TG - College
Becoming Lexi 3
After getting everyone off the beach, shutting everything down, and having something to eat and a few glasses of wine to get my courage up, I announced, "I want you to meet the new lifeguard. Her name is Lexi." My name was Alex so he got the connection. "I'll be right back."
I went to the locker room and got dressed. First, an ace bandage around my waist to cinch it in. Then the suit.. Pulled the top down, applied the adhesive strips to the falsies, held them in place, and pulled the top back on. Their size made the suit just a bit tighter around my hips and cupped my butt. My legs were smooth and tan: lots of swimmers shave so it hadn't elicited any comments. Put on a very light amount of eye shadow. Traced my lips with the pencil and applied a base and, for once, some red lipstick that made me look a little more mature than schoolgirl pink. Combed out the wig and put it on. Couldn't get the look I wanted so I pulled it back with a hairband like the other girls. Popped on the sandals and I was ready for what would be my first "walk of shame."
I walked out of the locker room and headed for the guard shack and Brian. He smiled as I approached and that made me so happy! For the first time in my life I felt the power of a woman over a man. He seemed to glance from legs to hips to breasts to face and back. The breast forms were mesmerizing, with a little bounce and the tiniest hint of nipple showing throw the cup liner. Time slowed down.
As I made my way up the stairs I held out my hand and said, "Hi, I'm Lexi, the new guard." He shook it lightly and said, "Please come in and have something to drink." When I excused myself a bit later to pee (which I elected to do sitting down) I could feel his gaze watching my butt sidle the 10 yards to the other building, and I felt like his attention was held by the dance of my breasts on the way back.
After an awkward pause we started drinking wine again and talking about movies, and I mentioned, "Alex said he told you his fantasy, but you never told him yours."
He again stated "I'm too embarrassed," but them said,"What if I write it down, and I'll give you the note and leave the shack while you read it?" I said OK.
Several minutes later, he folded up the note, handed it to me, and walked out. He'd written, "I have been fantasizing about having Lexi go down on me."
This was a shock: though I guess I'm naïve. But he'd been so sweet I felt very close to him, and kind of turned on.
He came back in a few minutes, looking at the ground. He asked if I read the note and I said, "Yes, and you are so sweet!" He grinned in relief. We kept drinking wine and when I came back from another pee break, he was sitting on the couch, reading an issue of People magazine about some movie star.
I sat down next to him and we looked at the pictures. Very casually, he touched my thigh with his hand as we poured over it. Then again. Then he casually stroked it. And again. I was frozen with pleasure and fear as he began caressing my upper leg. But if felt amazing!
He put down the magazine. And then he leaned in to kiss my neck. My body was exploding. HHe turned my upper body away from him and began to slowly and gently caress my back and shoulders.
He ran one hand underneath the suit strap and I panicked a little. I knew where he was headed, and I was scared the raw breast forms would destroy the moment. I reached back, grabbed his hands with mine, and placed them on my breasts, outside the suit. This seemed to turn him on and he squeezed them as he continued to kiss my neck.
After what felt like hours of pleasure, he moved over and tried to lay my body down on the couch. Wait" I said. And took another pee break, and tried to leave in the sexiest way possible. It was hard to pee un my aroused state, but once done I took a moment to reapply my lipstick.
The wine had removed all my inhibitions. I returned pushed him back on the couch and got down on my knees in front of him. Then unbuttoned first his belt, then his shorts. Pulled his shorts off, spread his legs, and began caressing his thighs, before leaning over to lick the front of his underwear. He moaned as he stiffened.
Leaned back again to pull of his shorts and was presented with a big, very hard cock: the first erect male cock I'd ever seen other than mine. He was longer and thicker, set off by his tan body. I took the tip in my mouth and he moaned and clutched my shoulders. Having under such a spell was mesmerizing for me, I'll never forget the feeling of the first time and love having lovers respond to me. While others consider it sub, having a lover under my control is powerful and now I love to give oral sex.
I was desperate to eat him like a lolly pop. I'd been waiting 19 years to pleasure a big hard dick.I felt him pulse and he blew his load into the back of my throat. I knew guys loved to have it swallowed and continued sucking him up and down until he said, "Lexi, I'm all done." I had swallowed it all.
So, what does a young crossdresser do after she's just given her boss oral sex her first time? Get embarrassed is what. I was sure this was a big mistake and he was probably going to fire me, or worse, tell others. I excused myself, changed back to boy clothes, wiped off all the makeup, and came back. He said, "Let's turn in" and we went to sleep.
The next morning was difficult. I was hungover, embarrassed, but also almost bursting with excitement. We left that morning and had that day and the next off. I slept late but had some wonderful dreams.