An Awakening

I was 32 years old when I finally met Cheri in person for our first date. We had spent weeks flirting on Tinder and then moved to Facebook Messenger exchanging increasingly dirty messages and voice notes that left me hard every time I listened to her voice. Our work schedules and kid schedules kept blocking us from meeting sooner but the anticipation built to an unbearable level. When the night finally came I picked her up and we went to dinner at a nice Italian restaurant. The conversation flowed easily. She was beautiful with a warm smile sparkling eyes and a body that looked incredible in her fitted dress that hugged her curves. We laughed talked about our kids our jobs and the chemistry between us was undeniable.

After dinner we went to the movies but we barely paid attention to the screen. Instead we made out like teenagers in the back row. Our hands roamed over each other in the dark. I squeezed her thighs and she ran her fingers up my leg brushing against the bulge in my pants. By the time the movie ended we were both breathing heavily and desperate for more. Her son was away at college and her daughter was at a sleepover so her house was empty. We drove there quickly barely keeping our hands off each other.

The second we stepped inside her house the door closed and we began stripping each other. Clothes flew across the living room. Cheri stood there in just her bra and panties her breasts heaving with excitement. I pulled her close kissing her deeply. When she dropped to her knees to pull down my boxers my cock sprang up hard and thick slapping her face. She gasped staring at it. She had never had one this big before and it was closer than she realized was necessary. Her eyes widened with a mix of lust and nervousness.

She began sucking the head of my cock her lips stretching around the thick crown. Her tongue swirled around it tasting my precum. I groaned running my fingers through her hair as she took more of me into her warm wet mouth. She sucked eagerly bobbing her head while her hand stroked the base of my shaft.

I pulled her up and carried her to the bedroom laying her gently on the bed. I wanted to take my time preparing her for my size. I kissed down her neck sucking on her breasts and licking her hard nipples. My hands explored every inch of her body caressing her sides her hips and her thighs. I spread her legs wide and kissed down her stomach until I reached her soaked pussy. She was already dripping with arousal.

I teased her with my mouth licking long slow strokes up her slit before focusing on her clit. I sucked it gently then flicked it with my tongue. Cheri moaned loudly her hips bucking against my face. I slid two fingers inside her curling them to stroke her G spot while I continued licking her clit. She came hard the first time her pussy clenching around my fingers as she flooded my mouth with her sweet juices. I kept going sucking and fingering her through the orgasm.

The second orgasm hit her even stronger. Her legs shook and she grabbed my head holding me against her pussy as she squirted lightly soaking my goatee and stubble covered cheeks. This was pre beard days but my face was still rough enough to add to the sensation. I did not stop. I added a third finger stretching her gently while my tongue worked faster. Cheri came for the third time screaming my name her body convulsing as another wave of pleasure crashed over her. My face was drenched with her juices.

Now she was ready. I moved up her body kissing her deeply so she could taste herself on my lips. My cock was rock hard throbbing against her thigh. I positioned the head at her entrance and began easing inside slowly and lovingly. Her eyes met mine with a mix of desire and uncertainty. She was afraid I was too big for her. I entered her one extra inch at a time pulling back slightly then pressing forward deeper with each gentle thrust.

Cheri moaned and quivered her legs shaking enthusiastically as I reached the midpoint. Her pussy stretched tightly around my thick shaft. When I continued to press further inside her she put her hand on both sides of my cock stopping me from fully penetrating her. “Don’t hurt me,” she whispered her voice trembling.

I kissed her gently on the lips then on her forehead. “Are you hurting?” I asked softly. She shook her head no her eyes locked on mine. I pressed deeper slowly and carefully until I was finally balls deep inside her. My cock ground against her cervix with my smashed head. Cheri spasmed instantly in a powerful orgasm around my shaft. Her walls rippled and clenched milking me as she came hard her juices squirting around my cock and soaking the sheets.

I stayed still for a moment letting her adjust to being so full. Then I began slow loving thrusts grinding deep inside her. Cheri wrapped her legs around my waist pulling me closer. Her moans grew louder with every movement. I kissed her neck sucked on her breasts and whispered how beautiful she was how perfect she felt. We made love like that for a long time building pleasure gradually.

I picked up the pace thrusting deeper and harder. Cheri came again her nails digging into my back as her pussy pulsed around me. I rolled us so she was on top. She rode me slowly at first getting used to the depth then faster her breasts bouncing as she moved. I rubbed her clit with my thumb pushing her into another orgasm. She squirted again soaking my stomach and the bed.

We switched to doggy style. I entered her from behind gripping her hips and thrusting steadily. Cheri pushed back against me moaning into the pillow. I reached around rubbing her clit while I fucked her. She came multiple times in this position each orgasm stronger than the last her squirts running down her thighs.

I pulled out and laid on my back pulling her into reverse cowgirl. She sank down onto me taking every inch. I watched her ass bounce as she rode me hard. My hands squeezed her cheeks spreading them so I could see my cock sliding in and out of her stretched pussy. Cheri came again screaming as she ground her clit against me.

The night turned into a marathon of passion. We fucked in every position. I hoisted her up by her ass against the wall pounding into her while she held onto my shoulders. Her legs shook and she squirted down my body. We moved to the floor then back to the bed. I ate her pussy again between rounds making her cum on my tongue before sliding back inside her.

Hours passed with continuous pleasure. I brought her to orgasm after orgasm each one more intense. Her body trembled with exhaustion and ecstasy. I finally felt my own climax building. Cheri begged me to cum inside her. I thrust deep and erupted filling her with thick ropes of cum. She came one last time around me her pussy milking every drop.

We collapsed together breathing heavily sweaty and satisfied. That first night with Cheri was the best sex of my life. The connection the passion and the way her body responded to mine made it unforgettable. We held each other drifting off to sleep knowing this was only the beginning.