I'd known Jennifer from my first year at college, we'd had a few classes together here and there so I felt like I at least knew her. It was important because otherwise I would have never agreed to go back to Gary's apartment, not alone anyway.
Gary was an older guy who was always at the clubs, making jokes, buying girls drinks and flirting, making really overtly sexual jokes. I'd met him freshman year and had danced with him a few times just because he was constantly buying me and my friends drinks. I was out my sophomore year with girls I'd just met who were my dorm mates when I ran into Jennifer.
We were giggly and tipsy already when Gary showed up and started dancing with us. It was fun to see him and I have to admit I was really enjoying a little attention after feeling looked over compared to my more voluptuous friends. He started buying both Jennifer and I shots and before I knew it the lights were coming on and the club was shutting down.
I'd long since lost the girls I'd came with so it was easier for me to just go along when Jennifer offered me a ride. She said she was going to give Gary a ride to his apartment and 'party' with him for awhile before she had to pick her boyfriend up. Jennifer knew I didn't do that stuff but it didn't slow her down from heading right to the bathroom with Gary, showing up to sit next to me on the couch glassy eyed and sniffing.
He started playing some music and fixed us both drinks and was being his usual obnoxious self when Jennifer got the call from her boyfriend. She threw me a grin and promised that she'd be right back and was up and out the door before it dawned on me that I was alone there with Gary.
He was grinning and sniffing a little himself but sat down beside me like we were old friends. He really was funny and had me at ease and giggling before it really weirded me out that I was drunk and alone at an older mans apartment. I had a serious boyfriend at the time and made several references to him during conversation, but Gary acted like he either didn't hear me or simply didn't care.
Gary wasn't that tall, maybe around 5'10'' and was fighting a losing battle against a full fledged beer-belly. He had dark hair but it was getting noticeably thinner in a small circle on top of his head and usually kept a goatee or mustache. He had gotten beside me and was tickling me, making my little dress ride up my legs beside him on the couch when he started to kiss my neck.
It took me by surprise and I was breaking out in goosebumps before I could push him away. He had his strong hands around me and was holding me so close I could smell the liquor on his breath. I remember him looking me in the eye and running his hand up my thigh, pulling my dress up with it. He was between my legs, rubbing my pantyhose and small panties against my body, making me immediately freeze up.
He was up on his knees between my legs so fast, pulling my dress up enough to get to my pantyhose, peeling them and my panties off in the same motion. I sat back against the couch and couldn't take my eyes off him as he quickly stripped, his cock already rigid and pointing towards me. I barely got a glimpse of his naked body before he was on me, feeling me up through my bra and fingering me so deliciously.
Gary got me to lean up and unzipped my dress and was trying to unfasten it with one hand while keeping the other busy stimulating me below. I felt my bra go slack around my breasts and then felt his hand move from my shoulders to the back of my head. I was so turned on and tingling so hard from his fingers I just let him guide my mouth over his dick.
I had some experience my first year of college doing this, but never with a grown man and never like this! He was holding onto my head and moving his hips, sliding that throbbing thing in and out of my mouth...I could feel his pubic hair tickling my face when he would push it deep, the whole time telling me how hot it was.
My jaw was getting so tired and I felt like the corners of my mouth were stretched, not to mention how raw the back of my throat was beginning to feel before he stopped, letting it slip wetly out of my mouth.
I remember him saying, "Lets get this dress off sweetie" before taking it off me and bending me over in front of him on that ratty couch. He got right behind me and was spreading my legs wider, telling me how great my ass was while once again fingering me. It wasn't until I felt his cock between my legs did I fully appreciate what was happening to me.
I'd had sex with boyfriends before, but it was always something I'd thought about beforehand or expected to happen. Just going home and having something this intimate happen to me was so sudden and was going on so fast right in front of me that I didn't have time to second guess or really analyze what was happening. I was naked and facing away from him, getting so wet from his finger rubbing against my clit and vagina. I was so aroused I hadn't even thought of feeling shy about being totally nude and bent over in front of him like that.
I remember him holding onto one of my hips while he guided his dick, still wet from my mouth, slowly inside me from behind. The head was embedded in me and he grabbed both sides of my ass and crept deeper inside me, inch by inch, getting louder and more vulgar the further he pushed in. I finally managed to remember to breathe when I felt his body against mine and could feel him fully inside my body, stretching me so completely that it hurt and felt so electric at the same time!