Mary was 23 and had two children from a previous relationship when she started dating my brother, John. She'd become pregnant in high school when she was 16, foolishly married the boy at the insistence of her religious parents and immediately had another baby. The marriage lasted about as long as the second pregnancy, so my brother told me one night.
Ever notice how women who have children young snap back into amazing shape? You would never know by looking that her tight, sexy body had ever been pregnant. She had long, dark brown hair and dark eyes; small, pointy breasts that were rarely in a bra, a tight, sexy ass and a walk that almost moaned, "Fuck me." As hot as she might have been, I didn't really like or trust Mary all that much. I had the feeling she was looking for a meal ticket in my brother...which might be part of the reason I let myself do any of what I'm about to relate.
One Saturday afternoon I was hanging out with my brother and Mary when the phone rang. It was some band whose drummer disappeared, looking to have John sit in with them on short notice. Never one to turn down a gig, John grabbed his stick bag and split, leaving Mary and me to watch the movie we'd rented.
I pulled out my bag of BC Hydro (easily among the finest marijuana grown anywhere on this planet) and twisted up a fat spliff while Mary poured us a couple of drinks and popped the disc in the DVD player. As she bent over to insert the disc I couldn't help but stare at her perfect ass - that inverted heart, parting where the denim covered her pussy She shifted her weight from one foot to the other and I audibly sighed, causing her to look in my direction and catch me checking out her butt. Mary grinned at me, "See anything you like?"
"You have a great ass, Mary," I answered honestly, "Can't blame a guy for looking...especially when he hasn't been laid in over a month." That was true. I'd just started seeing someone new after the end of a relationship, but we hadn't had sex yet and I was feeling it. Mary sat on the sofa directly across from my chair.
"Don't you worry about looking. I've had two kids...when a good looking man checks out my ass I take it as a compliment. You know the saying," she winked, "you can look, but you can't touch." I passed her the joint and she took a deep pull.
"Oh, I can touch, Mary. I'll be touching later when I get home. That's the extent of my sex life these days," I laughed. "Thank God for opposable thumbs!"
Mary exhaled and grinned. "No kidding. At least I've got some toys to play with!"
This conversation was quickly becoming interesting. Mary and I had never really had any private conversations, nor had there ever been any flirting between us...but here we were frankly discussing my solitary sex life and that she has some toys for her solo pleasure. I joked that my little brother must not be keeping her happy if her toys were getting a regular workout, to which she quite seriously replied that no matter how much sex she got, she would still masturbate at least once a day. As she took a drink, she ran the tip of her tongue across her upper lip. The sight of her pointy, pink tongue snaking over he lips made me gasp.
"What?" Mary asked. "Do that again...lick your lips," I whispered. Mary grinned and slowly ran her tongue over her lips, winking at me as she did it. My hand squeezed my cock through my pants and I groaned. "Fuck, Mary...you're giving me lots to think about."
Mary slid one hand over her belly and cupped her breast, licking her lips again. "You're not the only one who has things to think about," she grinned, as her eyes obviously stared at the large bulge in my pants.
We had a few drinks and smoked the rest of the joint, the movie was pretty bad so we continued to chat a bit as we watched. Some of the conversation was just normal stuff, but both of us seemed to be directing the conversation - through jokes or innuendo - back to sex. I asked her what sort of toys she had - a dildo and small vibrator; she asked me if I looked at magazines when I masturbated - sometimes, or I read erotic stories online. I asked her how often she made herself cum - at least once a day, once 9 times "but I was young and really pushed myself,'" she laughed; she asked me the same question - same answer, except my personal best is a mere 5 in one day, "I was young and pushed myself." She grinned. This conversation was beginning to make my cock twitch inside my pants. I could feel it lengthening along the inside of my thigh and wondered if Mary could see the effect this was having on me. I wondered if it might be turning her on and let my eyes slide down over her t-shirt where I was almost sure I could see her nipples swelling.
When I mentioned reading stories online to her she asked if I ever had cyber sex. I admitted to her that I had, which really piqued her curiosity. Mary didn't have a computer at home and her online experience was limited to sending and receiving email at work. She asked me how I could possibly sit in front of a computer and jerk off. How do you explain to someone who has never chatted what it's like to share fantasies online? I asked her if she had ever had phone sex. Her eyes sparkled when she admitted that she had, so I told her that it's the same thing...just text instead of talk. She seemed to like that answer.
But I was curious...who are you having phone sex with? My brother? "No," she whispered. All of the sudden she looked embarrassed and a bit unsure, I could feel it. "Relax, Mary," I said, "phone sex isn't fucking around...it's just fantasy. I'm not gonna tell John." Mary grinned, obviously relieved. She had been honest in the moment about having phone sex without even considering that she might be revealing an "indiscretion" to her boyfriend's brother. She told me that she occasionally phoned one of those chat lines that are free for women. If she found someone who seemed fun, she would masturbate with them. I asked if she liked having phone sex with total strangers. Her grin became bigger and she almost moaned, "I cum SO hard!"
By now my cock was throbbing in my pants almost painfully. I reached down to adjust myself and couldn't help giving my long, thick shaft a squeeze and a stroke. Mary's eyes never left my hand the entire time and I swear I saw her nipples become fully erect in that heartbeat.