[M]y Year of [F]irsts – Losing my virginity for the second time ;)

I found myself suddenly single a couple years ago. To say I was horny is an understatement. I felt like a 16 year old virgin all over again

Every year I spend a good part of the summer in a popular resort town. Last summer I was walking around feeling like a dog in heat. I must have been giving off how horny I was because not only was I noticing every possible man in my vicinity, but they seemed to be noticing me too. I called one of my best friends complaining about how insanely horny I was and she unknowingly set My Year of Firsts in motion. She straight up said, “If you want to get laid go on Tinder. Set the age low – late 20’s to early 30’s.” I grimaced. I didn’t know if I could.

Fast forward a few weeks. I was back in the city, my kids had gone back to school, I was even better friends with my vibrator and I was still horny as hell. By now I had confessed to a few more friends and they were all encouraging me to try Tinder. Still having to wrap my head around the idea that the men would be potentially 15 years younger, the never ending purr I was experiencing pushed me closer towards taking the step. I met a friend for lunch and she asked if I had gone on Tinder yet. I laughed telling her I was still unsure, but needed to get laid badly. That evening I thought ‘fuck it’, posted my profile and while enjoying a glass of Sauv Blanc swiped away.

I matched with James a few days later and we messaged back forth with the usual banter for a number of days. One night he asked if I could meet for a drink that evening. Jesus I wanted to, but I was also very nervous. In the end I said sure and we agreed to meet at a pub near his place. I waited a few minutes; my leg twitching with nerves. He walked up gave me hug and we sat chatting over a Gin and Tonic.

If it matters James is 30, handsome, maybe 5’10, short brown hair, blue eyes and a nice trim build. I’m 43, 5’8” with wavy shoulder length brown hair, hazel eyes, a slim build & a 34D chest.

I admitted to being nervous while we chatted. He was sweet and said he understood. As we finished our second drink he took my hand and asked if I’d like to have a drink at his place. I nodded yes and next thing I knew I was walking into some young man’s place. I could feel my body twitch a little with nerves. He asked whether I’d like to sit in the living room or go to his room. I replied that his room was what I wanted. I saw a glimmer of excitement in his eyes. Reaching for my hand James led me to his room. My heart raced as he pulled me closer, brought his hand up to my neck and kissed me lightly. I hadn’t kissed anyone other than my spouse in over 20yrs.

Electricity ran through my body. I let out a moan and reached for him. Kissing more passionately. My hands sliding across his shoulders while he caressed my body. Cupping my breasts. Kissing me deeper. Pulling away, he slipped my top off and removed my bra while my hand rubbed at his bulging pants. My God it had been so long. Closing my eyes while I felt his hard cock he grabbed one breast and lightly sucked on my nipple. Moaning I caressed him, feeling him get harder while he continued to suck on one nipple then the other.

He positioned me closer to the bed, I sat down, pushed myself back and watched him crawl towards me caressing my body and kissing me before slipping my pants and panties off and removing his shirt & jeans.

He could tell I was still nervous and asked if I’d like a massage. Rolling onto my stomach he started massaging my shoulders and slowly worked his way down. He groaned as he slowly massaged my ass, lightly passing by my pussy before massaging my legs. His hands trailed back up my legs, once again he groaned this time telling me how much he loved my ass. Sighing I spread my legs for him as he massaged my ass with the palm of his hands and while pressing his thumbs into my upper thighs right near my slit. I was dripping wanting him to continue. I lifted my ass making his fingers graze my pussy whimpering as his fingers rubbed circles against my lips. I gasped as he slowly let a finger tip tease me before letting it slowly slide into my soaking wet pussy. He kept fingering me, slid another finger in while I rocked my hips back giving him better access. Then used his thumb to rub my clit.

I was in heaven, completely relaxed and ready to go and I guess he could tell. James wasn’t rushed as he kissed his way up my back. Sighing I tilted my head and met his lips feeling his hard cock pressed against me. My nerves were gone. The massage had taken care of them.

He laid down beside me and my hand went to his stomach. Trailing my fingers down to his bulge. Kissing passionately as I rubbed his cock through the fabric. I wanted what I had been craving for a long time and sat up and helped him slip off his boxers. I reached for his now throbbing cock, bit my lip and groaned. Leaning in I kissed his neck, worked my way down his chest and stomach while stroking his cock. Feeling how hard he was. I could hear his breathing change as I continued to work my way down. Once I was at ‘the prize’ I kept stroking him and marvelled at how gorgeous his cock was. It had been way too long since I had last held one in my hand.

I love giving head. Feeling how soft the skin is. How the head feels between my fingers or under my thumb. The hardness of the shaft and how the tip feels as it enters my mouth. I smiled as I stroked him then let my tongue run from the base of the shaft to the tip. Over and over again. Feeling him with my tongue before slipping my lips over the tip. My hand stroked his shaft as my mouth worked the head. He groaned as I let my tongue roll around the tip. Pressing against the underside. My hand working in sync with my mouth, my saliva mixing with his precum. He groaned, “Oh fuck” as I deep throated him moaning as I did.

I took him deep a few more times then popped off. Wiping the precum from my lip I took a minute to catch my breath. I stroked him, my thumb rubbing the underside of the head. Then my mouth played with the tip while my other hand massaged his balls. I could feel his body tightening up. He said he was getting close and pulled away from me and quickly rolled me on to my back.

It was my turn. He grabbed one breast and took my nipple in his mouth. I gasped as he sucked on it. His other hand went to my other nipple and played with it. Rolling it between his fingers and thumb. Pinching it. Teasing me. Moaning I ran my fingers through his hair and pulled him in closer my breath at his neck. I wanted more not less. My hips started to buck. My pussy wanted…needed more.

He slid his hand down and rubbed my clit. I groaned into his ear while kissing his neck as he slid a finger into my soaked pussy. I whimpered as he started kissing his way down to my waiting slit. Moaning I spread my legs further while his tongue licked the length. He lapped up my juices and sucked on my clit. I reached for the back of his head enjoying every lick and suck. I’d love to say I had an earth shattering orgasm at this point, but I was still in my head a bit about being with someone new…and someone I had just met.

James was fantastic for my ‘first time’. He didn’t assume I’d want to continue and asked if I did to which I nodded yes. I watched him slip the condom on as I started grinding my hips. Looking up at him hungrily.

He rubbed his cock against my clit and then slowly entered me. Holy. Shit. I closed my eyes and groaned. I had forgotten how amazing it felt to be filled. His strokes were slow at first, letting me feel his full length. My hands went to his shoulders & back as one leg slid up. Pressing my leg against his ass. Pulling him in. He quickened his strokes as I held on tighter with both legs wrapped around him. He then flipped me onto my chest & pulled my hips up.

Grabbing my ass, sliding easily into me, he started to fuck me hard. I could feel his balls slapping against my clit with every thrust. He slapped my ass a few times which was a first for me. Then firmly holding on to my ass he groaned & came deep inside me.

We collapsed & lay there for a while chatting a little and spooning. I was still horny having not cum so I reached back and started stroking his cock. He groaned a little when I lifted my leg and placed his cock between my thighs. Closing tightly around it, my fingertips at my mound stroking the tip with every thrust. I whimpered as he reached around & started pinching my nipple.

I could feel my orgasm building. I reached back, grabbed the back of his head as he kissed my neck and told him not to stop. Gripping my thighs tightly around him and pressing the head of his cock harder into my pussy I came with a shudder. He thrust a few more times, then pulled away from me and came on my back. I rolled on to my stomach, looked over at him and smiled.

That was a night of so many firsts for me – essentially all to do with being with someone new in over 20 years. First – kiss, caress, time receiving and giving oral and obviously having sex with someone other than my spouse. I didn’t know it then, but it would be the beginning of many firsts with James….not to mention other adventurous younger men.

Source: reddit.com/r/gonewildstories/comments/8zt59b/my_year_of_firsts_losing_my_virginity_for_the