didn't stop the current wife from being jealous of her. Bruce tells me his wife #2 feels like she is being compared to wife #1. This makes their sex life nearly non-existent according to Bruce.
You see where this is going, right? Yeah, I do too but that doesn't stop me. I like his attention. He is confident and gorgeous. He is into me and he is alone this week. He invites me over after a mid-week, post-work, office dinner for one of his "famous massages". Pretty lame maybe but I think we both know what will happen.
I arrived at his upscale San Ramon neighborhood home in my Camaro. It is just past dark but I park in his garage to avoid nosy neighbors. I am being setup and I know it but I am intrigued.
Bruce takes me to the kitchen and offers me some wine. I wonder if he even suspects how old I am. Would he have offered the wine if he knew I was under 21. He doesn't ask and I don't bring it up and sip the wine.
Apparently, his wife is out of town somewhere on the east coast and his son is with his ex-wife. Bruce harps on how the relationship with his second wife has degraded. It is nice he is honest with me but I tell him to shut up because he's killing the vibe. His focus should be on me. I can be a bitch sometimes. I don't expect a relationship beyond this night, even a hole-and-corner one, but I expect Bruce to give this moment all he can.
The kitchen is huge. The wood cabinets are beautifully finished. There is a breakfast area, pantry, wine cabinet and an island with granite counter top, sink & overhead pot rack. He has one of those massive Viking ranges and ovens.
Finally he asks after light conversation if I want that massage. I give him the thumbs up and he leads me to a small bedroom in the house which, to my surprise, is actually set up for a professional grade massage! It has a table complete with head rest and breast recess. It isn't portable so he doesn't do this on the road. Bruce says he built it himself. The room has variable lighting, candles, a variety of massage oils and...vibrators. Yes, several of them. From classic barber type to wands, all hidden in drawers around the room. When this fellow breaks the 7th commandment (KJV) it is with vigor & aforethought.
Bruce starts to explain, "OK, it is better with your clothes off. If you need a towel I have..."
"Just spread it out on the table," I command.
As I start unbuttoning my blouse, I smile and look him in the eye. Now I'm going to have some fun. I give my best coy look and continue with a strip tease. When the buttons are undone I separate the sides but just to the edge of my nipples. I lean my bum up against the massage table facing Bruce, one leg straight and the other supporting me. I lift my hair in a ponytail and secure with a band from my wrist. As I do, my breasts become completely exposed. I drop the black-cotton button-down blouse on the table behind me. Bruce watches intently and is looking a little agitated.
The thin jean skirt unzips from the side. You know me by now, since after the dinner I am not wearing anything underneath. I slide my hand deep into the waistband and slowly slide the skirt down bending at the waist as I go. I hold the skirt and step out. I stand upright holding the skirt and retrieve the blouse. I offer them to Bruce to place. He takes them from me but stops to examine me naked in heels.
I say, "I require you to be naked too."
"No problem," He says as he spreads the towel. "It will be fun."
After placing my blouse and skirt neatly on the love seat he starts with his pants.
"You're stunning", he says. "I love your brown skin and how that mass of black hair accents it. How do you not have tan lines? Where are you from?"
"I tan naked. Sometimes at the beach, sometimes privately. I'm some European, some islander. What are you?"
He replies sarcastically, "Ah, white!"
As his shirt falls to the ground I admire his body: sturdy, wide shoulders, flat stomach, good butt. He has black hair on the upper chest with a thin trail leading to dark hair over a pleasing thick cock. Not huge, but an atypical diameter, and for the moment it hangs nicely.
I get a whiff of him as his pants come off. It is a manly but light fragrance, either lotion, aftershave, or cologne with which I am unfamiliar. I like it. Remind me to ask him the brand.
His bum has those concave sides which are so erotic. It is a part of the muscularity that is such a turn-on.
I sit on the table and roll face down and fit my breasts into the recess and my face into the head rest. The recess is made to accommodate a larger woman. I am a handful, enough for fun!
Bruce is motionless for a moment with a bottle of massage oil in his hand. I look over at him. He just stares.
As his cock seems to begin its rise he says, "You have the most beautiful exotic skin I have ever seen. Can I take a picture?"
"Maybe later," I answer (I don't think that is a good idea yet). "I'd rather just get the massage now."
He drips the oil it along my right leg up to my butt then spreads it out on both legs. With even pressure on either side of my right leg he presses and slides up either side. As he reaches my thigh at the top I can feel his penis on my foot! He does this for a while then switches legs. By this time though he has an erection so I feel something else on my feet. I concentrate to totally relax all muscles and revel in the firm smooth pressure as he slides up and down my legs.
He moves to the side of the table drizzles a few drops on my butt and back. He completely cleaves my butt by taking one cheek between his hands. The side of his hand runs along from perineum to tailbone. The joint on the side of his hand settles onto my anus. I again have to concentrate on relaxing every muscle. I think my bum is one of my best features. It is smooth and firm and as round as my race can muster. However, this move is very personal and at first tenses me up. He uses his hands like a vice then rubs up & down on either side of the cheek. I am able to relax as I take the personal, sexual aspect out of the maneuver. After about a minute he switches to the other cheek.
With all the effort into relaxing I miss the fact I'm wet. Yes, my pussy, that harbinger of penetration, is in anticipation mode during this highly personal massage. Eventually my pussy expects and deserves attention but not quite yet. I wonder if he notices.
As Bruce finishes the other cheek he runs his oily hand up my back. With his thumbs on my spine, fingers around my ribs and palms on my back he compresses everything in and up. It elongates my spine and torso and causes an audible gush from my throat. He pushes up from my hips up to my neck several times before he concludes and works on my arms.
I lift my head up to look at him as he works over my left arm and hand. Bruce is apparently more used to me than I to him because the erection has dropped back to a fat, locker-room proud, penis. He works the right arm as he had the left and then moves where he's standing at my head buried in the cushioned rest. Apparently his erection is back. Maybe his dick is predicting some attention too. Bruce leans over my head and places his hands on my hips as he had before only now pulling up to my neck rather than pushing. It must be his intention to let his hard-on tap the back of my head as he moves up and down my back.
As he pulls up for what I think is the last time I lift my head and let his cock fall down my forehead, nose and lips. I pull my right arm around, hold the cock and pull it in to my mouth. It feels real nice there. My pussy certainly is jealous and wants to give it a try. Bruce gently rocks in and out. I put my hand on his butt and help.
Suddenly he pulls out. "Oh, man! I don't want to come yet. You are gorgeous. Turn over."
I giggle at his quivering.
I turnover but he stays at my head. I pull out the hair band and my hair falls from my head to hang down below the table. First he clasps my head by the ears and gives an impassioned upside-down kiss.
Once disengaged from the kiss he starts to knead my shoulders and neck. I watch him above me. His cock falls to either side of my face with his motions. He works down to my boobs. I am not relaxing anymore. I stick out my tongue and tickle the end of his cock. I have to close my eyes or they'd look horrible crossed. If he comes now it is all over me. I know some like that idea.
At first his fingers are light on my breasts and across the nipples. Then he gives them a more aggressive, vigorous rubdown. I realize that there is no single erotic site on my body. No matter where he touches I get aroused. Finally before leaving my breasts he gives my nipples a teasing, playful tug. He doesn't realize the pleasure I get from it.
He moves to my right side and does a deep tissue massage on my tummy. His thumbs press hard and circulate around my ovaries. Since my hands are at my side now I can reach his cock and give it a pull. Then finally he goes back to my legs.
I'm kind of wondering how this is going to progress. His hands walk up my shins and thighs. His thumbs press my clitoris as his hands cross my hips.
As a young lass, I only trimmed my hair enough to keep from creeping outside my panties or bathing suit bottoms. Since I don't wear panties or bathing suit bottoms a lot not much trimming is needed. So Bruce faces a fully developed pussy Chia Pet.
"Your pussy hair isn't kinky. I'm not familiar with.."