I 42 [F] just had sex with my 19yo [M] virgin coworker in a hotel room as a Christmas present.

As you may remember me from [my previous post](https://old.reddit.com/r/gonewildstories/comments/znru2u/i_42_f_just_sucked_off_my_19yo_m_coworker_in_the/) I come bearing an update! This might get a little long winded, but I just got home and wanted to tell the entire story while it was fresh in my head. If you want just the sex part, skip to about halfway down!

The next morning after our fun in the car, he almost immediately messaged me asking if I was serious about a follow up with a condom. Seriously, it was 7:42 in the morning. It was cute and adorable, and I told him that I was. I wanted to be his little Christmas present this year. One that he’ll always remember. He confessed he was still a virgin, and wanted to know if that was okay. Again, cute and adorable. I told him it was, and that since I had my tubes tied years ago that if he will go to the student clinic on campus and get an STD test, we can forgo the condoms. (Ladies, if you are reading this, don’t trust everyone that says they are ‘virgins’ or are ‘clean.’ Better to be safe than sorry!)

I pulled out all the stops for this. The mercantile we work at is in the downtown portion of our city, and there’s a pretty nice hotel a couple blocks down. Rented a room for the two of us, got freshly waxed all over, made dinner reservations, and picked out a little lingerie for him to enjoy. If he is going to have a MILF, he’s going to have the time of his life. Messaged him the details and to pack an overnight bag for after work Thursday. He agreed, and our date was set.

Work was excruciatingly long for both him and I. It’s all I was able to think about for the last few days, and this little shift was taking forever. The casual glances knowing what would be happening in just a few hours. Noticing that his slacks were tighter than usual. It makes a woman hot and bothered! 6:30 couldn’t roll around fast enough, and I swear we were running out the door as soon as we clocked out.

We checked in at the hotel, and then made our way up to the floor we were staying on. He’s shy and it’s really sweet. His eyes are on me the entire time, and it’s like his cheeks are a permanent rouge. Once we’re into the room, I tell him I need to change quickly before we go to dinner. I slip into the bathroom to change into my lingerie (a cute combination of a see-thru mesh and lace bra, g-string underwear that have a little slit at my entrance so I don’t even need to take them off, a garter belt, and thigh high stockings) with a navy blue dress over top. You can certainly see my hard nipples through the dress, which is a selling point, especially for my date.

He’s speechless as I walk out. Jaw hits the floor, and his brain is working 3 frames a second right now. I ask if I look alright, which can only be answered by a nod, so I walk over and kiss him softly to ask if he’s doing alright. I think the kiss helped because he started acting more himself afterward, and dinner was lovely. Fun, light, great conversation. He’s such a lovely young man.

Now the fun part.

We make our way back to the hotel room after dinner, and the moment we get into the elevator, I take his hand and guide it to my chest letting him feel. His large hand paws at me through the dress while I whisper “all of me is yours tonight.”

We’re practically running to the room now. I guide him to the sectional along the wall once we get in, and gently push him onto the seat while I step back to give him a full view. I ask if he would like to receive his Christmas gift a little early. The dress drops from my body to reveal the lingerie underneath, and I swear his eyes light up like it’s Christmas morning. I can see him through his slacks, a very distinct outline of his cock pressing tightly against the fabric as he takes all of me in.

I step toward him slowly before dropping to my knees in front of him. My hands word deftly on his belt and then to his pants themselves, pulling them down to release his throbbing manhood to me. He loses the pants completely until all that’s left is his cock stretching upward, throbbing. Fingers run along his thighs as I lean forward and take him into my mouth like I did a few nights before.

Except I wanted more. I only bobbed my head a few times until his length was nice and wet. I then stood up, and climbed on top of him, straddling his hip with both of my knees. He’s quite a bit taller than me, but, here, it’s the right angle to kiss me or suck on my tits. It’s perfect. I ask if he’s 100% sure he wants to lose his virginity like this, to which he nods, so I tell him to sit back and relax and let me take care of him.

I take his cock into my hand, and guide it to my entrance. He’s not a pornstar by any means, but while he might be average in length, his girth is incredible. My husband is pretty big, yet this is even thicker. His head starts to part my bare lips, and once the tip is seated, I rest my hands on his shoulders before lowering myself so he can impale me.

I’m not quiet. I can’t be. He’s stretching me open unlike I’ve ever been, and it feels beyond incredible. It takes probably 15 seconds before my lips wrap around his hilt. I’m shaking uncontrollably on him. My muscles keep squeezing around his cock, trying desperately to find any sort of normalcy, but they find none. We sit there for many moments trying to adjust to each other, all the while his fingers dig into my hips and thighs making beautiful little bruises later on. Once I find a little composure, I start to grind a bit on him, and then maybe a minute later, I’m loosened up enough that I can start riding him.

It’s slow and steady. Sweet and cute. I’m riding him like a good cowgirl would, kissing him every few seconds, but I know a face that’s trying not to cum too quickly. He’s struggling. So I whisper in his ear that it’s okay if he needs to cum. That I want him to cum in me. I’m bouncing on his cock, in lingerie, with a tight pussy he can freely cum in. He grunts loudly, and I feel the splash as he cums hard, shaking under me as he unloads what I’m sure was days worth of cum. I slowly ride out his orgasm until he starts to wail from oversensitivity. However, I don’t slide off him. I keep him buried in me, and start making out with him. We kiss hard, his hands wander, treating me like a goddess while he’s still connected in me. He never fully softens, and with a few minutes of hot and heavy make out, I can feel him harden in me again. His hips start to grind, and soon he’s fucking me now.

I reach around and undo my bra, throwing it to the side so he can have full access to my chest. He’s more aggressive now with hands cupping my tits, mouth reaching down to suck my nipple. I’m moaning like a whore without a care in the world. I can hear how wet I am with every smack of his lap into mine. We’re both soaked. I push him back into the couch, taking control as I ride him now, but much faster than before. My tits are in his face as he takes another one back into his mouth which does me in. My nipples are incredibly sensitive, and with his cock stretching me open like this, I cum hard on his cock. I’m shaking, almost screaming his name, while he slowly slides in and out of me with his lips kissing my neck and collarbone. This is many moments before I am even functioning again. I feel exhausted, but without saying a word, his hands are on my back, cock still in me, and he lays me down on my back with him on top.

I tell him that I’m all his. That he can do whatever he wants. He nods, and starts fucking me again. His hands are all over my body now. He’s exploring every inch while thrusting. It’s an awkward pace since it’s his first time, but he’s doing the best for him. I reach out and play with his chest hair while my legs wrap around his hips. I’m begging for him to cum in me again. He speeds up inside me, but I tell him to slow down for just a moment. I work my left leg up from between him and the cushion, and hook it above his shoulder so he can get deep in me. His strokes turn longer, harder, faster. He lasts maybe another 45 seconds before I could see it written on his face. He cums again in me, grunting louder than last time, and slamming his manhood into me. It’s glorious, and he looks incredibly relaxed afterward.

Once he’s fully drained, I lean up and give him a deep kiss. I tell him how wonderful he did, and how amazing he felt. He finally slips out of me after a few seconds. I shudder from feeling so empty now. It’s an awful feeling. He collapses back against the couch, so I head to the bathroom (once my legs were not jello) and come back with warm cloths to clean him up with. Then, I stripped completely, and told him that for as long as we are in this room, you can do whatever you want with me. I’m your MILF.

There’s a bit more to this story, but it’s so long winded. Not as quick as the blowjob one, and I’m sure you all wanted some more details. I’ll fill in the rest of the night later, probably after the holidays as I’m just about to host family and will be quite busy.
Take care!

Source: reddit.com/r/gonewildstories/comments/ztisay/i_42_f_just_had_sex_with_my_19yo_m_virgin